The year-round sun and warmth of Florida makes it the ideal destination any time of year. Pack your bags and gather your friends and family for a fun and exciting fall vacation full of fun, sand, and sun, as well as some fun indoor activities in the Florida Keys for when there’s a little chill in the air. Set your sights on the Florida Keys and its many exciting offerings and you’ll build a fall vacation to keep you happy and busy throughout your stay and memories to last a lifetime.
Anna Maria Island Historical Museum
Take some time out of your busy schedule of fall activities in the Florida Keys to learn about where you’ve chosen to stay. The Anna Maria Island Historical Museum is loaded with history and treasures from the locale’s past. Visit the old city jail, now an Anna Maria tourist spot but previously the actual city jail that was in use until the 1940s. Learn about the many Hollywood movies shot in the area, like Palmetto and The Perfect Storm, and even early life on the island dating all the way back to evidence of Native American cultures in 700 AD.
An island vacation without a visit to its beaches, no matter the time of year, is virtually unheard of. Pack up your group and your beach gear and make the short trip to the sand. While taking a dip in the shimmering waters of the Gulf of Mexico may be a bit chilly, there are plenty of things to do on land – like take a walk, sit and soak up the sun and read, or watch the kids build sand castles. Whether you choose one of our rentals on the mainland or surround yourself with water, the many area beaches are a top priority for any family getaway. The best part?
Anna Maria Island Bayfest
The event is back for its 20th anniversary. Visitors and islanders alike come together at the event for food, fun, arts and crafts, a car show, live music all day long and more. The one-day event is October 16, 2021, from 10 a.m.-9 p.m. Admission is free, and transportation to the Pine Avenue location is free on the Anna Maria Trolley.
Other Festivals and Fairs
Each one of the Florida Keys celebrates fall in its own way. Check with local chamber of commerce or event organizers to find out what special things may be going on. From Oktoberfest to fall harvest and local arts and crafts fairs, there will be plenty of fall flair to enjoy on your island getaway.
For the golfers in the group that want to golf near the Gulf, there are two Longboat Key courses you won’t want to miss. Both courses call the Resort at Longboat Key Club home. Links on Longboat is a par 71, 18-hole course full of small waterways running along one side of the fairway on many holes. Check the course website for tips on the “Signature holes” and how to play them. The Harbourside course is located three miles north of the Links on Longboat and is made up of three nine-hole courses so you can mix and match nines for your own unique 18-hole challenge. The “White Egret” nine features tight fairways, while you may drown your ball at any moment on the “Red Hawk.” You’ll have a taste of everything – including ample wind as well as nine of the 45 total “signature holes” of the club’s holes.
Like on many islands, there are several places that a motor vehicle can’t go. Gather the group and explore the many walking and bike trails that let you see the sights of the Florida Keys during fall that aren’t accessible by car. You will find a bike to fit the needs of each family member. You can rent single-seat bikes with or without gears (also known as cruisers), tricycles for added balance and basket space, a romantic bicycle built for two, and even children’s bikes and adult bikes with baby seats. Many rental companies provide complimentary locks and baskets with your rental. Ask about safety gear like lights and helmets, and perks like delivery to your accommodations.
Family Fun in Florida
When you and the family book a getaway with Rent the Keys, you won’t be short on fun, family-friendly activities to fill your time. From spending the day at the sand to spending the day lounging in your vacation rental, you’ll be able to build a family getaway that is uniquely yours. Relax and unwind in a private vacation rental after a fun-filled day. Enjoy a one-bedroom for your small family, all the way up to six bedrooms for a family reunion. We have single-family homes for extra privacy. For even more privacy and peace of mind, book a rental with a private garage. Make a family meal in your unit’s fully equipped kitchen, many with stainless steel appliances. Enjoy the meal in the large living/dining areas in many rentals, or in a private outdoor space. At the end of the day, relax in a private bedroom, or gather the family, pop some popcorn, and watch your favorite family movie. Choose a premium unit for perks like a fireplace, double ovens, flat screen TVs, private pool – some are even screened in for added protection from the hot Florida sun. Include the whole family by inquiring about select rentals that allow your fur babies to stay.
Contact us today to book your family fun Florida getaway!
Cape Aqua is a 3-bedroom, 2.5-bathroom Siesta Key family vacation home with room for up to six guests and two pets. Everyone in the group will feel like they’ve stepped into a home away from home while being close to all the restaurants, shops, attractions and more to make the trip unforgettable.
• Siesta Key
• Central A/C
• Private Pool
• Master Bedroom (King) + Full Bath
• Beautiful furnishings and finishes
• Multiple Restaurants & Shops within walking distance
Key to Relaxation
Guests looking to relax and unwind on their vacation to the Florida Keys will find all they desire and more in Cape Aqua. Beautiful furnishings and finishes can be found at every turn, in bedrooms and living spaces alike. Cape Aqua is just moments away from the beach and crashing waves and everywhere else you want to be. Enjoy exciting activities, bars, shops, beach gear, bike rentals, and countless other attractions to keep you busy while on your break.
Arrive at the Siesta Key family vacation home and be greeted by lush greenery in the front. There is an expansive yard, and the home is guarded by both new and mature vegetation. The single-level home is neutral in tone and features white trim and a Mediterranean tile roof. A two-car garage and driveway space offer plenty of parking for your rental vehicles. Once you’ve settled yourself in the home, head out back to your backyard oasis. The concrete patio hosts a large in-ground pool and covered patio. You’ll find chaise lounges as well as outdoor dining for the whole group. The outdoor area is screened in for extra protection from the hot Florida sun so you can spend as much time as you want in the beautiful weather. There’s even a strip of lawn beyond the pool area for the kids to play or for everyone to enjoy being out in the sun.
Siesta Key Family Vacation Home Interior Amenities
Step into the home and step into Florida Keys flare and relaxation. The open living, kitchen, and dining area are spacious and inviting. Comfortable couches surround a wood coffee table. Matching end tables and lamps surround the seating. A large flat-screen TV sits atop an entertainment center. Bring the outdoors in and open the large sliding glass doors. When your stomach rumbles head to the fully equipped kitchen. White appliances and cabinets full of everything you’ll to prepare and serve a home-cooked meal are at your fingertips. Enjoy the meal in the dining area with seating for six at the rectangular glass table. Another more formal living area on the other side of the kitchen boasts elegant couches, glass top coffee and end tables, and artfully designed lamps. Plenty of natural light pours in from the large sliding glass doors leading to the outdoor dining set. The dining area hosts a hexagon-shaped table with seating for four spotlighted by the natural light pouring in through the large window. There is a half bath nearby that features a pedestal sink. If you absolutely have to work during your island vacation, there is an office set up with a large desk. Multiple drawers, a desk light, and a task chair make your working vacation comfortable and easy. Be careful not to daydream out the window that streams natural light into the room. A large bookcase atop the desk features a selection of books you can read when you’re not working.
