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Vacation rentals in Leeward Islands

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Vacation rentals for every style

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Popular amenities for Leeward Islands vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Leeward Islands

Top guest favorite
A wooden stall sheltered by a thatched roof offers views of a serene bay. The calm water reflects blue skies and nearby greenery. A jetty extends into the bay, accommodating a small boat tied at its end. Natural elements like shells are arranged on the table surface.
Cottage in Long Bay
5 out of 5 average rating, 73 reviews

Blue Pearl Antigua

VerenaRating, 5 stars2 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.
Top guest favorite
Home in Jalousle
4.91 out of 5 average rating, 33 reviews

lush volcanic ridge villa

HannaRating, 5 stars3 weeks ago
Without a doubt our stay here was the highlight of our honeymoon! This home was a DREAM! Beyond beautiful, we had so much fun just being at the house and exploring the property. Laura was super helpful, she went above and beyond with the information provided before our trip. Glenda was so sweet, her breakfasts were phenomenal! The rest of the staff was so friendly and welcoming. We will absolutely be back again one day!
Guest favorite
A sunlit terrace offers a view of the infinity salt-water pool surrounded by wooden decking. A gazebo sits nearby amid lush greenery, while the dramatic Piton mountain and ocean are visible in the background, enhancing the tranquil setting.
Villa in Mamin
4.97 out of 5 average rating, 97 reviews

Moringa Villa- Top Room- View of the Pitons

PriscillaRating, 5 stars4 weeks ago
We had an amazing stay at this Airbnb! The place was super clean, peaceful, and exactly what we needed. The views were absolutely stunning, definitely a highlight of the trip. The road up is a bit steep and rocky, so just be prepared if you’re driving, but once you arrive, it’s 100% worth it. We even took our maternity photos there, and they came out beautifully with the scenic backdrop. No hassle during our stay, and everything went smoothly. Highly recommend!
Guest favorite
A peaceful beach scene is depicted, featuring tall palm trees with lush green foliage lining the sandy shore. The tranquil water reflects the vibrant greenery, enhancing the natural beauty of the coastline.
Guesthouse in LC
4.95 out of 5 average rating, 171 reviews

Romantic hideaway The Lodge at Cosmos St Lucia

JenniferRating, 5 stars1 month ago
The perfect romantic getaway! The house stewardess was also very helpful and accommodating! Definitely would stay again if returning to St. Lucia!
Top guest favorite
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
4.98 out of 5 average rating, 175 reviews

Creole wooden cottage with jacuzzi – Le TiLokal

RonanRating, 5 stars3 days ago
I came to Tilokal for the first time as part of a business trip. I will return there without hesitation.
Guest favorite
Apartment in Rivière-Pilote
4.96 out of 5 average rating, 23 reviews

Getaway at the Cozy VT

MaëvenRating, 5 stars1 week ago
Cyndi was an EXCEPTIONAL host!!! His kindness and benevolence impressed me. I booked this place as a gift for my cousin and her husband with a request for decor and additional services. She ensured both beforehand for the preparation and during their stay that this moment was memorable. As for the accommodation, my cousin and her husband were won over and had a timeless time. They were seduced both by the exotic, cocooning, relaxing place and by Cyndi and her husband, who were very kind and welcoming. Thank you for everything!
Guest favorite
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
4.92 out of 5 average rating, 12 reviews

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!
Top guest favorite
An outdoor pool is framed by a deck with a metal railing, providing a serene view of the Caribbean Sea and distant mountains at sunset. Lush greenery is visible in the foreground, enhancing the natural beauty of the surrounding landscape.
Villa in Le Diamant
5 out of 5 average rating, 40 reviews

VILLA INDIES – Architect-designed villa

MariliRating, 5 stars2 weeks ago
Very nice accommodation, very clean, the views are superb at the top of the mountain. You need a car that can climb the hill as mentioned in the other reviews. There is a cooler available, icepacks and dishes that can be used, which was very useful for us. The few foods and beverages provided at the beginning were also appreciated.
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