House vacation rentals in Key West
Find and book unique houses on Airbnb
Top-rated house rentals in Key West
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation 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
4.97 out of 5 average rating, 124 reviewsCudjoe Key Home with a View
Oct. 10 – 17
Home in Marathon
4.97 out of 5 average rating, 119 reviewsMarathon one-level home on the Marina - with slip!
Dec. 20 – 27
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
Jan. 10 – 17
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Aug. 11 – 18
Home in Cudjoe Key
4.81 out of 5 average rating, 221 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Aug. 22 – 29
Home in Cudjoe Key
4.87 out of 5 average rating, 45 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Oct. 18 – 25
Home in Marathon
4.98 out of 5 average rating, 85 reviewsAnglers Terrace, Condé Nast Traveler's Best Airbnb
Aug. 24 – 31
Home in Key West
4.88 out of 5 average rating, 58 reviewsLoca House
Oct. 1 – 8
Weekly house rentals
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Sep. 7 – 14
Home in Key West
4.9 out of 5 average rating, 59 reviewsHot tub house/Steps from Duval/Sleeps 6
May 10 – 17
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Apr. 26 – May 3
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Nov. 29 – Dec. 6
Home in Key West
4.92 out of 5 average rating, 12 reviewsSmall House ~ 2 King Then Bedrooms
Apr. 1 – 8
Home in Marathon
5.0 out of 5 average rating, 15 reviewsFlorida Keys Oceanside Utopia
Jul. 9 – 16
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Oct. 1 – 8
Home in Key West
4.78 out of 5 average rating, 74 reviewsHistoric Key West - Conch House - Sleeps 5
Sep. 27 – Oct. 4
Private house rentals
Home in Cudjoe Key
4.88 out of 5 average rating, 25 reviewsWhite Vacation Home. Free cancellation see details
Nov. 16 – 23
Home in Marathon
5.0 out of 5 average rating, 7 reviewsSalty kisses beach house
Aug. 18 – 25
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviewsLa casa azul step 3 to a private pool
Nov. 30 – Dec. 7
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Aug. 24 – 31
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Oct. 28 – Nov. 4
Home in Key Largo
4.97 out of 5 average rating, 32 reviewsTreetops
Sep. 10 – 15
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Oct. 5 – 12
Home in Key West
4.85 out of 5 average rating, 52 reviewsYour clean and cosy family home in Key West
Jun. 12 – 19
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
$82 CAD before taxes and fees
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Townhouse rentals United States
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Guesthouse rentals United States
- Villa rentals Key West
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Rentals with a hot tub Key West
- Beach house rentals Key West
- Rentals with a patio Key West
- Rentals with a firepit Key West
- Cottage rentals Key West
- Monthly Rentals Key West
- Rentals with pools Key West
- Fitness-friendly rentals Key West
- Townhouse rentals Key West
- Rentals with a kayak Key West
- Condo rentals Key West
- Apartment rentals Key West
- Bungalow rentals Key West
- Waterfront rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Rentals with beach access Key West
- Kid-friendly rentals Key West
- Mansion rentals Key West
- Rentals with an accessible height toilet Key West
- Pet-friendly rentals Key West
- Cabin rentals Key West
- Beach condo rentals Key West
- Lake house rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Townhouse rentals Florida Keys
- Tiny house rentals Florida Keys
- Beach house rentals Florida Keys
- Guesthouse rentals Florida Keys
- House rentals Florida Keys
- House rentals Marco Island
- Beach house rentals Marco Island
- Guesthouse rentals Monroe County
- Tiny house rentals Monroe County
- House rentals Monroe County
- Townhouse rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom