
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 - Couple Retreat 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.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

Natural & Cozy Arenal Getaway
Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Unique & secluded forest cabin with pool & trails
Retreat to the rainforest in a cosy, confortable 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.

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.

House of the Earth and the Sea - stunning luxury
Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

Landhuis des Bouvrie Guesthouse
An enchanting, cute stay for 2 persons! This romantic get-away will embrace you you with a fresh, romantic feel, which make you feel right at home, but wrapped in vacation vibes. The keywords for our Guesthouse are nature, design, coziness and privacy. It is a space to relax, unwind, get offline, connect with nature, yourself/ each other in peace and quiet and complete privacy. It is styled to slow down, kick back and leave the outdoor world outside and truly get that vacation mode on.

Skytop Studio~Next to Hiking Trail~New Pool
Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Villa DelEvan 4A / 1-bedrm Beach front villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

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.

Purapura _Jungle House w/ pool, walk to beach
Apartamento JUNGLE HOUSE Precioso alojamiento a nivel de jardín y piscina, con una amplia terraza, en una ubicación inmejorable en Santa Teresa. A distancia a pie de la playa, los mejores restaurantes y tiendas. Nuestro Jungle House dispone de piscina que comparte con otros huéspedes, con vistas al atardecer. Un alojamiento cómodo y céntrico, que te brinda todo lo que necesitas. Solo 300m de la playa Santa Teresa (4 minutos caminando)
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)

Serene Mountain Escape | Casa Serena Private Pool

Beautifull Guest House with panoramic views

A Romantic Ocean View, Heated Pool & Generator

Airstream With Pool, Amazing Ocean & Nature Views

Private Oceanfront luxurious city villa with pool

Aruba Private Resort. Its All Yours and Only Yours
Condo rentals with a pool

*NEW* Modern Ocean Breeze King Suite Infinity Pool

Oceanfront Breeze, Stunning Views, Beach/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

Seaside Coastal Condo
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 Views by Cesar 2501
Destinations to explore
- Rentals with a kayak West Indies
- Loft rentals West Indies
- Luxury rentals West Indies
- Boutique hotels West Indies
- Hotel rooms West Indies
- Rentals with beach access West Indies
- Rentals with a sauna West Indies
- Bungalow rentals West Indies
- Rentals with a patio West Indies
- Tiny house rentals West Indies
- Rentals with a fireplace West Indies
- Rentals with a home theatre West Indies
- Townhouse rentals West Indies
- Rentals with lake access West Indies
- Ski-in/ski-out rentals West Indies
- Bed and breakfasts West Indies
- Rentals with breakfast West Indies
- Cave rentals West Indies
- Campsite rentals West Indies
- Resort rentals West Indies
- Tipi rentals West Indies
- Bus rentals West Indies
- Waterfront rentals West Indies
- Barn rentals West Indies
- Ranch rentals West Indies
- Rentals with a hot tub West Indies
- Pension rentals West Indies
- Dome rentals West Indies
- Apartment rentals West Indies
- Yurt rentals West Indies
- Castle rentals West Indies
- Rentals with a washing machine and dryer West Indies
- RV rentals West Indies
- Rentals with a fire pit West Indies
- Beachfront rentals West Indies
- Pet-friendly rentals West Indies
- Rentals with outdoor seating West Indies
- Rentals with an EV charger West Indies
- Condo rentals West Indies
- Fitness-friendly rentals West Indies
- Tree house rentals West Indies
- Chalet rentals West Indies
- Island rentals West Indies
- Nature eco lodge rentals West Indies
- Serviced apartment rentals West Indies
- Earth house rentals West Indies
- Villa rentals West Indies
- Tent rentals West Indies
- Rentals with an accessible height bed West Indies
- Guesthouse rentals West Indies
- Private suite rentals West Indies
- Hostel rentals West Indies
- House rentals West Indies
- Shipping container rentals West Indies
- Rentals with an accessible height toilet West Indies
- Rentals with a balcony West Indies
- Family-friendly rentals West Indies
- Houseboat rentals West Indies
- Farmstay rentals West Indies
- Boat rentals West Indies
- Holiday home rentals West Indies
- Cabin rentals West Indies
- Cottage rentals West Indies
- Aparthotel rentals West Indies
- Smoking-friendly rentals West Indies




