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Holiday rentals in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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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, 161 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
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
4.95 out of 5 average rating, 152 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 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, 258 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 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, 174 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, 258 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 scenic balcony view features a hammock and lush greenery overlooking the valley. Majestic mountains are visible in the distance against a colorful sunset sky, enhancing the tranquil atmosphere of the surrounding landscape.
Tiny home in Vermont
4.9 out of 5 average rating, 151 reviews

Spirit of the Valley - Strong's House

Pine house on rainforest edge Queen Bed Superior mattress Mosquito net Outstanding views valley/sea/gardens WIFI Comfortable, rustic, clean Tranquil setting Can be very windy Good for hikers, birders, yogis Daybed Hike: Vermont Trail, 'Vincy' parrot Bush Bar 10 mins. Table Rock 1 hr Drive: Superb snorkelling site 45 mins. Provided: Soap, handmade with coconut oil and no fragrance Salt, pepper Instant coffee 1 towel each Cafetiere

Top guest favourite
A spacious balcony features comfortable seating, offering a clear view of the ocean and lush greenery. Large glass doors reflect the serene coastal landscape, enhancing the sense of openness and natural light within the living space.
Flat in Bouillante
5 out of 5 average rating, 75 reviews

Vaneïa: Exceptional duplex, panoramic sea view

Spectacular Sea View: Relax and enjoy breathtaking sunsets from the comfort of our apartment. The panoramic sea view from our balconies is simply unforgettable. Our premium accommodation is designed for your comfort. With modern amenities, a fully equipped kitchen, an elegant suite and spacious living areas, you'll feel right at home from the moment you arrive.

Guest favourite
A bright and airy living space showcases a white sectional sofa, complemented by a round area rug. A wall-mounted television is visible, while a hammock hangs nearby, inviting relaxation. Natural light filters through expansive openings, connecting the interior to the outdoor wooden deck.
Villa in Anse Des Cayes
4.96 out of 5 average rating, 144 reviews

The Perfect Beach House

Villa Palmier is a stunning 2 bedroom, 2 bathroom newly renovated villa in the well located neighborhood of Anse Des Cayes. It is a designers dream having just been featured in the July/August issue of Elle Decor France. With ocean views from every room, a constant sea breeze blowing throughout, and your own private pool, it's the perfect beach retreat.

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, 136 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.

Top guest favourite
A hammock hangs on a covered outdoor deck, offering a serene view of the surrounding bay and sunset. The gentle curves of the hammock's woven design complement the lush greenery nearby, creating a peaceful retreat amid nature.
Cottage in Saint Philip
4.98 out of 5 average rating, 195 reviews

Charming Coastal Cottage Amazing Ocean Views

No Cleaning Fee* Charming Coastal Cottage with spectacular ocean views in a quiet neighborhood. The cottage is attentively appointed with all the amenities to ensure you have an enjoyable stay. It features an ultra comfortable Serta hotel collection mattress and air conditioning for your comfort.

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