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.

Family · Location · Long stay

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.

Value · Location · TV

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!

Family · Location · Hiking

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.

Value · Family · Pool

Escape Villa with private pool

Nestled in a lush jungle setting on Calibishie Beach, next to Red Rocks and the Chocolate Factory, this villa offers stunning Caribbean Sea views and a peaceful island escape. Two air-conditioned king suites each feature an en-suite bathroom with direct access to a private plunge pool. Relax by the infinity pool, al fresco dinning, unwind on the spacious covered terrace, or enjoy the fully equipped kitchen, comfortable living room, Smart TV, Wi-Fi while surrounded by nature.

Value · Location · View

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

Value · Family · Breakfast

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

Location · Family · View

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 😉

Value · Location · Quiet

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.

Location · Family · Quiet

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: can hear parrots from cottage Vermont Trail Hills above Bush Bar 10mins-1hr Table Rock, Moonmarket 1 hr 3️⃣ Ponds Waterfalls 2hrs Drive: Superb snorkelling site 45 mins. Provided: Soap Salt, pepper 1 towel each Cafetiere

Location · Value · Cleanliness

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 .

Family · Value · Condition

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 · Family · Hiking