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The year-round sun and warmth of Florida makes it an ideal destination any time of year. No matter where you choose to go in the Sunshine State, there is plenty to see and do. Choose the sunny, sandy shores of the keys adds another layer of rest and relaxation to your Florida vacation. To make sure your island retreat goes as planned this summer, you’ll want to start planning your 2022 summer getaway to the keys well in advance. Starting now means you’ll have your pick of everything that will make your vacation great, including restaurant reservations, activities, and the most important reservation: where you’ll stay.

Cost Savings

Experienced travelers know that booking travel necessities like airfare, hotels, and admission to popular attractions, secures you some of the best of the best offerings at the lowest price. Last-minute bookings often come with a premium, as well as missing out on your favorite rental property, while those who plan well in advance can take advantage of lower prices on the most sought-after homes. Lower costs may apply to other aspects of your trip. Airfare, vehicle rentals, admission, and popular activities offer discounts to travelers who think ahead and book now.

First Come, First Served

The saying businesses use most to capture more customers earlier also applies to vacation rental homes. Arriving early to an event comes with perks like guaranteed admission, lower entry fees, and other special treatment. Booking your 2022 summer getaway to the keys with Rent the Keys now means you’ll have your choice of vacation rental homes so you can reserve the one that’s best for you and your group.

Peace of Mind

Booking ahead of time and securing reservations for your preferred vacation home in the keys means you don’t have to worry so much as the start of your trip gets closer and closer. Once you’ve secured that vacation home of your dreams, you can focus on the other activities and attractions that will make your summer 2022 getaway to the keys one to remember for years to come.

More Prep Time

Booking your vacation rental with Rent the Keys for your 2022 summer Florida Keys getaway not only means you can focus on other trip planning to-dos, but it also means you have more time overall to prepare. If you’ve never been to the keys, you can download maps of the area around your rental as well as the best routes to all the bars, shops, restaurants, and other attractions that are on your must-do list during your trip. Gather the things you’ll need for your trip of a lifetime and store them somewhere easily accessible – all you’ll have to do is pack the car and head to the airport.

Time to Save

With everything booked, down payments secured, and everything else for your perfect summer vacation in place, you’ll have plenty of time to save extra spending cash. Save your change from regular purchases in a jar or move money each week to an account opened especially for vacation expenses. There are bound to be impromptu adventures that require admission fees, your groceries, other items not provided at your vacation rental, as well as some fun souvenirs to bring home.

Rentals

Travelers who book early not only have secured exactly what they want, they may get a little more. Rather than having to rent, or even purchase items you won’t be taking home with you – bikes, beach equipment, and more may be included in your fees at no extra charge if not already done so.

Get Everyone Prepared

Planning your summer 2022 trip to the keys well in advance means there’s plenty of time to get everyone prepared for the journey. New bathing suits or summer clothes, luggage to pack it all in, and personalized lists of other items needed for the duration of the trip can be figured out and purchased or packed in advance rather than being tossed in carelessly at the last minute.

Book Early for 2022 Summer Island Fun

When you book your summer 2022 getaway with Rent the Keys early, you won’t be short on fun activities to fill your time. You’ll be able to build a Florida island getaway that is uniquely yours. Relax and unwind in a private home, knowing everything is in place. Enjoy a one-bedroom for your small family or sweetheart getaway all the way up to six bedrooms for a summer island family or group reunion. Make a meal in your unit’s fully equipped kitchen, many with stainless steel appliances. Enjoy the meal in a large living/dining areas in many rentals, or al fresco in a private outdoor space. Relax in a private bedroom or gather your group and watch your favorite movie. Choose a premium unit for perks like a fireplace, double ovens, flat screen TVs, private pool, and more. Include the whole family by inquiring about select rentals that allow your pet to stay.

Contact us today to book your summer 2022 getaway to the Keys!

Villa Malibu is a single-story, 4-bedroom, 2-bathroom home with room for up to eight guests. From the moment you step in the front door of this central Cape Coral home, you’ll feel as if you’ve stepped into a home away from home while being close to all the Florida Keys fun and attractions you came to experience.

