Vacation 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.
Vacation rentals for every style
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Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool
Home in Uvita, Costa Rica
4.92 out of 5 average rating, 167 reviewsCasa Tres Arboles - Mountain- and Ocean-View
Home in DO, Dominican Republic
4.92 out of 5 average rating, 305 reviewsBeautifull Guest House with panoramic views
Home in CR, Costa Rica
4.83 out of 5 average rating, 147 reviewsCasa Pura Vida
Home in Tulum, Mexico
4.86 out of 5 average rating, 185 reviewsHeaven Lodge, entire house surrounded by nature
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 Akumal, Mexico
4.87 out of 5 average rating, 100 reviewsCasa La Belle Vie, Luxury & Art in front of the Caribbean
Home in Nosara, Costa Rica
4.94 out of 5 average rating, 142 reviewsCasa Lili - Peacefulness & Nature
Condo rentals with a pool
Condo in Montego Bay, Jamaica
4.92 out of 5 average rating, 368 reviewsJus' Beachy! Luxury Apt in a B/front Gated Cmnty.
Condo in Akumal, Mexico
4.94 out of 5 average rating, 130 reviewsCome experience Mexican Paradise in Akumal #7
Condo in Playa Hermosa, Costa Rica
4.86 out of 5 average rating, 499 reviewsAmazing Oceanview Condo with Private Pool
Condo in Carolina, Puerto Rico
4.99 out of 5 average rating, 136 reviewsBeach Front Condo with Endless Ocean Views
Condo in Punta Cana, Dominican Republic
4.99 out of 5 average rating, 104 reviewsG38 Peaceful studio Oceanfront Punta Palmera
Condo in Punta Cana, Dominican Republic
4.95 out of 5 average rating, 110 reviewsSea view corner aptm with private pool / terrace
Condo in Sosúa, Dominican Republic
4.96 out of 5 average rating, 110 reviewsHeavenly Luxury Ocean View Beach Front Penthouse
Condo in Tower Isle, Jamaica
4.89 out of 5 average rating, 134 reviews2 bedroom Oceanfront condo with a pool
Home rentals with a private pool
Villa in Tulum, Mexico
4.97 out of 5 average rating, 176 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, 281 reviewsCasa Pantheon Luxury Colonial House
Home in Tulum, Mexico
4.83 out of 5 average rating, 192 reviewsWonderful Jungle Villa (private pool)
Townhouse in Cartagena, Colombia
4.87 out of 5 average rating, 176 reviewsLuxurious Townhouse With Private Pool in The Old City
Home in Santo Domingo, Dominican Republic
4.94 out of 5 average rating, 349 reviewsGorgeous Colonial House near Cafes and Bars
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.
Villa in Cartagena, Colombia
4.86 out of 5 average rating, 135 reviewsOld City Luxury Villa - Staff & Cleaning Included
Destinations to explore
- Rentals with lake access Caribbean Sea
- Townhouse rentals Caribbean Sea
- Bungalow rentals Caribbean Sea
- Wheelchair accessible rentals Caribbean Sea
- Pet-friendly rentals Caribbean Sea
- Rentals with an accessible height toilet Caribbean Sea
- Rentals with a sauna Caribbean Sea
- Rentals with an accessible height bed Caribbean Sea
- Rentals with a balcony Caribbean Sea
- Condo rentals Caribbean Sea
- Luxury rentals Caribbean Sea
- Rentals with a washer and dryer Caribbean Sea
- Family-friendly rentals Caribbean Sea
- Rentals with an EV charger Caribbean Sea
- Vacation home rentals Caribbean Sea
- Villa rentals Caribbean Sea
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- Chalet rentals Caribbean Sea
- Treehouse rentals Caribbean Sea
- Kid-friendly rentals Caribbean Sea
- Guesthouse rentals Caribbean Sea
- Hotel rentals Caribbean Sea
- Rentals with a fire pit Caribbean Sea
- Loft rentals Caribbean Sea
- Smoking-friendly rentals Caribbean Sea
- Nature eco lodge rentals Caribbean Sea
- Bed and breakfasts Caribbean Sea
- Tiny house rentals Caribbean Sea
- Hostel rentals Caribbean Sea
- Tent rentals Caribbean Sea
- RV rentals Caribbean Sea
- Rentals with a hot tub Caribbean Sea
- Campsite rentals Caribbean Sea
- Apartment rentals Caribbean Sea
- Dome rentals Caribbean Sea
- Fitness-friendly rentals Caribbean Sea
- Cottage rentals Caribbean Sea
- Rentals with a patio Caribbean Sea
- Monthly Rentals Caribbean Sea
- Island rentals Caribbean Sea
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- Rentals with breakfast Caribbean Sea
- Beachfront rentals Caribbean Sea
- Rentals with a kayak Caribbean Sea
- Private suite rentals Caribbean Sea
- Serviced apartment rentals Caribbean Sea
- Waterfront rentals Caribbean Sea
- Resort rentals Caribbean Sea
- Houseboat rentals Caribbean Sea
- Rentals with outdoor seating Caribbean Sea
- Rentals with beach access Caribbean Sea
- Boat rentals Caribbean Sea
- Shipping container rentals Caribbean Sea
- Ranch rentals Caribbean Sea
- Rentals with a home theater Caribbean Sea
- Boutique hotel rentals Caribbean Sea
- Earth house rentals Caribbean Sea
- Rentals with a fireplace Caribbean Sea
- House rentals Caribbean Sea
- Ski-in/ski-out rentals Caribbean Sea
- Rentals with a soaking tub Caribbean Sea
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