Windward Holiday Rentals

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Featured Windward Holiday Rentals

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
Beach nearby

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

9.2 out of 10, Wonderful, (9)
"The apartment was perfect for our short trip to St. Barths. Thankfully my wife and I are in good shape because those views come with a cost: lots of stairs!! We loved our stay... the only thing that would have been nice would be pool furniture... we made the best without it though. Great apartment and would recommend it for sure!!"
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach
Outdoor pool

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

10.0 out of 10, Exceptional, (49)
"For small groups , like family of 4 or two couples, this is a great place. Nice view, close to a number of beaches and great restaurants and at nights it has its own sense. I would recommend it highly. "
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach
St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive
Interior

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

9.8 out of 10, Exceptional, (52)
"Great house and team. Amazing views. House manger Francois will take care of your every need. We have been coming to the island for 25 years and one of the best acccomodations ever!"
St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive
Nice 2 bed-rooms Villa at Saint Barth
On the beach

Nice 2 bed-rooms Villa at Saint Barth

Nice 2 bed-rooms Villa at Saint Barth
NEW, INTIMATE BUNGALOW WITH POOL
Pool

NEW, INTIMATE BUNGALOW WITH POOL

10.0 out of 10, Exceptional, (3)
"The villa was a delight! Everything we needed for an incredible stay. Perfect for our family of four- having two bathrooms was such a plus. The outside area is lush with a sumptuous plunge pool. The interior is refreshing, immaculate and well-stocked. "
NEW, INTIMATE BUNGALOW WITH POOL
One bedroom cottage located a step away from Saline beach
Property grounds

One bedroom cottage located a step away from Saline beach

10.0 out of 10, Exceptional, (25)
"I thoroughly enjoyed my stay at Cats bungalow on her very private, quiet but well located enclosed property near Saline beach. The tropical setting and thoughtfully and very attractively furnished room made for a wonderful retreat after exploring and enjoying beautiful St Bart. I loved the sounds of the night which the seclusion of the property made lushly audible. My favorite beach and the city of Gustavia are only a very short but beautiful drive over a ridge offering wonderful views. Cat is...
One bedroom cottage located a step away from Saline beach
Villa St Jean, 2 steps from Eden Rock (1 Bedroom)
Third-party on-site parking, car recommended

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

10.0 out of 10, Exceptional, (3)
"Great place. Great location. Very happy to have taken the place "
Villa St Jean, 2 steps from Eden Rock (1 Bedroom)
Spacious Luxury 4 bedrooms, direct no agencies, fully renovated
Terrace/patio

Spacious Luxury 4 bedrooms, direct no agencies, fully renovated

10.0 out of 10, Exceptional, (23)
"The home is lovely plenty of room and space for the entire family Isabel and Stephen go above and beyond in every way, possible to make the stay memorable experience"
Spacious Luxury 4 bedrooms, direct no agencies, fully renovated
Bungalow CAZ A Saline N°2
Exterior

Bungalow CAZ A Saline N°2

10.0 out of 10, Exceptional, (12)
"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
Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat
On the beach, sun-loungers

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

9.6 out of 10, Exceptional, (8)
"Nice front Beach property "
Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat
1 bedroom cottage located a step away from Saline Beach in St-Barth.
Outdoor pool

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

9.8 out of 10, Exceptional, (21)
"Bart has done an excellent job in preparing this little gem. Great hiking nearby and all the amenities you need. Will definitely return"
1 bedroom cottage located a step away from Saline Beach in St-Barth.
Appartement St Jean, Saint-barthélemy
1 bedroom, WiFi, bed sheets

Appartement St Jean, Saint-barthélemy

10.0 out of 10, Exceptional, (3)
"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 Yvantino beachfront ( 2 bedroom )
Outdoor spa tub

Villa Yvantino beachfront ( 2 bedroom )

10.0 out of 10, Exceptional, (4)
"Wonderful property right on the beach. The villa had everything we needed and the location can't be beat. There is a fantastic bakery a short walk away that we visited every day. It was the perfect spot for our family getaway."
Villa Yvantino beachfront ( 2 bedroom )
Lovely 2 bedrooms apartment, sea view and infinity pool
Pool

Lovely 2 bedrooms apartment, sea view and infinity pool

9.4 out of 10, Exceptional, (12)
"Clean, efficient to work with property manager, appliances worked well, amazing view from shared pool"
Lovely 2 bedrooms apartment, sea view and infinity pool
Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente
1 bedroom, desk, iron/ironing board, free WiFi

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

9.2 out of 10, Wonderful, (5)
"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
ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING
An infinity pool

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

10.0 out of 10, Exceptional, (55)
"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
Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean
Beach

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

9.6 out of 10, Exceptional, (4)
"Great apartment, just wished there was a balcony to enjoy the outdoors and designated parking. "
Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean
Traditional Caribbean Style house with breathtaking views
Pool

Traditional Caribbean Style house with breathtaking views

10.0 out of 10, Exceptional, (1)
Traditional Caribbean Style house with breathtaking views
YVANTINO (6 BEDROOMS) BEACHFRONT & OCEAN
Property grounds

YVANTINO (6 BEDROOMS) BEACHFRONT & OCEAN

YVANTINO (6 BEDROOMS) BEACHFRONT & OCEAN
Very quiet neighborhood near kite and surf spot. Price is for 2 bedrooms
Property grounds

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

9.6 out of 10, Exceptional, (5)
"Very clean and comfortable stay. The host was available for any questions but also presented extensive information prior to my arrival. Accommodation was well equipped, I would happily return for another stay. "
Very quiet neighborhood near kite and surf spot. Price is for 2 bedrooms
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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