The 9 Best Florida Vacation Rentals of 2020

Best Overall: Miami Beachfront Apartment

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Rave reviews, reasonable rates, and a simple yet luxurious aesthetic make this Superhost-owned studio apartment stand out from the crowd. It’s located directly on Miami Beach, with no roads to separate you from the sand and 180-degree views of the ocean. With pure white interiors and a decadent king-size bed, it’s ideally suited for couples — though, a fold-out couch can accommodate a child if necessary. Enjoy the latest tech, from a 65-Inch TV with Netflix and Tivo to uncapped, high-speed Wi-Fi. There’s also a kitchenette, and beach towels, chairs, umbrellas, and snorkeling gear are all provided. In between beach trips, enjoy the complex’s pool, gym, tennis court, and more free of charge. 

Best Budget: St. Petersburg Tiny Home

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This home is the perfect solution for those who want an affordable, clean, and cozy place to rest their heads in St. Petersburg. At 200 square feet, it’s compact – yet there’s plenty of space for two. It’s almost like staying in a hotel suite, but with complete privacy. You’ll have your own entrance, a kitchen with a hot plate, microwave and coffeemaker, and a full bathroom. The bedroom boasts a queen-size memory foam bed, which reviewers praise for being extremely comfortable. Other useful amenities include a washer/dryer, Wi-Fi, and free parking. Plus, you can use your own car or Uber to downtown St. Petersburg or the beach in under 15 minutes. 

Best for Families: Kissimmee Stylish Beach House

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An Airbnb Plus property, this townhouse is part of a secure gated community in Kissimmee, putting you within easy reach of Orlando’s theme parks. With three bedrooms, it’s ideal for large families, while those with babies will particularly appreciate the availability of a travel crib and high chair. Reviewers love the house’s sophisticated nautical theme and impressive amenities, which range from a full kitchen with a dishwasher to a BBQ patio, open-plan living room, and high-speed Wi-Fi. Best of all, you’ll have access to a shared clubhouse with a pool, gym, and movie theater – everything you need for making fun family memories. 

Best Luxury: Miami Crown Jewel of Ocean Drive

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Celebrate a special occasion in flawless style at this ultra-luxurious two-story penthouse, located steps from South Beach on Ocean Drive. Its private rooftop deck affords 360-degree views of the city and sea and boasts daybeds, loungers, and a hot tub. In total, there are seven balconies and patios spread throughout the property. The penthouse’s designer interiors sprawl across 3,200 square feet of space and include a full kitchen and bar, four bedrooms, and three bathrooms. In addition, there’s a large open-plan living area with an automated system for controlling the TVs, music system, shades, and lights — all at the click of a button. 

Best for Romance: Fort Myers Botanical Garden Home

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This Superhost-owned property is the perfect choice for couples who want to reconnect with nature and each other. Located in Fort Myers, the Key West-style home is set within landscaped gardens full of romantic live oaks and moss-draped cypress trees. You’ll have the entire second floor to yourselves, including a master bedroom and bathroom, a full kitchen and dining room, and a living room with a wood-burning fireplace and smart TV. The highlight, however, is the wrap-around porch. Pour a drink and spend quality time together on the porch swing or in the hot tub. There’s also a saltwater pool and deck, which you’ll share with the first-floor tenants. 

Looking to visit Fort Myers soon? Take a look at the top things to do in the area.

Best for Large Groups: Stuart Beach House

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Planning a family reunion or getaway with your closest friends? This spectacular home has space for 16 people with five bedrooms and four bathrooms. It’s located in Stuart, on a narrow strip of land between the Atlantic Ocean and the Indian River. You can moor your boat on the private dock, admire stunning views from the heated pool and spa, or explore the area using the house’s complimentary kayaks, paddleboards, bikes, and snorkeling gear. The garden also includes a stretch of sandy beach and a tiki bar, while the outdoor patio has a gas grill and ping-pong table. Inside, the open-plan living area includes a full kitchen, dining area, and an enormous TV. 

Best Waterfront: Key Largo Yacht

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If being near the water is a priority, you can’t get closer than on a boat. This Sundancer cabin cruiser enjoys an idyllic location on a dock in Jewfish Creek, Key Largo, with a tiki bar and a bait shop that rents jet skis and pontoon boats nearby. From the deck, you can watch dolphins and manatees, while world-class snorkeling can be found just minutes away in John Pennekamp Coral Reef State Park. The boat has two double berths, or beds on ships, a small kitchen, and a bathroom with hot water. On your private dock area, there’s a patio table and chairs and two grills. Fishing poles and tackle are provided, while the tiki bar offers great food and live music. 

Plan your trip with some of the best activities to check out in Key Largo.

Most Unique: Miami Treehouse Canopy Room

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Adventurous types who want to unplug and experience a different, more sustainable way of life will love this treehouse room on a permaculture farm in Little Haiti, Miami. The farm is an urban oasis complete with goats, pigs, chickens, and plenty of homegrown produce. The treehouse winds its way around the trunk of a sturdy tree and your bedroom on the third level affords beautiful canopy views. There’s also Wi-Fi, cooling fans, a mosquito net, and citronella candles, but otherwise, space is refreshingly sparse. Kitchen and bathroom facilities are shared, and you’ll be able to take part in farm activities if interested. For safety reasons, kids are not allowed. 

Complete your vacation itinerary with the top things to do in Little Haiti, Miami.

Best for Accessibility: Davenport Luxury Accessible Villa

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This luxurious, contemporary villa is part of a secluded golf community in Davenport (just a 15-minute drive from Walt Disney World Resort). With five bedrooms and three bathrooms, it’s ideal for large family getaways – especially if one or more of your party has mobility issues. The entire house is fully accessible for wheelchair users, with wide entrances and hallways, accessible bathrooms, a disabled parking spot, and no stairs. Best of all, the private pool is equipped with a pool hoist. Spend quality time playing pool or foosball in the game room, or watching movies on the large smart TV in the living room. There’s also a full kitchen and indoor and outdoor dining spaces.