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Holiday houses in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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Guest favourite
Villa in Sapphire
4.95 out of 5 average rating, 120 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, 169 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.

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
4.89 out of 5 average rating, 158 reviews

Villa Pierre: A Luxury Hidden Gem in Saint Lucia

"EXPECT TO BE ABSOLUTELY BLOWN AWAY..." Tiffany, Tennessee, USA FREE Airport Pick-up! Book 7 nights. " Experience the Exceptional " A complimentary 5-star private chef experience awaits an exquisite four-course tasting menu, crafted exclusively for you and served in the privacy of the villa. Effortless luxury. Unforgettable moments. All the amenities of a resort in a private villa! 5 Star Private Chef Experience, Local Cook Private Chauffeur/Guide, Couple or Single Massage available.

Superhost
The villa is nestled on a hillside, showcasing a modern design with a grey roof and stone accents. An infinity pool reflects the surrounding greenery, while large glass doors create a seamless transition between indoor and outdoor spaces.
Villa in Soufriere
4.91 out of 5 average rating, 191 reviews

Enclave Villa V3 -Overlooking Pitons & Ocean ! Wow

Enclave Villa V3 is a 2 bedroom villa with much to offer. This elegant property sleeps 4 and boasts such amenities as a Infinity pool off of both the master bedrooms. Located in Soufriere, the quintessential attraction capital of St. Lucia, Enclave 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.

Guest favourite
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, 212 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 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 in Deshaies
4.97 out of 5 average rating, 128 reviews

PINEAPPLE Bungalow sea view

Welcome to Carambole and Pineapple, your little corner of heaven nestled in the heart of the banana trees. This intimate set of 2 brand new bungalows offers magnificent views of the breathtaking Grande Anse Bay. Ideally located on a private property, 5 minutes walk from the beach, on the first heights of Deshaies, they will guarantee you change of scenery, privacy, calm and tranquility. Come and admire the sublime sunsets from your private pool by tasting a tasty planter

Guest favourite
A view from a shaded terrace features two lounge chairs positioned on a wooden deck, overlooking a sandy beach. The calm water reflects the blue sky and distant hills, while boats are anchored nearby. Palm trees sway gently, enhancing the tranquil coastal atmosphere.
Home in Terre de Haut - Les Saintes
4.86 out of 5 average rating, 207 reviews

In the Bay of Saints, right by the water

With your feet in the water on a white sandy beach, our house is located in Terre-de-Haut in the Saintes archipelago (Guadeloupe), nestled in the heart of its wonderful bay and in the typical fishermen's district of Fond de Curé. Close to all amenities, no need to rent a vehicle for your shopping or to go to the beach, everything is on site. The house is 90 m2 in duplex with a 30 m2 terrace overlooking the sea. Comfort, quiet and beauty will fill you with happiness.

Top 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
4.97 out of 5 average rating, 183 reviews

Tuwana

Tiny House perched on a hill at 400 m altitude in the middle of a fruit garden. Accessible by a forest road in good condition. Quiet and secluded place between sea and mountain with a dominant view. Naturally cool and airy mosquito-free accommodation. Eco-friendly accommodation. Located 10 minutes from Leroux Beach 20 minutes from Malendure Beach 20 minutes from Grande Anse Beach Suitable for people who want to disconnect, rest or recharge.

Top Guest favourite
A serene outdoor area is depicted, featuring a wooden deck adorned with two sun loungers. A large shade umbrella provides relief from the sun. Lush greenery surrounds the space, with rolling hills visible in the background under a clear sky.
Bungalow in Vieux-Habitants
4.99 out of 5 average rating, 263 reviews

Atypical Rosewood Lodge with Sea View

"LODGE ROSEWOOD": In the heart of a tropical garden overlooking the Caribbean Sea and the mountains. 🤩Charming accommodation for 2 people.🥰 1 double bedroom (160 x 200 bed or 2 80 x 200 beds), shower room, toilet, kitchen, dining area, deck with deckchairs. A welcome planter and snacks are offered Masks, snorkels, fins available, if needed. Book box. The Rosewood lodge is no longer available on your dates, you can check out the "COUNTRY LODGE" listing 😉

Guest favourite
A wooden terrace features three lounge chairs with bright orange towels, overlooking a sandy beach and shimmering blue ocean. Lush greenery surrounds the area, while a bright sky adds to the inviting atmosphere.
Home in Flamands
4.95 out of 5 average rating, 171 reviews

Etoile du Nord

ETOILE DU NORD is located opposite Plage des Flamands , from which you can enjoy the exceptional views from every corner of the villa modern, functional, it is ideal for a couple or family with large children who will enjoy the independence of the second bedroom located on the lower level. You just have to cross the road to get to the beach, either for a morning swim in the rising sun, a day of relaxation, or an evening stroll along the bay .

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, 110 reviews

The Secret Kabane, Pool, SPA, King Size Bed

The Secret Hut is a true bubble of love designed entirely for couples. Here, tropical nature and the exceptional comfort of a bohemian chic lodge meet to rejuvenate you in a timeless moment and create a unique and unforgettable experience. In a haven of tranquility and authenticity, the Secret Kabane is built around the swimming pool and jacuzzi, in an indoor/outdoor atmosphere that invites you to relax and unwind.

Guest favourite
Home in Le Moule
4.94 out of 5 average rating, 16 reviews

OlympeLodge | Quiet escape • Private pool

OlympeLodge, un havre de paix idéal pour un séjour reposant. Le logement est indépendant, fonctionnel et confortable, situé près du centre. La localisation permet un accès facile aux plages, aux commerces et aux principaux axes. Nous vous accueillions dans un environnement calme, avec piscine et jardin privée, de quoi se détendre en toute intimité. Nous serons ravis de contribuer à votre évasion.

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