Vacation rentals in Leeward Islands

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Top-rated vacation rentals in Leeward Islands

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Top guest favorite

A private pool deck features a refreshing blue pool surrounded by lush greenery. New patio furniture includes two chaise lounges and a table for four, complemented by a gas grill. Views of the ocean create a peaceful outdoor atmosphere under a clear blue sky.

Villa in Christiansted

5 out of 5 average rating, 119 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Top guest favorite

A spacious wooden deck offers a hot tub with a scenic view, bathed in warm sunlight during sunset. Surrounding lush greenery and a tropical atmosphere enhance the inviting setting of the villa.

Villa

4.98 out of 5 average rating, 187 reviews

Gîte créole en bois avec jacuzzi - Le TiLokal

Le gite TiLokal est situé au pied des Pitons du Nord, patrimoine mondial de l'UNESCO. Accès à la rivière Coco par le jardin de 3000m2 planté d'arbres et de fleurs locales. Vous êtes en pleine forêt tropicale. Ici, pas besoin de climatisation, la construction en bois, les jalousies intégrées aux fenêtres et le lieu en font un logement aéré naturellement. C'est l'endroit idéal pour profiter d'activités touristiques éco-responsables : randonnées, canyonning, sorties à la voile, plongée, massages...

Guest favorite

The image features a wooden deck with two lounge chairs positioned for relaxation. A cabin with wooden shingles and wide steps leads into the greenery. Large windows and balcony railing provide a panoramic view of the surrounding trees and natural landscape.

Cabin in Sawcolts Village

4.98 out of 5 average rating, 160 reviews

Tranquil Farm - Secluded Woodland Eco Cabin

The wooden shingled cabin is totally off the grid. To reach the cabin is a short walk up through a small wood on a narrow winding path from the parking area. Built on stilts the cabin over looks farmland and woods with a long view down the valley to the hills of English Harbour. The cabin has a large bedroom with wooden four poster bed with mosquito net. Barn doors open onto a side balcony, an open air bathroom with rain water shower heated by solar and a full kitchen. Wonderful night skies.

Guest favorite

A spacious terrace features a dining table and seating area, surrounded by lush greenery. A hammock is suspended nearby, inviting relaxation. The private pool glimmers under the evening sky, highlighting the picturesque view of the bay and sunset beyond.

Bungalow

4.97 out of 5 average rating, 116 reviews

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

Top guest favorite

An open-concept interior features a modern kitchenette with a retro-style refrigerator and a wooden bar with two stools. Natural light filters through a large window, illuminating the minimalistic shelves and decor, creating a comfortable and inviting space.

Tiny home in Carriacou

5 out of 5 average rating, 46 reviews

New Tiny House with Pool & Views

This new, stylish tiny house is surrounded by lush greenery and amazing views of the turquoise Caribbean Sea. You can soak in your private plunge pool, walk to beautiful beaches nearby for snorkelling or beach picnics, have a yoga session on the forest deck, gaze at the sea or stars from the oversized hammock net, barbecue and enjoy al fresco dining on the patio and relish a hot shower under the stars. Tyrrel Bay and Paradise Beach are just a 10-minute drive away from your tropical hideaway.

Guest favorite

A private pool is featured on a spacious terrace, with surrounding wooden accents. The calm blue water reflects the sky, providing a serene view of the Caribbean Sea and coastal scenery. Natural light illuminates the area, enhancing the tranquil atmosphere.

Tiny home in Le Gosier

4.96 out of 5 average rating, 140 reviews

Appartement DEEP BLUE vue mer - piscine privative

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.

Superhost

The villa is nestled on a hillside, showcasing a modern design with a grey roof and stone accents. An infinity pool reflects the surrounding greenery, while large glass doors create a seamless transition between indoor and outdoor spaces.

Villa in Soufriere

4.9 out of 5 average rating, 173 reviews

Enclave Villa V3 -Overlooking Pitons & Ocean ! Wow

Enclave Villa V3 is a 2 bedroom villa with much to offer. This elegant property sleeps 4 and boasts such amenities as a Infinity pool off of both the master bedrooms. Located in Soufriere, the quintessential attraction capital of St. Lucia, Enclave 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.

