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
Home in Culebra
4.96 out of 5 average rating, 107 reviewsCasa Anya @ Hilltop (private infinity plunge pool)
Home in Paradera
4.99 out of 5 average rating, 172 reviewsAirstream With Amazing Pool, Ocean & Nature Views
Home in Sosua
4.96 out of 5 average rating, 163 reviewsCasa Cascada
Home in San Carlos Alajuela
4.92 out of 5 average rating, 186 reviewsArenal Kabata luxury infinity and jacuzzi spa
Home in Palm Beach
5 out of 5 average rating, 191 reviewsAruba Private Resort. Its All Yours and Only Yours
Home in San Cayetano de Venecia
4.96 out of 5 average rating, 159 reviewsQuinta La Ceiba Modern Home with Pool in DairyFarm
Home in Governor's Harbour
4.97 out of 5 average rating, 108 reviewsCayo Loco Beachfront Villa Deserted PinkSand for 2
Home in Tower Isle
4.94 out of 5 average rating, 243 reviewsTranquil Times Villa
Condo rentals with a pool
Condo in East End
5 out of 5 average rating, 173 reviews"H2Oh What a Beach!" condo: Walk-out Beach Access!
Condo in Oranjestad
4.95 out of 5 average rating, 151 reviewsModern apt ,EagleBeach,Sea view,Oasis condominium
Condo in Sosúa
4.93 out of 5 average rating, 138 reviewsHeavenly Luxury Ocean View Beach Front Penthouse
Condo in Montego Bay
4.94 out of 5 average rating, 113 reviews1br Lux Oceanfront 180 View Pool Beach Tennis Gym
Condo in Montego Bay
4.92 out of 5 average rating, 386 reviewsJus' Beachy Luxury Apt in a B/front Gated Cmnty.
Condo in Playa Juan Dolio
4.93 out of 5 average rating, 107 reviewsComfort of the Caribbean
Condo in Playa El Cortecito, Bavaro, Provincia La Altagracia
4.98 out of 5 average rating, 146 reviewsSandyDreams BeachFront 1BD/2BR
Condo in East End Tortola
4.85 out of 5 average rating, 162 reviewsGreenLeafOasis #1 | Turquoise Ocean Views
Home rentals with a private pool
Home in Santo Domingo
4.94 out of 5 average rating, 379 reviewsGorgeous Colonial House near Cafes and Bars
Home in West Palm Beach
4.95 out of 5 average rating, 152 reviewsSoak up the Beachy Vibe at a Vibrant Poolside Paradise
Villa in Santo Domingo
4.93 out of 5 average rating, 312 reviewsCasa Pantheon Luxury Colonial House
Villa in Cartagena
4.87 out of 5 average rating, 141 reviewsOld City Villa - Breakfast & Housekeeping Included
Bungalow in Punta Cana
4.79 out of 5 average rating, 296 reviewsSink into the Pool of a Wonderful Bungalow
Townhouse in Cartagena
4.87 out of 5 average rating, 194 reviewsLuxurious Townhouse With Private Pool in The Old City
Condo in San Juan
4.9 out of 5 average rating, 238 reviewsCondado Beach Vistas by Cesar 2501
Guesthouse in West Palm Beach
4.96 out of 5 average rating, 166 reviewsTropical Cabana with Pool in West Palm Beach
Destinations to explore
- Rentals with pools Cuba
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- Boat rentals Caribbean
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- Villa rentals Caribbean
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- RV rentals Caribbean
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- Serviced apartment rentals Caribbean
- Vacation home rentals Caribbean
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- Island rentals Caribbean
- Rentals with a kayak Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a home theater Caribbean
- Rentals with breakfast Caribbean
- Treehouse rentals Caribbean
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- Rentals with lake access Caribbean
- Rentals with a fireplace Caribbean
- Beachfront rentals Caribbean
- Condo rentals Caribbean
- Tent rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Rentals with a balcony Caribbean
- Shipping container rentals Caribbean
- Earth house rentals Caribbean
- Resort rentals Caribbean
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- Tiny house rentals Caribbean
- Monthly Rentals Caribbean
- Yurt Rentals United States
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