Highlights:

Restful Relaxation in Cape Coral

Guests looking for a fun and exciting, yet restful and relaxing stay will find all they’re looking for and more at Villa Malibu. Stylish furnishings and finishes can be found at every turn, in bedrooms as well as living spaces of this home with canal access. Villa Malibu is just moments away from everything you want to see and do, including exciting activities, bars, shops, and countless other area attractions to keep you busy throughout your stay.

Exterior Features

Arrive at this Mediterranean-style home and feel all your cares and worries drift away. The sunny yellow done with white trim projects happiness and comfort perfectly against a Florida blue sky. Mature vegetation, including palm trees, line the drive and walkway to the front door. Lush green grass surrounds the home and makes the ultimate Florida landscape. Park on the brick driveway and make your way up the brick walk to the front entrance. Tall columns and large arching windows let in the Florida sun and give you a great view from inside the home, while the covered patio blocks the beat of the hot sun. Glass-fronted French doors with airy white curtains welcome you. After you’ve settled yourself inside, step out back into your oasis full of Florida fun. The fully screened in backyard area features a large in-ground pool with water features and spillover spa. Mosaic tile dolphins on the pool’s bottom swim along with you. The pool is bordered by mature and new vegetation that include palm trees for a beachy feel. The tile pool deck hosts several adjustable chaise lounges, along with outdoor dining seating with umbrella for four. A large BBQ grill is available for your use as well. Blur the line between indoors and out when you open the multi-panel sliding glass door. Step out onto a covered patio with outdoor dining for six under a ceiling fan to keep you cool. Make your way down to the canal and have a seat on the deck and watch boats headed out to the water. There is a boat lift should your rent your own vessel.

Interior Amenities

Behind the entry door you’ll find an open living, kitchen, and dining space that will bring everyone together for a one-of-a-kind Florida retreat. Tile floors run throughout the space. Gather together on the sectional sofa and enjoy a TV show or movie together on the flat screen TV. Cook a meal in the fully equipped kitchen with white appliances and white cupboards that hold everything you’ll need for a home-cooked meal. Enjoy a quick snack or help the chef when you sit at one of three bar stools at the raised bar. Enjoy the meal at the rectangular wood table that seats six with views out to the pool. If you’re on a working vacation, use the carpeted office just off the living area. It’s equipped with a desk, chair, and printer for your convenience, along with a cozy over-stuffed chair for when you need a break.

When it’s time to get some much-needed sleep, head to a private bedroom. The master suite features carpeted floors and a king size bedroom set. Enjoy your morning and evening routines in the en suite bath which features separate shower stall and soaking tub. Sneak out for an early morning or late evening swim or soak in the hot tub with your private access to the outdoor space. The first two guest rooms feature queen bedroom sets and closets big enough for everything you brought with you. The third guest room is perfect for the kids, featuring two twin beds, a crib, and plenty of storage. The shared bathroom features a shower stall and single-sink vanity. Everyone in the group will easily find their place for the perfect Florida vacation!

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No matter when or how long you plan to stay, Villa Malibu will give you all the fun, excitement, rest, and relaxation you’re looking for in your Florida vacation and plenty more. Contact us today to book a memorable stay that will have you coming back for years to come!

The warmer climates of Florida and its many beaches are a great place to getaway any time of year. When winter brings cold temperatures and even snow in many other parts of the country, Florida’s welcoming warmer temperatures have tourists flocking to the area for a winter and a Florida Keys Christmas break. Add some island sand and sun and you’ll be marking days off until the day you arrive. Make your Christmas getaway extra special this year by adding some island-style Christmas cheer.

Sledding with Santa

Go sledding during your Florida Keys Christmas vacation, even when the temperatures in the 60s and 70s. The Lakewood Ranch YMCA is hosting one of Santa’s first major local appearances in Bradenton this holiday season. See Santa and make special gift requests and take photos, enjoy hot chocolate, arts and crafts, holiday treats, and more and sled on real snow! The event takes place Sunday, December 12 from 1-4 PM at the Lakewood Ranch Branch YMCA located at 5100 Lakewood Ranch Blvd. in Bradenton.

