Last Updated July 15, 2021 7/15/2021

12 Most Luxurious Airbnb Rentals in Florida

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Florida offers Airbnbs for all types of travel budgets, but when you’re in the mood for a luxurious getaway with 15 of your closest friends, consider booking a luxury Airbnb and living like a celebrity in an Italian villa or Mediterranean mansion on the water. You can have access to your own private island, a bowling alley or a private spa at these luxury abodes where you can enjoy a private retreat in paradise. From penthouse suites to waterfront mansions, check out our top picks for the most luxurious Airbnbs in Florida.

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Crown Jewel of Ocean Drive, Miami
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Crown Jewel of Ocean Drive, Miami

Crown Jewel of Ocean Drive, Miami

You and 11 guests can live the life of luxury in Miami Beach as this two-story penthouse that features 360-degree views of Ocean Drive from its rooftop. Take a dip in your private plunge pool with ocean views, relax or entertain on the seven balconies and chill out with the vast music library in one of the 3.5 bedrooms before exploring the heart of South Beach.

Luxury Villa with Bowling Alley, Four Corners
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Luxury Villa with Bowling Alley, Four Corners

Luxury Villa with Bowling Alley, Four Corners

Almost like having your own theme park, this 8 bedroom luxury villa boasts a long list of amenities that both kids and adults will appreciate. The 15,000 square feet of space houses a bowling alley, squash and basketball court, home cinema, game room, spa and gym. Enjoy the pool with a sunken bar, enjoy the arcade or relax in the sauna.

14-Bedroom Mansion with Lazy River, Reunion
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14 Bedroom Luxe Mansion with Lazy River

14-Bedroom Mansion with Lazy River, Reunion

Bring 30 of your closest friends to enjoy an overnight stay in this massive luxury mansion, where 25,000 square feet of space features a lazy river with a bar, a rooftop pool and conference room. Knock down pins in the bowling alley, play a game on the basketball court, then watch a flick in the two-tier home cinema or relax in the steam room.

Reunion Mansion, Four Corners
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Reunion Mansion

Reunion Mansion, Four Corners

You can fit up to 18 guests in this nine-bedroom villa, where the kids will love the massive screened in pool and NASA and Harry Potter themed rooms. Lounge in the sunshine on one of the plush sun loungers or rejuvenate in the hot tub and sauna. Entertain on the second floor with its two game rooms with ping pong, poker and pool tables or watch a movie in the private home theatre with 18 seats.

Spot Dolphins from the Pool, Indian Rocks Beach
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Stunning Sunsets, Spot Dolphins from the Pool - Indian Rocks Beach

Spot Dolphins from the Pool, Indian Rocks Beach

Located in Indian Rocks Beach, this lavish three-bedroom Airbnb can accommodate up to 10 guests and is just minutes from a white sandy beach. The luxury waterfront home has a dock that offers access to water sports such as jet skiing and wakeboarding. It has a large pool where you can often spot dolphins frolicking in the waters and an outdoor kitchen/dining table, while indoors you’ll find cozy family rooms, a high-end kitchen and a fireplace. The Master and second bedroom have a pillow-top king-size bed and a flat-screen TV, while the third room has a bunk bed for little ones.

Biscayne Residence Heated Pool + Hot Tub, South Beach
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Biscayne Residence Heated Pool Hot Tub, 10 minutes to South Beach - South Beach

Biscayne Residence Heated Pool + Hot Tub, South Beach

In a prime location just 10 minutes from South Beach, this luxury property is ideal for families with its modern finishes and exotic bamboo trees. Relax in the heated, waterfall pool or relax in one of the three bedrooms, which each have their own flat-screen TV. The kitchen is fully stocked and there’s an outdoor area with a barbecue and 5-person hot tub, while Miami Beach and many of the area’s top restaurants and bars are just a short drive away.

Oceanfront Bliss, Private Beach Club + Hammocks, St. Augustine
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Oceanfront Bliss - Private Beach Club + Hammocks - St. Augustine

Oceanfront Bliss, Private Beach Club + Hammocks, St. Augustine

Offering oceanfront living in St. Augustine, this spacious waterfront home features three giant balconies that face the beach. It can sleep up to 12 people comfortably in its 9 beds, while shady hammocks, private beach club access and a bunk bedroom for kids make it an ideal location for all types of travelers. When you’re ready to explore, St. Augustine’s historic attractions are a 10-minute drive away.

Boardwalk to Private Beach, Sleeps 26, Destin
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Boardwalk to Private Beach, Sleeps 26 - Destin

Boardwalk to Private Beach, Sleeps 26, Destin

Nicknamed “Mojo” this lavish beachfront property features a boardwalk that leads to a private white sand beach. Accommodating up to a whopping 26 guests, this luxury haven also sits on a coastal dune lake home to pelicans and sea turtles and offers Gulf of Mexico views, within easy access to Destin’s top restaurants, shops and activities. You won’t get bored at this 7-bedroom abode, as it boasts a private gym, two master Jacuzzi suites and free paddleboards, kayaks, Wii and beach bikes.

Villa for 20, Movie Theater + Pool + Jacuzzi, Miami
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Villa for 20 Guest Movie Theater, Pool, Jacuzzi - Miami

Villa for 20, Movie Theater + Pool + Jacuzzi, Miami

Villa Castillo features beautiful Tudor architecture and modern elements, surrounded by mango and palm trees. Take advantage of the large pool with a waterslide and plush sun loungers and relax in one of the spacious suites (the house can accommodate up to 20 guests!), then watch a flick in the on-site movie theater, relax in the Jacuzzi or play basketball, ping pong or a game of pool.

4-Bedroom Directly on Beach, Siesta Key
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4 Bedroom Beach House-Directly on Beach - Siesta Key

4-Bedroom Directly on Beach, Siesta Key

Sitting directly on one of Florida’s most pristine white sand beaches, this Siesta Beach property offers beachgoers the chance to walk out the front door and be on the sugary white sands. Enjoy the beachfront views from one of the multiple balconies on separate floors or entertain in the large dining room and kitchen, while complimentary bikes, Wi-Fi, parking and beach accessories such as chairs and towels make this a no-brainer for families.

5-Bedroom Hollywood House with Heated Pool, Hollywood
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Hollywood Dream House, 5 Bedroom with Heated Pool - Hollywood

5-Bedroom Hollywood House with Heated Pool, Hollywood

Located in the family-friendly area of Hollywood, Florida, this five-bedroom luxury property features a stocked kitchen, full dining room, living room and breakfast nook. Step outside to enjoy its beautiful private pool, outdoor kitchen and grill, where you can relax by the fire pit or enjoy dinner with friends or family. It’s just 10 minutes from the beach and nightlife and 30 minutes to the Fort Lauderdale Airport.

Coolest House in Winter Park, Orlando
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Coolest House in the Heart of Winter Park - Orlando

Coolest House in Winter Park, Orlando

Dubbed the “coolest houses in Winter Park”, this centrally located contemporary home is nestled on a quiet tree-lined street near some of Orlando’s top attractions. There’s a gorgeous backyard area surrounded by trees that has concrete walls and no backyard neighbors (which means complete privacy) and has a swimming pool, as well as an outdoor kitchen with grill. A big highlight of the property is its chic Wine Room, which features an oak bar table and six leather chairs for sipping wine and socializing.

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