House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Key West
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 Sept
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 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
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 Sept
Home in Key Colony Beach
4.98 out of 5 average rating, 50 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 Sept
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 Sept
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
£48 before taxes and fees
Destinations to explore
- Varadero Holiday rentals
- Havana Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- House rentals United States
- Guest house rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- Cottage rentals Key West
- Pet-friendly rentals Key West
- Monthly Rentals Key West
- Rentals with a firepit Key West
- Rentals with pools Key West
- Beach apartment rentals Key West
- Villa rentals Key West
- Beach house rentals Key West
- Bungalow rentals Key West
- Rentals with beach access Key West
- Mansion rentals Key West
- Family-friendly rentals Key West
- Waterfront rentals Key West
- Fitness-friendly rentals Key West
- Rentals with a hot tub Key West
- Rentals with a patio Key West
- Rentals with an EV charger Key West
- Rentals with a washing machine and dryer Key West
- Townhouse rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Apartment rentals Key West
- Rentals with a kayak Key West
- Flat rentals Key West
- Cabin rentals Key West
- Rentals with an accessible-height toilet Key West
- Guest house rentals Florida
- Lakehouse rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida Keys
- House rentals Florida Keys
- Beach house rentals Florida Keys
- Tiny house rentals Florida Keys
- Guest house rentals Florida Keys
- Beach house rentals Marco Island
- House rentals Marco Island
- Guest house rentals Monroe County
- House rentals Monroe County
- Townhouse rentals Monroe County
- Tiny house 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