House vacation rentals in Key West
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Top-rated house rentals in Key West
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West house rentals
Weekly house rentals
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
Home in Key West
5.0 out of 5 average rating, 38 reviewsGorgeous Romantic Private Villa, Steps from Duval!
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
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 Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
House rentals with a pool
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
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 Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Home in Key West
4.78 out of 5 average rating, 73 reviewsHistoric Key West - Conch House - Sleeps 5
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
Home in Marathon
5.0 out of 5 average rating, 31 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Home in Key West
4.84 out of 5 average rating, 51 reviewsYour clean and cosy family home in Key West
House rentals with free parking
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 64 reviewsBungalows at Sugarloaf Beach - The Hemingway
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Home in Summerland Key
4.88 out of 5 average rating, 17 reviewsWaterfront Captain House with Boat Basin & Ramp!
Home in Key Colony Beach
4.92 out of 5 average rating, 86 reviewsParadise in Key Colony Beach + Cabana Club
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Quick stats about house rentals in Key West
Total rentals
520 properties
Rentals with a pool
350 properties have a pool
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
450 properties are a good fit for families
Total number of reviews
7.5K reviews
Nightly prices starting at
$60 before taxes and fees
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