
Holiday houses in Florida Keys
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Florida Keys
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys holiday rentals
Other great holiday rentals in Florida Keys
Top Guest favourite

Guesthouse in Homestead
5 out of 5 average rating, 33 reviewsModern Casita
MarkRating, 5 stars2 weeks ago
The pool house exceeded expectations. We were greeted with chocolates and wine upon arrival and the pool was brilliant to have right outside the front door.
Superhost

Houseboat in Key West
4.71 out of 5 average rating, 173 reviewsA slice of paradise in the Florida Keys
CarmenRating, 5 stars3 months ago
Wonderful night! Only a few bugs around dusk that left by nightfall. Lots of planes took off from 5-7 PM, but again they stopped by nighttime and not sure that it happens every day. The boat itself was perfect, exactly as described!
Guest favourite

Home in Marathon
4.96 out of 5 average rating, 26 reviewsMillion Dollar View
JohnRating, 5 stars1 month ago
This home was everything we expected and more. Stunning location with absolute privacy. The extra long dock was amazing, the pool was fantastic, and the grounds were meticulous. It’s literally your own private resort. Roman, the host, was very quick with communication. He and his wife actually met us when we checked in to see if we had any questions and provided us with an arrival gift. If you have looked at the listing and are thinking of renting it, do it. You will not be disappointed at all. Excellent value all around.
Top Guest favourite

Home in Key Colony Beach
5 out of 5 average rating, 18 reviewsBohemian Beach Bungalow
AnnaRating, 5 stars1 week ago
I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!
Guest favourite

Houseboat in Key Largo
4.95 out of 5 average rating, 22 reviewsHouse boat unique experience!
EduardoRating, 5 stars1 week ago
If you love the water, this place is a must. Secluded, peaceful, stunning sunsets and lots of fish. We saw manatees pass by the house twice. The electric dinghy was great to boat around the area, but you can’t get too far with it or else the battery will run out. Just getting to the place on the dinghy was an adventure by itself. Expect mosquitoes at dusk, it’s Florida. So bring some mosquito repellent and maybe an electric swather. Everything works on the boat. Shower was hot, AC was cold. It rained a lot on the last day, so we had to time our exit just right in order not to get soaked. But even the rain felt great to cool off, and the sounds it made on the water made for some excellent daytime naps. We Loved it!
Top Guest favourite

Home in Key Colony Beach
5 out of 5 average rating, 30 reviewsTrip Around the Sun 2/2 + dockage & cabana club
KelliRating, 5 stars1 week ago
We absolutely loved our stay and would book this place again! The beds were incredibly comfortable! The house, especially the kitchen, is stocked with everything you will need and more! A boat launch is down the street within the Key Colony community, which was perfect! Peaceful back patio area with a pretty view on the canal. The house includes very impressive upgrades, so nicely done!!
Top Guest favourite

Campervan/RV in Key Largo
4.97 out of 5 average rating, 96 reviewsparadise point, ocean front, ramp.
LysandreRating, 5 stars2 weeks ago
Wow! This place is fantastic, beautiful and so calm! We had so much fun , we brought our paddle boards but there was also some kayaks already there, the place is clean, AC works great, lots to see nearby. Emerita was super responsive and very nice!
Top Guest favourite

Home in Marathon
5 out of 5 average rating, 13 reviewsLuxury Paradise • Seagrass-Free. New 5BR Pool Home
AubreyRating, 5 stars2 weeks ago
Jessica went above and beyond! I have never had a better experience! I highly recommend staying at one of Jessica’s homes! We couldn’t think of a single complaint even if we tried! 10/10!!!!! We cannot wait to come back next year! ❤️
Destinations to explore
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Key West Holiday rentals
- Havana Holiday rentals
- Central Florida Holiday rentals
- Tampa Bay Holiday rentals
- Kissimmee Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Rentals with beach access Florida Keys
- Kid-friendly rentals Florida Keys
- Beach house rentals Florida Keys
- Rentals with a fire pit Florida Keys
- Condo rentals Florida Keys
- House rentals Florida Keys
- Rentals with a home theatre Florida Keys
- Rentals with a fireplace Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Rentals with a sauna Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Houseboat rentals Florida Keys
- Bungalow rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Smoking-friendly rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- Waterfront rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Apartment rentals Florida Keys
- Townhouse rentals Florida Keys
- Beachfront rentals Florida Keys
- Hotel rentals Florida Keys
- RV rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with a patio Florida Keys
- Villa rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Resort rentals Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Rentals with lake access Florida Keys
- Rentals with a kayak Florida Keys
- Beach condo rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Private suite rentals Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Family-friendly rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Campsite rentals Florida Keys
- Rentals with pools Florida Keys
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Crandon Beach
- Key Biscayne Beach
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Hobie Island Beach Park North
- Biscayne National Park
- Fairchild Tropical Botanic Garden
- Cannon Beach
- Conch Key
- Biltmore Golf Course Miami
- Venetian Pool
- Miami Seaquarium
- EAA Air Museum
- Cocoa Plum Beach
- Theater of the Sea
- Everglades Alligator Farm
- Matheson Hammock Park
- Sea Oats Beach
- Things to do Florida Keys
- Art and culture Florida Keys
- Sightseeing Florida Keys
- Sports activities Florida Keys
- Tours Florida Keys
- Things to do Florida
- Tours Florida
- Art and culture Florida
- Entertainment Florida
- Wellness Florida
- Food and drink Florida
- Sports activities Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States