Christmas on Bridge Street

Holiday cheer comes to Bridge Street on Anna Maria Island for an all-day Christmas bash. The family-friendly community event features Santa, live music, treats, arts and crafts, and more. Beware, Santa isn’t confined to a single roped-off photo booth. You’ll spot him and his elves roaming the historic Bridge Street Pier as he spreads the joy of the season to visitors and locals alike. Make sure to stop by the 45-foot-tall Christmas tree for some photos there, too. The event takes place December 15.

Lighted Boat Parade

While many towns around the country are confined to the city streets, Anna Maria Island takes its parade to the waves. The free event features plenty of boats trimmed out in holiday cheer as they cruise down the parade route from Cortez Bridge to Longboat Pass and end at Bradenton Beach Marina. Get the best view from the Historic Bridge Street Pier. Make sure to stay to the end, as Santa makes a special appearance at the end of the line of boats. The event takes place December 15 and begins around 7 p.m.

Lights of Palmetto

Cruise the area and look at the beautiful Christmas lights and holiday décor. Palmetto, Florida is just a short drive from the keys and its Lights of Palmetto display lights up the night daily throughout the month of December. There is also a Santa mailbox where the kids can drop off their wish lists, and a new Snapchat filter to use to enhance your photos of the event. Display hours are Sunday through Thursday 7-10 p.m. and Friday and Saturday 7-11 p.m. The lights go out January 7 until next Christmas.

Holiday Escape Room

Help save Christmas! Santa’s “Naughty and Nice” list has gone missing, and he can’t complete his gifts without it. He and the elves have looked high and low, but the list seems to have disappeared. You can help Santa and the elves find the list at the holiday-themed “Crisis at the North Pole” escape room at Premier Escape Adventures. The special room is available on a limited basis, so make sure to book in advance.

Christmas Dinner

Part of vacation is letting go of your cares and worries and just enjoying yourself. While you can create a Christmas dinner with all the trimmings at your vacation rental, there are several restaurants around the keys that will be serving up holiday cheer along with a traditional Christmas meal. Reservations will be required. You can also ask about takeout and delivery of the meal if you want to avoid the crowd.

Christmas Church Services

The churches found along the shores of the Florida Keys will be celebrating the reason for the season. Many hold Christmas Eve and midnight services, as well as special services throughout the day on Christmas Day. Check with your chosen place of worship for their schedule, and you may even be able to celebrate the holiday with a beachfront service.

Island Fun

While there are plenty of fun holiday activities that include lots of time with Santa and glowing lights, there are still plenty of activities for you to enjoy in the Keys. Spend some time at the beach, visit museums, galleries, and other hot spots, tour the island, and make sure to pick up some fun souvenirs at the shops and boutiques.

Christmas in the Florida Keys

Make your Christmastime Florida Keys getaway full of water, sand, sun, and holiday cheer when you visit this Christmas. While you’re scheduling all the fun activities and attractions you’ll visit, don’t forget to book a vacation rental with Rent the Keys. Choose a one-bedroom unit for your small family or Christmas sweetheart getaway, all the way up to a six-bedroom for a cheer-filled party for your larger family or group. Cook up a favorite Christmas treat or the traditional Christmas meal in the fully equipped kitchen. Gather together in the open living area and watch your favorite Christmas movie together. Enjoy private outdoor spaces like patios, decks, or balconies. Close your eyes and take a nap or get a good night’s sleep before more Christmas cheer and fun in a private bedroom. Choose a premium unit for upgrades like stainless steel appliances, wood floors, and more.

Contact us today to book your Florida Keys getaway this Christmas!

Villa Sun Bay is a single-story, 3-bedroom, 3-bathroom vacation house in Cape Coral with room for up to six 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 all the Florida fun and attractions you came to experience.

Highlights:

• Gulf Front
• Central A/C
• Master Bedroom King + Full Bath
• Private Pool
• Beautiful furnishings and finishes
• Outdoor Living Space

Restful Relaxation in Cape Coral

Guests looking for a fun and exciting yet restful and relaxing stay in the Keys will find all they desire and more at Villa Sun Bay. Stylish furnishings and finishes can be found at every turn, in both the bedrooms and living spaces of this Gulf front home. Villa Sun Bay is just moments away from everything you want to see and do, including exciting activities, bars, shops, and countless other area attractions to keep you busy throughout your stay.

