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Vacation rentals in Leeward Islands

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Top-rated vacation rentals in Leeward Islands

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Guest favorite
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.
Guesthouse
4.96 out of 5 average rating, 178 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.

Top guest favorite
A spacious terrace features a dining table and seating area, surrounded by lush greenery. A hammock is suspended nearby, inviting relaxation. The private pool glimmers under the evening sky, highlighting the picturesque view of the bay and sunset beyond.
Bungalow
4.97 out of 5 average rating, 120 reviews

ANANAS Bungalow vue mer

Bienvenue à Carambole et Ananas, votre petit coin de paradis lové au coeur des bananiers. Cet ensemble intimiste de 2 bungalows tout neufs offre une vue magnifique sur l'époustouflante baie de Grande Anse. Idéalement situé sur une propriété privée, à 5 minutes à pied de la plage, sur les premières hauteurs de Deshaies, ils vous garantiront dépaysement, intimité, calme et tranquillité. Venez admirer les sublimes couchers de soleil depuis votre piscine privative en dégustant un savoureux planteur

Guest favorite
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 favorite
An infinity pool extends toward the horizon, reflecting the bright blue sky. The turquoise waters blend with the Caribbean Sea, framed by lush green hills in the background. Clear vistas and serene surroundings create a tranquil outdoor space for relaxation.
Villa in Hermitage
5 out of 5 average rating, 34 reviews

Luxe Panoramic Sea View - near Hermitage Bay Beach

Amazed Sea View Villa This luxury holiday villa is located high up on the beautiful Sleeping Indian hills. Sitting on half an acre of tropical land, the location allows for spectacular vistas across the turquoise waters of the Caribbean. A stunning infinity pool, open terraces, tropical gardens, luxurious, peaceful, and private. Amazed is a must to experience! Just a 10 min walk to stunning Hermitage Bay beach and a 10 min drive to Jolly Harbour, for the grocery store, restaurants, and shops.

Top guest favorite
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 favorite
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, 33 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 favorite
A coastal view is framed by an open doorway, presenting a serene scene of the ocean and the island of Nevis. Two wicker chairs are positioned on a balcony, while lush greenery and a sailboat enhance the picturesque setting.
Place to stay in Southeast Peninsula
4.98 out of 5 average rating, 63 reviews

Right on the Caribbean Beach! Peaceful waves.

Our Turtle Beach Cottage is right on the beach! Fabulous views to our sister island of Nevis, the ocean and reef! Watch pelicans dive, sting rays leap and turtles bobbing their head up to catch a breath! Curious vervet monkeys may pay a visit, morning doves wake you with their quiet cooing and yellow crested night herons perch in our mangrove trees. Peace and quiet minutes away from excellent restaurants and activities. Beach combing easy walks and great hikes in our area.

Top guest favorite
A spacious sleeping area features a handcrafted wooden bed topped with floral bedding, complemented by sheer mosquito nets. Natural light filters through wooden slats, illuminating a soft rug on the floor. A small reading chair is positioned nearby, enhancing the cozy ambiance of the cottage.
Cabin in Portsmouth
4.99 out of 5 average rating, 248 reviews

HIDEAWAYS-FouFou Cottage Open-air Paradise Seaview

"FouFou Cottage" Seen as "10 Most Affordable Caribbean Destinations" & Safe in Nature CERTIFIED. Sustainably handcrafted, private, self-contained treehouse-style cottage with spacious verandah perfect for birdwatching & relaxing. A natural sanctuary with breathtaking seaviews & cool mountain breezes. A unique, 2 level Open Air, Eco-cottage with Modern Ensuite Bath & Kitchenette. Quiet & Conveniently located less than a mile to sites, restaurants, shops & beaches of Portsmouth.

Top guest favorite
A serene outdoor setting features a rectangular salt-water pool surrounded by wooden decking. Lush tropical plants provide privacy, while sun loungers in vibrant colors are positioned nearby. A tranquil statue adds a calming presence, with the ocean visible in the distance under a clear blue sky.
Home
5 out of 5 average rating, 36 reviews

Tara Accommodation • ~One or two bedroom accommodation~

Welcome to Habitation Tara, located in Capesterre-Belle-Eau, equidistant from Basse-Terre and Pointe-à-Pitre It offers breathtaking views from La Soufrière to La Désirade This large luxury villa by a colonial-style architect offers a lower level of the villa consisting of a master suite (75 m2), a living room, dining room, kitchen, terrace equipped with a bioclimatic pergola with direct access to the large swimming pool. Children accepted under the responsibility of their parent.

Superhost
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, 412 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

Top guest favorite
A cozy seating area features a comfortable sofa adorned with decorative pillows, overlooking a wooden deck surrounded by lush greenery. Tables and chairs are visible, softly illuminated by string lights. Scenic views of trees and distant landscapes enhance the tranquil atmosphere.
Treehouse in Gros Islet
4.99 out of 5 average rating, 70 reviews

Seaview Sanctuary: Glamping Retreat Saint Lucia

Indulge in the romantic ambiance of this Canopy Hideaway, a unique retreat where rustic charm meets modern comfort. Enjoy breathtaking views of the Caribbean Sea and neighbouring island . Immerse yourself in the tranquility of swaying trees and the melody of crashing waves .Let the symphony of nature from the gentle rustle of leaves to the chorus of birdsong, lull you into tranquility ! Come and experience an unforgettable retreat in our KaiZen TreeHouse .

Guest favorite
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
4.99 out of 5 average rating, 71 reviews

The Secret Hut, pool, HOT TUB, king size bed

The Secret Kabane is a true love bubble designed entirely for couples. Here, the tropical nature and exceptional comfort of a chic bohemian lodge meet to recharge your batteries in a timeless moment and create an unforgettable unique experience. In a setting of tranquility and authenticity, the Secret Kabane revolves around the swimming pool and jacuzzi, in an indoor/outdoor atmosphere that invites relaxation and relaxation.

Popular amenities for Leeward Islands vacation rentals