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The year-round sun and warmth of Florida make it the ideal destination any time of year. Pack your bags and gather your friends and family for a fun and exciting vacation full of fun, sand, and sun this Labor Day. Set your sights on Sarasota and the surrounding area and its many exciting offerings and you’ll build a Labor Day retreat to keep you happy and busy throughout your Sarasota Labor Day weekend stay and memories to last a lifetime.

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A Florida beach vacation, no matter what time of year you need a break, without a visit to its beaches, is virtually unheard of. Pack up your group and your beach gear and make the short trip to the sand, sun, and fun you came to experience. While taking a dip in the shimmering waters of the Gulf of Mexico are cooling in anticipation of fall and winter weather, there are plenty of things to do on land – like take a walk, sit and soak up the sun, read, or watch the kids build sandcastles. 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 Florida getaway.

Anna Maria Island Historical Museum

Take some time out of your busy schedule of Sarasota Labor Day activities to learn about the nearby islands. 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.

The Ringling

Art, history, circus memorabilia, gardens, a historic theater, and even more await you at the unique property. The grounds and its many nooks and crannies preserve the legacy of John and Mable Ringling. John is one of five brothers who formed the Ringling Brothers Circus. Wander around and visit places like the State Art Museum of Florida, two circus museums, an education center, the historic Ca’ d’Zan Mansion, Bayfront Gardens, and the Historic Asolo Theater. The grounds and gardens are free to visit, and admission to the Museum of Art is free on Mondays.

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Paradise Boat Tours

A great way to get to know the area you’ve decided to call home for the Labor Day holiday is to get out and explore. While exploring on land is easy, you’ll want to get familiar with the waters of the Gulf, too. Based in Bradenton Beach, Paradise Boat Tours offers fully narrated, 90-minute tours of the Intracoastal waterways. Keep your camera ready and your eyes peeled for sea life including dolphins, manatees, rays, and more! Plan a private tour and pack a picnic, including your favorite alcoholic beverages.

Bishop Museum of Science and Nature

Florida is one of the best places to find a variety of nature’s best. From inland lakes – including dune lakes – and the picturesque shores of the Gulf coast to wildlife that live on land or inhabit the sea, there’s a lot to see and learn about Florida’s unique ecosystem. For some indoor fun away from the heat and sun, head to the Bishop Museum of Science and Nature, formerly the South Florida Museum, in Bradenton. Prepare for fun and learning this Labor Day with a number of permanent and rotating exhibits, meaning no two visits will ever be alike! Don’t miss the manatee habitat where you’ll meet the manatees and learn about manatee rehabilitation or visit the planetarium for an awesome show.

Labor Day Fun in the Florida Keys

When you book a getaway with Rent the Keys, you won’t be short on fun, sand, sun, and unique Florida activities. From spending the day on the sand to spending the day lounging in your vacation rental, you’ll be able to build a getaway that is uniquely yours. Relax and unwind after a fun-filled day. Enjoy a one-bedroom for a cozy stay, all the way up to six bedrooms for a Labor Day reunion. Make a group meal in your unit’s fully equipped kitchen, many boasting 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 together, pop some popcorn, and watch a favorite movie. Choose a premium unit for perks like a fireplace, double ovens, flat-screen TVs, and a 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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The warmth and sun of Florida are an attraction any time of year, and the fun of an island vacation is nearly irresistible. Add some patriotic flair and take a refreshing respite this 4th of July. 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 Florida Keys July 4th stay.

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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. On this 4th of July, the Sandbar 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 the restaurant’s 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, an open bar, party favors, and valet parking. Fireworks start just after dusk.

Cape Coral Red, White & Boom!

The City of Cape Coral Parks and Recreation Department is presenting what is often considered to be the best fireworks display and 4th of July party in Southwest Florida. There will be food trucks, a “Freedom 5K” race, live entertainment, 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.

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Fourth of July Parade

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 at Coquina Beach and end at City Pier 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 Coquina Beach and moves north along the island where it ends at City Pier Park in Anna Maria around 12:30 p.m.

Sarasota Bayfront Fireworks

Check out the Sarasota Bay side of the islands on July 4th. You’ll love celebrating America’s birthday with a unique annual celebration that benefits youth. Suncoast Charities for Children is sponsoring the show that will light up the sky around dusk after you’ve enjoyed the Sarasota Bayfront Parade and other activities.

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, along with you, and if your furry friend made the trip with you, give them some patriotic swag as both kids and families can walk with their pets in the parade. Residents and guests can decorate cars, floats, scooters, strollers, golf carts, bikes, and wagons, while floats sponsored by island 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.

Island Patriotism in the Keys

When you book your fun-filled 4th of July getaway to the Florida Keys and Sarasota, 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!

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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.

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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.

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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!

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