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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Pilar's Secret

Pilar's Secret

3 2 8 Key West
From $494.00/night
Reynold's Retreat

Reynold's Retreat

3 3 6 Key West
From $228.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $130.00/night
Townhomes on Windsor #3

Townhomes on Windsor #3

3 3.5 6 Key West
From $800.00/night
Townhomes on Windsor #4

Townhomes on Windsor #4

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 #6

Townhomes on Windsor #6

3 3.5 6 Key West
From $352.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $0.00/night
Tucked Away!

Tucked Away!

4 6 9 Key West
From $400.00/night
VILLA @ The Watson House

VILLA @ The Watson House

4 4 8 Key West
From $750.00/night
Villa Bella

Villa Bella

5 4.75 12 Key West
From $300.00/night
Villa de Palmas

Villa de Palmas

3 3 6 Key West
From $150.00/night