House vacation rentals in Key West
Find and book unique houses on Airbnb
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
House rentals with a pool
Home in Cudjoe Key
4.97 out of 5 average rating, 123 reviewsCudjoe Key Home with a View
Oct. 7 – 14
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Dec. 16 – 23
Home in Cudjoe Key
4.81 out of 5 average rating, 221 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Apr. 19 – 26
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviewsLa casa azul step 3 to a private pool
Nov. 2 – 9
Home in Cudjoe Key
4.87 out of 5 average rating, 45 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Dec. 11 – 18
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Jul. 6 – 13
Home in Key West
4.98 out of 5 average rating, 44 reviewsGone Coastal
Sep. 13 – 20
Home in Key West
5.0 out of 5 average rating, 17 reviewsCatherine House: A charming Old Town Key West
Jul. 6 – 13
Weekly house rentals
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
Jul. 18 – 25
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
May 9 – 16
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Dec. 14 – 21
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Oct. 6 – 13
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Oct. 22 – 29
Home in Summerland Key
4.86 out of 5 average rating, 7 reviewsBungalows at Sugarloaf Beach - Little Hammock
Sep. 7 – 14
Home in Summerland Key
4.89 out of 5 average rating, 19 reviewsWaterfront Captain House with Boat Basin & Ramp!
Dec. 1 – 8
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Oct. 6 – 13
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Nov. 11 – 18
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Jun. 10 – 17
Home in Marathon
4.93 out of 5 average rating, 28 reviews🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️
Sep. 12 – 19
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep. 9 – 14
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Apr. 21 – 28
Home in Marathon
4.97 out of 5 average rating, 35 reviewsWaterfront Tropical Oasis in the FL Keys
Jan. 4 – 11
Home in Marathon
5.0 out of 5 average rating, 7 reviewsMermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Apr. 5 – 12
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
Nov. 16 – 23
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
$82 CAD before taxes and fees
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