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Holiday rentals in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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Top guest favourite
A person enjoys the serene view from the edge of a plunge pool, overlooking the mountains and the Caribbean Sea. The surrounding lush greenery and the dramatic outline of the Pitons enhance the natural beauty of the setting under a clear blue sky.
Guest house in LC
4.96 out of 5 average rating, 179 reviews

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.

Guest favourite
A wooden side table holds an ice bucket filled with champagne, accompanied by two elegant flutes. Sun loungers are positioned beside a crystal-clear infinity pool, with lush greenery visible in the background, creating a serene and inviting outdoor setting.
Villa in Sapphire
4.95 out of 5 average rating, 106 reviews

VillaAura 15-25mins from UVF Airport & Attractions

Aura Villa sits majestically on a cliff overlooking a beautiful naturally flowing river. Waking up to the melodious chirping of birds is the highlight of every morning ! On evenings, lounge out on the pool deck and enjoy a magical night sky. Whether you choose to enjoy a refreshing swim in the crystal clear infinity pool or enjoy a warm bath under the rain shower, tranquility awaits you. The lush vegetation forest views which greets this villa from the valley top will leave you in complete awe!

Guest favourite
The image features a wooden deck with two lounge chairs positioned for relaxation. A cabin with wooden shingles and wide steps leads into the greenery. Large windows and balcony railing provide a panoramic view of the surrounding trees and natural landscape.
Cabin in Sawcolts Village
4.98 out of 5 average rating, 160 reviews

Tranquil Farm - Secluded Woodland Eco Cabin

The wooden shingled cabin is totally off the grid. To reach the cabin is a short walk up through a small wood on a narrow winding path from the parking area. Built on stilts the cabin over looks farmland and woods with a long view down the valley to the hills of English Harbour. The cabin has a large bedroom with wooden four poster bed with mosquito net. Barn doors open onto a side balcony, an open air bathroom with rain water shower heated by solar and a full kitchen. Wonderful night skies.

Top guest favourite
An open-concept interior features a modern kitchenette with a retro-style refrigerator and a wooden bar with two stools. Natural light filters through a large window, illuminating the minimalistic shelves and decor, creating a comfortable and inviting space.
Tiny home in Carriacou
4.98 out of 5 average rating, 52 reviews

New Tiny House with Pool & Views

This new, stylish tiny house is surrounded by lush greenery and amazing views of the turquoise Caribbean Sea. You can soak in your private plunge pool, walk to beautiful beaches nearby for snorkelling or beach picnics, have a yoga session on the forest deck, gaze at the sea or stars from the oversized hammock net, barbecue and enjoy al fresco dining on the patio and relish a hot shower under the stars. Tyrrel Bay and Paradise Beach are just a 10-minute drive away from your tropical hideaway.

Guest favourite
A private pool with crystal-clear water reflects the blue sky, leading to a wooden deck. The entrance to the villa features floor-to-ceiling glass doors, providing an inviting view of the interior and the surrounding greenery.
Villa in Vieux Fort
4.88 out of 5 average rating, 154 reviews

Villa Pierre: A Luxury Hidden Gem in Saint Lucia

"EXPECT TO BE ABSOLUTELY BLOWN AWAY..." Tiffany, Tennessee, USA All the amenities of a resort in a private villa! 5 Star Private Chef, Local Cook Private Chauffeur/Guide, Couples of Single Massage available Nestled high above the turquoise waters of the Caribbean and the deep blue Atlantic, Villa Pierre is a one-of-a-kind luxury villa. Perfect for travelers seeking peace, privacy, authentic island charm and panoramic ocean views, breathtaking sunset and a personalized service experience.

Top guest favourite
The villa exterior features modern architecture with large windows, providing sweeping views of the ocean. Pathways lead to the entrance, bordered by lush greenery and various tropical plants. The distant hills enhance the sense of tranquility in the inviting outdoor space.
Villa in Carriacou
5 out of 5 average rating, 14 reviews

renew, refresh, reimagine

Villa Cabanga is your escape to life as it is intended. It is a true blend of style and nature, evoking a feeling of peace, calm and tranquility. With unimaginable and captivating views, it exudes the virgin beauty of Carriacou. Befriend the iguanas and tortoises that will welcome you. Wake up to the peaceful orchestra of the birds. Time slows down in this modern retreat. Villa Cabanga......renew....refresh.....reimagine. No damages sustained by hurricane.......Generator available

Guest favourite
An open-air pavilion overlooks the calm sea, featuring a large infinity pool with a wooden deck. A single blue bean bag chair rests on the edge, facing the expansive horizon. Lush palm trees frame the serene view under a clear sky with distant clouds.
Villa in Bolands
4.97 out of 5 average rating, 36 reviews

Unique Caribbean Secluded Open Air Villa 1 Bedroom

This very secluded villa consists of open-air bungalows by the sea. Stairs lead to a stony, private beach. The kitchen, dining hall, and lounge are separate. Above these is the master bedroom bungalow with an infinity pool, large patio, outdoor and indoor baths, showers, and kitchenette. The villa, in the southern part of Jolly Harbour, has all the amenities such as shops, beauty salons, restaurants, and sports facilities. This property is listed three times as a 1, 2, and 3 bedroom.

