Holiday rentals with a pool in Caribbean Sea
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Caribbean Sea
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 Sea rentals with a pool
House rentals with a pool
Home in DO, Dominican Republic
4.92 out of 5 average rating, 309 reviewsBeautifull Guest House with panoramic views
Home in Costa Esmeralda, Panama
4.96 out of 5 average rating, 107 reviewsBeach House-Amazing Pool, Surf & Pet Friendly
Home in Playa Tivives, Costa Rica
4.97 out of 5 average rating, 187 reviewsLovely beachfront family house with private pool
Home in Nosara, Costa Rica
4.94 out of 5 average rating, 144 reviewsCasa Lili - Peacefulness & Nature
Home in Cartagena, Colombia
4.95 out of 5 average rating, 173 reviewsCartagena walled casa Mónaco
Home in Taboga Island, Panama
4.97 out of 5 average rating, 143 reviewsCasa Rosie - Dream Home on Tabogá Island
Home in Uvita, Costa Rica
4.97 out of 5 average rating, 117 reviewsVilla Balcony Whale-Jungle & Ocean Views-Uvita CR
Home in Playa Hermosa, Costa Rica
4.92 out of 5 average rating, 105 reviewsSpectacular Ocean View, Playa Hermosa, Jaco
Apartment rentals with a pool
Apartment in Cancún, Mexico
4.93 out of 5 average rating, 336 reviewsThe Quarry, Beachfront sub penthouse 150m to clubs
Apartment in Akumal, Mexico
4.94 out of 5 average rating, 131 reviewsCome experience Mexican Paradise in Akumal #7
Apartment in Playa Hermosa, Costa Rica
4.86 out of 5 average rating, 500 reviewsAmazing Oceanview Condo with Private Pool
Apartment in Carolina, Puerto Rico
4.99 out of 5 average rating, 138 reviewsBeach Front Condo with Endless Ocean Views
Apartment in Carolina, Puerto Rico
4.92 out of 5 average rating, 189 reviewsBreathtaking Views, Beachfront, Remodeled!
Apartment in Punta Cana, Dominican Republic
4.99 out of 5 average rating, 105 reviewsG38 Peaceful studio Oceanfront Punta Palmera
Apartment in Punta Cana, Dominican Republic
4.96 out of 5 average rating, 113 reviewsSea view corner aptm with private pool / terrace
Apartment in Sosúa, Dominican Republic
4.94 out of 5 average rating, 116 reviewsHeavenly Luxury Ocean View Beach Front Penthouse
Home rentals with a private pool
Cottage in La Romana, Dominican Republic
5.0 out of 5 average rating, 143 reviewsChic Cottage Nature Casa de Campo
Villa in Tulum, Mexico
4.97 out of 5 average rating, 177 reviewsLuxury Jungle Masterpiece Villa LaGú
Bungalow in Punta Cana, Dominican Republic
4.86 out of 5 average rating, 195 reviewsLush and Tropical Bungalow
Villa in Santo Domingo, Dominican Republic
4.93 out of 5 average rating, 285 reviewsCasa Pantheon Luxury Colonial House
Home in Tulum, Mexico
4.83 out of 5 average rating, 192 reviewsWonderful Jungle Villa (private pool)
Villa in La Veleta, Tulum, Mexico
4.85 out of 5 average rating, 107 reviewsGrand Villa. Completely Private Gated with Jungle Gardens and Pool. Chef Available.
Townhouse in Cartagena, Colombia
4.87 out of 5 average rating, 179 reviewsLuxurious Townhouse With Private Pool in The Old City
Villa in Cartagena, Colombia
4.86 out of 5 average rating, 135 reviewsVilla Old City, Butler & Breakfast Included
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- Holiday home rentals Caribbean Sea
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