Vacation rentals in Leeward Islands

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Top-rated vacation rentals in Leeward Islands

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Top guest favorite

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, 248 reviews

Lodge Rosewood

Au coeur d'un jardin tropical avec vue sur la mer des caraïbes et la montagne. 🤩Logement de charme pour 2 personnes.🥰 1 chambre double (lit 160x200 ou 2 lits 80x200) , salle d'eau, wc, cuisine, coin repas, deck avec chaises longues. Un planteur et accras de bienvenue vous sont offerts Masques, tubas, palmes vous sont mis à disposition si vous le souhaitez. Boite à livres dans le jardin. Le lodge Rosewood n'est plus disponible sur vos dates, vous pouvez consulter l'annonce du "Country Lodge" 😉

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, 116 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

Top guest favorite

An open-concept interior features a modern kitchenette with a retro-style refrigerator and a wooden bar with two stools. Natural light filters through a large window, illuminating the minimalistic shelves and decor, creating a comfortable and inviting space.

Tiny home in Carriacou

5 out of 5 average rating, 46 reviews

New Tiny House with Pool & Views

This new, stylish tiny house is surrounded by lush greenery and amazing views of the turquoise Caribbean Sea. You can soak in your private plunge pool, walk to beautiful beaches nearby for snorkelling or beach picnics, have a yoga session on the forest deck, gaze at the sea or stars from the oversized hammock net, barbecue and enjoy al fresco dining on the patio and relish a hot shower under the stars. Tyrrel Bay and Paradise Beach are just a 10-minute drive away from your tropical hideaway.

Guest favorite

A private pool is featured on a spacious terrace, with surrounding wooden accents. The calm blue water reflects the sky, providing a serene view of the Caribbean Sea and coastal scenery. Natural light illuminates the area, enhancing the tranquil atmosphere.

Tiny home in Le Gosier

4.96 out of 5 average rating, 138 reviews

DEEP BLUE apartment, sea view – private pool

The DEEP BLUE apartment is located in the heart of the village of Le Gosier in a small residence of 10 independent accommodations organized in terraces. It offers an exceptional sea view over the islet of Gosier, Les Saintes, Marie Galante and the coasts of Basse Terre. You will enjoy its furnished terrace with a private swimming pool of 2m x 5m. The apartment has been renovated and we have put our soul into this project so that you can live the Caribbean experience. FREE PARKING. Free WIFI.

Superhost

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

4.87 out of 5 average rating, 189 reviews

Villa Piton Caribbean Castle

Certified to host on St Lucia government website at stlucia.org. 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 fee prepaid through Airbnb prior to your arrival. 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!

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, 404 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 spacious wooden deck offers a hot tub with a scenic view, bathed in warm sunlight during sunset. Surrounding lush greenery and a tropical atmosphere enhance the inviting setting of the villa.

Villa in Le Morne-Vert

4.98 out of 5 average rating, 182 reviews

Creole wooden cottage with jacuzzi – Le TiLokal

TiLokal gîte is located at the foot of the Pitons du Nord, a UNESCO World Heritage Site. Access to the Coco River through the 3000 m2 garden planted with local trees and flowers. You're in the rainforest. Here, no need for air conditioning, the wooden construction, the blinds integrated into the windows and the place make it a naturally ventilated home. This is the ideal place to enjoy eco-friendly tourist activities: hiking, canyoning, sailing trips, diving, massages...

Guest favorite

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, 139 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.

Guest favorite

A private terrace with wooden decking features a small pool, offering views of the bay and surrounding hills. A table and chairs are positioned nearby, creating a serene outdoor space. Bright blue skies and calm waters enhance the relaxing atmosphere.

Cottage in Les Anses-d'Arlet

4.96 out of 5 average rating, 135 reviews

Mini Villa T1 Private Pool Sea View and Sea Access.

Turtle Bay Rentals Grande-Anse – Martinique Elevated studio mini villa with panoramic views of the sea and countryside. Sea access is a 50 m walk away. Beach known for its many green turtles visible in snorkel mask all year round. Composed of an air-conditioned bedroom, a shower room with toilet, an equipped kitchen on the covered terrace and a private 2 m*3 m pool on the uncovered terrace. TiSable restaurant 50 m away and small shops 500 m away.

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, 39 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.

Top guest favorite

A spacious open-air lounge area is surrounded by wooden beams and nature, offering panoramic views of the sea. Comfortable seating arrangements include black chairs and a large table. Potted plants enhance the natural setting, providing a relaxing atmosphere for enjoying the outdoor experience.

Cottage in Portsmouth, Saint John Parish, DM

4.97 out of 5 average rating, 263 reviews

HIDEAWAYs- Madé Cottage-Exotic Treehouse-Seaview

As seen on "10 Most Affordable Caribbean Destinations" Handcrafted, treehouse-style hillside cottage for up to 6 guests Conveniently located Panoramic sea views Surrounded by nature Upper Level Studio: The primary living space with Queen & single bed, ensuite bathroom, kitchenette, open-air lounge Lower Level: 2nd bedroom with Queen bed & optional IKEA cot, ensuite bath & large sundeck Ideal for couples, friends & family

Guest favorite

A spacious bedroom features a large wooden bed with a patterned bedspread. Tall windows provide a clear view of the sea and allow natural light to fill the room. A telescope is positioned near the window, enhancing the scenic experience.

Loft in Castries

4.97 out of 5 average rating, 115 reviews

Romantic Attic

This property is located in a quiet neighbourhood that is close to the city and both air and sea ports, it is located above the car park of my house so my family , parents and myself are easily available. It is a welcoming fully furnished one bedroom apartment with a beautiful sea view. the windows are large glass panels that allow for fresh air and light. it is equipped with all amenities: