KEY WEST VACATION RENTALS WITH PRIVATE POOLS

Book Key West Homes with Private Pools!

Relaxing by the pool is a famous Key West past time. During your Key West vacation, there’s nothing better than your own private pool. Our Key West homes with pools are perfect for families and groups. Pool areas are great for socializing and watching the breeze run through the palm trees. Every Key West Vacation Rental with a pool is uniquely designed and surrounded by lush greenery.

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Watson House Grand Estate

Watson House Grand Estate

11 11 22 Key West
From $2,134.00/night
A Windsong Delight

A Windsong Delight

2 2.5 4 Key West
From $160.00/night
Mango Cottage

Mango Cottage

2 2 6 Key West
From $396.00/night
Knot a Worry

Knot a Worry

2 2.5 6 Key West
From $170.00/night
Conch Easy Livin'

Conch Easy Livin'

2 3 6 Key West
From $213.00/night
Conchy Tonk

Conchy Tonk

2 1.5 6 Key West
From $143.00/night
Rose Key Cottage

Rose Key Cottage

2 2 6 Key West
From $454.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $131.00/night
Pineapple Cottage

Pineapple Cottage

2 3 4 Key West
From $132.00/night
Starfish

Starfish

2 2 6 Key West
From $202.00/night
Catherine House

Catherine House

2 2 4 Key West
From $500.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $188.00/night