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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 serene plunge pool is framed by lush greenery, offering expansive views of the Caribbean Sea against a backdrop of the nearby mountains. Two red cushions are placed on the deck, inviting relaxation while taking in the picturesque landscape.
Guest house in LC
4.96 out of 5 average rating, 183 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.

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, 108 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.

Guest favourite
Villa in Soufriere
4.86 out of 5 average rating, 205 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!

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
The cabin's exterior is softly illuminated at night, revealing an open-plan design. A well-lit kitchen area is visible, with seating arrangements on the spacious deck. Lanterns are placed on tables, surrounded by lush greenery, creating a serene outdoor setting.
Guest house in Swetes
4.98 out of 5 average rating, 102 reviews

Tranquil Farm - Woodland Eco Cottage

Tranquil Farm cottage totally off the grid. An open plan spacious cabin in a small woodland surrounded by nature. Ducks and chickens meander around, and my dogs will visit on a regular basis. The valley is in an area that is fairly central on the island - giving easy access to the calm Caribbean beaches on the West coast of Antigua, but still only 20 minutes to English Harbour and its evening fun with lots of bars and restaurants or 20 minutes North to St. John's the capital.

Top guest favourite
A wooden deck is shown, featuring two rustic chairs positioned around a unique tree stump table. A lush green landscape surrounds the area, with trees providing a natural backdrop and a glimpse of the ocean visible in the distance.
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
Bungalow in Vieux-Habitants
4.99 out of 5 average rating, 259 reviews

Atypical Rosewood Lodge with Sea View

"LODGE ROSEWOOD": In the heart of a tropical garden overlooking the Caribbean Sea and the mountains. đŸ€©Charming accommodation for 2 people.đŸ„° 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 😉

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, 185 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Guest favourite
An aerial view showcases the property nestled within a lush, green landscape, surrounded by towering trees and vegetation. A vibrant pool can be seen beside a charming cottage, while the calming outlines of mountains rise in the distance, providing a serene rural backdrop.
Cottage in Cochrane
4.91 out of 5 average rating, 137 reviews

Mountain Caapi Cottage with Pool

Reliable wireless internet. This cool, quiet mountain retreat is beside the National Park, hiking trails, waterfalls and rivers with large private pool and ethnobotanical gardens. Kitchen, full bathroom, one bedroom and sleeping loft, a Queen bed and one double. Large Stone verandah and BBQ. Sleeps 4 adults comfortably. Additional Cabin is available if you have more than 4 adults in your group. To Roseau in 15 minutes. Owners live on property.

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, 152 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
An outdoor verandah features a glass table with two chairs, offering a view of the surrounding palm trees and distant mountains. The bright blue sky and calm waters create a peaceful backdrop, while the open structure enhances the connection to the natural environment.
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!

Top guest favourite
A serene indoor space features large sliding glass doors that open to a balcony overlooking the ocean. Two comfortable chairs are positioned to enjoy the view, framed by lush greenery and a clear blue sky. Wooden beams add a natural touch to the ceiling.
Flat in Bouillante
5 out of 5 average rating, 76 reviews

VaneĂŻa: 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.

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