House holiday rentals in Florida Keys
Find and book unique houses on Airbnb
Top-rated house rentals in Florida Keys
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 Florida Keys
House rentals with a pool
Home in Key Largo
4.97 out of 5 average rating, 109 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
5–12 Jan
Home in Cudjoe Key
4.89 out of 5 average rating, 193 reviewsNewly Renovated Oceanside House with Pool
2–9 Apr
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
24–31 Aug
Home in Duck Key
5.0 out of 5 average rating, 32 reviewsPrivate Pool Tropical Oasis - Centrally Located
10–17 Nov
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviewsLa casa azul step 3 to a private pool
30 Nov – 7 Dec
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 46 reviewsBungalows at Sugarloaf Beach - The Lighthouse
21–28 Feb
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
4.97 out of 5 average rating, 35 reviewsWaterfront Tropical Oasis in the FL Keys
2–9 Nov
Weekly house rentals
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
9–16 Jul
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
29 Jun – 6 Jul
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 Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
15–22 Aug
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 Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
7–14 Sep
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
1–8 Oct
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
5–12 Oct
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 15 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
20–27 Jan
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, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
5–12 Oct
Home in Marathon
4.96 out of 5 average rating, 84 reviewsAngler’s Eden
10–17 Sep
Home in Marathon
4.89 out of 5 average rating, 9 reviews4BR Sombrero Beach House on Canal w Dock & Pool
9–16 Sep
Home in Marathon
5.0 out of 5 average rating, 14 reviewsP87 - New Construction house. 4 bedrooms, open wat
24–31 May
Home in Marathon
4.9 out of 5 average rating, 39 reviewsMarathon Beach House
31 Oct – 7 Nov
Home in Islamorada
4.94 out of 5 average rating, 18 reviews3 Lux Ensuites Walk/Boat Island! - Villa Plátano
13–20 Jul
Destinations to explore
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Varadero Holiday rentals
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- Beach house rentals Miami
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- Rentals with a patio Florida Keys
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- Monthly Rentals Florida Keys
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- Rentals with pools Florida Keys
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- Flat rentals Florida Keys
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- Rentals with an accessible-height toilet Florida Keys
- Tiny house rentals Florida Keys
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- Smoking-friendly rentals Florida Keys
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- Yurt Rentals United States
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