Vacation rentals in Leeward Islands

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.

Location · Family · Indoor spaces

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.

Location · Value · River

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!

Value · Location · Check-in

Location Open Sky

110 m² accommodation with magnificent views of the Caribbean Sea and Montserrat Island. The accommodation at the bottom of a villa is entirely private and has 3 bedrooms, 2 of which have access to a large bathroom. The third bedroom is equipped with a private bathroom with a massage bathtub. All bedrooms come equipped with large king size beds, 65" smart TV, fiber Internet. Living room with kitchen open to the terrace. End-of-stay cleaning and daily cleaning included in the price.

Family · Value · Wifi

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

Family · Location · Hot tub

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

Value · Location · Decor

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 .

Location · Value · Quiet

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 😉

Location · Value · Hiking

Kalatua Cottage | Eco Oceanview Sanctuary

Perched in the mountains above Toucari Bay, Kalatua Cottage is a eco luxury cabin offering breathtaking Caribbean Sea views. Designed for comfort and serenity, this private retreat blends natural beauty with modern elegance. Wake to ocean breezes, unwind in peaceful surroundings, and reconnect with nature in style. Perfect for couples, creatives, and those seeking a secluded island escape. Experience Dominica from above, where luxury meets nature.

Air conditioning · Outdoor spaces · Comfort

North Star

ETOILE DU NORD is located facing Flamand beach, from which you can enjoy the exceptional view from every corner of the villa modern, functional, it is ideal for a couple or family with large children who will appreciate the independence of the second bedroom located on the lower level. All you have to do is cross the road to get to the beach, whether it's for a morning swim in the rising sun, a lazy day, or an evening stroll along the bay .

Location · Family · Layout

Gîte Kolin's view

KOLIN'S view, modern and contemporary, is located on a private secure property with parking. It is fully equipped and opens to the outside with a private mini pool. The site is also equipped with tanks so you don't run out of water. The nearby ZAC will give you access to all amenities. The geographical location allows you to enjoy a mountain view, access to the many waterfalls, hikes, beaches, diving spots, local brewery, market...

Location · Family · Kitchen

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

Value · Location · Getting around