When it’s time for the ultimate rest and relaxation, head to one of the private bedrooms. The master bedroom features soft carpet which plays host to beautiful furnishings. A king-size bed dominates the room and is surrounded by matching night tables with drawers and matching lamps. The tall dresser matches the night tables and has an oval-shaped mirror attached. Enjoy a movie, TV show, or the morning or evening news on the wall-mounted flat-screen TV, or sneak out to the outdoor living space through your private access sliding glass door. The master bathroom boasts a luxury soaking tub accompanied by a large shower stall. Double sinks are separated by a makeup table. Each vanity offers plenty of cupboard space to store your personal toiletries. The second bedroom features the same soft carpet. It plays host to a queen-size four-poster bed with intricate metalwork wrapped around the upper spindles. Matching night tables flank the bed, and the matching dresser and large mirror are across from the bed. The third bedroom is perfect for kids, with two twin beds with bright red bedding and red décor throughout the room. The headboards are white wicker and match the single white wicker night table between the two beds. The two bedrooms share a full hall bathroom with a tub/shower combo and single sink vanity. There is space for everyone to enjoy an island vacation.
No matter when or how long you plan to stay, Cape Aqua will give you all the fun, relaxation, and excitement you’re looking for on your Florida Keys vacation. Contact us today to book your memorable stay that will have you coming back time and time again!
The warmer climates of Florida and its many beaches are a great place to getaway any time of year. There are several places to eat in Florida Keys that offer a delicious meal in a casual atmosphere perfect for the island life. From traditional breakfast foods like pancakes and waffles, to authentic Italian dishes, everyone will find something to satisfy the taste buds.
Vinny’s Italian Kitchen
Run by an Italian immigrant, you’ll enjoy authentic Italian dishes in a casual and welcoming atmosphere during your stay on Anna Maria Island. You can choose from Italian favorites like meat or cheese lasagna, baked ziti, pasta Bolognese, or manicotti. Stay in the seaside spirit with linguini with clams or flounder Florentina. If you’re looking for a gluten-free option, sample their eggplant parmigiana, chicken cacciatore, or pasta primavera. There are lunch sizes – which serve one, and dinner sizes – which serve two, of some of the best dishes on the menu. You can also choose from a wide variety of hot and cold sandwiches like a cold Italian loaded with prosciutto, salami, roasted peppers, onions, lettuce, tomato, and house dressing. Warm things up with a hot chicken or eggplant parmigiana sandwich, meatball, or enjoy the New York pastrami or the Philly cheese ribeye steak sandwiches. Enjoy authentic Italian rustic thin crust pizza and a wide selection of calzones and Stromboli, including vegetarian options, or try a flatbread. Keep in mind when ordering gluten-free and gluten-friendly meals that the kitchen space also prepares foods with flour, nuts, soy, eggs, dairy, and other allergens.
If you’re looking for a good breakfast in a casual atmosphere to start any day of your Anna Maria Island getaway, look no further than Peach’s Restaurant. You’ll find several styles of omelets, including the Californian, made with turkey, avocado, bacon, tomatoes, and a blend of cheeses; the classic ham & cheese; or Denver-style with ham, onions, green peppers, mushrooms, and a blend of cheeses. Choose from fluffy buttermilk pancakes, Belgian waffles, or French toast to fill you up for the day ahead. Come back later for homemade chili or the soup of the day. Make sure to check the time before you head out. They’re open from 6:00 a.m. to 2:30 p.m. daily. Dine-in, carry-out, and delivery options are available. Make sure you have your mask ready as many businesses have begun to require them again.
This is the ultimate location for comfort food in Longboat Key. Enjoy an “offshore” dish like Faroe Islands salmon – a pepper-crusted salmon served with smashed fingerlings and grilled vegetables in a pomegranate reduction that’s sure to please. Another favorite is the pan-seared red snapper, which is served with wilted spinach, arancini cake, caponata, and citrus butter. Land lovers and those with a taste for something other than seafood, will enjoy the free-range fried chicken served with tabasco-honey marinade, mac & cheese, and fresh coleslaw. They’ll also enjoy soul-warming diner meatloaf served with green beans, carrots, crushed fingerlings, and topped with mushroom gravy. If you choose dine-in, make sure to bring a mask as some places have begun requiring them again. Carry-out, delivery, and dine-in options are available, too.
Daiquiri Deck Bradenton Beach
Known for frozen daiquiris in a wide range of flavors, they also have plenty of tasty dishes to delight your taste buds in their casual atmosphere. For a taste of the sea, try the sea shrimp & scallop skewers – two skewers loaded with jumbo Gulf Shrimp and sea scallops and grilled and served over rice with your choice of Cajun or Jerk seasoning. Take an adventure in eating and order the seafood mac & cheese – lobster, shrimp, and crab tossed in a white cheddar cheese sauce mixed with white wine sauce, macaroni pasta, and topped with bread crumbs. Land lovers will enjoy stuffed skirt steak – a tender and juicy roasted skirt steak stuffed with fresh spinach and smoke Gouda accompanied by roasted potatoes and asparagus. For something handheld, try the sirloin steak sandwich – a six-ounce sirloin cooked to order and topped with caramelized onions and mozzarella cheese on ciabatta bread. Grab a short rib grilled cheese – slow-braised short ribs prepared Jamaican style, topped with smoked gouda and served on toasted white bread with a side of orange marmalade.
Casual Places to Eat in Florida Keys
The whole area is full of places to eat in Florida Keys. A delicious, casual meal when you don’t want to cook on vacation is tempting, but if you’re a home chef who can’t resist the temptation to turn up the heat in the kitchen, even on vacation, make sure to stay in a vacation rental by RentTheKeys. Choose an intimate one-bedroom for a small family or sweethearts’ getaway, to a six-bedroom home great for a family or group reunion accompanied by delicious island-prepared food. Enjoy perks like your own bedroom, open floor plans, and kitchens equipped with all the appliances and tools you’ll need to make your own casual meal.
