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 Upper Sugarloaf Key
4.88 out of 5 average rating, 50 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Home in Marathon
5.0 out of 5 average rating, 4 reviewsCanal Front, Dockage, Trailer Parking, Updated!
Home in Key Colony Beach
5.0 out of 5 average rating, 66 reviews“La casa azul” step 3’ to a private pool
Home in Key Largo
5.0 out of 5 average rating, 54 reviewsThe Paradise 2
Home in Key Largo
4.97 out of 5 average rating, 33 reviewsTreetops
Home in Marathon
5.0 out of 5 average rating, 16 reviewsFlorida Keys Oceanside Utopia
Home in Key West
4.95 out of 5 average rating, 20 reviewsPoinciana Treetop ~ Casual Second Floor Duplex
Home in Marathon
5.0 out of 5 average rating, 4 reviewsP31 - 11785 5th Ave. Ocean
House rentals with a pool
Home in Cudjoe Key
4.92 out of 5 average rating, 143 reviewsParadise and Cudjoe Bay
Home in Cudjoe Key
4.97 out of 5 average rating, 126 reviewsCudjoe Key Home with a View
Home in Marathon
4.99 out of 5 average rating, 109 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key West
4.94 out of 5 average rating, 87 reviewsMango Cottage, a charming Key West home ready for
Home in Key West
5.0 out of 5 average rating, 17 reviewsCatherine House: A charming Old Town Key West
Home in Marathon
5.0 out of 5 average rating, 18 reviewsGrouper Getaway @ Ocean Isles Fishing Village
Home in Marathon
4.97 out of 5 average rating, 37 reviewsWaterfront Tropical Retreat w/ Private Pool
Home in Key Colony Beach
4.79 out of 5 average rating, 14 reviewsCanal Front, Dock and Cabana Club access
House rentals with free parking
Home in Key Colony Beach
5.0 out of 5 average rating, 16 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Home in Key Colony Beach
4.94 out of 5 average rating, 17 reviews7th St Casita in KCB
Home in Marathon
4.92 out of 5 average rating, 48 reviewsValhalla Beach House
Home in Cudjoe Key
4.87 out of 5 average rating, 46 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Marathon
5.0 out of 5 average rating, 26 reviewsCoral Lagoon #23- Private Home with Boat Slip
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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