
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.

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

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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

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.

Villa Kañik - Condé Nast Traveller Luxury Retreat
Villa Kañik is celebrated for its unique and sustainable architecture, winner of the Luxury Lifestyle Awards 2023 and recently featured by Condé Nast Traveller as one of the Best Places to Go in Central America in 2026. Immersed in the heart of one of Costa Rica’s most enchanting rainforests, where the jungle meets the sea, the villa offers breathtaking ocean views and the soothing sounds of tropical nature. Come experience why our Villa continues to capture the attention of world travellers.

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.

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.

“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.

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.

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

Villa Arthur 600 · 9 Guests · Permanent staff
Villa Arthur 600 is a luxurious private villa with permanent staff, ideally located near La Veleta, Gypsea Market, and downtown access. Perfect for 9 guests, the villa features a spacious pool, master suites with tubs overlooking the pool, a large living room with a professional kitchen, a dining table for 10, and comfortable sofas. Enjoy a large park and a rooftop with BBQ. With daylight surveillance to ensure safety. Daily breakfast is available at an extra cost.

Private Villa with Pool Jacuzzi up to 10 concierge
Relax in a luxury 4BR private villa in the heart of Tulum. All bedrooms feature ensuite bathrooms (3 Kings + 2 doubles). Enjoy a private infinity pool, rooftop with heated jacuzzi, outdoor & indoor kitchens, BBQ area, and a romantic outdoor bathtub in the master suite. Located one block from the main road, walk to bars, cafés & restaurants, minutes from top beach clubs. Full concierge service, secure gated property. Perfect for groups & celebrations.

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
Popular amenities for Caribbean Sea rentals with a pool
House rentals with a pool

Villa Jeremi

Luxury villa & Infinity Pool

Private Oceanfront luxurious city villa with pool

Loma Del Sol House

Tranquil Times villa

Stunning Oceanfront house with private pool

Villa Estrella PR (near Airport & Beach)

Casa Cascada
Condo rentals with a pool

G38 Peaceful studio Oceanfront Punta Palmera

Luxury apartment Near Casco Antiguo 1501

Cartagena Sky Loft: Ocean & Old City Views

💎 Caribbean Jewel! 💎 Panoramic views and pool!

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Beachfront Luxury @ Mar Chiquita

"Cosón Penthouse" Daily Service Included

360' Wonderful View private PH
Home rentals with a private pool

Beachfront Casa Maeva 4 bedrooms-

Villa Bikini pool garden jacuzzi priv Security24/7

Idyllic Beachfront Penthouse w/Private Plunge Pool

Casa Pantheon Luxury Colonial House

Gorgeous Colonial House near Cafes and Bars
Walk to Sandy Beach from a Hilltop Villa with a Pool

Wonderful Jungle Villa (private pool)

Designer Villa. Pool. Best Location in La Veleta!
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