Contact us today to book your Florida Keys getaway!
Bayside Pointe on Siesta Key is a two-story, three-bedroom, two-bathroom Siesta Key beach house with room for up to seven guests. From the moment you step in the front door, you’ll feel as if you’ve stepped into your island home away from home while being close to all the fun and attractions you desire.
• Central A/C
• Master Bedroom (King) + ¾ bath
• Heated Community Pool
• Beautiful furnishings and finishes
• Private Entrance
Guests looking for a fun and exciting, yet restful and relaxing stay in the Keys will find all they desire and more at Bayside Pointe. Stylish furnishings and finishes can be found at every turn, in both the bedrooms and living spaces. Bayside Pointe is just moments away from everything you want to see and do, including exciting activities, shops, and other attractions to keep you busy throughout your stay.
Arrive at Bayside Pointe and feel your cares and worries slip away! The exterior of the two-story townhome features blues and whites in the roofing, siding, and trim that get you prepared for the island vacation of a lifetime. A staircase leads from the beautifully landscaped front yard area up to a small deck and the entrance of the home. A myriad of windows provides plenty of natural light from every angle. Arrive at the front door and step into paradise or take a seat on the nearby bench and enjoy the island weather. At the rear of the second level is a covered balcony with outdoor dining for six. Enjoy the day and into the night with the ceiling fan with light and an extra chandelier to brighten your activities and keep the air moving. The balcony overlooks the community tennis courts and offers a lake view. You can also make use of the community picnic area, which features multiple picnic tables and large BBQ grills to have a fun summer cookout or grill up the day’s catch. The community also features a playground with swing set, pirate-themed play set, and other fun for the kids. If you’re looking for beach time, Bayside Pointe is just a short walk to the main beach of Siesta Key.
Step in through the front door into the main living level of this Siesta Key beach house. The bright, open floor plan features a dining area tucked into the corner just off of the kitchen, which leads into the living area. After you’ve set your things aside, wander the area to find your favorite place. The living room features comfortable furnishings and finishes with soft sink-in-to-me chairs, couch, and love seat on wood floors. Lounge on the furniture while you watch a show or movie on the flat screen TV. Another seating area under the steps to the upper level has a beachy theme to get you in the mood for your beach respite. When your stomach rumbles, head to the fully equipped kitchen to prepare your favorite meal or snack. Stainless steel appliances accompany everything you’ll need to prepare and serve a meal everyone will love! The counter and cabinets reflect the same tones of blues and whites as the exterior of the home, pulling the outdoors in. A double sink set into the corner helps take advantage of all of the kitchen space without compromising on prep space. Enjoy the meal in the charming dining area next to the kitchen, featuring a square wood table that seats four, or gather around the outdoor dining set, which seats six to enjoy the delicious meal. Ceiling fans throughout the home keep the air moving to keep all occupants cool and comfortable no matter where they are in the home.
After a day of fun, sand, and sun, retreat to a private bedroom. Select the master bedroom and enjoy plenty of space, including a king size bedroom set with matching night tables and dresser on wood floors. Enjoy your morning and evening routines or rise of the sand and salt in the master bathroom. The large, frameless glass shower stall features tile, a luxury showerhead, and room for your personal toiletries. The single-sink vanity also features a makeup table. The walk-in master closet is located across from the vanity area to keep all of your things close for easy access any time of day. You’ll also enjoy private access to the balcony, too! Head up the steps to the second level, which hosts a loft space full of games and books to pass the time, as well as the two guest bedrooms and the second bathroom. The first guest room features a queen bed with matching dresser and night tables on carpeted floor. The windows let in natural light and island breezes. The second guest room features two twin beds, carpeted floor, ample closet space, and several windows for plenty of natural light and a beautiful view. The two bedrooms share a full hall bath featuring tub/shower combo and single-sink vanity. There is space for everyone!
No matter when or how long you plan to stay in the keys, Bayside Pointe will give you all the fun, excitement, rest, and relaxation you’re looking for and more. Contact us today to book a memorable stay that will have you coming back for years to come!
The warmth and sun of Florida is an attraction any time of year. Pack your bags and prepare for fun in the sun, water, and even on land as you check out many of the exciting activities the area has to offer. While the weather may be perfect for the majority of your trip, you’ll want to prepare some activities in the Florida Keys for times when the weather doesn’t cooperate with your beach and outdoor schedule.
Sea-renity Beach Spa & Bou-tiki
The spa is the perfect place to relax, unwind, and rejuvenate mind, body, and spirit, no matter how gloomy the weather. Head to the spa on Anna Maria Island to pamper yourself with a wide range of spa services, with a myriad of massage treatments you’ll love. Enhance the experience with reflexology, scalp soothing, warm stones, or a sea scrub. There are facials and other bodywork techniques to choose from, too. If you don’t want to brave the rain, someone will come to you to complete your relaxation at your rental. If you choose to visit the spa in person, you’ll be able to choose one of the many rooms in the spa. Come back when the sun is shining for treatment in their beachfront tiki hut. Keep in mind some of the add-on treatments may not be available in the hut, and wherever your treatment occurs, make sure to bring a mask.
While movies may be a great way to pass a few hours on a rainy day, give your entertainment a live twist and take in a show by The Island Players. The Anna Maria Island group is the oldest community theater in Manatee County. When in season, they have shows Tuesday-Saturday, plus a Sunday matinee. If the rain hits on a Monday, you’ll be out of luck for a show, since that’s their day off. Make sure to visit their website, where you can check the schedule and book tickets beforehand.
Anna Maria Island Historical Museum
After you’ve spent plenty of time in the sunny, warm weather exploring the outdoor aspects of Anna Maria Island, use a rainy day to learn more about the history of the island at an indoor venue. The Anna Maria Island Historical Museum, near the old city jail, has plenty of information about the history and treasures of the island’s past. You can brave the rain to visit the jail, which used to be the city jail until the 1940s or stick to the museum and stay warm and dry. You’ll also learn about the many Hollywood movies shot on the island, like Palmetto and The Perfect Storm. Go way back in time and find evidence of Native American cultures that date back to 700 AD.
