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17 Places I'd Stay for My First Trip to Florida 🌴 | My Favorite VRBO Destinations

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If I were planning my very first trip to Florida, these are the places I'd consider staying. I chose destinations that offer a mix of beautiful beaches, exciting attractions, relaxing escapes, and unforgettable scenery. Whether you're looking for a f...
 
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I'd stay in Destin for its sugar-white sand beaches, emerald-green water, and laid-back coastal atmosphere. It's one of Florida's best destinations for a relaxing beach vacation.
Destin Vacation Rentals, Florida: house rentals & more
 
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This is where I'd go for miles of beautiful beaches, plenty of restaurants, and fun water activities that are perfect for families and groups.
Panama City Beach Vacation Rentals, Florida
 
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Clearwater is famous for its soft white sand and calm Gulf waters. I'd stay here if I wanted an easygoing beach vacation with amazing sunsets.
Vacation rentals near Clearwater Beach
 
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I'd choose Siesta Key for its world-famous powdery white sand, peaceful atmosphere, and excellent beach days.
Siesta Key Peace Retreat - super host on abb - new to Vrbo
 
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If I wanted a quieter Florida getaway, Anna Maria Island would be near the top of my list thanks to its charming beach-town feel.
Vacation rentals near Anna Maria Beach - Florida
 
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I'd stay in Key West to enjoy colorful streets, ocean views, fresh seafood, and unforgettable sunsets at the southernmost point of the continental U.S.
Key West Vacation Rentals, Florida: house rentals & more
 
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Islamorada is perfect if I wanted a slower-paced Florida Keys experience with great fishing, boating, and beautiful water.
Islamorada Vacation Rentals, Florida: house rentals & more
 
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I'd stay in Marathon for its central location in the Florida Keys and easy access to beaches, snorkeling, and nature.
Marathon Vacation Rentals, Florida: house rentals & more
 
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Naples offers beautiful beaches, upscale shopping, and a relaxed Gulf Coast atmosphere that makes it perfect for a peaceful vacation.
Vacation rentals near Naples Beach
 
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I'd visit Sanibel Island for shell collecting, quiet beaches, and a slower pace that's perfect for unwinding.
Top oceanfront rentals in Sanibel Captiva Island - Florida
 
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This area is great for beach lovers who want beautiful sunsets, waterfront dining, and easy access to nearby islands.
Fort Myers Beach Vacation Rentals, Florida
 
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I'd stay in Miami Beach if I wanted a mix of iconic beaches, nightlife, restaurants, and vibrant city energy.
Miami Beach Vacation Rentals, Miami: house rentals & more
 
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Fort Lauderdale offers beautiful canals, sandy beaches, and plenty of restaurants while feeling a bit more relaxed than Miami.
Fort Lauderdale Vacation Rentals, Florida: house rentals & more
 
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If theme parks were my priority, Orlando would be my base thanks to its world-famous attractions and endless entertainment.
Orlando Vacation Rentals, Florida: house rentals & more
 
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I'd stay in St. Augustine to explore America's oldest city while enjoying beautiful beaches and historic charm.
Vacation rentals near St. Augustine Beach
 
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Amelia Island is ideal if I wanted uncrowded beaches, charming historic streets, and a more peaceful Florida escape.
Amelia Island Vacation Rentals, Jacksonville
 
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Sarasota combines beautiful Gulf Coast beaches, arts, dining, and outdoor activities, making it one of the most well-rounded destinations in Florida.
Sarasota Vacation Rentals, Florida: house rentals & more