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.

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Top guest favourite

Villa in Christiansted

5 out of 5 average rating, 113 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Top guest favourite

Hut in Hato Viejo

4.97 out of 5 average rating, 191 reviews

Monte Lindo Chalet (Cabaña romántica en el bosque)

TODA LA PROPIEDAD PARA DOS HUÉSPEDES,MENOS LAS 2 HABITACIONES SECUNDARIAS QUE PERMANECERÁN CERRADA Cuando llegas a Monte Lindo Chalet, lo primero que experimentas es una sensación de profunda paz. Al cerrar el portón de la finca te daz cuenta de la seguridad y privacidad del lugar. Frente al Chalet puedes apreciar una hermosa estructura rodeada de exuberante naturaleza que los invita a ser creativos. Vive la experiencia que siempre haz soñado junto a tu pareja y crea memorias para toda la vida.

Guest favourite

Home in San Cayetano de Venecia

4.96 out of 5 average rating, 176 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.

Top guest favourite

Home in Willemstad

4.95 out of 5 average rating, 159 reviews

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.

Top guest favourite

Cabin in Isabela

4.98 out of 5 average rating, 156 reviews

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.

Top guest favourite

Home in Puerto Nuevo

4.99 out of 5 average rating, 182 reviews

Villa di Mare-Oceanfront Modern Beach House Oasis

Enjoy the views of the stunning Atlantic Ocean. Just steps away from the shore, this fully renovated beach house is the perfect peaceful getaway. Villa di Mare offers spacious and private outdoor furnished areas with pool. Indoors, you’ll find a modern kitchen, comfortable family room, 2 bedrooms with A/C & 2 full baths. Fast wifi, smart TVs & private gated parking. Located in Vega Baja less than 5 minutes (car) from restaurants, supermarket, gas & a top 10 beach in PR, Playa Puerto Nuevo.

Top guest favourite

Tiny home in Naguabo

4.99 out of 5 average rating, 134 reviews

Casa Suiza (Mountainous Area)

Casa Suiza es un lugar para escapadas románticas, sólo para parejas, ubicado en la montaña. Somos un lugar que ofrece sesiones fotográficas con un columpio gigante para las fotos. Ésta área no interfiere con la privacidad de la habitación en absoluto, en caso que tengamos una sesión fotográfica, se lo notificaremos con anterioridad; ya que NO es una actividad frecuente. Tenga en cuenta que dirigirse a nuestra propiedad es por calles con curvas y pendientes completamente transitables.

Top guest favourite

Dome in Cayey

4.99 out of 5 average rating, 518 reviews

Escape Puerto Rico

¡Vive una experiencia única y mágica de glamping en las hermosas montañas de Puerto Rico! Xcape Dome PR es el lugar perfecto para darte un “xcape” de la rutina y reconectar con la naturaleza. Ubicado en el pueblo de Cayey, PR, a solo 10 minutos de las vías principales. Sumérgete en esta aventura romántica diseñada para parejas, aventureros o viajeros y disfruta de las imponentes montañas, paisajes, flora y fauna, así como, de los detalles únicos que hacen de Xcape Dome PR un lugar especial.

Top guest favourite

Loft

4.99 out of 5 average rating, 157 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favourite

Barn in Willemstad

4.94 out of 5 average rating, 135 reviews

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.

Guest favourite

Villa in Pedro García

4.95 out of 5 average rating, 143 reviews

Villa Bambú Sunset, vista 360, piscina climatizada

Bambu Sunset, tu villa única para dos personas, es un refugio privado y romántico donde la belleza de las montañas se fusiona con impresionantes atardeceres. Esta casa inteligente ofrece comodidades excepcionales: una piscina con agua caliente, permitiéndote sumergirte en lujo y confort mientras disfrutas de la naturaleza circundante. Experimenta la serenidad y la sofisticación en este rincón exclusivo de escape.

Top guest favourite

Tiny home in Añasco

4.95 out of 5 average rating, 110 reviews

Montaña Viva PR

Montaña viva es un mágico lugar rodeado por el río grande de Añasco. Aquí puedes reiniciar y hacer contacto directo con la naturaleza. Esta creado con los más delicados detalles pensando en nuestros huéspedes. Aqui puedes sentir la brisa fresca del río, ver las aves volar, escuchar su canto y admirar la belleza de la madre naturaleza.