Vacation rentals in Leeward Islands

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Top-rated vacation rentals in Leeward Islands

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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 in LC

4.95 out of 5 average rating, 175 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

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

Guest favorite

A serene infinity pool overlooks calm blue waters, framed by lush greenery and palm trees. The horizon features distant coastal views, with a shaded seating area visible on a small platform in the ocean. The scene captures a sense of tranquility and natural beauty.

Tent in Castries

4.97 out of 5 average rating, 36 reviews

A Luxury Tented Experience - Waterfront

Immerse yourself in a lush acre of private waterfront property offering: - saltwater infinity pool - romantic safari tent - private sand beach - snorkelling - private central location - unique active views - magical sunsets - outdoor kitchen/bar - coral stone shower - orchard - hammocks - car/boat tours - in-house professional massage - couples masterclass Lumière is one of a kind in St. Lucia, offering a waterfront, luxury ‘glamping’ experience like no other. Enjoy peace and adventure here.

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, 173 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.

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

4.85 out of 5 average rating, 191 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!

Guest favorite

The cottage is framed by lush greenery, offering views of calm blue waters and distant hills. A white adirondack chair sits on a stone patio, inviting relaxation as waves gently lap at the shore. The sky is clear and bright, enhancing the serene landscape.

Cottage in South East Peninsula

5 out of 5 average rating, 83 reviews

Two for One Charming Cottage & Turtle Beach Lounge

Situated overlooking the quiet Turtle Beach on the renowned South East Peninsula is a very peaceful & private cottage on the hillside with stunning ocean views! Enjoy your morning coffee while watching the pelicans dive for their breakfast. Keep an eye out for sea turtles on the amazing reef just below the cottage. Hummingbirds buzz around you in the gardens. Have a sunset drink and be amazed at the outstanding view of Nevis! Guests have the use of a private beach front lounge.

Guest favorite

An outdoor deck features two lounge chairs with cushions, a small table adorned with potted plants, and a pitcher beside glasses. The setting is illuminated by a warm sunset, creating a serene ambiance over the water.

Townhouse in Jolly Harbour

4.95 out of 5 average rating, 103 reviews

Waterfront Villa – Designer Tropical Getaway

Townhome with 2 bedrooms, 2.5 bathrooms, 1200 sq. feet (111 sq. meters). Water facing private deck and 2 balconies with western sunset views. Fully stocked and equipped kitchen. On-site private parking for smaller cars; parking for larger vehicles a few steps away. Gated community with restaurants, bars and cafes, golf course, marina, supermarket, banks and rental car agencies. 10-minute walk to North Beach and golf course, 20-minute walk to restaurants, shops, other amenities.

Top guest favorite

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.

Guesthouse in BL

4.98 out of 5 average rating, 174 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 favorite

An outdoor lounging area features a comfortable sofa and a wooden table, set against a backdrop of palm trees and a sparkling pool. A hammock hangs nearby, with sweeping views of the Caribbean Sea and blue sky dotted with clouds.

Villa in Case-Pilote

5 out of 5 average rating, 12 reviews

New! Luxury Caribbean villa with pool and sea view

Wonderful view of the Caribbean Sea! Very beautiful villa, quiet and relaxing, located in a more popular residence, which overlooks the large bay. The awakenings are bright and the sunsets are breathtaking. The first sea bath is a 4-minute drive. The villa is tastefully furnished, quality materials and fully equipped. Salt Pool. Garden. BBQ. Ideal location to shine all over the island. Secure private parking for 2 cars. Supermarket at 5 minutes.

Guest favorite

A private infinity pool is situated on a wooden deck, surrounded by lounge chairs and an umbrella. The clear blue waters of Deep Bay are visible in the background, framed by lush greenery and a serene sky. A nearby dining area with a table enhances the outdoor space.

Home in Galley Bay

5 out of 5 average rating, 7 reviews

Polaris villa. Stunning view, pool, beach nearby.

Polaris villa offers an exclusive location and stunning views of Deep Bay. The Galley Bay beach is within walking distance. The lovely private infinity pool with deck and barbeque area is perfect for relaxation. The 2 bedrooms with AC and attached bathrooms have circular windows with stunning views of the bay. The veranda is spacious and overlooking the water. Ideal for a couple who need extra privacy or for a group of 4.

Guest favorite

An outdoor dining area features a large table surrounded by wicker chairs, overlooking the stunning blue waters of the Caribbean Sea. Pigeon Island is visible in the distance with a sailboat gently gliding across the horizon under a clear sky.

Home in Gros Islet

4.98 out of 5 average rating, 110 reviews

Gorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge

Welcome to Villa Paradise! Villa Paradise was lovingly and painstakingly restored in 2019. No detail was overlooked. Perfect for the most discerning travelers! Situated on a magnificent promontory, Paradise offers intense privacy and awe-inspiring views of Pigeon Island, Martinique, and the Caribbean Sea, and is convenient to the restaurants and nightlife in Castries and Rodney Bay.

Top guest favorite

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.

Apartment in Bouillante

5 out of 5 average rating, 63 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.