Exterior Features

Relaxation begins the moment you arrive at Villa Sun Bay. The beachy colors project a calm, soothing atmosphere, and green mature vegetation – including palm trees – line the driveway. A covered patio with glass front doors and bay window awaits your arrival and entrance into the home. Once you’ve settled yourself inside, step out the back door into your outdoor Gulf front oasis. A large, covered patio features BBQ grill, outdoor living space, and outdoor dining for all six guests. An in-ground swimming pool can be heated when the waters of the Gulf are a little too cold. The pool is surrounded by multiple chaise lounges and there is another outdoor dining set that seats four. All of this is shielded from gloomy weather or the hot Florida sun by a glass enclosure, allowing year-round enjoyment. Escape through the door of the enclosure and enjoy the waters of the Gulf. A bricked walkway leads to a dock, which extends out to a deck with tiki umbrella and plenty of space for relaxing. There is a boat life should you rent your own vessel and want to keep it close.

Interior Amenities

Step into Villa Sun Bay and feel relaxation wash over you. Light, beachy colors on the walls and furnishings the color of the sand await you to sink into them. Watch a favorite movie or TV show on the large wall-mounted flat screen TV. Sand-colored tiles run throughout the open living, kitchen, and dining space. When it’s time for a delicious meal, turn to the fully equipped kitchen. Light colored cabinets and stainless steel appliances give you everything you need for a home-cooked meal. A raised bar offers space for two to enjoy a quick meal or help with preparing the group meal. The dining space features a large wood table with seating for all six guests.

When it’s time for a good night’s sleep or restful nap between activities, turn to a private bedroom. The master bedroom features a king size bedroom set with night tables and dresser. A flat screen TV sits atop the dresser and entertains occupants when they’d rather be away from the group for a while. A sliding glass door gives private access to the outdoor space. The ¾ attached bath features shower and double-sink vanity. There is also an access door from the outside so you don’t track water through this vacation house in Cape Coral. The first guest room features a king size bedroom set. Including night tables, lamps, and dresser. A flat screen TV atop the dresser keeps guests entertained. Two separate private entrances allow plenty of natural light through the sliding glass doors, while giving easy access to the room for a nap after a day in the water. The second guest bedroom features a queen size bedroom set with night tables. A closet holds everything you brought with you and everything you’ll pick up on your adventures. The attached bathroom features a tub/shower combo and single-sink vanity. There truly is space for everyone at Villa Sun Bay!

Contact Us

No matter when or how long you plan to stay, Villa Sun Bay will give you all the fun, excitement, rest, and relaxation you’re looking for in your Florida vacation and more. Contact us today to book a memorable stay that will have you coming back for years to come!

The year-round sun and warmth of Florida makes it the ideal destination any time of year. Pack your bags and gather your loved ones for a fun and exciting Thanksgiving in the Florida Keys vacation full of fun, sand, and sun. 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.

Thanksgiving Dinner

Many restaurants on Anna Maria and in the surrounding area are providing residents and guests alike with traditional Thanksgiving fare. If you’re looking for an island meal, Anna Maria Island Beach Cafe or Waterfront Pier 22 have delicious offerings, and Marina Jack in Sarasota serves mouth-watering Thanksgiving meals, along with their regular offerings.

Turkey Trot

Work up an appetite for your Thanksgiving in the Florida Keys meal and join in the annual Thanksgiving Day Turkey Trot. The fun run on the beach of Lido Key is full of exercise, entertainment, food, and fun. The event starts at 8:00 a.m. at the Lido Beach Pavilion. Kids ages 6-17 can get their exercise for a $25 sign-up fee, and adults age 18+ can stretch their legs for $40. All proceeds benefit ALSO Youth’s programs services to support LGBTQ+ youth.

Anna Maria Island Historical Museum

Take some time out of your busy island Thanksgiving schedule of activities 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 long history. Visit the old city jail, now a popular Anna Maria tourist spot but previously the actual city jail that was in use until the 1940s. You can also 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 on the island in 700 AD.

Beaches

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 on the beach, sit and soak up the sun and read, or watch the kids build sand castles. Rest and relax and let dinner digest as you soak up the sun on Bradenton Beach, Anna Maria’s main beach, or any other piece of sand you can find. 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 getaway.

