13 Truly Exceptional Airbnbs in Florida for the Ultimate Staycation

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So, you’re ready to swap a dreary winter for a tropical getaway but Hawaii feels a little bit far (and expensive). The good news is that you can still find leafy palms and endless beaches in the continental US—cue the Sunshine State. In this roundup of best Airbnbs in Florida, you’ll find waterfront mansions, cute cottage beach Airbnbs and villas near Disney World. Whether you have plans to go gallivanting with Mickey Mouse (no judgement if you’re really just there for the churros), do some remote work by the pool or spend every afternoon sunbathing (cocktail in hand, of course), pick a Florida Airbnb and start packing those bags.

The 15 Best Beach Towns in Florida

best airbnbs florida fort pierce mansion

Fort Pierce, FL

1. Fort Pierce Waterfront Mansion


  • Sleeps: 16 guests (11 beds, 11 bedrooms, 9 bathrooms)
  • Rate: $901/night
  • Why we love it: on-call concierge service, heated pool, waterfront views

The ultimate group getaway is waiting for you (and your posse) at this Fort Pierce 9,000-square-foot mansion. With 11 bedrooms, it comfortably sleeps 16 guests whether that’s for a fun-filled bachelorette trip or long-awaited family reunion. Spend nights relaxing by the heated pool or exploring around town. The home is near the National Navy Seal Museum, Fort Pierce Inlet State Park, the A.E. Backus Museum and Gallery, and the Heathcote Botanical Gardens. An on-call concierge is even available to help you execute the perfect vacation, from yacht and restaurant reservations to finding a massage therapist or private chef for the duration of your stay. 

best airbnbs florida downtown orlando
  • Sleeps: 2 guests (1 bedroom, 1 bed, 1 bathroom)
  • Rate: $143/night
  • Why we love it: lake views, easy downtown and airport access

This Florida Airbnb is a charming mother-in-law suite with its own private entrance. A little enclave separated from the main house, it’s perfect for a couple’s or girlfriends’ getaway. Book it if you want to lounge by the pool, soak in the hot tub and take in sunset lake views. Plus, it’s conveniently close to both downtown Orlando and the airport. Explore away!

best airbnbs florida disney world
  • Sleeps: 16 guests (9 bedrooms, 16 beds, 5.5 bathrooms)
  • Rate: $477/night
  • Why we love it: newly renovated, family-friendly, home theater and arcade

Kids and adults will have a blast at this magical Airbnb near Disney World. With space for 16 guests, everyone will have plenty of room to spread out—or you could even make it an extended-family holiday. The youngsters will get a kick out of the themed bedrooms, which include odes to Frozen and Toy Story. The Mickey-themed kitchen comes with a double-sized fridge so there’s plenty of room to stock up on food to feed the crew. When you’re not running around the Magic Kingdom, the villa has a Star Wars-themed home movie theater and Planet Pizza-themed arcade to keep everyone entertained. Spend evenings on the outdoor porch, where you can play giant Connect 4 and Jenga, hang out in the pool and spa and catch a movie (or a sports game) on the 4K smart TV.

best airbnbs florida daytona beach

Daytona Beach, FL

4. Luxury Oceanfront Daytona Beach Condo


  • Sleeps: 4 guests (1 bedroom, 2 beds, 1 bathroom)
  • Rate: $59/night
  • Why we love it: ocean views, beachfront property

Hit Daytona Beach for a girls’ weekend with your friends to enjoy the nightclubs, live music and fireworks happening on pier. Or take a stroll down Main Street, where you can find a plethora of restaurants sure to tickle the taste buds. This Florida Airbnb is also ideal for a family of four that wants the best of both worlds. Split your time between the sunny beach and Disney World, Universal Studios and Sea World, all of which are an hour and a half away.

best airbnbs florida key west tiki suite
Tiki Suites/Airbnb

Key West, FL

5. Key West Tiki Suite


  • Sleeps: 2 guests (1 bedroom, 1 bed, 1 bathroom)
  • Rate: $685/night
  • Why we love it: unconventional, ocean views, off-the-grid

For the adventurous couple or pair of friends, we bring to you this Key West tiki suite for consideration. The hosts note that this is meant to be an off-the-grid experience, so while they preserve modern conveniences, you should be ready to unplug. At the cabin, you’ll find paddle board and snorkeling gear, plus a double hammock to swing in as you watch the sunset. This Airbnb in Florida can only be reached by boat, but no worries—you can catch the local water shuttle. Adventure is out there!

best airbnbs florida cudjoe keys

Cudjoe Key, FL

6. Calypso Cottage


  • Sleeps: 6 guests (2 bedrooms, 4 beds, 1 bathroom)
  • Rate: $207/night
  • Why we love it: quirky, colorful, vintage, waterfront living

