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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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.
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.
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.
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.
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.
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.
The three-story Fairway Hall is modeled after the antebellum mansion in Natchez, Mississippi with its vintage chandeliers and authentic artwork. Dine on the 22-foot mahogany table from St. Paul’s Cathedral in London, relax on the 19th century antique Regency sofa or admire a vanity that used to belong to Marla Maples. Watch the Disney fireworks from your rooftop deck, play games in the arcade room or watch a movie in the cinema.
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.
Described as “Fort Lauderdale meets Key West”, this family-friendly getaway is located on one of the largest bodies of water in Fort Lauderdale. Not only is it stocked with kayaks, fishing poles and bikes, but it also has a stunning private pool with waterfront views, an outdoor dining table, a gas grill and a cozy living area with Amazon Alexa. If you can peel yourself away from this luxury property for a day trip, Miami is just 45 minutes away and the Florida Keys are 2.5 hours away.
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.
Surrounded by lush greenery and giant palm trees, this Miami mini-mansion features 5 bedrooms that can accommodate up to 12 guests. It’s minutes from a white sand beach, while the beautiful pool offers captivating views of Biscayne Bay and Florida’s stunning sunsets. The luxury outdoor area is perfect for whipping up a meal on the barbecue or kicking back on the plush outdoor lounge chairs, while the dock offers you a chance to anchor your boat.
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.
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.
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.
You can’t miss this gorgeous waterfront mansion in Naples, which is without a doubt one of the most luxurious in Florida. The luxury six-bedroom property provides complete seclusion, just 2,000 feet away from the white sands near the Ritz-Carlton Naples hotel. There’s plenty of room to stretch out in its 6,200 square feet of living space, which features a steam bath, open fireplace and lavish rooms with balconies overlooking the waters. Take a dip in the outdoor pool or relax in the Jacuzzi and enjoy the panoramic water views.
If you want a dose of luxury with a funky design, this North Miami Beach property will appeal to you. The colorful mansion sits on an acre of land and features an outdoor kitchen and grill, three bars, a movie theater and a treehouse as well as a tiki hut, pool, basketball court, soccer posts and pool and ping pong table. Don’t forget to appreciate the fun and eccentric decor throughout, which was designed by a world-famous artist.
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.
Sitting about The Hotel at 1100 West Ave in Miami Beach, this two-bedroom Penthouse features a private rooftop terrace with 360-degree views of the ocean, Downtown Miami and Biscayne Bay. While its difficult to imagine you ever wanting to leave the lavish open-air terrace with its plush seating areas and dining table, the Penthouse also offers free pool access, a gym and rooms with flat-screen TVs and large windows offering city and ocean views.