Bicycle Rentals

Like on many islands, there are several places that a motor vehicle can’t go on the Keys. Gather the group this Thanksgiving and explore the many walking and bike trails that let you see the sights of the Florida Keys during the Thanksgiving holiday that aren’t accessible by car. At most rental agencies, you will find a bike to fit the needs of each group 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 or adult bikes with baby seats. Many rental companies also provide complimentary locks and baskets with your rental. Make sure to ask about safety gear like lights and helmets, and perks like delivery to your accommodations.

Light Up Siesta Key

Celebrate the coming of the Christmas season on Siesta Key. The island’s annual Light Up Siesta Key & Village Holiday Parade celebrates its 36th year on Saturday, November 27, 2021. The Village Holiday Parade begins at Avenida del Mare and Beach Road at 5:30 p.m., Santa will be at the Siesta Center from 6:30-8:30, and the shops and restaurants will be offering refreshments and special holiday pricing. The free festivities run from 5-9 p.m.

Thanksgiving Fun in the Keys

When you book a Thanksgiving getaway with Rent the Keys, you won’t be short on fun Thanksgiving activities to fill your time. From spending the day at the sand to spending the day lounging in your vacation rental after a delicious meal, 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 Thanksgiving family or group 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 Thanksgiving meal in the large living/dining areas in many rentals, or al fresco in a private outdoor space. Relax in a private bedroom, or gather your group, pop some popcorn, and watch your favorite 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 Florida sun. Include the whole family by inquiring about select rentals that allow your pet to stay.

Contact us today to book your Thanksgiving in the Florida Keys getaway!

Siesta Heron 6/Sunset is a 2-bedroom, 2-bathroom Florida home rental with room for up to six guests. From the moment you step in, you’ll feel as if you’ve stepped into an island oasis home away from home while being close to all the fun and attractions you desire.

Highlights:

• Central A/C
• Master Bedroom (King) + ¾ bath
• Beautiful furnishings and finishes
• Electric Vehicle Charging Station
• Community Pool (Heated in Winter Months)
• ADA Disclaimer: This property has few ADA-friendly features and may not be ADA compliant

Restful Relaxation

Guests looking for a fun, exciting, restful, and relaxing stay in the Keys will find all they desire and more at Siesta Heron 6/Sunset. Stylish furnishings and finishes can be found at every turn, in the bedrooms as well as living spaces. Siesta Heron 6/Sunset 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.

Exterior Features

The exterior of the Florida home rental features muted colors that blend into the surroundings. Mature green landscape greets you as you approach the home. Once you’ve made yourself at home inside, explore the outdoor entertainment areas. On the ground floor you’ll find a covered patio with plenty of seating, as well as outdoor dining options for everyone to enjoy the beautiful Florida weather. The upper level features a wood deck accessible from the bedroom. Sit out and enjoy a drink or soak up the island sunshine.

Interior Amenities

The main level of the home features an open living and kitchen area. Take a seat on the sofa and enjoy each other’s company and plan your day of island fun. When hunger strikes, cook up your favorite meal in the cozy, fully equipped kitchen. Stainless steel appliances and white cupboards help you with everything you need to prepare and serve a delicious home-cooked meal. Enjoy the meal at the bar with stool seating for four.

When the day is done, or you need a refreshing nap, there are plenty of sleeping options. The first floor has a queen size bed, and the sofa turns into a queen size sleeper when the lights go out. A hall bathroom features a tub/shower combo and single-sink vanity. Upstairs, you’ll find the second sleeping area. The room features a queen size bed perfect for relaxing and getting a good night’s sleep. A matching night table and dresser give you plenty of storage for your things, and a small flat-screen TV on the dresser allows you to watch your favorites. When the natural light streaming through all of the windows isn’t enough, turn on the wall-mounted lights for some extra help. If you absolutely need to work, there is a small desk with task chair so you can plug in your laptop and get things done so you can get back to enjoying vacation. Step out onto the wood balcony and take a breath of salty island air. The upstairs bathroom features a decadent shower stall with skylight and single-sink vanity. There truly is space for everyone to enjoy an island vacation.

