House holiday rentals in Florida Keys
Find and book unique houses on Airbnb
Top-rated house rentals in Florida Keys
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Florida Keys
House rentals with a pool
Home in Key Colony Beach
4.91 out of 5 average rating, 116 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Cudjoe Key
4.89 out of 5 average rating, 194 reviewsNewly Renovated Oceanside House with Pool
Home in Miami
4.96 out of 5 average rating, 322 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Marathon
4.95 out of 5 average rating, 21 reviewsCoconut Palms in Marathon
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
Home in Duck Key
5.0 out of 5 average rating, 32 reviewsPrivate Pool Tropical Oasis - Centrally Located
Weekly house rentals
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Home in Marathon
5.0 out of 5 average rating, 25 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
5.0 out of 5 average rating, 11 reviewsCanal Front, Boat Dock, Updated!
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Key Largo
4.93 out of 5 average rating, 15 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Home in Marathon
5.0 out of 5 average rating, 16 reviewsFlorida Keys Oceanside Utopia
Private house rentals
Home in Islamorada
4.94 out of 5 average rating, 18 reviews3 Lux Ensuites Walk/Boat Island! - Villa Plátano
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Home in Islamorada
5.0 out of 5 average rating, 11 reviewsHeart of Islamorada ~ Private Boat Slip
Home in Key Colony Beach
4.95 out of 5 average rating, 80 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Home in Cudjoe Key
4.87 out of 5 average rating, 46 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Key Largo
4.95 out of 5 average rating, 64 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Key West
5.0 out of 5 average rating, 7 reviewsKey West Lighthouse Suite
Destinations to explore
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Varadero Holiday rentals
- Havana Holiday rentals
- Nassau Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Guest house rentals Miami
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- Lighthouse rentals United States
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- Guest house rentals Fort Lauderdale
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- Boat rentals Florida Keys
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- Pet-friendly rentals Florida Keys
- Bed and breakfasts Florida Keys
- Villa rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with a sauna Florida Keys
- Townhouse rentals Florida Keys
- Rentals with a cinema Florida Keys
- Rentals with lake access Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Rentals with a patio Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Motorhome rentals Florida Keys
- Houseboat rentals Florida Keys
- Private suite rentals Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Beach house rentals Florida Keys
- Beachfront rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- Monthly Rentals Florida Keys
- Wheelchair-accessible rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Hotel rentals Florida Keys
- Resort rentals Florida Keys
- Flat rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with a firepit Florida Keys
- Waterfront rentals Florida Keys
- Rentals with pools Florida Keys
- Bungalow rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with beach access Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Beach apartment rentals Florida Keys
- Campsite rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a kayak Florida Keys
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
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