
Holiday rentals with a pool in Key Haven
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Key Haven
Guests agree: these homes with a pool 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 Haven rentals with a pool
House rentals with a pool

Sea Ray Cove, 75' dock; Pool; Game room; Beach

Cudjoe Key Home with a View

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Palm - Beach Houses Key West

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Waterfront Sanctuary in the Keys!

Anglers Terrace, Condé Nast Traveler's Best Airbnb
Apartment rentals with a pool

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Chagall’s Corner | Newly Remodeled!

Ocean Front Studio private Sandy Beach in Key West

New Listing! Key Lime Paradise/Condo

Southermost Serenity an exclusive 3 Bedroom Ocean

Hyatt Beach House-Quiet Key West Spot!

Duval Street Suites on Duval Free Parking and heat

Coral Palms 1BR/King/Queen, Pool, block to Duval
Other holiday rentals with a pool

Key West Paradise

Castaway Cove: Pet-friendly 2/2 condo near beach!

Blue House - Receive $400 towards a Boat Rental!

Seagrass-Free • New 5BR Pool Home w/ Ocean View

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

Oceanfront with Pool near Sombrero Beach

Oceanfront Condo in Key West

3/3 Tropical Key West Home Get Away
Quick stats about holiday rentals with a pool in Key Haven
Total rentals
60 properties
Nightly prices starting at
£66 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Rentals with a washing machine and dryer Key Haven
- Fitness-friendly rentals Key Haven
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- Pet-friendly rentals Key Haven
- House rentals Key Haven
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- Waterfront rentals Key Haven
- Rentals with a patio Key Haven
- Rentals with pools Key West
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States