Contact Us

No matter when or how long you plan to stay in the keys, Siesta Heron 6/Sunset on Siesta Key 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 warmer climates of Florida and its many beaches are a great place to getaway any time of year. When fall cools temperatures in many other parts of the country, Florida’s welcoming warmer temperatures have tourists flocking to the area for a fall break. Add some island sand and sun and you’ll be marking days off the calendar to your arrival. Make your fall getaway extra special this year by adding some spooky Halloween in the Florida Keys fun to the agenda. There are plenty of family friendly options as well as scares for teens and adults only.

Fright Night on St. Armand’s

If you want to be at the main attraction on Anna Maria Island this Halloween, head to St. Armand’s Circle on October 31. The young and young at heart are invited to an evening of fun and fright. Storefronts will be decked out in their Halloween best, and you’ll want to watch out for spooky monsters and spirits on every corner. Bring the kids in their costumes for a fun evening of trick-or-treating throughout the Circle.

Trail of Treats

Anna Maria Island is the place to be this Halloween. Kids ages 0-12 can show up in their costumes and trick-or-treat safely on the Trail of Treats. There is a costume contest starting at 3:30 at the Anna Maria Island Chamber of Commerce and the trick-or-treating is from 4-8 p.m.

Farmer’s Market

Fall means harvest time, and harvest time means farmer’s markets. Check local schedules when you arrive and make time to attend a market and score fresh produce, homemade crafts, décor, and more to brighten up your Halloween in the Florida Keys getaway.

Bradenton Beach Ghost Tours

While not specifically a Halloween in the Florida Keys attraction, the Bradenton Beach Ghost Tours celebrate the island’s spooky past, including shipwrecks and ghost stories based on eyewitness accounts. The 90-minute tour starts at 8 p.m. on Bridge Street Tuesdays-Saturdays. Advanced tickets are required at a cost of $10-15.

Fruitville Grove Pumpkin Festival

You’ll have to head to the mainland and Sarasota for this one. This year’s 33rd annual festival runs weekends throughout the month of October and ends on October 31. Where a suitable costume and come for food trucks, live music, the Kids Fun Zone, pony rides, or attend the craft show. You can hold a big or skunk, walk the Wildflower Maze, go to the petting zoo, or have an Enchanted Unicorn Encounter. Take a horse drawn carriage ride and enjoy the many other activities available. There’s a free children’s costume contest every Saturday at 2 p.m. See the Torres Family Circus and the Globe of Death with Extreme Riders for free on weekends at 11:30 a.m. and 3:30 p.m. The fun ends with a bang on October 31 with trick or treat at the festival vendor booths from 12-5 p.m. Most events are free, but some range from $1-10 for supplies. Parking is $5. The farm market and pumpkin patch is open during the week 9 a.m. – 6 p.m. for shopping fall décor, fresh produce – including the pumpkin for your Jack-O-Lantern – and fall photos at the pumpkin patch.

Pumpkin Festival

For the last 28 years, Anna Maria Island has celebrated fall and Halloween with their annual pumpkin festival. This year’s festival brings hayrides, a petting zoo, corn maze, rock climbing, a barnyard playground, craft show and many other activities. There will also be live entertainment each weekend, from musical guests to stunt shows to dog shows. Admission is $10 for guests ages ten and up and includes admission to many venues. Events and activities with extra fees include face painting, pony rides, and train rides. Entertainment differs from day to day, so you’ll want to check the calendar and plan which days to attend. The festival runs the weekends of October 12 & 13, 19 & 20, and 26 & 27 from 9 a.m. – 5 p.m. at Hunsader Farms in Bradenton.

Halloween in the Florida Keys

Make your next Florida Keys getaway full of water, sand, sun, and fright when you visit this Halloween. While you’re scheduling all the fun activities and attractions you’ll visit, don’t forget to book a vacation rental with Rent the Keys. Choose a one-bedroom unit for your small family or frightful sweetheart getaway, all the way up to a six-bedroom for a Halloween haunt for your larger family or group. Cook up a favorite Halloween treat or meal in the fully equipped kitchen. Gather together in the open living area and tell ghost stories or watch a scary movie. Enjoy private outdoor spaces like patios, decks, or balconies. Close your eyes and take a nap or get a good night’s sleep before more spooky fun in a private bedroom. Choose a premium unit for upgrades like stainless steel appliances, wood floors, and more.

