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 Key West house rentals
House rentals with a pool
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
17–24 Jan
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
17–24 Feb
Home in Key West
5.0 out of 5 average rating, 17 reviewsCatherine House: A charming Old Town Key West
13–20 Sep
Home in Key West
5.0 out of 5 average rating, 38 reviewsGorgeous Romantic Private Villa, Steps from Duval!
1–8 Dec
Home in Key West
4.98 out of 5 average rating, 44 reviewsGone Coastal
26 Aug – 2 Sep
Home in Key West
4.98 out of 5 average rating, 48 reviewsPuerta Coralina @ Old Town - Cottage Near Duval
11–18 Jul
Home in Key West
5.0 out of 5 average rating, 63 reviewsClean and Relaxing! 3 King Suites! With everything
17–24 Jun
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
2–9 Jul
Weekly house rentals
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
18–25 Jul
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
22 Feb – 1 Mar
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
16–23 May
Home in Key West
5.0 out of 5 average rating, 22 reviewsButterfly Cottage ~ Enjoy hot tub, gourmet kitchen
12–19 Sep
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
21–28 Sep
Home in Marathon
4.95 out of 5 average rating, 21 reviewsComfortable 2/2 With Outdoor Shower~Bikes~Kayak
7–14 May
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
10–17 Feb
Private house rentals
Home in Key Colony Beach
4.95 out of 5 average rating, 79 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
21–28 Dec
Home in Marathon
5.0 out of 5 average rating, 13 reviewsP87 - New Construction house. 4 bedrooms, open wat
25 May – 1 Jun
Home in Key West
4.84 out of 5 average rating, 51 reviewsYour clean and cosy family home in Key West
1–8 Aug
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
5–12 Sep
Home in Marathon
5.0 out of 5 average rating, 6 reviewsMermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
26 Apr – 3 May
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
15–22 Mar
Home in Marathon
5.0 out of 5 average rating, 6 reviewsSalty kisses beach house
18–25 Aug
Home in Cudjoe Key
4.95 out of 5 average rating, 22 reviewsWhite Vacation Home. Free cancellation see details
12–19 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
$101 NZD before taxes and fees
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