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

Cancellation Deal: 08/02 thru 08/09

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

Oceanfront, Resort-like luxury home with private p

Rise And Shine On The Water

Palm Breezes! Room for Everyone on the Ocean.

Your clean and cosy family home in Key West

Sunshine & Serenity on Waterfront, Tiki/50ft dock!

Key Lime Retreat
Condo rentals with a pool

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

Waterfront Getaway w/ Pool, Tiki Bar & Marina

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

Southermost Serenity an exclusive 3 Bedroom Ocean

EYW Getaway

Fully renovated 2/2 bath condo w/ shared pool!

Coral Palms 1BR/King/Queen, Pool, block to Duval
Quick stats about vacation rentals with a pool in Key West
Total rentals
1.7K properties
Nightly prices starting at
R1,419 ZAR before taxes and fees
Total number of reviews
40K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
520 properties allow pets
Rentals with dedicated workspaces
900 properties have a dedicated workspace
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