Holiday rentals in Leeward Islands

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Top-rated holiday rentals in Leeward Islands

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Top guest favourite

Villa in Christiansted

5 out of 5 average rating, 120 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.

Guest favourite

Bungalow in Deshaies

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

Guest favourite

Tent in Castries

4.97 out of 5 average rating, 36 reviews

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.

Top guest favourite

Flat in Ratho Mill

4.98 out of 5 average rating, 181 reviews

Coconut Lookout | Stunning views and steps to sea

Coconut Lookout nestles amongst the coconut palms with breathtaking views of both the Atlantic Ocean and Caribbean sea. Just below the apartment there are 80 steps that give access to safe swimming in Blue Lagoon. This stylish, air conditioned studio apartment consisting of a bedroom, with double bed, bathroom and kitchenette. The large private patio, with sun and shade, is a great place to relax Please note bookings for infants or children are not allowed due to the cliffside location.

Guest favourite

Tiny home in Deshaies

4.96 out of 5 average rating, 147 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.

Superhost

Villa in Soufriere

4.93 out of 5 average rating, 405 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

Top guest favourite

Bungalow in Vieux-Habitants

4.99 out of 5 average rating, 252 reviews

Atypical Rosewood Lodge with Sea View

"LODGE ROSEWOOD": In the heart of a tropical garden with views of the Caribbean Sea and the mountain. Charming 🤩accommodation for 2 people.🥰 1 double bedroom (bed 160x200 or 2 beds 80x200), shower room, toilet, kitchen, dining area, deck with deckchairs. A planter and welcome accras are offered Masks, snorkels, fins available, if needed. Book box. The Rosewood lodge is no longer available on your dates, you can consult the "COUNTRY LODGE" listing 😉

Top guest favourite

Guest house in BL

4.98 out of 5 average rating, 174 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Top guest favourite

Cottage in Portsmouth, Saint John Parish, DM

4.97 out of 5 average rating, 269 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

Guest favourite

Home in Galley Bay

5 out of 5 average rating, 7 reviews

Polaris villa. Stunning view, pool, beach nearby.

Polaris villa offers an exclusive location and stunning views of Deep Bay. The Galley Bay beach is within walking distance. The lovely private infinity pool with deck and barbeque area is perfect for relaxation. The 2 bedrooms with AC and attached bathrooms have circular windows with stunning views of the bay. The veranda is spacious and overlooking the water. Ideal for a couple who need extra privacy or for a group of 4.

Guest favourite

Apartment in Saint John's

4.89 out of 5 average rating, 146 reviews

Halcyon Dream

This apartment enjoys the best location in Halcyon Heights Condominium, a charming private community consisting of one and two story buildings surrounded by lush gardens and beautiful landscaping that wrap around a large pool overlooking the Caribbean Sea. Onsite and free parking. Convenient also to restaurants and bars and only a few minutes away from beautiful Dickenson Bay.

Top guest favourite

Flat in Bouillante

5 out of 5 average rating, 63 reviews

Vaneïa: Exceptional duplex, panoramic sea view

Spectacular Sea View: Relax and enjoy breathtaking sunsets from the comfort of our apartment. The panoramic sea view from our balconies is simply unforgettable. Our premium accommodation is designed for your comfort. With modern amenities, a fully equipped kitchen, an elegant suite and spacious living areas, you'll feel right at home from the moment you arrive.