Bishop Museum of Science and Nature
Florida is one of the best places for a variety of nature’s best. From inland lakes and the picturesque shores of the coast of the shimmering Gulf of Mexico to wildlife that live on land and wildlife that inhabits the sea, there’s a lot to see and learn about the unique ecosystem of Florida. For some indoor fun on a rainy day when you can’t visit the beach, head to the Bishop Museum of Science and Nature, formerly known as the South Florida Museum, located in Bradenton. You’ll want to prepare for fun and learning with many permanent exhibits, as well as a number of rotating exhibits, meaning no two visits will ever be the same! Make sure not to miss the manatee habitat where you can meet the manatees and learn about measures for manatee rehabilitation or visit the planetarium for an out-of-this-world show.
Rainy Day Fun Activities in the Florida Keys
When you book your fun-filled getaway to the Florida Keys, you won’t be short on activities to fill every minute of every day, even when the sun isn’t shining. With so many activities in the Florida Keys to choose from, you’ll find something to do to keep the entire group entertained and happy. Spend some time in your accommodations if you don’t feel like going out. From a one-bedroom for your small family or a getaway with your sweetheart, all the way up to six bedrooms for a family or group reunion, you’ll find something by Rent the Keys to fill the bill! Instead of getting wet when heading out to eat, stay warm and dry and prepare a mouth-watering home-cooked meal in your rental’s fully equipped kitchen. Recharge with a nap or a good night’s sleep in your own bedroom or spread out in the spacious living area to read a book or watch a movie. Indulge in a premium unit for upgrades like stainless steel appliances, double ovens, flat-screen TVs and more.
Contact us to book your stay full of all-weather memories today!
The seasons are always changing, but do you want to know what never changes? The comfort, luxury, and style that can be found in our RentTheKeys seasonal sanctuaries! Offering a large portion of the Siesta Key lifestyle with a heaping side of comfort, your vacation promises to be even better than you dreamed it could be! Although there is not much of a change from season to season, your summer will be brighter when you choose to spend it on Siesta Key, and your fall will be more colorful when you choose to visit the area during fall break! This ULTIMATE guide to Siesta Key in the summer and fall is easy to follow and designed to give you the getaway you deserve after working so hard during all the other seasons of the year.
The best moments of your Florida vacation will be spent inside our comfortable homes and condos as you and your family, friends, or traveling companions discover that a rental property can be just as joyful as a person! Today, we are specifically talking about Siesta Key rentals, but rest assured, we have properties all over the region, including Cape Coral, Bradenton, and Anna Maria Island, just to name a few! Offering luxury, comfort, and a joyfulness that will make you smile from your first moments inside until you give it one last wistful glance over your shoulder as you walk slowly to the transportation taking you back to real life.
But it is the beginning we are about to discuss, those first few moments when you realize that this space is going to be yours, joyfully yours over the next week of your life, and as the door swings open, your heart begins to beat faster! Drop your bags where you stand and make your way to the fully equipped kitchen of your dreams; some “journeys” will be longer than others, as you have your choice of condo and home sizes ranging from cozy 1-bedroom condos on the water to spacious 4-bedroom homes that will make you feel at home immediately. This is the room where meals will be made, drinks will be sipped, and stories will be told as you share leftover desserts and secrets and dreams with your favorite traveling partners by the light of the microwave. Updated appliances, custom cabinets, and a cheerful ambience bring back the joy of cooking, even if you choose to spend more time whipping up margaritas than tossing together a meal! Dining rooms with large tables serve multiple purposes, as you and your traveling party play board games together, spend time in conversation, and when you absolutely are forced to, use the space as a temporary work station; high-speed internet ensures a practically glitch-free Zoom meeting, letting you get back to the most important part of all vacations with ease and speed!
Living rooms with soft sofas and chairs are where naps will be taken, books will be read, daydreams will take place, and if you find some time in between all of those activities, television shows will be watched! Our state-of-the-art televisions will make you feel as if you are a part of the action and can also be found in the bedrooms, allowing guests to wind down with their favorite late-night show before drifting off into dreamland. These rooms are our favorites, offering a peaceful space to retreat to at the end of every day. Shut the door and enjoy some much-needed time to yourself, and after a deep and restful night’s sleep, you will awaken ready to face a new day of Florida adventures!
Many of those adventures will take place with in the confines of your Siesta Key seasonal escape as you practice cannonballs in private or community pools, soak tired and achy muscles in hot tubs outside or deep soaking tubs inside, or prepare a feast worthy of royalty in outdoor kitchens. Our homes are designed to be an integral part of your vacation experience and every minute of every day will be that much better because you spent it with us!
A Siesta Key Summer
After exploring the wonders of your Siesta Key escape, the very next thing on your list of things to do is more than likely to hit the beach! The beaches of Siesta Key (and yes, there are three on this relatively small key) have been written about as some of the most beautiful beaches in the world, and it is the sand that holds a huge part of their appeal. Mostly composed of quartz, the granules are fine and pure white, giving the beach an appearance of a snow-covered landscape without all that cold! Framing crystal clear waters that are warm and inviting, the contrast of white sand, turquoise waters, and the cheerful blue skies above gives your beach adventures a crayon box full of color and that is before you start to play!
Now, before we start the discussion of your beach time, you may find your swimwear selection slightly lacking. People who do not live at the beach full time do not realize that we take our swimwear seriously here, and at various times during the week we may have up to three suits hanging over the backs of patio furniture, a load of suits in the washer, and a drawer filled with the remaining! We even have work swimsuits, “formal” swimsuits, and swimsuits that will NEVER be dampened by salt or chlorine water, but that is a story for another day! If you find yourself needing more swim accessories (suits, boogie boards, sunscreen, etc.), Beach Bazaar at 5211 Ocean Boulevard has everything you will need for your beachy adventures.
Now, let’s get back to the beach! The three beaches on Siesta Key, Siesta Beach, Crescent Beach, and Turtle Beach, offer three distinctly different experiences, all of which will nicely enhance your Siesta Key summer shenanigans, so be sure to explore them all during your time on Siesta Key. Siesta Beach is the largest and most well known of the three, offering two concession stands, a year-round lifeguard station, and a playground under the shade that makes the perfect respite area for toddlers and tweens who have had a little too much sun! Crescent Beach leads you to a seascape you do not often find in this section of Florida, a rocky beach called Point of Rocks. This is a popular surfing and snorkeling area, so get out your gear and explore the undersea world while you are here! This quiet beach, however, is away from most of the crowds, so if you just want to sunbathe in private without having to worry about being hit by volleyballs, this is where you should go! Our final beach, Turtle Beach, is popular for shell and shark tooth seekers, sports fans, and fishermen and women, offering volleyball and tennis courts, horseshoe pits, a boat launch, and access to Blind Pass Lagoon, where fishing is allowed with licenses, so bring a pole and have the time of your life!
