Holiday houses in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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Guest favourite

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" 😉

31 Mar – 7 Apr

$154 NZD 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..

17–24 Nov

$305 NZD per night

Guest favourite

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.

23–30 Mar

$1,086 NZD per night

Guest favourite

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

19–26 Mar

$593 NZD per night

Guest favourite

Cottage in Toucari Bay, Dominica

4.98 out of 5 average rating, 44 reviews

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

29 Jan – 5 Feb

$507 NZD per night

Guest favourite

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.

2–9 Sep

$213 NZD 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 stay for 2 in complete tranquility, placed in a tropical setting with stunning views of the saints and the dominica without forgetting his jacuzi on the terrace for moments of relaxation this property is fully equipped with a king-size bed room and air conditioning Close to all amenities and just minutes from beautiful sites to visited such as the carbet falls,the sufrière, the banana tree beach and the holy dock

28 May – 4 Jun

$245 NZD per night

Guest favourite

Home in Saint-Barthélemy, St. Barthélemy

4.97 out of 5 average rating, 119 reviews

Etoile du Nord

NORTH STAR is located opposite Flemish Beach, from which you can enjoy exceptional views from every corner of the villa modern, functional, it is ideal for a couple or family with big children who will appreciate the independence of the second bedroom located on the lower level. You just have to cross the road to get to the beach, whether it's a morning bath in the rising sun, a day of laziness, or an evening stroll along the bay.

20–27 Sep

$493 NZD per night

Guest favourite

Bungalow in Deshaies, Guadeloupe

4.95 out of 5 average rating, 170 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 terrace on stilts, this brand new bungalow offers an exceptional view of the bay of Grande Anse. 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.

16–23 Apr

$356 NZD per night

Guest favourite

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

10–17 Oct

$243 NZD per night

Guest favourite

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.

20–27 Sep

$307 NZD per night

Guest favourite

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.

3–10 Mar

$243 NZD per night