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Vacation rentals in Leeward Islands

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Leeward Islands

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The image captures a stunning aerial view of the estate nestled atop dramatic red rock cliffs, surrounded by lush greenery. The turquoise waters of the Atlantic Ocean crash against the rocky shoreline, showcasing the estate's secluded location on Dominica's northeast coast.
Home in Wesley
5.0 out of 5 average rating, 21 reviews

Eden's Gate Red Rocks Estate-AC-Laundry-Kitchen

Eden’s Gate Red Rocks Estate is a luxurious retreat on Dominica’s northeast coast perched on dramatic cliffs overlooking the Atlantic Ocean. This private estate includes Eden’s Gate Villa, a beautifully designed Villa with 1bed/1.5bath and stunning architecture, and Cottage on the Rocks, a charming 1bed/1bath apartment with magnificent ocean views. Enjoy luxurious furnishings, modern comforts, and breathtaking coastal scenery. Perfect for relaxation or adventure; it’s your own slice of paradise!

Top guest favorite
A person enjoys the serene view from the edge of a plunge pool, overlooking the mountains and the Caribbean Sea. The surrounding lush greenery and the dramatic outline of the Pitons enhance the natural beauty of the setting under a clear blue sky.
Guesthouse
4.96 out of 5 average rating, 191 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.

Guest favorite
Villa in Woodford Hill
4.9 out of 5 average rating, 42 reviews

Leatherback villa, Turtle Beach Villas

Conveniently located 10 minutes from the airport, escape to a private beachfront villa offering modern luxury, ocean views, and total tranquility—walk onto the sand from your doorstep. Enjoy freshly prepared meal by a chef or choose to cook your own. Perfect for families seeking comfort, friends spending quality time together or couples looking for romance and peace. Relax by your pool or one of the island's most beautiful beaches. Experience a warm hospitality designed for rest and connection.

Guest favorite
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, 179 reviews

Etoile du Nord

ETOILE DU NORD est située face à la plage de Flamand , dont vous pourrez profiter de la vue exceptionnelle depuis chaque recoin de la villa moderne, fonctionnelle, elle est idéale pour un couple ou une famille avec de grands enfants qui apprécieront l'indépendance de la seconde chambre située au niveau inférieur. Il suffit de traverser la route pour accéder à la plage, que ce soit pour un bain matinal au soleil levant, une journée de farniente, ou une ballade du soir le long de la baie .

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
4.9 out of 5 average rating, 198 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 favorite
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
4.87 out of 5 average rating, 218 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 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, 268 reviews

Lodge Rosewood atypique avec vue mer

"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 à disposition, si besoin. Boite à livres. Le lodge Rosewood n'est plus disponible sur vos dates, vous pouvez consulter l'annonce du "COUNTRY LODGE" 😉

Guest favorite
A shaded balcony area is furnished with comfortable seating and a central coffee table. Lush greenery surrounds the space, while expansive ocean views are visible through the railing. Light curtains gently sway in the breeze, enhancing the serene outdoor atmosphere.
Cottage in Toucari Bay
4.92 out of 5 average rating, 105 reviews

Coconut Cottage - Stunning Oceanview

Coconut Cottage was built in 2013 by local craftsmen from the village of Toucari. The structure is all timber with tiled floors and many windows for natural lighting. Stunning ocean views await you! There is a short walk downhill to a lovely beach, local restaurant and a quaint fishing village. Snorkeling, kayaking and swimming are just a few of the activities that await you! Located 10 minutes from Portsmouth where there is shopping and amenities @coconutcottagedominica

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
4.96 out of 5 average rating, 138 reviews

La Kabane secrète, piscine, SPA, lit king size

La Kabane Secrète est une véritable bulle d’amour conçue entièrement pour les couples. Ici, la nature tropicale et le confort exceptionnel d’un lodge bohème chic se rencontrent afin de vous ressourcer dans un moment hors du temps et de créer une expérience unique inoubliable. Dans un écrin de tranquillité et d’authenticité, la Kabane Secrète s’articule autour de la piscine et du jacuzzi, dans une atmosphère intérieur/extérieur qui invite à la détente et à la relaxation.

Top guest favorite
A spacious terrace features a relaxing catamaran net, inviting rest with panoramic views of the sea and surrounding landscape. A potted plant adds a touch of greenery. Comfortable seating is provided by a nearby chair, enhancing the outdoor experience.
Home in Vieux-Habitants
4.98 out of 5 average rating, 98 reviews

Panorama Kréyòl : Bungalow

Découvrez Panorama Kréyòl, un bungalow sur pilotis offrant une vue spectaculaire sur la mer et les montagnes. Au cœur de la Basse-Terre, profitez d’un cadre en bois chaleureux, d’un jacuzzi privatif et d’une immersion totale dans la nature guadeloupéenne. Profitez de la proximité des plages idylliques, des randonnées vers la Soufrière, et des cascades. Climatisé et équipé d'une terrasse avec filet de catamaran, il offre confort et aventure. Un guide voyageur est inclus.

Guest favorite
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, 160 reviews

Villa Pierre: A Luxury Hidden Gem in Saint Lucia

"EXPECT TO BE ABSOLUTELY BLOWN AWAY..." Tiffany, Tennessee, USA Summer Promotion until September 6th, 2026. Stay 7 nights and “Experience the Exceptional” with a one FREE dining experience with a 5 star Private chef. Enjoy an exquisite 4 course meal carefully crafted and served in the privacy of the villa. Effortless luxury. Unforgettable moments. Celebrate your special moments in a truly unforgettable way! All the amenities of a resort in a private villa!

Guest favorite
Cottage in Sainte-Rose
4.96 out of 5 average rating, 71 reviews

La Source Ecolodge

Chic, Natural & Tropical Serenity. La Source Ecolodge is an eco-friendly lodge where lush tropical nature meets chic comfort for a unique experience. Enjoy an elegant space of around 100 m² with a kitchen-bar, double bedroom, outdoor shower with sea view, and a punch bowl (river-water basin, natural water temperature) on the sea-facing terrace. High-speed Starlink WiFi throughout the property. Welcome guide sent upon booking. Cleaning fees included.

Popular amenities for Leeward Islands vacation rentals