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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Louisas Hideaway

Louisas Hideaway

3 3 6 Key West
From $850.00/night
Mango Cottage

Mango Cottage

2 2 6 Key West
From $396.00/night
MANSION @ The Watson House

MANSION @ The Watson House

7 7 14 Key West
From $1,198.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $284.00/night
Ole' Olivia

Ole' Olivia

4 3.5 6 Key West
From $276.00/night
Pineapple Cottage

Pineapple Cottage

2 3 4 Key West
From $132.00/night
Reynolds Retreat

Reynolds Retreat

3 3 6 Key West
From $232.00/night
Rose Key Cottage

Rose Key Cottage

2 2 6 Key West
From $454.00/night
Royal Haven

Royal Haven

3 2 6 Key West
From $234.00/night
Soleil Chalet

Soleil Chalet

3 3 8 Key West
From $262.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $190.00/night
Starfish

Starfish

2 2 6 Key West
From $202.00/night