Your summertime adventures, however, may begin and end with the beach, but there is so much more you can do while you are here! Charter a fishing expedition from Siesta Key Fishing Charters and spend a day out on the waters going after the big guys that can include shark, snapper, and groupers or boat to where the dolphins frolic when you take a Dolphin Cruise from Siesta Key Dolphin Tours. Also offering sunset cruises that are romantic and breathtaking, your time on the waters that surround Siesta Key will possibly be even more fun than your time playing in the waters!
Shopping at Siesta Key Village will tempt you with treasures you never knew you needed, and on rainy days you can stay dry and cool in air-conditioned and enclosed trolleys with a tour offered by Discover Sarasota Tours. The Public Art Tour and Sunset City Tours are two of our favorites, but please feel free to choose the tour that interests you most! When hunger pangs strike—and with all the activities you will be participating in, you WILL be hungry often—a stop in Siesta Key Oyster Bar will give you the penultimate key experience: sucking down raw oysters as you sip rum runners and listen to some guy playing on his guitar and singing about flip flops and margaritas! These moments will feed your soul in ways you never knew you needed, and this summer spent with us on Siesta Key will be one you will never forget.
Falling for Fall on Siesta Key
To be honest, there isn’t a lot of difference between the seasons on Siesta Key, but a Siesta Key fall is a bit cooler, and the beaches aren’t as crowded as they can get in the summer and winter. Fall for most people is about back to school, football, and pumpkin spice everything, but people rarely think about traveling for a beach vacation, making your Siesta Key fall escape one that will be filled with fun without the crowds! Beach days are still popular, so plan on spending plenty of time at the beaches we talked about earlier, and fishing charters are even more successful as fall migration happens right off our coast, bringing out the big guys to feed and hopefully end up on your reel. Most charter captains will clean and bag your catch, so all you need to do is grill them up on the barbecues found on the back porches of our seasonal sanctuaries!
When you venture off the key to explore all the wonders that Sarasota has to offer, you may find yourself signing up for a sightseeing cruise aboard the Marina Jack, docked behind the Marina Jack restaurant on Sarasota Bay! And because tours are the perfect way to get to know what interests you while visiting someplace, we are once again suggesting a tour offered by Discover Sarasota Tours! The slightly cooler temperatures make you want to get outside and play, and their Amish Experience Tour allows you to explore the Amish lifestyle with visits to the shops and restaurants found in the community; Alma Sue’s Quilt Shop offers exquisitely crafted colorful quilts that you NEED to make yours, and Der Dutchman Amish Cooking Restaurant will take your taste buds to new levels of taste!
But before you begin any of the adventures we have been talking about, remember that breakfast is the most important meal of the day, and if you run out of fuel, you will run out of energy and become unable to enjoy anything! With that being said, we suggest you start out at least one day of your stay with a visit to Restaurant Bonjour French Café, located at 5214 Ocean Boulevard. Offering an ever-changing menu of delicious European breakfast options, including croissants, omelets, quiches, and sandwiches created on baguettes—they serve lunch too—the Bonjour French Café can be a good change from all the seafood you will devour during your Siesta Key getaway. We aren’t saying that you will get tired of the fresh and sweet dishes from the sea, but sometimes you just need some good old-fashioned carbs to make your day!
Just Like That
Your season on Siesta Key has come to its natural conclusion, but before you go, we would lie to offer one more unique activity to squeeze into your daily adventures, and this one takes you back on the water and off Siesta Key. Cruisin’ Tikis Sarasota offers water tours aboard a floating tiki hut! Offering sunset fireworks cruises in the summer, this uniquely Sarasota adventure may be the highlight of a trip filled with fun!
However you spend your days at play in the Sunshine State, coming home each night to the comforts found in our RentTheKeys seasonal sanctuaries will be something to which you eagerly look forward. Contact us and reserve your stay today!
The seasons do not change all that much when you spend them in the Florida Keys. With the exception of a few stormy days and a couple of cooler nights, every day in paradise is the best day of your vacation! The sun is usually shining, the temperatures are generally balmy, and your summer or fall vacation to the Keys promises to be one you will never forget, especially when you choose RentTheKeys for your vacation escape! Offering a generous selection of homes and condos filled with all the comforts of home, it is the luxuries found inside that will bring your getaway to the next level of wonderful! This guide to our properties and all the good times you can have during your seasonal vacation will ensure that every minute of your stay will be filled with fun, comfort, and relaxation!
Vacation Dreams Can Come True
The best way we know to make your vacation dreams come true is by offering our guests the vacation home of their dreams! Choose a condo on Siesta Key decorated with sunny walls and plush furnishings and relax happily knowing the beach is within walking distance or choose a condo with beach views that will keep you from having to miss out on a single moment of the beach experience. Fully equipped kitchens with updated appliances and cheerful ambience help bring back the joy in cooking. Dining areas located just steps away from the kitchen offer the perfect spaces to play board games, devour meals, or chat with family and friends. Cozy, warm, and welcoming, our condos are the perfect size for couples or smaller families, offering access to community amenities, free Wi-Fi, and state of the art electronics that ensure every moment of your time away from home will be filled with fun!
We also feature private homes, larger in size but still offering the warmth found in our smaller condos. Located where you want to be, on your favorite Key overlooking the waters of the Gulf or closer to town where the shops, restaurants, and necessary places are all within walking distance, our seasonal homes may end up being the highlight of an already fabulous Florida getaway! Sit out on patios by the pool, sipping mojitos and watching the sun sink over the horizon in a fiery explosion of color. Watch the big game on the big screen television in living rooms that serve multiple purposes or gather round the dining room table and show your kids how playing board games can be more fun than the video games they are used to playing! Every day promises to be better than last as you play, sleep, and learn anew what it means to relax, making you wonder, “Why didn’t I think of doing this sooner?”
Falling for Fall
School vacations have changed over the years, and many schools offer fall breaks that can last as long as two weeks, making it the perfect time to get away! As fall is a quieter time on the Keys, your vacation will be even more relaxing as you build sandcastles at water’s edge, sip the night away at local hot spots, or just enjoy the natural beauty of your home away from home!
