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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
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 favourite
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!

Top guest favourite
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, 118 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 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, 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 favourite
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.

Top guest favourite
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.
Guest house in BL
4.98 out of 5 average rating, 179 reviews

les Ramiers

Passez vos vacances à la Villa les Ramiers, là où le soleil vous accompagne dès le lever du soleil et tout au long de la journée. Le logement est indépendant, sans vis à vis , sa petite cuisine et terrasse vue sur la piscine , un top-deck pour profiter du lever de soleil, une grande chambre donnant sur le patio couvert avec coin salon avec la vue sur la mer. Situé sur les hauteurs bien ventilé avec une vue imprenable sur la petite Anse. Parking privé situé à côté de la Villa. Bienvenus

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, 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 favourite
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.

Guest favourite
A tiny house is situated on a hillside, surrounded by lush greenery and dense trees. The structure features a covered porch, offering a panoramic view of the hillside environment. Natural light is evident, highlighting the wooden exterior and tranquil setting.
Tiny home in Deshaies
4.96 out of 5 average rating, 156 reviews

Tuwana

Tiny House perché sur une colline à 400m d’altitude au milieu d’un jardin fruitier. accessible par un chemin forestier en bon état. Lieu calme et isolé entre mer et montagne avec une vue dominante. Logement naturellement frais et aéré sans moustiques. Logement écologique . Situé à 10 min de la plage de Leroux à 20 min de la plage de Malendure à 20 min de la plage de Grande Anse Adaptée aux personnes qui souhaitent se déconnecter, se reposer ou se ressourcer.

Top guest favourite
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, 246 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.

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, 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

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
4.99 out of 5 average rating, 69 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.

Popular amenities for Leeward Islands holiday rentals