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
House rentals with a pool
Home in Cudjoe Key
4.92 out of 5 average rating, 142 reviewsParadise at Cudjoe Bay
Aug. 22 – 29
Home in Marathon
4.97 out of 5 average rating, 117 reviewsMarathon one-level home on the Marina - with slip!
May 22 – 29
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Jan. 17 – 24
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Feb. 17 – 24
Home in Key West
5.0 out of 5 average rating, 11 reviewsCasa de Cuba:Beautiful home loaded with style and
Sep. 12 – 19
Home in Key West
5.0 out of 5 average rating, 38 reviewsGorgeous Romantic Private Villa, Steps from Duval!
Mar. 8 – 15
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviewsLa casa azul step 3 to a private pool
Jul. 2 – 9
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
Sep. 29 – Oct. 6
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
May 16 – 23
Home in Key West
5.0 out of 5 average rating, 22 reviewsButterfly Cottage ~ Enjoy hot tub, gourmet kitchen
Sep. 12 – 19
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
Aug. 23 – 30
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Nov. 5 – 12
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Aug. 18 – 25
Home in Key West
4.78 out of 5 average rating, 73 reviewsHistoric Key West - Conch House - Sleeps 5
Sep. 17 – 24
Home in Key West
5.0 out of 5 average rating, 63 reviewsClean and Relaxing! 3 King Suites! With everything
Dec. 2 – 9
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Jun. 4 – 11
Private house rentals
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep. 5 – 12
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Jul. 10 – 17
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
Nov. 25 – Dec. 2
Home in Marathon
4.97 out of 5 average rating, 32 reviews2023 New Modern Private Dock+Heated Pool+Jacuzzi
Sep. 11 – 18
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
Oct. 1 – 8
Home in Key West
4.86 out of 5 average rating, 50 reviewsYour clean and cosy family home in Key West
Aug. 7 – 14
Home in Key Colony Beach
5.0 out of 5 average rating, 3 reviewsParadise Cove!30ft Dock Pool BBQ
Dec. 16 – 23
Home in Summerland Key
4.88 out of 5 average rating, 17 reviewsWaterfront Captain House with Boat Basin & Ramp!
Nov. 1 – 8
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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