Windward Holiday Rentals

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Top Holiday Rentals Destinations in Windward

One bedroom cottage located a step away from Saline beach

9.8 out of 10, Exceptional, (20)
"The Robinson tiny house was really well thought by Cat and perfect for welcoming guests for a short stay on the island. Even there was no kitchen per se, there was everything to be able to drink and to eat small foods with plates, glasses, silverware, bowls, cups, microwave, tiny fridge, teapot, expresso machine and regular coffee machine. "
One bedroom cottage located a step away from Saline beach

BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

10.0 out of 10, Exceptional, (42)
"Staying at Francois vacation home was 11/10 excellent. I spent a lot of time looking at rental options and couldn’t have been more happy with my choice. The house is a quiet getaway in the hills, with an amazing view of the ocean cove. And a great pool. It’s also spacious with two large beds, two full bathrooms, and a large living room with plenty of seating. The house is located about 15 minutes from Eden’s rock area which is home to lively beach restaurants like Nikki beach club, and about...
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

1 bedroom cottage located a step away from Saline Beach in St-Barth.

9.8 out of 10, Exceptional, (20)
"We absolutely loved our stay at this hidden gem of a cottage!!! Loved that it was close to Saline, one of our favorite beaches on the island. Had everything we needed & the gorgeous little outdoor kitchen exceeded expectations. The pool was beautiful as well. Will definitely be back again! ❤️"
1 bedroom cottage located a step away from Saline Beach in St-Barth.

St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

9.8 out of 10, Exceptional, (49)
"We enjoyed our time at Roc E Mar. The place checks all the boxes for us as a family. Definitely would recommend staying here if youre looking to disconnect and soak up what the environment has to offer! Very satisfied with our stay! "
St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

Lodge Kaz à Sucre .

10.0 out of 10, Exceptional, (3)
"We had an amazing stay at the Fleur de Lune property. The villa was a wonderful mix of indoor outdoor living and our hostess and her team were very accommodating. Conveniently located near Le Tamarin, L'Esprit and Saline Beach. We would highly recommend a stay and look forward to retuning again!"
Lodge Kaz à Sucre .

Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat

10.0 out of 10, Exceptional, (3)
"Absolutely amazing!!!❤️❤️🔥🔥"
Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat

Lovely 2 bedrooms apartment, sea view and infinity pool

10.0 out of 10, Exceptional, (4)
"Excellent"
Lovely 2 bedrooms apartment, sea view and infinity pool

Villa St Jean, 2 steps from Eden Rock (1 Bedroom)

10.0 out of 10, Exceptional, (1)
"A+"
Villa St Jean, 2 steps from Eden Rock (1 Bedroom)

Bungalow CAZ A Saline N°2

10.0 out of 10, Exceptional, (8)
"I had a wonderful stay: a modern space with great AC, a beautiful garden (you’ll probably see a turtle or two), and a lovely, helpful host. The beach is truly a 5 minute walk — an incredible amenity — and it’s location near the middle of the island made every trip a short drive."
Bungalow CAZ A Saline N°2

Bungalow Oana

Bungalow Oana

Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean

10.0 out of 10, Exceptional, (3)
"We ( 2 adults 1 kids) recently stayed at a wonderful place in Saint Barts that exceeded all expectations. Not only was it conveniently located near all activities, but it was impeccably clean, making for a comfortable stay. The owner's responsiveness and excellent communication made the experience even better. With plenty of restaurants nearby and access to the best beach on the island, I couldn't have asked for a better getaway. Highly recommend!"
Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean

Very quiet neighborhood near kite and surf spot. Price is for 2 bedrooms

9.4 out of 10, Exceptional, (3)
"The stay is nice in the two bedroom one bath cottage attached to the owners home. The furniture, king beds, and bedding material is so comfortable and clean. TV with internet access allows vacationers to login to Netflix, Amazon Prime, etc. The kitchen is detached from the bedrooms, however, it has all the goodies to prepare almost any meal, with full size refrigerator and stove/oven and a front load LG washing machine in case clothes need to be freshened and cleaned. There were beach chairs and...
The price is AU$1,441
includes taxes & fees
18 Dec - 19 Dec
Very quiet neighborhood near kite and surf spot. Price is for 2 bedrooms

Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

9.0 out of 10, Wonderful, (2)
"The room is small but very nice with a very nice private bathroom, there’s a small kitchen and fridge, there all the equipment that you might think off, the hosts are very thoughtful and equipped the place with literally everything from towels to snorkeling equipment, there’s a car space just outside the property for guests, the hosts are very welcoming and helpful with tips on how to enjoy the island, just across the street (short walk) is a beautiful very private beach one of few where you can...
Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

Appartement St Jean, Saint-barthélemy

10.0 out of 10, Exceptional, (1)
"Very comfortable apartment, well-stocked kitchen. Lovely beach (St Jean) accessed via Eden Rock property several blocks away. Great price for this expensive island. L'Oasis supermarket and Le Choisy bakery (bkfst & lunch items) 1 mile away. Very busy street, lively at night, but apartment well-insulated. Parking could be challenging. Two reasonable restaurants right downstairs (Le Piment and Irish Pub). "
Appartement St Jean, Saint-barthélemy

Villa Kali - Villa for 2 - Pool, Wi-Fi, Spectacular View

10.0 out of 10, Exceptional, (38)
"Beautiful villa in magnificent island, St. Barth. Ideal for a quiet relaxing get away to enjoy stunning views, clean air, nice beaches and tranquility."
Villa Kali - Villa for 2 - Pool, Wi-Fi, Spectacular View

Villa Dreamtime ideal for Family and Friends

10.0 out of 10, Exceptional, (2)
"I brought my 3 adult kids, my mother and two adult nephews to St Barths to celebrate the end of their college school year. It was absolutely perfect! Each person had their own bedroom but there was lots of great spaces to gather. The pool was perfect day or night--great temperature with amazing views. Many places to lounge or nap. And the TV room was a great hit with all the adult kids. The washer and dryer was a huge plus. The kitchen had everything we needed. Plus, the location was perfect to...
Villa Dreamtime ideal for Family and Friends

ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING

10.0 out of 10, Exceptional, (53)
"Great villa and host. Property needs a little tlc but overall the stay was sublime"
ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING

House 2 steps from Eden Rock (3 bedrooms)

House 2 steps from Eden Rock (3 bedrooms)

Bungalow CAZ A Saline

8.8 out of 10, Excellent, (3)
"Very pleasant owners. There are 2 bungalows - fairly new and very clean. It would have been nice to have a little more privacy between the two bungalows. We stayed 2 weeks and for that length of time, we would have preferred a larger fridge and an oven. Overall, a very nice spot."
Bungalow CAZ A Saline

House 2 steps from Eden Rock (2 chambres)

10.0 out of 10, Exceptional, (1)
"This is a spacious and well equipped villa in a super location in the hills above St. Jean beach. The host, Sigolene, was great. She could not have been more helpful or responsive. We greatly enjoyed our stay."
House 2 steps from Eden Rock (2 chambres)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Beautiful view of the beach with palm trees

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