Take a walk on the wild side with a visit to the Big Cat Habitat & Gulf Coast Sanctuary, located just off Siesta Key in Sarasota. Home to the big three—lions, tigers, and bears—this beautiful place is a sanctuary for primates, birds, and more than a few domestic animals that make their home in the petting zoo found here. Visitors can get up close and personal with sloths, silver foxes, ruffled lemurs, and wallabies, or can enjoy a virtual encounter with a variety of other animals, without even having to leave the comfort of their home away from home.
Lido Key is home to the Ted Sperling Park, where kayaking through the mangrove tunnels is a beautiful way to spend a few hours of your Florida Keys fall break. Kayaking SRQ offers guided tours through the mangrove tunnels, lasting two hours and offering a magic that never fails to charm, and because the manatees are out in force from spring through early winter, you may have the opportunity to meet one of our favorite friendly beasts as you quietly paddle your way under the trees. Alligators aren’t known for living in these areas and their peak season is in May, so when your tour guide pulls over to a secluded beach, feel free to swim and play and search for shells to your heart’s content!
Speaking of gators, for some reason travelers often actually WANT to see a real live alligator, and although you can have a virtual encounter at the Big Cat Habitat, the airboat tours offered aboard the Gator Gal in Myakka River State Park will give you the opportunity to run across one in person while staying safe! This activity is destined to be your favorite wildlife adventure as you explore one of the most beautiful areas in the state on your Florida Keys fall vacation.
This Way to the Beach
Beach time is an activity that can be enjoyed year-round in the Keys, and because the fall months are not extremely busy, it may even feel as if the beaches were created just for you and your family! The three beaches on Siesta Key offer distinctly different vibes and include Siesta Beach with its concession stands, lifeguards, and Sunday evening Drum Circles that celebrate the setting of the sun. Crescent Beach is where the snorkelers will love to explore the waters off Point of Rock, and Turtle Beach is a fun spot to play volleyball, horseshoes, or simply hang out at the shaded playground watching your littles play! Lido Beach on Lido Key has a history of being slightly naughty, having once been a nude beach, but today visitors behave and keep all their clothes on! The beaches on Casey Key (found just south of Siesta Key) are incredible places to go shell hunting, and if you are hungry but don’t want to leave the sugary white sands, The Crows Nest (in nearby Venice) offers fresh seafood, delicious views, and ice-cold beverages that will wet your whistle and warm your soul. Finally, Longboat Key offers more than just awesome beaches and warm waters, and as you devour Grouper Sandwiches at the Salty Dog, kayak or swim with the locals at the Cove (located behind the Chart House) and watch the wonderful shows put on by Ski-a-Rees, a free waterskiing show that has been performing on the waters of Longboat Key since 1947, your tour of the beaches may be complete (for the moment!) but there is still so much more to see and do that you may feel the need to come back during your next vacation in the summer!
The Long and Lazy Days of a Florida Keys Summer
As the earth continues its tour round the sun, the long and lazy days of summer bring about new joys for travelers visiting the Florida Keys. This is the season of fun on the Keys, and as you enjoy your time at the beaches we discussed earlier, there will be times when you hope to stay inside, reveling in the chill of the air conditioning blowing down your neck.
A visit to the Sarasota Art Museum is first up on our list of Florida Keys summer excitement, and as you amble throughout the structure that was once a high school, if you listen closely, you may hear the whispered echoes of high school cheers, locker doors slamming shut, and laughter ringing through the halls. Explore the exhibits on display, demonstrating the talents of the nation’s most creative artists, marveling at the use of colors and the beauty of the subject matter, the fun you have here can go on for hours and although you may be tempted to return, you must remember there is still more to do!
Shopping on St. Armand’s Circle (the shape of the circle was built to resemble the rings of a circus) will keep you cool, especially when you catch sight of the “ice” you can purchase at Armel Jewelers! For over 50 years this specialty jewelry store has witnessed the beginning of young couple’s forevers, the celebrations of dreams realized, and the joyful tears of patrons who have accomplished something so important it deserves to be commemorated with something shiny! When the skies darken and the storms come rolling in, young families may find that their favorite adventure is the simplest one of all: a trip to the movies, where imagination reins supreme and popcorn is the treat of the day! From the Regal Hollywood in Sarasota with its multiple screens to the CMX CineBistro on Siesta Key where viewers can eat, drink, and lose themselves in the fantasies playing on the big screen to the Burns Court Cinema where independent films and foreign movies can enjoy their time in the sun, a trip to the movies has never been this fun!
The rich Florida landscape is green and luxuriant, the moist weather making it easy to grow a garden, and while we don’t expect you to grow your own garden during your stay, walking along the paths of the Marie Selby Botanical Gardens is a peaceful and enjoyable experience! Located in Sarasota, this 45-acre plant sanctuary offers flowers, plants, waterfalls, and art, bringing beauty to its guests in every way. Because it is dedicated to the study of orchids, the large selection of delicate blooms will amaze!
When the Dinner Bell Rings
Our favorite part of any vacation in any season is being able to enjoy a taste of the town, and as you take part in your own culinary exploration of the Keys, the restaurants we list here will be the tastiest part of your getaway! Keep it simple with a visit to Captain Curt’s Crab & Oyster Bar, 1200 Old Stickney Point Road, where the crab is fresh, the clam chowder is memorable, and any of their seafood dishes will be the highlight of your day. When the thirst for something sweet, frosty, and dangerous hits, there is no better place to sate your thirst than Daquiri Deck in Siesta Key Village! Offering a legendary Happy Hour from 3 to 7 PM, daily, the live music and sweet seafood offer the perfect way to celebrate another day in paradise, but it is those daquiris you will dream about for years to come.
The lifestyle in the Keys is a casual one, but when you want something a little more formal (perhaps you have something special to celebrate!) Euphemia Haye Restaurant & The Haye Loft is the direction you will want to turn your rental car towards! Located on Longboat Key in a charming cottage just across the street from the water, this extra special restaurant will turn an ordinary Tuesday into an event you will never want to forget! Costing a little more than most of the restaurants you will visit, it is the perfect example of you get what you pay for because every item on its menu is amazing.
