
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

Blackandwoodcabin Cabin/ chalet in Aguadilla
Cualquier actividad privada, reunión, celebración, fiesta, boda, recepción o evento similar está sujeto a cargos adicionales y debe coordinarse con antelación. Es imprescindible obtener la aprobación previa por escrito de la administración. Los eventos no autorizados están estrictamente prohibidos. Piscina de agua salada, jacuzzi. Un cuarto con tina . Un cuarto con sofá cama y televisor. Cocina completa, microondas. Lavadora y secadora. Planta eléctrica, cisterna de agua. Iluminación nocturna .

Private Oceanfront luxurious city villa with pool
Welcome to a beautiful Paradise in Pietermaai District. This 300yr old estate has been restored to perfection after having suffered severe neglect. The unique design style and decoration has been done with love for architecture. The villa can be found in Pietermaai District also known as the ‘Soho of Curacao’’, where monuments meet modern times. With an oceanfront stunning view + private pool, the villa is ideal to get away from it all whilst still be close to great restaurants and live music.

On Beach Oceanfront 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.

Sol y Luna Mountain Retreat Hacienda
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.

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.

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.

La Belle Vie Akumal, Luxury and Art facing the Sea
Modern, Artsy, chic and completely renovated four bedroom deluxe house located on Half Moon Bay, place where turtles nest and lay their eggs every year. IMPORTANT NOTE: With the intention of being totally upfront with you: the SARGASSUM has reached our area, being a matter out of our control, we do the best effort to clean up the beach as much as possible. You can see the actual status on the last photos. PLEASE SEE THE CURRENT BEACH STATUS ON OUR PHOTO REEL.

Escape Puerto Rico | Luxury Dome + Pool + Views
Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

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

Disconnect in a tiny house in rural Puerto Rico
Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.

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

Trillion, Villa with Pool on the Beach

Ki Loft in Las 9 Gotas (The 9 Drops)

Loma Del Sol House

Waterfall House

Modern 2BR Ocean View • Infinity Pool • Near Beach

Sureña. Charming Stone House with Pool

Aruba Private Resort. Its All Yours and Only Yours

VeoMar - Casita Axel 4 bdr villa w/ endless views
Condo rentals with a pool

Beach Apartment B3 at Spanish Water Resort

360' Wonderful View private PH

The Quarry, Beachfront sub penthouse 150m to clubs

*LUXURIOUS* One Bedroom Condo behind Mamitas Beach

Stunnishing Ocean View Penthouse with private pool

VIEW OF PLAYA BONITA

Beachfront Luxury @ Mar Chiquita

2 bedroom Oceanfront condo with a pool
Home rentals with a private pool

Designer Villa. Pool. Best Location in La Veleta!

Gorgeous Colonial House near Cafes and Bars

Luxury villa with pool and chef near the beach

Casa Pantheon Luxury Colonial House

Artistic Villa Free Breakfast, Cleaning & Staff

Luxury Private Mansion. Pool. Staff. Walled City

Beachfront Casa Maeva 4 bedrooms

Idyllic Beachfront Penthouse w/Private Plunge Pool
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