
Holiday rentals with a pool in West Indies
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Top-rated rentals with a pool in West Indies
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Romantic hideaway The Lodge at Cosmos St Lucia
Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

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.

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.

Casita Silencio - Luxury, sea and jungle views.
The beautiful Casita Silencio is a romantic and secluded haven. Nestled above the quaint fishing village of Mal Pais, it is fringed by Cabo Blanco nature Reserve, with stunning jungle and ocean views. Silencio offers you and your partner the opportunity to truly embrace Costa Rica’s wildlife including Capuchin and Howler monkeys as well exotic birds. A truly unique experience! Silencio is one of 2 very private casitas ( Tranquilo the other) on the 9 acre gated estate that is Brisas del Cabo.

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.

Casa Suiza-Private Couple Escape with Heated Pool
Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados 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. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

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!

Aruba Private Resort. Its All Yours and Only Yours
Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Coastal Vista Casa | Santa Teresa Coast Views
Coastal Vista Casa | Santa Teresa Coast Views is a private, high-end luxury suite in Mal País with panoramic Santa Teresa coastline and jungle valley views. Designed for romance or focused solo stays, it features a plunge pool, gourmet kitchen, and seamless indoor-outdoor living in a secure, tranquil setting. Wake to birds and wildlife, then reach beaches, surf, and dining in minutes—ideal for couples or a solo digital nomad seeking privacy and inspiration.

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

les Ramiers
Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Bouvrie Loft Country House
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.
Popular amenities for West Indies rentals with a pool
House rentals with a pool

Modern Villa with Pool Minutes to Grace Bay Beach

Serene Mountain Escape | Casa Serena Private Pool

The Green House Mint - Ocean View, Private Pool

Cayo Loco Villa 1 Pinksand Deserted Beach 2 Adults

Private Oceanfront luxurious city villa with pool

Villa Jeremi

Casa Dalila - Luxury Home with Private Pool

Etoile du Nord
Apartment rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Wrap Around Balcony~Views~Pack your Bathing Suit!

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

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

Aruba Oceanfront Top Floor Condo Eagle Beach

Purapura _Jungle House w/ pool, walk to beach

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

Casa El Camino Rustic Jungle Getaway with 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

Casa Pantheon Luxury Colonial House

Artistic Villa — Bkfst, cleaning & staff Included

Condado Beach Views by Cesar 2501
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