Loaded with vintage charm, Calypso Cottage embodies the quirky, reimagined Florida-style mobile home. Set right on the water, the cottage is filled with amusements, including kayaks, bikes, beach and snorkel gear and pickleball equipment. Around town, you’ll find a spa, pool and general store. Described by the hosts as decked in a “jaunty tropical motif,” the home is steps away from the water, where leafy palm trees await.

key biscane best airbnbs florida

Key Biscayne, FL

7. Key Biscayne Beach Apartment


  • Sleeps: 4 guests (1 bedroom, 2 beds, 1 bathroom)
  • Rate: $165/night
  • Why we love it: private beach, pool, great for remote work

So you want to play hooky (from the office, that is) and work somewhere tropical? This Florida beach condo will do the trick. With access to a private beach and all the amenities you need to settle in, you may find that you won’t want to leave.

miami beach suite

Miami, FL

8. Miami Beach Suite


  • Sleeps: 2 guests (1 bedroom, 1 bed, 1 bathroom)
  • Rate: $199/night
  • Why we love it: newly renovated, spa-like bathroom, centrally located, beach access

Located in South Beach, this Miami getaway features a spa-like bathroom (including a rainfall shower head and soaking tub) superb location. The beach is a simple walk across the street, while the sixth-floor rooftop pool gives you magical sunset views. The beach Airbnb is also surrounded by restaurants, bars and nightclubs so entertainment is never lacking.

hollywood florida beach airbnb

Hollywood, FL

9. Hollywood Oceanfront Apartment


  • Sleeps: 7 guests (3 bedrooms, 4 beds, 3 bathrooms)
  • Rate: $362/night
  • Why we love it: spectacular views, full-service spa

A beautiful, bright and contemporary space, this Hollywood oceanfront apartment is situated between Fort Lauderdale and Miami. With its floor-to-ceiling windows, oceanfront balcony, plus access to pools (with a view), a sauna, private cabanas and sundeck, it’s a relaxing hideaway with plenty of amusements.

best airbnbs florida fort meyers chalet

Fort Meyers, FL

10. Fort Meyers Chalet


  • Sleeps: 4 guests (2 bedrooms, 3 beds, 2 bathrooms)
  • Rate: $165
  • Why we love it: lakeside, private terrace, novelty architecture

Pyramids in Florida is a lakeside oasis in Fort Meyers. The hosts invite you for a stay of rest and relaxation under sunny skies and cheerful palms that sway in the breeze. When you’re not lounging around the light-flooded space, explore the private nature preserve, have a barbecue night out on the patio or simply sit out soaking in the sun.

best airbnbs florida gulfport beach cottagejpg
David & Jaqueline/Airbnb

Gulfport Beach, FL

11. Gulfport Beach Studio


  • Sleeps: 2 guests (studio, 1 bed, 1 bath)
  • Rate: $110/night
  • Why we love it: eclectic design, newly renovated, beach access, vibrant community

Just steps from Gulfport Beach, this funky Barbie Dreamhouse of a studio promises a rollicking good time. With its pastel hues, newly renovated bathroom and fully furnished kitchen, you have everything you need to make a weekend (or a week) out of your stay. When you’re not laying out on the sand, there’s plenty to do in this quirky town. Walk down the fishing pier, explore the shops and experience the local culture. If you time it right, you can catch the art walks, which take place on the first Friday and third Saturday of the month, plus a weekly Tuesday market.

st augustine florida airbnb

St. Augustine, FL

12. The Dune House


  • Sleeps: 4 guests (2 bedrooms, 3 beds, 1 bathroom)
  • Rate: $450/night
  • Why we love it: A-frame architecture, beachfront location

Whether you’re looking for a quiet place to remote work or want a charming holiday, this two-bedroom A-frame promises a relaxing experience. Built on the dunes of Vilano Beach, The Dune House may be small, but the views are vast. The ocean is the backyard, and the home’s open floor plan is bathed in sunlight. You’ll be within a mile of the town center, where you can stock up on groceries or patronize a local restaurant. If you want to get out and about, mosey down the Vilano Pier for fishing and breathtaking sunsets. The country’s oldest city, St. Augustine, isn’t far, and Orland, Jacksonville and Daytona are also in easy driving distance.

live oak florida log cabin airbnb

Live Oak, FL

13. Charming Rural Log Cabin


  • Sleeps: 9 guests (3 bedrooms, 6 beds, 2.5 bathrooms)
  • Rate: $164/night
  • Why we love it: secluded, peaceful, atypical Florida experience

OK, OK, “rural log cabin” isn’t exactly what comes to mind when you think of Florida. But that’s what makes this log cabin in the woods a novelty. It’s perfect for a glamping trip or winter getaway, when the weather might actually make you want to throw on a (light) flannel. The cabin features rich, paneled-wood interiors and log furniture. There’s also a furnished kitchen complete with an air fryer and coffee maker (just bring your favorite coffee pods). Start the mornings under the shade of the oak trees in the front yard, and end every day with s’mores in the firepit.

MW 10

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