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 $2,400.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $130.00/night
Havana Lane

Havana Lane

2 2 4 Key West
From $1,000.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $180.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $0.00/night
Catherine House

Catherine House

2 2 4 Key West
From $440.00/night
Windsong Delight

Windsong Delight

2 2.5 4 Key West
From $150.00/night
Casa de Cuba

Casa de Cuba

3 2 6 Key West
From $550.00/night
Townhomes on Windsor #6

Townhomes on Windsor #6

3 3.5 6 Key West
From $352.00/night
Townhomes on Windsor #5

Townhomes on Windsor #5

3 3.5 6 Key West
From $352.00/night
Townhomes on Windsor #4

Townhomes on Windsor #4

3 3.5 6 Key West
From $352.00/night
Townhomes on Windsor #3

Townhomes on Windsor #3

3 3.5 6 Key West
From $600.00/night