Florida is famous for its picturesque beaches and non-stop fun in the sun. Experience the attractions in Tampa with a hike through Fort De Soto Park, or attend vibrant festivals in Key West during your Labor Day weekend getaway. As far as accommodations go, there are an abundance of Florida vacation rentals to choose from. Start planning your Labor Day weekend trip by considering these cities and towns in Florida.
1. St. Petersburg
Find family-friendly attractions, as well as fun in the sun over Labor Day weekend when making St. Petersburg your vacation destination. Join in the local celebrations with a stop at the Shine St. Petersburg Mural Festival, which features masterpieces on display from local artists. Nearby Oldsmar puts on a firework display on Labor Day that you can watch from St. Pete Beach or Caladesi Island. Treat the kids to a day of swimming at Fort De Soto Park, or opt for some downtime with some brews at Cigar City Brewing.
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Immerse yourself in big city attractions in Tampa when touring the Tampa Museum of Art, or hiking through Fort De Soto Park. The mild September temperatures are perfect for a day at Davis Islands Beach, or a leisurely walk through the SoHo district. Treat the kids to an afternoon at the Florida Aquarium, and then dive into some Caribbean cuisine at Bahama Breeze.
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3. St. Augustine
Enjoy the charm of Florida’s oldest city with a vacation rental in St. Augustine over Labor Day weekend. The city is home to Labor Day activities that include an Art Walk in the downtown area, live music in the Plaza de la Constitucion, and ghost tours of the Old Jail. Spend an afternoon watching re-enactments at the Colonial Quarter, or rent some kayaks and tubes from Anastasia Watersports for a day of family fun at Crescent Beach.
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4. Key West
Over Labor Day weekend, Key West is the place to be, with the annual Key West Brewfest offering more than 200 varieties of ales and beers. Take advantage of the warm September weather and go for a hike through John Pennekamp Coral Reef State Park, or take part in the world-class fishing opportunities on the pier. Key West Parasailing Adventure lets you take a dip in the water while viewing the city from above. The nightlife in Key West gives you a chance to tap your toes at Jimmy Buffet’s Margaritaville and enjoy the live music at Sloppy Joe’s Bar.
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What better way to relax on Labor Day weekend than fishing or swimming right outside your cozy beachfront vacation rental in Destin? This popular vacation destination offers plenty of fun-filled activities over the holiday weekend, including the Baytown Art Walk, live music at the HarborWalk Village, and a fireworks spectacle at the Destin Harbor. Let the kids make a splash on the beaches, or head to Crab Island Water Park to jump on the inflatable slides when the sun is shining bright.
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Enjoy the big city vibes and energy of Miami over Labor Day weekend when attending the annual Miami Spice food festival, featuring three-course menus. The diverse attractions in Miami range from educational tours of the Miami Science Museum, to relaxing walks through the Vizcaya Museum and Gardens. Hike Bill Baggs Cape Florida State Park, and then stop in at the Miami Seaquarium to enjoy up-close views of underwater creatures.
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7. Panama City
Head to “Florida’s Forgotten Coast” and enjoy some rest and relaxation at your vacation rental in Panama City. This Florida city features 27 miles of sandy beaches on the Gulf of Mexico. Search for shells on Shell Island, or spot dolphins on a tour with Dolphin and Snorkel Tours. On Labor Day weekend, Panama City hosts the Pepsi Gulf Coast Jam, featuring live country music in the streets. If you prefer a quieter setting, stop in at St. Andrews State Park to see the roaming wildlife.
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8. Amelia Island
A vacation rental in Amelia Island provides you with spectacular Gulf coast views and historical attractions when touring the Amelia Island Museum of History, or walking through the historic district to view the Victorian-style homes. The warm fall weather over Labor Day weekend is ideal for kayaking with rentals from Amelia Island Kayak Excursions, or searching the beaches for sandy shark teeth.
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Head to central Florida to treat the kids to a magical Labor Day weekend getaway and explore Disney World, SeaWorld, Epcot, and Universal Studios. With school back in session, the theme parks are typically less crowded in September, so you can ride the coasters and see Mickey and Minnie Mouse without the long lines. Continue your Orlando adventures with an afternoon at the Exotic Animal Experience Zoo, or take a few pictures with the wax figures at Madame Tussaud’s specialty museum.
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Pensacola offers sugar-white sands and emerald-green waters to admire from the balcony of your vacation rental. Soak up the sun on the Pensacola Beach Pier, or stop in for lunch at a beachfront restaurant on the pier, such as Jaco’s Bayfront Bar and Grille or The Oar House. Over Labor Day weekend, Pensacola is home to the Gulf Coast Summer Fest, so you can join the locals at Community Maritime Park for some live jazz music.
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