House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Key West
House rentals with a pool
Home in Cudjoe Key
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
10–17 Oct
Home in Marathon
4.97 out of 5 average rating, 119 reviewsMarathon one-level home on the Marina - with slip!
20–27 Dec
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
10–17 Jan
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
11–18 Aug
Home in Cudjoe Key
4.81 out of 5 average rating, 221 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
22–29 Aug
Home in Cudjoe Key
4.87 out of 5 average rating, 45 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
18–25 Oct
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
24–31 Aug
Home in Key West
4.88 out of 5 average rating, 58 reviewsLoca House
1–8 Oct
Weekly house rentals
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
7–14 Sep
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
10–17 May
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
26 Apr – 3 May
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
29 Nov – 6 Dec
Home in Key West
4.92 out of 5 average rating, 12 reviewsSmall House ~ 2 King Then Bedrooms
1–8 Apr
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
9–16 Jul
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
1–8 Oct
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
27 Sep – 4 Oct
Private house rentals
Home in Cudjoe Key
4.88 out of 5 average rating, 25 reviewsWhite Vacation Home. Free cancellation see details
16–23 Nov
Home in Marathon
5.0 out of 5 average rating, 7 reviewsSalty kisses beach house
18–25 Aug
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
30 Nov – 7 Dec
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
24–31 Aug
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
28 Oct – 4 Nov
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
10–15 Sep
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
5–12 Oct
Home in Key West
4.85 out of 5 average rating, 52 reviewsYour clean and cosy family home in Key West
12–19 Jun
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
$81 SGD before taxes and fees
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