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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 in LC
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.

Guest favorite
A serene infinity pool overlooks calm blue waters, framed by lush greenery and palm trees. The horizon features distant coastal views, with a shaded seating area visible on a small platform in the ocean. The scene captures a sense of tranquility and natural beauty.
Tent in Castries
4.95 out of 5 average rating, 42 reviews

A Luxury Tented Experience - Waterfront

Immerse yourself in a lush acre of waterfront property offering: private saltwater infinity pool romantic safari tent garden shower outdoor kitchen private beach seaside platforms snorkelling gear floating swim-up ring central secure location unique views magical sunsets orchard & gardens garden hammocks gated parking car/boat tours in-house professional massage Lumière is one of a kind in St. Lucia, offering a waterfront, luxury ‘glamping’ experience like no other. Enjoy peace AND adventure!

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, 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, 153 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
A serene terrace features a private pool overlooking the Atlantic Ocean. Two lounge chairs are positioned towards the water, providing views of distant islands against a bright blue sky. Lush greenery surrounds the area, enhancing the tranquil setting.
Villa in BL
5 out of 5 average rating, 58 reviews

Case Macalpa

La Case Macalpa a été entièrement rénovée en 2023. Son style s’inspire de l’histoire de Saint-Barth. Vous serez charmés par sa proximité avec la mer, qui vous plongera dans des vacances inoubliables. Le calme et la tranquillité sont deux atouts de ce quartier résidentiel. Situé à 5mins en voiture de Gustavia et de l’aéroport, vous pourrez profiter facilement des boutiques et restaurants. En choisissant la Case Macalpa, vous vous assurerez de vivre la plus belle expérience Saint-Barth.

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.

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 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, 179 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
4.99 out of 5 average rating, 69 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
4.92 out of 5 average rating, 13 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