
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.

Casa Lola PR
In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.
ValueLocationCondition
4.99 out of 5 average rating, 301 reviews
Oasis on the beach| Private Pool | AC
Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.
LocationFamilyNearby
4.98 out of 5 average rating, 130 reviews
The Quarry, Beachfront sub penthouse 150m to clubs
From the moment you enter the property you will realize why you came to Cancun; the powder soft white sand beach, and the most beautiful turquoise water. Because, that is all you can see from the 180° panoramic views the apartment offers. No detail was spared. Over 2 years remodelling this one of a kind property. Only 150m to all the nightlife, 2 large pools, a restaurant & beach club in the building. A Fusion of exotic wood furniture and imported marble have this place unmatched in Cancun.
FamilyLocationCheckout
4.93 out of 5 average rating, 488 reviews
“CASA ROARK” is a one-of-a-kind oceanfront chalet.
“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.
LocationValueTV
4.95 out of 5 average rating, 308 reviews
Casa O Getsemani Lux Boutique House
Welcome to Casa O Getsemani! Immerse yourself in luxury at this new 4-story haven in in the coolest neighborhoods.Designed by the renowned architect Vladimir Caballero, our house accommodates 6 guests with utmost comfort. Enjoy complimentary delicious breakfast, airport transfer and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Getsemani.
ValueFamilyAir conditioning
4.99 out of 5 average rating, 132 reviews
Sanguine Villa Treasure Beach 1-2-3 bed option
Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options
FamilyLocationSleep quality
5.0 out of 5 average rating, 106 reviews
Villa Mano de Tigre, A Volcano in your Garden!
The Holiday Villa with the closest and most SPECTACULAR view of Arenal Volcano Beautiful natural landscapes, a cool and private area, away from mass tourism. Safe gated property. 10 minutes to downtown La Fortuna. Fully equipped. Private hot tub. Campfire area. Optic fiber high speed Wi-Fi Located 1.5 kilometers from the main road atop a private hill where you will be surrounded by flora and fauna. Base rate for 2 people. Vehicle is recommended.
FamilyValueCheckout
4.98 out of 5 average rating, 218 reviews
Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station
LocationFamilyDecor
5.0 out of 5 average rating, 202 reviews
Treetop cabin - hot tub, pool & private rainforest
An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷
LocationFamilySolo travel
5.0 out of 5 average rating, 117 reviews
Luxury Villa~Private Pool ~3BDR~Walk to beach
We are a family-owned boutique villa in the heart of Tamarindo, thoughtfully designed for your perfect vacation. Our tropical oasis blends Nordic-inspired modern design with a calm atmosphere. High ceilings, natural light & clean lines create an airy feel. Wood, concrete & white walls bring timeless elegance, and the gardens create a peaceful, natural setting. Your perfect Pura Vida experience!
LocationValueCheck-in
4.99 out of 5 average rating, 208 reviews
La Ceiba, Villa w/Infinity Pool on a Dairy Farm
Escape to La Ceiba, a private retreat on our family dairy farm surrounded by lush pastures, cows and mountain views. Relax by the infinity pool, enjoy beautiful sunrises and sunsets, and gather in the spacious open-air living and dining areas. With 3 bedrooms, 4 queen beds and space for up to 8 guests, it’s ideally located between Bajos del Toro and La Fortuna. Private chef service available.
FamilyLocationAccess
4.97 out of 5 average rating, 225 reviews
Caribbean Sunrise View, Beachfront Apartment.
Discovering in this space the entry of natural light at dawn as the day progresses, invites you to an extremely relaxed vacation, full of peace, where you can enjoy each of the details designed to please and surprise our guests. with a fresh, beachy decoration where from each space you can see the Caribbean Sea and enjoy its warm breeze.
LocationValueAir conditioning
4.86 out of 5 average rating, 189 reviewsPopular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Luxury villa & Infinity Pool
FamilyValueHeating
4.97 out of 5 average rating, 115 reviews
Tranquil Times villa
ValueFamilyCleanliness
4.94 out of 5 average rating, 312 reviews
Modern 2BR Ocean View • Infinity Pool • Near Beach
FamilyValueIndoor spaces
4.89 out of 5 average rating, 178 reviews
Casa Cascada
LocationValueWalkability
4.97 out of 5 average rating, 203 reviews
Private Oceanfront luxurious city villa with pool
ValueLocationWifi
4.96 out of 5 average rating, 182 reviews
Aruba Private Resort. Its All Yours and Only Yours
LocationValueLong stay
5.0 out of 5 average rating, 271 reviews
Bubble Puerto Rico Panoramic Private Heating Pool
LocationFamilySleep quality
4.93 out of 5 average rating, 151 reviews
Mountaintop Mansion Huge Ocean View Manuel Antonio
FamilyLocationParks
4.99 out of 5 average rating, 199 reviewsCondo rentals with a pool

Cap Cana Peaceful Studio Oceanfront Punta Palmera
ValueLocationIndoor spaces
5.0 out of 5 average rating, 215 reviews
Luxury apartment Near Casco Antiguo 1501
FamilyLocationBeach
4.95 out of 5 average rating, 109 reviews
Cartagena Sky Loft: Ocean & Old City Views
ValueLocationOutdoor spaces
4.98 out of 5 average rating, 110 reviews
Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball
ValueFamilyBreakfast
4.94 out of 5 average rating, 159 reviews
Beachfront Apt. Ocean-Facing Bed & City Views+Pool
LocationFamilyAccess
4.89 out of 5 average rating, 445 reviews
The Artist
ValueFamilyPool
4.89 out of 5 average rating, 712 reviews
💎 Caribbean Jewel! 💎 Panoramic views and pool!
ValueFamilyCheckout
4.99 out of 5 average rating, 119 reviews
Beachfront, Sea Views, Pool, Sleeps 1-4 Akumal MX
LocationFamilyNearby
4.96 out of 5 average rating, 181 reviewsHome rentals with a private pool

Beachfront Casa Maeva 4 bedrooms-
ValueFamilyPool
4.96 out of 5 average rating, 130 reviews
Luxury Villa with Private Pool in the Old City 6BR
FamilyLocationCondition
4.96 out of 5 average rating, 119 reviews
Idyllic Beachfront Penthouse w/Private Plunge Pool
ValueLocationCondition
4.99 out of 5 average rating, 137 reviews
Gorgeous Colonial House near Cafes and Bars
ValueFamilyBeach
4.94 out of 5 average rating, 465 reviews
Villa Bikini pool garden jacuzzi priv Security24/7
ValueFamilySleep quality
4.86 out of 5 average rating, 237 reviews
Villa LaGú | Luxury 5BR Jungle Villa · Pool & Chef
FamilyLocationCleanliness
4.98 out of 5 average rating, 207 reviews
Casa Pantheon Luxury Colonial House
FamilyLocationLaundry
4.94 out of 5 average rating, 386 reviewsWalk to Sandy Beach from a Hilltop Villa with a Pool
FamilyLocationDecor
4.98 out of 5 average rating, 342 reviewsDestinations to explore
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