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
4.81 out of 5 average rating, 222 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
8–15 Dec
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
13–20 Nov
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
12–19 Apr
Home in Key West
4.98 out of 5 average rating, 48 reviewsPuerta Coralina @ Old Town - Cottage Near Duval
27 Sep – 4 Oct
Home in Key West
4.95 out of 5 average rating, 59 reviewsParadise found
4–11 Oct
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
1–8 Mar
Home in Key West
5.0 out of 5 average rating, 17 reviewsCatherine House: A charming Old Town Key West
28 Jul – 4 Aug
Home in Key West
5.0 out of 5 average rating, 64 reviewsClean and Relaxing! 3 King Suites! With everything
9–16 Apr
Weekly house rentals
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
1–8 Nov
Home in Key Colony Beach
4.98 out of 5 average rating, 52 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
25 Apr – 2 May
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
16–23 Jan
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviewsCoral House: 2/2 Waterfront in KCB w/ King Beds
16–23 Sep
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
12–19 Aug
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
4–11 Mar
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
3–10 Feb
Home in Marathon
4.97 out of 5 average rating, 35 reviewsWaterfront Tropical Oasis in the FL Keys
12–19 Oct
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 7 reviewsSalty kisses beach house
4–11 Sep
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
18–25 Aug
Home in Key Colony Beach
4.88 out of 5 average rating, 40 reviews*Newly Renovated Single Family Home w/Private Pool
29 Sep – 6 Oct
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 Colony Beach
5.0 out of 5 average rating, 13 reviewsCielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB
5–12 Oct
Home in Cudjoe Key
4.88 out of 5 average rating, 25 reviewsWhite Vacation Home. Free cancellation see details
16–23 Nov
Home in Key Colony Beach
4.93 out of 5 average rating, 15 reviewsOcean's Edge Retreat
22–29 Aug
Home in Key Colony Beach
4.95 out of 5 average rating, 79 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
19–26 Apr
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
€ 56 before taxes and fees
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