Vacation rentals in Leeward Islands

Bungalow in Vieux-Habitants

A cozy deck area is presented with wooden furniture, including a round table and lounge chairs, all softly illuminated by a lit candle. Scenic views of the sea and surrounding greenery are visible in the background, while gentle drapes provide an inviting touch.

4.99 out of 5 average rating, 247 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. Un planteur et accras de bienvenue vous sont offerts Masques, tubas, palmes vous sont mis à disposition si vous le souhaitez. Boite à livres dans le jardin. Le lodge Rosewood n'est plus disponible sur vos dates, vous pouvez consulter l'annonce du "Country Lodge" 😉

4.96 out of 5 average rating, 114 reviews

The image captures a serene pool reflecting the colorful sunset and surrounding lush greenery. A wooden deck adorned with decorative candles complements the tranquil setting. A barbecue grill can be seen in the background, completing the outdoor space with a view of the nearby hills and ocean.

Bungalow in Deshaies

ANANAS Bungalow vue mer

Bienvenue à Carambole et Ananas, votre petit coin de paradis lové au coeur des bananiers. Cet ensemble intimiste de 2 bungalows tout neufs offre une vue magnifique sur l'époustouflante baie de Grande Anse. Idéalement situé sur une propriété privée, à 5 minutes à pied de la plage, sur les premières hauteurs de Deshaies, ils vous garantiront dépaysement, intimité, calme et tranquillité. Venez admirer les sublimes couchers de soleil depuis votre piscine privative en dégustant un savoureux planteur

4.96 out of 5 average rating, 28 reviews

Two lounge chairs are positioned on a wooden deck, shaded by a large pink umbrella. The scene showcases calm turquoise waters extending to the horizon, with gentle waves lapping against the shore. Lush greenery borders the deck, complemented by a clear blue sky dotted with clouds.

Tent in Castries

A Luxury Tented Experience - Waterfront

Immerse yourself in a lush acre of private waterfront property offering: - saltwater infinity pool - romantic safari tent - private sand beach - snorkelling - private central location - unique active views - magical sunsets - outdoor kitchen/bar - coral stone shower - orchard - hammocks - car/boat tours - in-house professional massage - couples masterclass Lumière is one of a kind in St. Lucia, offering a waterfront, luxury ‘glamping’ experience like no other. Enjoy peace and adventure here.

4.91 out of 5 average rating, 173 reviews

A uniquely designed bathroom features a glass vessel sink set on a wooden countertop. A fish-shaped mirror adds a whimsical touch, while the walls combine wood and corrugated metal, creating a rustic aesthetic. Compact storage is visible, accentuating the clever use of space.

Villa in LC

Treehouse Hideaway Villa I - Piton & Ocean Views

Welcome to our Superhost owned, fully updated, Piton and ocean view villa near the Jade Mountain Resort and Anse Chastanet beach, known for its excellent diving and snorkeling. This cozy, romantic, and natural tree house-inspired villa is designed to take in the amazing Pitons and lush tropical environment. Our popular standalone one bedroom, one bath villa with great kitchen features a very welcoming staff, refreshing private salt plunge pool, and lush tropical gardens is certain to delight.

4.96 out of 5 average rating, 136 reviews

A bright living area features large angled windows offering expansive views of the ocean. A cozy sectional sofa and a woven rug enhance the space, complemented by a seating area with chairs and a small table. Natural light fills the room, emphasizing the clean, modern design.

Tiny home in Le Gosier

DEEP BLUE apartment, sea view – private pool

The DEEP BLUE apartment is located in the heart of the village of Le Gosier in a small residence of 10 independent accommodations organized in terraces. It offers an exceptional sea view over the islet of Gosier, Les Saintes, Marie Galante and the coasts of Basse Terre. You will enjoy its furnished terrace with a private swimming pool of 2m x 5m. The apartment has been renovated and we have put our soul into this project so that you can live the Caribbean experience. FREE PARKING. Free WIFI.

4.94 out of 5 average rating, 402 reviews

An inviting plunge pool is set against a backdrop of lush mountains, with clear blue water reflecting the sky. A wooden pergola provides shade, and outdoor furniture is positioned nearby, creating a space for relaxation and enjoyment of the surrounding natural beauty.

