
Vacation rentals with a pool in Caribbean
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Caribbean
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean rentals with a pool
House rentals with a pool

Villa Cocuyo Micro Villa with pool

Luxury Cliffside Escape - Casa Cocobolo Villa

Casa Cascada

Cayo Loco Villa 2 Deserted PinkSand Beach 2 Adults

Beachfront + private pool Savaneta

VeoMar - Casita Axel 4 bdr villa w/ endless views

Villa Romantica para parejas , jarabacielo

La Casa Alejandrina: Pool + SeaView + Wi-Fi
Condo rentals with a pool

Precioso apartamento a 600 metros de la playa

De Lujo Frente al Mar-Sector Turistico Bocagrande.

Make It Happen! Brand New with Amazing Water Views

VIEWS! Condo by Magen's Beach w/ POOL & generator

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

1br Lux Oceanfront Apt Pool Beach Gym Pickleball

Oceanfront Condo Perfect Sunsets Backup Generator!

Upper Penthouse Corner Unit 2B/2B | Icon Brickell
Home rentals with a private pool

Gorgeous Colonial House near Cafes and Bars

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

Retreat Style, Sea Views W/ Private Pool & Hot Tub

Casa Pantheon Luxury Colonial House

Old City Villa - Breakfast & Housekeeping Included
Walled City Luxurious Townhouse With Private Pool

Condado Beach Vistas by Cesar 2501

Tropical Cabana with Pool in West Palm Beach
Destinations to explore
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