Finally, enjoy a taste of Florida history with a visit to the Columbia Restaurant on Lido Key. We often say that the longest running businesses stick around for a reason and the Columbia, which has been open since 1905, is a perfect example, and even though the Lido Key expansion of the original Tampa one is newer, the food is just as great! This popular place is well loved, so reservations are definitely recommended!
RentTheKeys Is the Best Choice
Miramar is a four-story, four-bedroom, three-and-a-half-bathroom Siesta Key rental with room for up to 11 guests. From the moment you step in the front door, you’ll feel as if you’ve stepped into a home away from home while being close to Siesta Key beach and all of the fun and attractions you desire.
Guests looking for a fun, exciting, restful, and relaxing stay in the Keys will find everything they want and more at Miramar. Stylish furnishings and finishes can be found at every turn, in bedrooms as well as living spaces of the townhome. Miramar is just moments away from everything you want to see and do, including exciting activities, bars, shops, the beach, and countless other attractions to keep you busy throughout your stay.
Follow the bricked driveway to your Florida Keys oasis. The exterior of the beautiful four-story Siesta Key rental is painted in neutral tones that draw attention to the outdoor living spaces rather than the home itself. The home is surrounded by mature landscaping. Take the steps to the front porch, with stately French door entry door and chandelier. The balusters add to the stately appearance and enclose the porch. To the side is the small in-ground pool. Splash around or sit and work on your tan or read a book in the chaise lounges. Just behind the pool is the first-floor covered patio. It hosts outdoor dining for six, a large BBQ grill, and drink cart for enjoying a meal in the Florida sun. A ceiling fan keeps the air moving on warmer days. A second-floor balcony is accessible by all bedrooms from a hallway. The master suite features its own private balcony as well!
Step inside the home and feel your cares and worries slip away, knowing everything for your island retreat has been taken care of. A foyer features a chandelier and tile floors with quick access to the upper levels by the staircase to the right. There is a coat closet for your coats and other outdoor gear. Next to the closet is the utility room, complete with a stacked front-loading washer and dryer as well as a utility sink. To the right is a small office for those who may have to work while on vacation. It features glass-fronted French doors with curtains for privacy while working. There is a desk with multiple drawers and space for your laptop, as well as a comfy couch for when you need to take a break. Natural light streams in from a large window and supplements the ceiling fan light and the desk lamp. There is also a half bath conveniently located off the foyer.
Once you’ve marveled at home much can be at your fingertips from the first step in the door, continue into the open living, kitchen, and dining area. Tile floors run throughout the room and play host to a large area rug and comfortable seating in the living area. Gather around the fireplace and wall-mounted flat-screen TV for some evening entertainment. Massive windows let in plenty of natural light as well as the breezy island vibe from palm trees surrounding the home. The chefs of the group will love the kitchen. Stainless steel appliances, including a wall oven and electric cooktop, help prepare a delicious home-cooked meal in the fully equipped kitchen. There is plenty of counter space for prep, including a raised bar with seating for two helpers. Many cabinets make sure there is plenty of space to store everything you’ll need. Enjoy the meal around the large rectangular table with seating for seven. Don’t forget to look up in the dining and living area, as the ceiling features wood paneling for an extra beachy vibe. If you’d rather stay in for the day or are looking to beat the heat, head to the top floor. You’ll find a comfortable place with large couches and chairs to lounge and read or play a game. Prepare a snack at the bar with plenty of cabinet storage and extra seating for two at the raised counter.
When you’re ready for a good night’s sleep, or just need a nap before more time in the sun, retreat to a private bedroom. The first guest room features a king bed with an upholstered headboard, a pair of matching end tables and lamps. A comfy chair in the room provides a spot for reading or looking out the window at passersby. An en suite bath features a walk-in shower and large single-sink vanity with plenty of storage space for your personal toiletries. The second guest room includes two twin beds separated by a desk used as a large night table as well as a workspace. The third guest room is a cozy space with several large windows for lots of natural light. Curtains cover each for a restful night’s sleep if you don’t want to wake with the sun. The bed is flanked by matching night tables with matching lamps. The nearby bath is a beautiful place to get ready each day. The master suite includes a king sleigh-style bed, night tables on each side, plenty of space, and private access to the balcony. Step into the spa-like master bathroom. Relax and pamper yourself in luxury. A standalone jetted tub dominates the center of the tiled-floor room. An equally luxurious Roman walk-in shower features frameless glass and an arched window to let in natural light. Flanking the shower is a double-sink vanity with storage, as well as a makeup area with storage below and a medicine cabinet in the wall. Enjoy quick access to your clothes and accessories after a shower with a walk-in closet with built-in shelving and drawers just off the makeup table side of the room.
Contact Us to Book a Siesta Key Rental
No matter when or how long you plan to stay in the Keys, Miramar will give you all the fun, excitement, rest, and relaxation you’re looking for and more for an island getaway. Contact us today to book a memorable stay that will have you coming back for years to come!
The warmth and sun of Florida is an attraction any time of year, and the fun of an island vacation is irresistible. Pack your bags and prepare for fun in the sun, water, and even on land as you check out patriotic events including island-wide celebrations, parades, and more in addition to many other exciting activities the area has to offer to keep you busy during your 4th of July in the Florida Keys in 2021 stay.
Fourth of July Parade
An annual island tradition is coming back. Enjoy an island 4th of July parade like no other. The Anna Maria Island Privateers are hosting a 4th of July parade and celebration. The parade is set to start in Bradenton Beach and end in Anna Maria. The Privateers will board their boat-float, the Skullywag, to lead the parade filled with other people and groups, as well as the island’s elected officials and staff in parade float-golf carts. The parade starts at 10 a.m. at Coqunia Beach and moves north along the island where it ends at City Pier Park in Anna Maria around noon. Please wear a mask or maintain social distancing when possible.
Longboat Key Celebration
Longboat Key will be decked out in red, white, and blue this 4th of July. Dress in your most festive red, white, and blue and prepare to meet Uncle Sam. Make sure the kids sport their best red, white, and blue, and if your furry friend made the trip with you, give them some patriotic swag as both kids and pets can walk with their pets. Residents and guests can decorate cars, floats, scooters, strollers, golf carts, bikes, and wagons, while floats sponsored by businesses will go by on four-wheeled vehicles such as golf carts and automobiles. The Annual Freedom Fest and Hot Diggity Dog Parade will begin at 9 a.m. at Town Hall.
