
Holiday 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.
Holiday 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

The Paradise 2

•Floasis• Your private FL oasis 5 min to beach!

"Seaside Luxury" - Ocean Front, Private Pool, Wifi

Villa Jeremi

Aruba Private Resort. Its All Yours and Only Yours

Cayo Loco Villa 2 Deserted PinkSand Beach 2 Adults

Quinta La Ceiba Modern Home with Pool in DairyFarm

Beachfront + private pool Savaneta
Apartment rentals with a pool

Feels Like Summer ~ Panoramic Water Views! 2BR

A beautiful apartment 600 meters from the beach

De Lujo Frente al Mar-Sector Turistico Bocagrande.

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

1br Lux Oceanfront Apt Pool Beach Gym Pickleball

Stunnishing Ocean View Penthouse with private pool

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

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 Views by Cesar 2501

Tropical Cabana with Pool in West Palm Beach
Destinations to explore
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