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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Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $180.00/night
Caesar's Palace

Caesar's Palace

5 5.25 10 Key West
From $280.00/night
Casa Caribe

Casa Caribe

4 4 8 Key West
From $700.00/night
Casa de Cuba

Casa de Cuba

3 2 6 Key West
From $550.00/night
Catherine House

Catherine House

2 2 4 Key West
From $440.00/night
Coconut Cabana

Coconut Cabana

3 2 6 Key West
From $495.00/night
Havana Lane

Havana Lane

2 2 4 Key West
From $1,000.00/night
Island Charm Cottage

Island Charm Cottage

3 3.5 6 Key West
From $712.00/night
Louisa House

Louisa House

4 3.5 10 Key West
From $550.00/night
Louisa's Hideaway

Louisa's Hideaway

3 3 6 Key West
From $895.00/night
MANSION @ The Watson House

MANSION @ The Watson House

7 7 14 Key West
From $1,330.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $200.00/night