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Holiday houses in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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

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Guest favourite
Guesthouse in LC
4.95 out of 5 average rating, 177 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.

Top Guest favourite
Tiny home in Carriacou
5 out of 5 average rating, 48 reviews

New Tiny House with Pool & Views

This new, stylish tiny house is surrounded by lush greenery and amazing views of the turquoise Caribbean Sea. You can soak in your private plunge pool, walk to beautiful beaches nearby for snorkelling or beach picnics, have a yoga session on the forest deck, gaze at the sea or stars from the oversized hammock net, barbecue and enjoy al fresco dining on the patio and relish a hot shower under the stars. Tyrrel Bay and Paradise Beach are just a 10-minute drive away from your tropical hideaway.

Superhost
Villa in Vieux-Fort
4.88 out of 5 average rating, 152 reviews

Villa Pierre: A Luxury Hidden Gem in Saint Lucia

"EXPECT TO BE ABSOLUTELY BLOWN AWAY..." Tiffany, Tennessee, USA All the amenities of a resort in a private villa! 5 Star Private Chef, Local Cook Private Chauffeur/Guide, Couples of Single Massage available Nestled high above the turquoise waters of the Caribbean and the deep blue Atlantic, Villa Pierre is a one-of-a-kind luxury villa. Perfect for travelers seeking peace, privacy, authentic island charm and panoramic ocean views, breathtaking sunset and a personalized service experience.

Top Guest favourite
Villa in Hermitage
5 out of 5 average rating, 34 reviews

Luxe Sea View & Infinity Pool. 10min walk to beach

Amazed Sea View Villa This luxury holiday villa is located high up on the beautiful Sleeping Indian hills. Sitting on half an acre of tropical land, the location allows for spectacular vistas across the turquoise waters of the Caribbean. A stunning infinity pool, open terraces, tropical gardens, luxurious, peaceful, and private. Amazed is a must to experience! Just a 10 min walk to stunning Hermitage Bay beach and a 10 min drive to Jolly Harbour, for the grocery store, restaurants, and shops.

Superhost
Villa in Soufriere
4.85 out of 5 average rating, 193 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 favourite
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.

Superhost
Villa in Soufriere
4.93 out of 5 average rating, 406 reviews

Serrana Villa -Contemporary $1M Piton View Retreat

At Serrana Villa, style and grace are clearly evident in every aspect of this sophisticated 1-level, 2BR/2BA home. Located in Soufriere, the quintessential attraction capital of St. Lucia, Serrana 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. Come follow us ! @serranavillastlucia

Guest favourite
Tiny home in Deshaies
4.96 out of 5 average rating, 149 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
Treehouse in Gros Islet
4.98 out of 5 average rating, 65 reviews

Seaview Sanctuary: Glamping Retreat Saint Lucia

Indulge in the romantic ambiance of this Canopy Hideaway, a unique retreat where rustic charm meets modern comfort. Enjoy breathtaking views of the Caribbean Sea and neighbouring island . Immerse yourself in the tranquility of swaying trees and the melody of crashing waves .Let the symphony of nature from the gentle rustle of leaves to the chorus of birdsong, lull you into tranquility ! Come and experience an unforgettable retreat in our KaiZen TreeHouse .

Top Guest favourite
Guesthouse in BL
4.98 out of 5 average rating, 176 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!

Top Guest favourite
Cottage in Portsmouth, Saint John Parish, DM
4.97 out of 5 average rating, 270 reviews

HIDEAWAYs- Madé Cottage-Exotic Treehouse-Seaview

As seen on "10 Most Affordable Caribbean Destinations" Handcrafted, treehouse-style hillside cottage for up to 6 guests Conveniently located Panoramic sea views Surrounded by nature Upper Level Studio: The primary living space with Queen & single bed, ensuite bathroom, kitchenette, open-air lounge Lower Level: 2nd bedroom with Queen bed & optional IKEA cot, ensuite bath & large sundeck Ideal for couples, friends & family

Top Guest favourite
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.

Popular amenities for Leeward Islands holiday rentals