Top guest favorite

A sweeping view captures the vibrant turquoise waters of the coastline, framed by lush green hills. Islands dot the horizon under a clear blue sky, while the wooden railing in the foreground provides a picturesque viewing point of the landscape.

Guesthouse in BL

4.98 out of 5 average rating, 174 reviews

les Ramiers

Passez vos vacances à la Villa les Ramiers, là où le soleil vous accompagne dès le lever du soleil et tout au long de la journée. Le logement est indépendant, sans vis à vis , sa petite cuisine et terrasse vue sur la piscine , un top-deck pour profiter du lever de soleil, une grande chambre donnant sur le patio couvert avec coin salon avec la vue sur la mer. Situé sur les hauteurs bien ventilé avec une vue imprenable sur la petite Anse. Parking privé situé à côté de la Villa. Bienvenus

Guest favorite

A tiny house is situated on a hillside, surrounded by lush greenery and dense trees. The structure features a covered porch, offering a panoramic view of the hillside environment. Natural light is evident, highlighting the wooden exterior and tranquil setting.

Tiny home in Deshaies

4.96 out of 5 average rating, 144 reviews

Tuwana

Tiny House perché sur une colline à 400m d’altitude au milieu d’un jardin fruitier. accessible par un chemin forestier en bon état. Lieu calme et isolé entre mer et montagne avec une vue dominante. Logement naturellement frais et aéré sans moustiques. Logement écologique . Situé à 10 min de la plage de Leroux à 20 min de la plage de Malendure à 20 min de la plage de Grande Anse Adaptée aux personnes qui souhaitent se déconnecter, se reposer ou se ressourcer.

Top guest favorite

A serene outdoor area is depicted, featuring a wooden deck adorned with two sun loungers. A large shade umbrella provides relief from the sun. Lush greenery surrounds the space, with rolling hills visible in the background under a clear sky.

Bungalow in Vieux-Habitants

4.99 out of 5 average rating, 250 reviews

Lodge Rosewood atypique avec vue mer

"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 à disposition, si besoin. Boite à livres. Le lodge Rosewood n'est plus disponible sur vos dates, vous pouvez consulter l'annonce du "COUNTRY LODGE" 😉

Guest favorite

A private terrace with wooden decking features a small pool, offering views of the bay and surrounding hills. A table and chairs are positioned nearby, creating a serene outdoor space. Bright blue skies and calm waters enhance the relaxing atmosphere.

Cottage in Les Anses-d'Arlet

4.96 out of 5 average rating, 141 reviews

Mini Villa T1 Piscine Privée Vue Mer et Accès Mer.

Turtle Bay Locations Grande Anse - Martinique Mini Villa T1 en hauteur offrant une vue panoramique sur la mer et la campagne. Accès mer à 50m à pieds. Plage connue pour ses nombreuses tortues vertes visibles en palme masque tubas toute l’année. Composée d’une chambre climatisée, une salle de douche avec WC, une cuisine équipée sur la terrasse couverte et une piscine privée de 2m*3m sur la terrasse découverte. Restaurant TiSable à 50m et petits commerces à 500m.

Top guest favorite

A spacious balcony features comfortable seating, offering a clear view of the ocean and lush greenery. Large glass doors reflect the serene coastal landscape, enhancing the sense of openness and natural light within the living space.

Apartment in Bouillante

5 out of 5 average rating, 62 reviews

Vaneïa : Duplex d'exception, vue mer panoramique

Vue Mer Spectaculaire : Détendez-vous et admirez des couchers de soleil à couper le souffle depuis le confort de notre appartement. La vue panoramique sur la mer depuis nos balcons est tout simplement inoubliable. Notre logement haut de gamme est conçu pour votre confort. Avec des équipements modernes, une cuisine entièrement équipée, une suite élégante et des espaces de vie spacieux, vous vous sentirez chez vous dès votre arrivée.