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Vacation rentals in Leeward Islands

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Top-rated vacation rentals in Leeward Islands

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Top guest favorite
A spacious living area is shown, featuring large sliding glass doors that open to a stunning view of the ocean. Comfortable seating is arranged thoughtfully, with modern furnishings and a potted plant adding a touch of greenery. The light-colored walls and high ceiling create an airy feel.
Apartment in Marigot
5 out of 5 average rating, 26 reviews

Sauvignon Suite - Villa Vino Lucia

A warm welcome to our beautiful Villa Vino Lucia and Helen’s Wine Cellar. This hidden gem is nestled in the hillside of Fisherman’s Cove, overlooking the majestic blue sea and lush green mountains of Marigot Bay, St Lucia. This brand-new vacation property opened its doors in June 2024 and consists of 4 full size one bedroom apartments (1400 sqf), a studio, pool deck, and an amazing wine cellar (opening end of July). Includes full kitchen, A/C, TV's, Internet, Safety box. You will love this place

Top 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 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 favorite
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 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 in Deshaies
4.97 out of 5 average rating, 123 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.

Guest favorite
An open living area features wooden furniture complemented by vibrant cushions, accented by natural stone walls. Large windows invite daylight while offering views of the surrounding landscape. The space transitions smoothly to an outdoor pool area, creating an airy and connected atmosphere.
Villa in Soufriere
4.86 out of 5 average rating, 198 reviews

Villa Piton Caribbean Castle

Certified to host by St Lucia government. Super private and provides a secure and isolated retreat far from any crowds! We provide cooking service for breakfast lunch or dinner for an extra $20/person/meal. We incorporate heightened cleaning procedures and trained staff. Built by John DiPol, designer of the world-famous Ladera resort, Villa Piton elaborates on the open-aired concept providing breathtaking views everywhere! Extraordinary location and views that need to be seen in person!

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, 35 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 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

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, 72 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 .

Top guest favorite
A sweeping view captures the vibrant turquoise waters of the coastline, framed by lush green hills. Islands dot the horizon under a clear blue sky, while the wooden railing in the foreground provides a picturesque viewing point of the landscape.
Guesthouse in BL
4.98 out of 5 average rating, 180 reviews

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!

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
4.97 out of 5 average rating, 76 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.

Guest favorite
A tranquil outdoor space features a refreshing swimming pool surrounded by lush greenery and tropical plants. Palm trees sway gently in the breeze, and a stunning view of the ocean and bay can be seen in the background.
Home in Saint Barthélemy
4.93 out of 5 average rating, 15 reviews

Villa KAZ - 1 bedroom

Brand new villa KAZ is seated upon a mountain top overlooking the magnificient bay of Grand Cul de Sac. The villa offers tropical and modern interiors. Designed by one of the most reputed architect of the island, KAZ plays wonderfully between indoors and outdoors area. The breeze coming from the ocean allows you to connect with nature while being mismerized by the different shades of blue the laguna offers.

Popular amenities for Leeward Islands vacation rentals