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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A Bit of Heaven

A Bit of Heaven

3 3 6 Key West
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A Windsong Delight

A Windsong Delight

2 2.5 4 Key West
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Absolutely Paradise

Absolutely Paradise

3 2.5 8 Key West
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Aloha

Aloha

4 4 10 Key West
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Ashe Splashe

Ashe Splashe

2 3 6 Key West
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Bahama Breeze

Bahama Breeze

3 3.5 6 Key West
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Casa Amor

Casa Amor

3 2.5 8 Key West
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Casa Blanca

Casa Blanca

4 3 8 Key West
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Casa Caribe

Casa Caribe

4 4 8 Key West
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Casa de Cuba

Casa de Cuba

3 2 6 Key West
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Casa Lima

Casa Lima

3 2 6 Key West
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Casa Loca

Casa Loca

3 2.5 8 Key West
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Casa Margarita

Casa Margarita

3 3 8 Key West
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Catherine House

Catherine House

2 2 4 Key West
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Ceasar's Paradise

Ceasar's Paradise

5 5.5 10 Key West
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Coconut Cabana

Coconut Cabana

3 2 6 Key West
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Conch Easy Livin'

Conch Easy Livin'

2 3 6 Key West
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Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
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Havana Lane

Havana Lane

2 2 4 Key West
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Higgs Beach Hideaway

Higgs Beach Hideaway

3 2 8 Key West
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Key Lime Cottage

Key Lime Cottage

2 3 4 Key West
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Knot a Worry

Knot a Worry

2 2.5 6 Key West
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Louisa House

Louisa House

4 3.5 8 Key West
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Louisas Hideaway

Louisas Hideaway

3 3 6 Key West
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Mango Cottage

Mango Cottage

3 2 6 Key West
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MANSION @ The Watson House

MANSION @ The Watson House

7 7 14 Key West
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Ole' Olivia

Ole' Olivia

4 3.5 8 Key West
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Pineapple Cottage

Pineapple Cottage

2 1.5 4 Key West
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Reynolds Retreat

Reynolds Retreat

3 3 6 Key West
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Royal Haven

Royal Haven

3 2 6 Key West
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Soleil Chalet

Soleil Chalet

3 3 8 Key West
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South St. Cottage

South St. Cottage

2 2 4 Key West
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Starfish

Starfish

2 2 6 Key West
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Tiki Beach - Big Pine Key

Tiki Beach - Big Pine Key

4 3 10 Big Pine Key
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VILLA @ The Watson House

VILLA @ The Watson House

4 4 8 Key West
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Villa Bella

Villa Bella

5 4 12 Key West
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Villa de Palmas

Villa de Palmas

3 3 6 Key West
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Villa Paradiso

Villa Paradiso

3 3 6 Key West
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Watson House Grand Estate

Watson House Grand Estate

11 11 22 Key West
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Windsor Townhomes #3

Windsor Townhomes #3

3 3.5 6 Key West
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Windsor Townhomes #4

Windsor Townhomes #4

3 3.5 6 Key West
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Windsor Townhomes #5

Windsor Townhomes #5

3 3.5 6 Key West
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Windsor Townhomes #6

Windsor Townhomes #6

3 3.5 6 Key West
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