House holiday rentals in Florida Keys
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Top-rated house rentals in Florida Keys
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Florida Keys
House rentals with a pool
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 Miami
4.96 out of 5 average rating, 319 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
3–10 Feb
Home in Cudjoe Key
4.86 out of 5 average rating, 43 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
10–17 Oct
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
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
2–9 Jul
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 45 reviewsBungalows at Sugarloaf Beach - The Lighthouse
5–12 Feb
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
20–27 Nov
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
1–8 Feb
Weekly house rentals
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
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
10–17 Feb
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
5–12 Jun
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
16–23 Aug
Home in Key Largo
4.95 out of 5 average rating, 63 reviewsTropical Waterfront, Boat Dock, Sunset View, Kayak
21–28 Sep
Home in Marathon
5.0 out of 5 average rating, 17 reviewsCoco Plum Paradise - Marathon 4 BR 3BA Waterfront
14–21 Dec
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
3–10 Dec
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
5–12 Sep
Private house rentals
Home in Marathon
5.0 out of 5 average rating, 16 reviewsDirect Oceanfront Private Paradise - Pool/Spa/Dock
11–18 Jan
Home in Marathon
4.96 out of 5 average rating, 27 reviews🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️
1–8 Nov
Home in Marathon
4.98 out of 5 average rating, 49 reviewsGreat Sombrero beach house, many amenities!
16–23 Aug
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
4.92 out of 5 average rating, 24 reviewsSerenity Bay Estate-FL Keys Best Kept Secret! Beau
22–29 Sep
Home in Key West
5.0 out of 5 average rating, 6 reviewsKey West Lighthouse Suite
14–21 Mar
Home in Marathon
4.97 out of 5 average rating, 33 reviewsWaterfront Tropical Oasis in the FL Keys
4–11 Jan
Home in Marco Island
5.0 out of 5 average rating, 7 reviewsGorgeous Waterfront Home; WALK to Beach and shops
11–18 Dec
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
- Havana Holiday rentals
- Nassau Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Townhouse rentals Miami
- Guest house rentals Miami
- House rentals Miami
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- Lighthouse rentals United States
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- Beach house rentals Fort Lauderdale
- House rentals Fort Lauderdale
- Guest house rentals Fort Lauderdale
- Townhouse rentals Fort Lauderdale
- Guest house rentals Florida Keys
- Rentals with a firepit Florida Keys
- Family-friendly rentals Florida Keys
- Hotel rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Family-friendly rentals Florida Keys
- Cottage rentals Florida Keys
- Campsite rentals Florida Keys
- Flat rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Apartment rentals Florida Keys
- Rentals with a kayak Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Rentals with an EV charger Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Tiny house rentals Florida Keys
- Villa rentals Florida Keys
- Boat rentals Florida Keys
- Rentals with pools Florida Keys
- Rentals with a patio Florida Keys
- Beach apartment rentals Florida Keys
- Bungalow rentals Florida Keys
- Rentals with a sauna Florida Keys
- Rentals with outdoor seating Florida Keys
- Waterfront rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Smoking-friendly rentals Florida Keys
- Beachfront rentals Florida Keys
- Rentals with breakfast Florida Keys
- Rentals with lake access Florida Keys
- Townhouse rentals Florida Keys
- Rentals with beach access Florida Keys
- Resort rentals Florida Keys
- Motorhome rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a cinema Florida Keys
- Beach house rentals Florida Keys
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- Yurt Rentals United States
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