
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.

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!

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.

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!

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.

Star - Ocean view villa with private plunge pool
The <b>bungalow in Saint Barthélemy</b> has 1 bedrooms and capacity for 2 people. <br>Accommodation of 409 ft², It has views of waterfront and the garden. <br>The accommodation is equipped with the following items: garden, garden furniture, fenced garden, 108 ft² terrace, iron, safe, internet (Wi-Fi), hair dryer, balcony, heat pump, air-conditioned, swimming pool private, heated swimming pool private, open-air parking in the same building, 1 electric anti-mosquito device, 2 TVs.

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

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 😉

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.

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 .

Luxury Oceanfront Villa - Walk to Beach
Top Features Include: • Oceanfront villa • Walking Distance to La Toc Beach and a Small Secluded Snorkeling Cove • Tranquil, Quiet, Privacy with Beautifully Manicured Gardens All Around • Infinity Pool and Deck Lounging Area • Just Minutes Away from Amenities, Water Sports, & Restaurants of Sandals La Toc Nearby: • Castries • Rainforest excursions • Catamaran cruises • Snorkeling • Piton day trips

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

The Secret Kabane, Pool, SPA, King Size Bed
The Secret Hut is a true bubble of love designed entirely for couples. Here, tropical nature and the exceptional comfort of a bohemian chic lodge meet to rejuvenate you in a timeless moment and create a unique and unforgettable experience. In a haven of tranquility and authenticity, the Secret Kabane is built around the swimming pool and jacuzzi, in an indoor/outdoor atmosphere that invites you to relax and unwind.
Popular amenities for Leeward Islands vacation rentals
Other great vacation rentals in Leeward Islands

Beautiful land and sea view - 3 bedroom villa

Seaview Sanctuary: Glamping Retreat Saint Lucia

Humming Bird Haven

Escape Villa with private pool

OlympeLodge | Quiet escape • Private pool

A Luxury Tented Experience - Waterfront 1 Bed

Vaneïa: Exceptional duplex, panoramic sea view

Ocean Song Villa & Beach Front Private Lounge





