
Holiday rentals with a pool in West Indies
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Indies
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Casa Suiza-Private Couple Escape with Heated Pool
Casa Suiza es un lugar para escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. En su beneficio, una vez comience a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña.

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.

Casa Dalila - Luxury Home with Private Pool
Welcome to your own private paradise! This stunning 1-bedroom house has a private pool, laundry, fully-equipped kitchen, living room, workspace, and king-sized bed bedroom by the pool. But that's not all – the interior garden provides a lush oasis to escape and unwind. Perfect for couples seeking a luxurious retreat, this home has everything you need for a comfortable and convenient stay. Located in a peaceful neighborhood, with nearby attractions, book now for the ultimate getaway experience!

Key West Style Suite with Pool/Spa
This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Cozy and charming cottage
Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Airstream With Pool, Amazing Ocean & Nature Views
This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Chalet De Los Vientos
Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Casa Corona - Amazing Views, Pool, Close to Beach
Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).

Best location with pool, steps from beach!
Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Landhuis des Bouvrie Loft
When you walk through the gates of the courtyard of the Loft, you will enter a completely different, dream-like world. Silence, Nature, Space and Privacy are the keywords, when we try to describe what you will experience during a stay in our beautiful loft. A place where history and modern design come together. You will find yourself in a bare-foot-luxury bubble in space and time what will inspire you to slow down, completely surrounded by nature.

Suite Magnolia, jacuzzi terapéutico sal,Monteverde
Bio Hábitat Monteverde te invita a vivir una experiencia única rodeada de bosque primario. Desde el balcón observa animales y disfruta del cielo estrellado en la Net. Relájate en nuestro jacuzzi de cristal con aguas de sal, mientras contemplas atardeceres inolvidables sobre la península de Nicoya. Un rincón exclusivo donde naturaleza, comodidad y bienestar se unen para regalarte un verdadero paraíso en Monteverde.
Popular amenities for West Indies rentals with a pool
House rentals with a pool

Modern Villa with Pool Minutes to Grace Bay Beach

Casa Anya @ Hilltop (private infinity plunge pool)

Casa Tucan

The Green House Mint - Ocean View, Private Pool

Beautifull Guest House with panoramic views

A Romantic Ocean View, Heated Pool & Generator

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach
Condo rentals with a pool

*NEW* Modern Ocean Breeze King Suite Infinity Pool

On the Beach; Siesta Key SunBum Studio

Wrap Around Balcony~Views~Pack your Bathing Suit!

Palms & Ocean View 1br 1bth + Pool + Beach Access

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Purapura _Jungle House w/ pool, walk to beach

G38 Peaceful studio Oceanfront Punta Palmera
Home rentals with a private pool

Sunbathe by a PrivatePool-Elegant House near beach

Walk to the Beach From a Poolside Retreat in Sunset Crest

Gorgeous Colonial House near Cafes and Bars

Boutique House & Pool Next To The Best Palm Beach

Beach Shack

Casa Pantheon Luxury Colonial House

Artistic Villa — Bkfst, cleaning & staff Included

Condado Beach Vistas by Cesar 2501
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