Villa in Soufriere

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

4.98 out of 5 average rating, 176 reviews

A spacious wooden deck features a spa surrounded by tropical greenery, with a view of the lush mountain in the background. Sunlight gently highlights the slopes, and a potted plant adds a natural touch to the outdoor space.

Villa in Le Morne-Vert

Creole wooden cottage with jacuzzi – Le TiLokal

TiLokal gîte is located at the foot of the Pitons du Nord, a UNESCO World Heritage Site. Access to the Coco River through the 3000 m2 garden planted with local trees and flowers. You're in the rainforest. Here, no need for air conditioning, the wooden construction, the blinds integrated into the windows and the place make it a naturally ventilated home. This is the ideal place to enjoy eco-friendly tourist activities: hiking, canyoning, sailing trips, diving, massages...

4.96 out of 5 average rating, 73 reviews

A shaded balcony area is furnished with comfortable seating and a central coffee table. Lush greenery surrounds the space, while expansive ocean views are visible through the railing. Light curtains gently sway in the breeze, enhancing the serene outdoor atmosphere.

Cottage in Toucari Bay

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

4.97 out of 5 average rating, 128 reviews

A wooden deck is shown, featuring two rustic chairs positioned around a unique tree stump table. A lush green landscape surrounds the area, with trees providing a natural backdrop and a glimpse of the ocean visible in the distance.

Tiny home in Deshaies

Tuwana

Tiny House perched on a hill at 400 m altitude in the middle of a fruit garden. Accessible by a forest road in good condition. Quiet and secluded place between sea and mountain with a dominant view. Naturally cool and airy mosquito-free accommodation. Eco-friendly accommodation. Located 10 minutes from Leroux Beach 20 minutes from Malendure Beach 20 minutes from Grande Anse Beach Suitable for people who want to disconnect, rest or recharge.

Cottage in Les Anses-d'Arlet

A private terrace showcases a small pool surrounded by wooden decking. Lush tropical plants provide a natural backdrop against the stunning sea view. A wooden structure features traditional architectural elements, complementing the serene atmosphere of the coastal surroundings.

4.95 out of 5 average rating, 132 reviews

Mini Villa T1 Private Pool Sea View and Sea Access.

Turtle Bay Rentals Grande-Anse – Martinique Elevated studio mini villa with panoramic views of the sea and countryside. Sea access is a 50 m walk away. Beach known for its many green turtles visible in snorkel mask all year round. Composed of an air-conditioned bedroom, a shower room with toilet, an equipped kitchen on the covered terrace and a private 2 m*3 m pool on the uncovered terrace. TiSable restaurant 50 m away and small shops 500 m away.

Bungalow in Terre-de-Haut

An aerial view captures the stunning coastline, with calm blue waters dotted with sailboats. The nearby village is visible, featuring colorful buildings and lush greenery along the sandy shore. The backdrop is formed by rolling hills under a clear sky, enhancing the coastal landscape.

4.99 out of 5 average rating, 124 reviews

VILLA Ti CORAIL*** LES SAINTES with PRIVATE POOL

Charming small villa with private pool near the village of Terre de Haut (10 minutes walk from the dock and 3 minutes to the beach) Fully equipped villa: Pool with protective nets for children, tank in case of water outage, 2 air-conditioned bedrooms + mosquito nets, hyper equipped kitchen, safe, TV (TNT channels) with USB key and Netflix (bring your codes), linens, beach towels etc... Internet & wifi are available in Ti Corail.

Cottage in Portsmouth, Saint John Parish, DM

The upper level studio showcases a spacious wooden countertop with seating for four, providing an inviting cooking and dining area. Light streams through the open-air lounge, illuminating the natural wood beams overhead. The backdrop features greenery, enhancing the connection to nature.

4.96 out of 5 average rating, 257 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

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Popular amenities for Leeward Islands vacation rentals

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Other great vacation rentals in Leeward Islands

5 out of 5 average rating, 73 reviews

A wooden jetty extends into calm waters, lined with white cylindrical posts. The scene is set against a backdrop of soft, pastel-colored clouds reflecting on the water's surface, while lush greenery borders the edges of the bay.