Guest favourite
A private pool is framed by lush greenery and overlooks the harbor. A wooden coffee table sits beside comfortable loungers, while a shaded area provides relief from the sun. Panoramic views of the water and sailing boats create a tranquil setting.
Villa in Falmouth
4.95 out of 5 average rating, 107 reviews

Starr House - contempory villa

This beautifully finished property overlooks one of the loveliest harbour sites of the world. It’s position takes advantage of the trade wind breezes and spectacular panoramic views. The house with private pool is located on the slopes of Rose Hill, adjacent to the local village. It is nestled on the hillside amongst the other villas of Rose Hill. With the beaches and restaurants of Falmouth 5 minutes drive around the bay this is the perfect spot for a varied and relaxing holiday.

Guest favourite
A villa's outdoor area is framed by wooden details and lush greenery. A private plunge pool is visible alongside a terrace. Large glass doors afford a view into the interior of the home, enhancing the connection between indoor and outdoor spaces.
Villa in Soufriere
4.93 out of 5 average rating, 413 reviews

Serrana Villa -Contemporary $1M Piton View Retreat

At Serrana Villa, style and grace are clearly evident in every aspect of this sophisticated 1-level, 2BR/2BA home. Located in Soufriere, the quintessential attraction capital of St. Lucia, Serrana Villa offers sweeping panoramic views of the majestic Piton World Heritage Sites as well as the surrounding lush hills and mountains from the romantic plunge pool, the terrace, and even from the rooms of the villa itself is a joy to behold. Come follow us ! @serranavillastlucia

Guest favourite
A cozy bedroom features natural wood paneling and a thatched ceiling, illuminated by soft light. A spacious bed is adorned with decorative pillows, and a bedside table crafted from wood adds to the rustic charm. A large sliding door leads to the outdoor space.
Home in Saint-François
4.96 out of 5 average rating, 80 reviews

La Kabane secrète, piscine, SPA, lit king size

La Kabane Secrète est une véritable bulle d’amour conçue entièrement pour les couples. Ici, la nature tropicale et le confort exceptionnel d’un lodge bohème chic se rencontrent afin de vous ressourcer dans un moment hors du temps et de créer une expérience unique inoubliable. Dans un écrin de tranquillité et d’authenticité, la Kabane Secrète s’articule autour de la piscine et du jacuzzi, dans une atmosphère intérieur/extérieur qui invite à la détente et à la relaxation.

Guest favourite
An outdoor dining area is presented with a wooden table set for several guests, featuring elegant dishware. Surrounding views of the lush coastline and sparkling bay are visible in the background, providing a serene setting for meals outdoors.
Villa in Terre-de-Haut
5 out of 5 average rating, 8 reviews

*Villa Iwana* 2 ch - Baie du Paradis

Villa Iwana - Classée 5 étoiles - Vue imprenable sur la Baie des Saintes avec piscine privée Iwana, vous offre une vue spectaculaire sur la célèbre baie. Détendez-vous dans cette villa luxueuse, entièrement climatisée, et profitez de sa magnifique piscine privée à débordement chauffée. Chaque pièce est pensée pour votre confort, avec une cuisine moderne, des chambres spacieuses et une atmosphère élégante. Parfaite pour des vacances en famille ou entre amis.

Top guest favourite
A spacious balcony features comfortable seating, offering a clear view of the ocean and lush greenery. Large glass doors reflect the serene coastal landscape, enhancing the sense of openness and natural light within the living space.
Flat in Bouillante
5 out of 5 average rating, 71 reviews

Vaneïa : Duplex d'exception, vue mer panoramique

Vue Mer Spectaculaire : Détendez-vous et admirez des couchers de soleil à couper le souffle depuis le confort de notre appartement. La vue panoramique sur la mer depuis nos balcons est tout simplement inoubliable. Notre logement haut de gamme est conçu pour votre confort. Avec des équipements modernes, une cuisine entièrement équipée, une suite élégante et des espaces de vie spacieux, vous vous sentirez chez vous dès votre arrivée.

Popular amenities for Leeward Islands holiday rentals