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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Rose Petal Retreat @ Rose Key Cottage

Rose Petal Retreat @ Rose Key Cottage

1 1 2 Key West
From $225.00/night
Watson House Grand Estate

Watson House Grand Estate

11 11 22 Key West
From $2,022.00/night
Rose Key Cottage

Rose Key Cottage

2 2 6 Key West
From $454.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $190.00/night
Havana Lane

Havana Lane

2 2 4 Key West
From $1,000.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $188.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $189.00/night
Catherine House

Catherine House

2 2 4 Key West
From $600.00/night
A Windsong Delight

A Windsong Delight

2 2.5 4 Key West
From $160.00/night
Casa de Cuba

Casa de Cuba

3 2 6 Key West
From $850.00/night
Windsor Townhomes #6

Windsor Townhomes #6

3 3.5 6 Key West
From $900.00/night
Windsor Townhomes #5

Windsor Townhomes #5

3 3.5 6 Key West
From $900.00/night