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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 favourite
A wooden walkway leads towards a bright bungalow, framed by a lush green landscape. Tropical plants and colorful flowers adorn the pathway, while the distant ocean can be seen under a clear blue sky. Sunlight illuminates the vibrant surroundings.
Bungalow in Deshaies
4.95 out of 5 average rating, 106 reviews

"Carambole" Bungalow with sea view and private pool

Welcome to Carambole et Ananas, your little piece of paradise nestled in the heart of the banana plantations. This intimate set of 2 brand new bungalows offers a magnificent view of the breathtaking bay of Grande Anse. Ideally located on a private property, a 5-minute walk from the beach, on the first heights of Deshaies, they will guarantee you a change of scenery, privacy, calm and tranquility. Come and admire the beautiful sunsets from your private pool while enjoying a tasty Planteur cocktail

Top guest favourite
A serene outdoor space features a modern freestanding bathtub overlooking the ocean. A stylish hanging chair is positioned nearby, surrounded by potted plants. Natural light illuminates the deck, enhancing the views of the landscape and sea beyond.
Tiny homes in Willoughby Bay
4.97 out of 5 average rating, 118 reviews

Cozy Stargazer Pod - Ocean View/No Cleaning Fee

Escape the ordinary vacation; immerse yourself in nature and reconnect with your body's natural rhythm. At Coastal Escape Antigua's stargazer pod, experience vacationing at its romantic, luxurious best overlooking breathtaking Willoughby Bay. This unique getaway is perfect to recharge from the stresses of life or to reconnect with that special someone. There are no alarm clocks here; natures orchestra of birds, crickets and grasshoppers will lull you to sleep and welcome you into the new day.

Guest favourite
Cabin in Sawcolts Village
4.98 out of 5 average rating, 164 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.

Superhost
An indoor living space features a wooden table surrounded by cushioned seating. Light filters through handmade glass bricks, creating colorful patterns. An arched doorway leads to a kitchen area, while large windows provide views of the lush garden outside.
Cottage in Soufriere
4.9 out of 5 average rating, 107 reviews

Lower Love. Ecolodge in tropical garden, Dominica

Prepare for a truly magical holiday in Dominica. 100% off grid, solar powered, gravity rain fed, yet with satellite internet, this architect designed ecolodge invites you to relax and rejuvenate. The stunning inside-outside living room is the perfect place to watch the hummingbirds as you sip a fresh coffee. Surrounded by a lush tropical garden, yet within walking distance of Soufriere and the Caribbean sea. Get away from it all in this breathtaking setting, the Nature Island at its best.

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, 262 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.

Top guest favourite
A spacious canopy bed is centered in the room, featuring soft bedding and accent pillows. Natural light enters through an open door, illuminating the white walls. Framed botanical artwork is displayed on the wall beside a wooden ladder, enhancing the serene atmosphere.
Apartment in Bouillante
4.92 out of 5 average rating, 289 reviews

Stay in the heart of a natural sanctuary - king size canopy bed

Pick bananas and cherries every morning for your breakfast, in the lush garden of this magnificent gîte open to nature. Very comfortable and air-conditioned, king-size bed. In the landscaped garden you can watch hummingbirds... Small surprise, we won't tell you more!!! Located in the heart of the Guadeloupe National Park, classified as a UNESCO World Heritage Site, the cottage allows you to combine relaxation with the nearby beach and discovery of the rainforest

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 homes in Deshaies
4.97 out of 5 average rating, 175 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, 260 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 vibrant landscape features lush tropical foliage, including palm trees and blooming bougainvillea. A glimpse of the harbor reveals numerous boats, surrounded by charming buildings and lush hills, with the sea in the background. The scene conveys a relaxed, coastal atmosphere.
Condo in BL
4.97 out of 5 average rating, 99 reviews

Beautiful Studio Gustavia Pool View Parking

Located within the Colony Club residence in the heart of Gustavia. Le Petit Barth is the perfect base for enjoying a wonderful vacation in Saint-Barthélémy. View of the harbor, Shell Beach and city center within walking distance, you will enjoy a perfect location. Completely refurbished with luxurious materials and refined Caribbean decor. You can also enjoy a beautiful infinity pool overlooking the harbor as well as a parking space.

Top guest favourite
The spacious verandah features wooden flooring and a railing, offering views of palm trees and the distant Island of Nevis. Two wooden lounge chairs are positioned for relaxation, while a colorful striped outdoor bed invites guests to unwind in the fresh air.
Cottage in Cockleshell Bay
4.98 out of 5 average rating, 121 reviews

Coconut Farm Cottage - Cockleshell Beach St Kitts

Our Coconut Farm Cottage is pleasantly placed in the midst of hundreds of coconut trees and a short walk to one of St Kitts most beautiful beaches. We are located right next door to the Park Hyatt Hotel. Great restaurants nearby within walking distance. Relax on the veranda with a cold drink & enjoy the outstanding view of the Island of Nevis over the palms. Truly a spectacular home!

Guest favourite
A sunlit deck features comfortable loungers with a straw hat resting on one. Lush greenery surrounds the space, while the iconic Pitons rise majestically in the background against a vibrant blue sky and tranquil sea.
Villa in Soufriere
4.98 out of 5 average rating, 142 reviews

La Batterie Villa • Boutique Villa • Amazing Views

Tucked away in the prestigious Anse Chastanet / Jade Mountain area of Soufrière, the Villa is a private retreat designed for relaxation, comfort, and unforgettable views. Perched 300 feet above the Caribbean Sea and facing the iconic Pitons, the villa enjoys cooling island breezes and panoramic scenery that never fails to impress.

Top guest favourite
The entrance of the cottage reveals a wooden deck adorned with seating, framed by lush green foliage. A seamless connection to nature is emphasized by the surrounding rainforest, with views extending into the vibrant landscape beyond.
Cottage in Rosalie
4.99 out of 5 average rating, 137 reviews

Banana Lama Eco-Cottage

This property is part of Banana lama eco Villa and Cottages. It’s an off- grid fully sustainable accommodation in the rain forest of Dominica and situated on a pristine river. Come escape from it all. Property is accessed by foot and zip-line across the river. Bring a good pair of river shoes and a back pack.

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