Cottage in Long Bay

Blue Pearl Antigua

VerenaRating, 5 stars3 weeks ago

Wow! What can we say that hasn’t already been said?! The Blue Pearl Cottage is exquisite - much larger and more polished than the photos suggest. The love poured into the cottage is evident, and the finish is excellent. Thoughtful touches like sun cream, mosquito spray, and even the offer to do laundry make you feel truly cared for. Arno is incredibly engaging - we had such fun with him on the snorkel tour and highly recommend it. We’re not sure where else on the island you could get a better experience or deal. The bay is very private, with incredibly clear and warm water - perfect for snorkeling, fishing, and kayaking. Long Bay Beach is only a 10-minute walk away and quickly became one of our favorite beaches in Antigua. We loved being able to keep the windows and doors open at night, thanks to the cottage’s privacy, and we never needed air conditioning during our stay in late May. Puss Puss the cat was the icing on the cake - such a gentle creature whose company we loved.

4.92 out of 5 average rating, 78 reviews

A modern outdoor area is framed by lush greenery, leading to a glass door that opens to an inviting indoor space. Inside, dining furniture and a washing machine are visible, blending functionality with a contemporary design.

Home in Petit-Bourg

Gîte Kolin's view

GrégoryRating, 5 stars2 weeks ago

Really well located accommodation, very nice accommodation, nothing to say, I recommend it, the setting, everything was good.

5 out of 5 average rating, 3 reviews

A spacious wrap-around veranda is showcased, featuring a set of two wicker chairs positioned for enjoying views of the lush mountains and the Caribbean Sea. The tiled floor and white columns enhance the open and airy feel of the space, with soft lighting from the setting sun.

Home in Saint Joseph

Waitukubuli Heaven

MarineRating, 5 stars1 month ago

A perfect stay at Pat's. The accommodation is perfectly clean, nothing is missing, everything is available. The view is splendid. Shelley was very welcoming and very responsive when needed. The location is ideal for visiting the island for a few days. I highly recommend this listing!

4.92 out of 5 average rating, 12 reviews

A modern outdoor space features a private lagoon-colored saltwater pool surrounded by patio tiles. Sun loungers are situated beside the pool, with a covered terrace that includes a seating area and dining table, overlooking lush tropical vegetation.

Bungalow in Le Gosier

CASA L – New peaceful haven with pool

MathildaRating, 5 stars3 weeks ago

We had an absolutely perfect stay in this accommodation. Everything was as described and as shown in the photos: the apartment is not only very beautiful, but also very clean and well maintained. We really recommend it!

5 out of 5 average rating, 11 reviews

An outdoor jacuzzi is positioned on a wooden terrace, surrounded by a wooden railing. Lush greenery and distant buildings can be seen in the background, providing a serene view. Natural light enhances the relaxing atmosphere of the space.

Treehouse in Les Abymes

Private Lodge

CharlyRating, 5 stars2 months ago

Super nice place for a disconnected stay: clean and tidy, only problem if there was one... the space seems small on the bedroom side but don't they say "what's small is cute". Indyra is very responsive in exchanges and accommodating. In short, the Private Lodge is the place you need to spend a peaceful and relaxing stay. i highly recommend it

4.97 out of 5 average rating, 63 reviews

Townhouse in Le Gosier

Villa Bord de Mer Apartment – Private Dock

LoïcRating, 5 stars1 month ago

A big thank you to the hosts for their warm hosting and availability, even ready to brave the storm in the literal sense to welcome us! The house is beautiful, very well thought out, with a soothing atmosphere. The bedding is comfortable, the view from the rooms is superb, and waking up facing the sea and the pool will remain a very good memory. I particularly enjoyed having breakfast on the pontoon, in the calm of the morning. The location is also ideal, within walking distance of many restaurants. A relaxing and pleasant break. Thanks again!

4.85 out of 5 average rating, 53 reviews

A spacious wooden deck hosts a jacuzzi surrounded by lush greenery. Two lounge chairs are positioned nearby, providing a relaxing space amidst nature. The setting offers a serene atmosphere, inviting guests to unwind after a day of exploration.

Cabin in Goyave

Bungalow among the trees

StéphanieRating, 5 stars1 month ago

Met our expectations for our wedding anniversary. A unique place in the heart of nature with a jacuzzi as a bonus for the end of the evenings. Our host is attentive, that's the least we can say. You can book without a second thought.