
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.

Tulemar Resort - Salty Breeze - Premium 2 Bedroom
Tulemar Resort-Villa Salty Breeze-Premium 2 Bedroom Villa. Very Private Ocean View Balcony. -Major Monkey Corridor -Balcony Hanging Couch with Amazing Views -Balcony Jacuzzi -Superfast Wifi -Arcade game with 3000+ games -Never ending hot water 2 person open air showers in each bedroom -Samsung 55" Bdrm Smart TV's -Furnture made from recycled river logs(no trees killed) -Access to Tulemar beach, van, and pools -Room Service anywhere in Tulemar including beach -Daily Cleaning -Full Time Concierge

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.

Beachfront Oasis | Private Pool, AC, WiFi
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.

Hacienda Sol y Luna Mountain Retreat
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Villa Mano de Tigre, ¡Un Volcán en tu Jardín!
La Villa vacacional con la más cercana y ESPECTACULAR vista al Volcán Arenal A 10 minutos del centro de La Fortuna. Totalmente equipada. Jacuzzi privado. Zona de fogata. Wi-fi de fibra óptica de alta velocidad. Ubicado a 1.5 kilómetros de la carretera principal en lo alto de una colina privada en la que estarás rodeado de flora y fauna. Todos los huespedes podran disfrutar del pase de 1 día en las aguas termales del resort cercano. Tarifa base para 2 personas. Se recomienda vehículo.

Unique & peaceful forest cabin with pool & trails
Retreat to the rainforest in a cosy, secure and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the private trails of the property with 10 acres of primary rainforest with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

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 one airport transport, delicious breakfast, 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.

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Villa Lasai - Brand New Luxury Villa
Villa Lasai is a 280m² luxury 3 Bedroom vacation home, built on 2 levels and sleeps up to 6 people. Elegantly constructed with a great mix of tropical architecture, styled with materials such as exposed polished concrete and natural stone as the indoor and outdoor areas blend together. Facing the ocean and jungle, enjoy the view from the 25m² saltwater pool. Villa Lasai is conveniently located less than a 3 minute drive to the world-class surfing beaches and downtown Santa Teresa.

“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.

Lower Casita Catalina in Tamarindo w Private Pool
From this hilltop location above Tamarindo Bay, you will enjoy a panoramic view that is unbelievable. You’ll see what we mean when you get here! The Casita offers a king bed and a pull-down Queen bed, fully equipped with a private bathroom, kitchen, and a small balcony with ocean views and perfect for watching monkeys in the surrounding trees! You will also have access to the property's social space including a breezy covered terrace by the ocean-view pool and rooftop lounge!

Summer Special Treasure Beach Sanguine Villa
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
Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Casa Linda

Villa Estrella PR (near Airport & Beach)

Loma Del Sol House

Sureña. Encantadora Casa de Piedra con Piscina

Private Oceanfront luxurious city villa with pool

Villa Jeremi

Villa Mare - Ocean Front

La Casita: Private Heated Pool W/ Ocean Views
Condo rentals with a pool

Ada's Garden by the Sea Apt#1

Oceanview 34th Flr-Pool-Beach-KingBed- Safest Area

Luxury 2 Story Minimalist Loft close to the beach!

The Quarry, Beachfront sub penthouse 150m to clubs

Confort del Caribe I

Beachfront Luxury @ Mar Chiquita

VISTA PLAYA BONITA

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
Home rentals with a private pool

Gorgeous Colonial House near Cafes and Bars

Villa LaGú | Luxury 5BR Jungle Villa · Pool & Chef

Boutique House & Pool Next To The Best Palm Beach

Casa Pantheon Luxury Colonial House

Colonial Villa | Free Breakfast | Walled City

Condado Beach Vistas by Cesar 2501

Idyllic Beachfront Penthouse w/Private Plunge Pool
Walk to Sandy Beach from a Hilltop Villa with a Pool
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