Beach house holiday rentals in Key West
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Top-rated beach house rentals in Key West
Guests agree: these beach 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 beach house rentals
Beachfront house rentals
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
13–20 Jan
Home in Tavernier
4.87 out of 5 average rating, 208 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
19–26 Oct
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
14–21 Dec
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 Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
16–23 Aug
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
5–12 Sept
Home in Marathon
4.95 out of 5 average rating, 21 reviewsComfortable 2/2 With Outdoor Shower~Bikes~Kayak
3–10 May
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
21–28 Aug
Beach house rentals with a pool
Home in Cudjoe Key
4.81 out of 5 average rating, 220 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
14–21 Apr
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
4.95 out of 5 average rating, 57 reviewsParadise found
22–29 Sept
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
27 Apr – 4 May
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
12–19 Apr
Home in Key West
4.78 out of 5 average rating, 73 reviewsHistoric Key West - Conch House - Sleeps 5
4–11 Jul
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
10–17 Nov
Private beach house rentals
Home in Key Largo
4.99 out of 5 average rating, 74 reviewsLittle Cottage on an island
18–25 Jul
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
16–23 May
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 Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
12–19 Jul
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
20–27 Nov
Home in Summerland Key
4.88 out of 5 average rating, 17 reviewsWaterfront Captain House with Boat Basin & Ramp!
23–30 Oct
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 64 reviewsBungalows at Sugarloaf Beach - The Hemingway
18–25 Nov
Home in Marathon
4.98 out of 5 average rating, 84 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
15–22 Mar
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