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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Bungalow in Vieux Habitants, Guadeloupe

5.0 out of 5 average rating, 215 reviews

Lodge Rosewood

Au coeur d'un jardin tropical avec vue sur la mer des caraïbes et la montagne. 🤩Logement de charme pour 2 personnes.🥰 1 chambre double (lit 160x200 ou 2 lits 80x200) , salle d'eau, wc, cuisine, coin repas, deck avec chaises longues. Masques, tubas, palmes vous sont mis à disposition si vous le souhaitez. Boite à livres dans le jardin. Un planteur et accras de bienvenue vous sont offerts. Le lodge Rosewood n'est plus disponible sur vos dates, vous pouvez consulter l'annonce du "Country Lodge" 😉

Mar 11 – 18

R1,728 ZAR per night

Superhost

Tiny home in Le François, Martinique

4.96 out of 5 average rating, 184 reviews

Ti Palmier Rouge, Private Pool, Dream View

Le Ti Palmier Rouge was designed for lovers. Built in the middle of an orchard opposite the islets of Le François, this 40m2 space is dedicated to peace and love. Coconut, guava, acerola, avocado, mango and carambola trees surround the wooden chalet. The kitchenette is on the terrace, so you can make the most of the view. The 2x2m outside pool is made of river stone and has a unique feel. The beautifully decorated bedroom is air-conditioned. Italian shower, mini dressing room, kitchen outside..

Mar 17 – 24

R3,285 ZAR per night

Guest favorite

Guesthouse in LC, St. Lucia

4.95 out of 5 average rating, 147 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.

Mar 23 – 30

R10,864 ZAR per night

Guest favorite

Villa in Soufriere, St. Lucia

4.95 out of 5 average rating, 365 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

Apr 22 – 29

R6,408 ZAR per night

Guest favorite

Chalet in Toucari, Dominica

4.89 out of 5 average rating, 116 reviews

Treetops -Stylish cottage by the beach*

This gorgeous cottage is 100 yards from the Caribbean sea nestled in the tropical trees, overlooking beautiful Toucari Beach. Swim, snorkel or paddleboard in the calm waters. Chill on the bay, with a drink and relax watching the pelicans dive at sunset. Treetops has the best location. Close enough to wander down to the beach and quiet enough to be private. Experience sitting on the deck at sunset watching hummingbirds in the trees. Added bonus - fibre broadband.

May 27 – Jun 3

R2,318 ZAR per night

Guest favorite

Home in Saint-Barthélemy, St. Barthélemy

4.97 out of 5 average rating, 119 reviews

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 .

Sep 20 – 27

R5,001 ZAR per night

Guest favorite

Cottage in Portsmouth, Saint John Parish, DM, Dominica

4.97 out of 5 average rating, 218 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

Sep 21 – 28

R2,746 ZAR per night

Guest favorite

Bungalow in Deshaies, Guadeloupe

4.95 out of 5 average rating, 169 reviews

Du Côté de Chez Swann - Bungalow Agouti

Here you will be at home. Welcome to your little corner of paradise nestled in the heart of the beautiful rainforest of our property. With its stilt terrace, this brand new bungalow offers an exceptional view of the Grande Anse bay. Located below our house, a small intimate set of 3 bungalows awaits you in peace, each bungalow is isolated in its small bubble of greenery where you can fully enjoy your private jacuzzi.

Dec 19 – 26

R3,949 ZAR per night

Guest favorite

Home in Terre de Haut - Les Saintes, France

4.84 out of 5 average rating, 129 reviews

In the Bay of Saintes Feet in the water

Our house is located in Terre-de-Haut in the Saintes archipelago (Guadeloupe), nestled in the heart of its wonderful bay and in the typical fishing district of Fond de Curé. Close to all amenities, no need to rent a vehicle for your shopping or to go to the beach, everything is on site. The house has an area of 90 m2 in duplex with a terrace of 30 m2 on the sea. Comfort, calm and beauty will fill you with happiness.

Sep 20 – 27

R3,382 ZAR per night

Superhost

Treehouse in Capesterre-Belle-Eau, Guadeloupe

4.88 out of 5 average rating, 112 reviews

hostelbana/Manguier's Cabin

Duplex of 50m2 for a quiet stay for 2, set in a tropical setting with a breathtaking view of the saints and Dominica without forgetting its jacuzi on the terrace for moments of relaxation this property is fully equipped with a king bed room sixteen and air conditioning Close to all amenities and just a few minutes from beautiful sites visited such as Carbet Falls, Soufriere, Banana Beach and Les Pier des Saints

Jun 4 – 11

R2,695 ZAR per night

Superhost

Villa in Anse Des Cayes, St. Barthélemy

4.95 out of 5 average rating, 116 reviews

The Perfect Beach House

Villa Palmier is a stunning 2 bedroom, 2 bathroom newly renovated villa in the well located neighborhood of Anse Des Cayes. It is a designers dream having just been featured in the July/August issue of Elle Decor France. With ocean views from every room, a constant sea breeze blowing throughout, and your own private pool, it's the perfect beach retreat.

Oct 19 – 26

R17,346 ZAR per night

Guest favorite

Cottage in Saint Philip, Antigua & Barbuda

4.98 out of 5 average rating, 143 reviews

Charming Coastal Cottage Amazing Ocean Views

Complimentary return drop off to airport or seaport only* Charming Coastal Cottage with spectacular ocean views in a quiet neighborhood. The cottage is attentively appointed with all the amenities to ensure you have an enjoyable stay. It features an ultra comfortable Serta hotel collection mattress and air conditioning for your comfort.

Aug 31 – Sep 7

R2,640 ZAR per night