Anna Maria Island Fireworks
As the sun goes down, look to the sky for a patriotic way to light up the night on Anna Maria Island. This 4th of July, the annual fireworks spectacular hosted by the Sandbar Restaurant, located at the north end of the island, is set to explode. The patriotic display lights up the night from near their wedding pavilion, but the show can be seen from almost any part of the island! For a “front row seat” take advantage of the restaurant’s exclusive VIP package. It includes a private area to watch the fireworks, delicious food prepared by the restaurant’s culinary team, open bar, party favors, and valet parking. Fireworks start just after dusk.
Sarasota Bayfront Fireworks
Check out the Sarasota Bay side of the island on July 4th. Suncoast Charities for Children and Marina Jack are sponsoring the show that will light up the sky around dusk, after you’ve enjoyed the Sarasota Bayfront Parade. After the parade and just before the fireworks, check out Alana Sherman, this season’s American Idol local breakout star, as she performs the National Anthem.
Cape Coral Red, White & Boom!
The City of Cape Coral Parks and Recreation Department is presenting what aims to the be the best fireworks display and 4th of July party in Southwest Florida. There will be food trucks, a “Freedom 5K” race, and more. Purchase an adult or kids VIP ticket for extras like a BBQ catered meal, beverages, game and face painting areas, air-conditioned restrooms, and a prime viewing area for the fireworks show. Children under two are free, and children older than 13 will need to purchase an adult ticket to the VIP area. The Red, White, and Boom fireworks take place on Cape Coral Parkway at the foot of Cape Coral Bridge. The light show begins at 9:30 p.m. Please no pets, personal fireworks, or outside alcohol.
Island Patriotism in the Keys
When you book your fun-filled 4th of July getaway to the Florida Keys, you won’t be short on activities to fill every minute of every day. With so many activities, both patriotic and otherwise to choose from, you’ll find something to do to keep the entire group entertained and happy. Choose a one-bedroom for your small family or a patriotic getaway with your sweetheart, all the way up to six bedrooms for a 4th of July reunion! Prepare a mouth-watering home-cooked meal in your rental’s fully equipped kitchen or use the provided BBQ in many units. Enjoy morning coffee, or a relaxing drink as you watch the sunset from a private balcony or patio. Recharge with a nap or a good night’s sleep in your own bedroom or spread out in the spacious living area to read a book or watch a movie. Choose a premium unit for upgrades like stainless steel appliances, double ovens, flat screen TVs and more.
Contact us to book your stay full of 4th of July fun and memories today!
The Treehouse is a two-story, four-bedroom, three-and-a-half-bathroom home rental in Florida with room for up to eight guests and two pets. From the moment you step in the front door, you’ll feel as if you’ve stepped into a home away from home while being close to all the fun and attractions you desire.
Guests looking for a fun, exciting, restful, and relaxing stay in the Keys will find all they desire and more at the Treehouse. Stylish furnishings and finishes can be found at every turn, in both the bedrooms and living spaces. The Treehouse is just moments away from everything you want to see and do, including exciting activities, bars, shops, and countless other attractions to keep you busy throughout your stay.
The two-story home with its myriad of different height peaked roofs, its calm blue siding, and numerous outdoor spaces projects calm and comfort from the moment you arrive. The front door is on the second floor of the home and accessible by a multi-level patio with stairs to each level. The entryway is shaded by a cantilevered roof. Put away your things and head out back to a private and luxurious outdoor space. An in-ground pool and spillover spa are the main features of the outdoor space and are enclosed by a screen structure. Multiple chaise lounges surround the deck and offer a place to dry off or read while enjoying the warm Florida sun. The screen structure is attached to the roof of the expansive covered patio. The patio keeps the fun going, including a built in BBQ, sink, and fridge to prepare a delicious meal. Patio furnishings are focused on the large feature wall that includes a gas fireplace and wall-hung flat screen TV in its own recessed space. Enjoy a meal or the company of friends and family at the outdoor dining set for six. A spiral staircase takes you up to the second floor and one of the balconies that overlooks the pool area. The master bedroom has a private balcony with outdoor bistro seating for two that also overlooks the pool area.
Step inside into relaxation. The family room features a comfortable couch and love seat surround beautiful wood end tables and a coffee table. Take a seat and read or watch a show on the large wall-mounted flat screen TV as the sun shines in through the floor to ceiling windows. Enjoy your down time in the living area just off of the kitchen and dining area. Warm up by the fireplace or sit on one of the comfortable couches and read or talk with friends and family. When mealtime comes around, the kitchen includes stainless steel appliances, plenty of cupboard storage space, and granite counters. A large double sink makes prep and clean up a breeze.
When the day’s adventures are over or you need a refreshing nap before the next one, retreat to a private bedroom. The ground floor features one guest bedroom in the newly remodeled space. Wood floors host a queen size bed, dresser, and matching night tables for plenty of storage. Access the outdoor space by your own sliding glass door. Relaxation and luxury await in the en suite ¾ bathroom. A large frameless shower stall includes multiple shower heads and nooks to hold your personal toiletries. A single-sink vanity with storage provides ample space for your morning and evening routines. A half-bathroom is also located nearby on this level and easily accessible from the outdoor space.
Upstairs you will find two more guest bedrooms and the master suite. Step into one of the guest bedrooms and sink into the queen size bed for a good night’s sleep. Enjoy plenty of storage space with a walk-in closet and dresser. The second guest room on this level includes a matching bedroom set featuring full bed, dresser, and two night tables. The two bedrooms share a hall bath including shower stall with hand-held sprayer and single-sink vanity. Spoil yourself in the luxury of the master bedroom. A king size bed dominates the wood floor and faces the wall-mounted flat screen TV for some entertainment before bed. For some early-morning fresh air or evening solitude, step through the glass-panel door to your private balcony overlooking the pool. An outdoor bistro set is the perfect place to enjoy yourself or watch friends and family splash in the pool without getting yourself wet. Pamper yourself in the master bathroom, which includes frameless shower stall with bench, shelves for your toiletries, and multiple shower heads. The double-sink vanity offers plenty of space for your morning and evening routines, and the toilet and bidet are tucked away in a semi-private space away from the shower. There truly is space for everyone!
No matter when or how long you plan to stay in the keys, The Treehouse will give you all the fun, excitement, rest, and relaxation you’re looking for and more. Contact us today to book a memorable stay that will have you coming back for years to come!