Contact us today to book your Florida Keys getaway this Halloween!

Waterfront Escape is a 3-bedroom, 2-bathroom home rental in Florida with room for up to 10 guests to enjoy the island paradise of the Keys. From the moment you step in, you’ll feel as if you’ve stepped into your home away from home on Anna Maria Island while being close to all Orlando fun and attractions you desire.

Island Rest & Relaxation

Guests looking for a fun and exciting stay on Anna Maria Island in the Florida Keys will find everything they’ve hoped for at Waterfront Escape. Stylish furnishings and finishes can be found throughout the home, in bedrooms as well as living spaces. Enjoy being close to exciting activities and shops, and countless other ways to keep you busy during your stay. Situated on a canal-front lot in a quiet neighborhood, you’ll be able to relax and unwind while still being only moments away from the fun and sun of Palma Sola Bay or the Gulf of Mexico.

Exterior Features

Relax the moment you drive up to Waterfront Escape. The beachy blue and white of the exterior of the home exude island calm. Large picture windows flank each side of the front entrance and offer a beautiful view no matter what time of day it is. Once you’ve settled yourself in the home, wander out back to your private island oasis. This home rental in Florida sits on a canal that leads to Palma Sola Bay. A dock gives you a place to launch your kayaks and other pleasure boats as well as fish. Take your watercraft out to the bay for a swim or enjoy your private pool with dolphin fountain and spillover spa. Sit on the deck and laze in the sun near the canal or shade yourself at the outdoor dining set with umbrella that seats four, or at the corner table for additional shade from the block wall. No matter the time of year, you’ll be able to enjoy the outdoors at your Anna Maria Island respite.

Interior Amenities

Step inside and feel the island calm wash over you. Neutral colors with stylish and island touches greet you in the open living area. Sandy colored tile floors run throughout the home. Comfortable seating in neutral tones invite guests to sit and relax with a book or watch a movie or show together on the flat screen TV in the room. The furniture surrounds a beautiful area rug in the same colors that hosts a coffee table with beachy theme. Two ceiling fans with lights keep the air moving to keep you comfortable no matter the weather outside. When it’s mealtime, turn to the fully equipped kitchen. Stainless steel appliances accompany white cabinetry and dark granite counters to provide everything you need to prepare and serve a home-cooked meal. Enjoy the meal at the sun room table that seats four, or outside on the patio. If you absolutely have to work on your island vacation, there is also a desk with printer and chair so you can get work done quickly and get back to relaxing. There is a wall-mounted flat screen TV in the area so you can watch the news or a TV show after you’ve completed your work. A myriad of large windows lets the sun in. Bring the outdoors in on the screened in porch. There is access to your backyard oasis as well as a table with seating for four.

When it’s time for a good night’s sleep, choose a private bedroom. The split floor plan of the home separates the master from the other two rooms for extra privacy. The master suite features a wicker frame king bed, two nightstands with lamps and matching dressers to hold all of your things. The bed is situated in a cozy nook of the room so passersby don’t disturb your rest. A large closet offers extra storage space for all of your island treasures you collect during your adventures. Enjoy watching a show on the wall-mounted flat screen TV and wall-mounted speakers. Enjoy your morning and evening routines in the master bathroom. It features a shower with double-sink vanity with granite counters.

On the other side of the home are the other two bedrooms and bathroom. The first guest room features a king size iron frame bed with beachy theme comforter. Matching nightstands host matching lamps, so each person has a place for their bedtime necessities. On the opposite wall is the wall-mounted flat screen TV and a dresser to hold all of your things. A ceiling fan above the bed keeps you cool all day and all night. The second guest room features twin beds that make sure everyone has a place for a restful night’s sleep. The matching beds are outfitted with matching comforters and share a central night table with lamp. There truly is a place for everyone!

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No matter when or how long you plan to stay on Anna Maria Island, Waterfront Escape will give you all the excitement, fun, and relaxation you’re looking for and much more. Contact us today to book a memorable island stay that will have you coming back!

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.

Beaches

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.

Golf

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.

Bicycle Rentals

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.

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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.

Highlights:

• 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.

Exterior Features

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.

 

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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!