A coastal town with colorful buildings, a marina with boats, and a mountainous backdrop.

Villas in Leeward

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Leeward villas

A modern outdoor lounge area with a pool, wooden deck, and seating arrangements overlooking the ocean.

1. Villa Vue mer Panoramique, à 5 Minute de la Plage !

Villa Vue mer Panoramique, à 5 Minute de la Plage !
Anse des Cayes
9.8 out of 10, Exceptional, (10 reviews)
"The property has an amazing view and the staff was so friendly and helpful. Highly recommend!"
United States
Jackson H.
The price is AED 5,554
AED 8,142 total
includes taxes & fees
9 Nov - 10 Nov
Villa Vue mer Panoramique, à 5 Minute de la Plage !
A pool with lounge chairs and a view of the ocean.

2. Saint Barths: brand new, luxury, architect-designed villa

Saint Barths: brand new, luxury, architect-designed villa
Merlette
10.0 out of 10, Exceptional, (25 reviews)
"Great view and great location "
United States
David B.
Saint Barths: brand new, luxury, architect-designed villa
A modern outdoor pool area with lounge chairs and a large umbrella.

3. SUNSET VILLA ANGEL ****

SUNSET VILLA ANGEL ****
Colombier
10.0 out of 10, Exceptional, (14 reviews)
"Great spot for a romantic stay for two! Right next to Petite Colombe bakery and Bananiers, so close they’re walkable. 5 minute drive to Gustavia. Beautiful views! Definitely would book again! "
United States
Elizabeth G.
SUNSET VILLA ANGEL ****
A modern outdoor deck with a pool, lounge chairs, and a dining area.

4. LUMIERE by WIMCO St. Barth Properties

LUMIERE by WIMCO St. Barth Properties
Merlette
LUMIERE by WIMCO St. Barth Properties
Pool

5. Villa Privilege | Water View - Located in Tropical Gustavia with Private Pool

Villa Privilege | Water View - Located in Tropical Gustavia with Private Pool
Gustavia
Villa Privilege | Water View - Located in Tropical Gustavia with Private Pool
A swimming pool with a view of a coastal town and mountains.

6. Villa Naos

Villa Naos
Anse des Cayes
10.0 out of 10, Exceptional, (2 reviews)
"We loved, loved the property. Location was very continent, my only problem was there was construction going on outside the house we constantly had to take circles to get to the property."
United States
Azmeena
Villa Naos
A covered outdoor dining area with a view of the sea and mountains.

7. 🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS

🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS
Anse des Cayes
10.0 out of 10, Exceptional, (89 reviews)
"Very good experience, great location."
United States
Edward G.
The price is AED 5,060
AED 6,173 total
includes taxes & fees
1 Nov - 2 Nov
🏝REAL VILLA ON THE BEACH !SURFSPOT🏝CLOSE TO FLAMANS-STJEAN BEACH .REST.BARS
A garden with a wooden door, surrounded by various plants and flowers.

8. Villa Rose des Cayes in Saint Barthelemy with parking and private pool

Villa Rose des Cayes in Saint Barthelemy with parking and private pool
Anse des Lézards
8.4 out of 10, Very good, (5 reviews)
"The location was great, the villa spotless and well equipped. The garden is charming."
United States
Alice
Villa Rose des Cayes in Saint Barthelemy with parking and private pool
A wooden deck with a hot tub, lounge chairs, and a pergola with string lights.

9. Located on the famous island of St. Barts, Villa Eugenie is a charming house.

Located on the famous island of St. Barts, Villa Eugenie is a charming house.
Anse des Cayes
10.0 out of 10, Exceptional, (5 reviews)
"Fabulous stay at a lovely villa with a great host, who made everything comfortable and seamless including assistance with a rental car and providing some great insights into the island. Would certainly stay again. "
United States
Vincent D.
Located on the famous island of St. Barts, Villa Eugenie is a charming house.
A poolside area with wicker furniture, a view of lush greenery, and a clear blue pool.

10. Villa Cinnamon sunset and sea view

Villa Cinnamon sunset and sea view
Public
10.0 out of 10, Exceptional, (3 reviews)
"A modern and clean villa that is very intuitive. The gated location is convenient for shopping, food, and exploration. Also quick communication with the the host if you need anything."
United States
Jami K.
Villa Cinnamon sunset and sea view
A clear blue pool with a view of a tropical beach and ocean.

11. Villa VOGUE - Panoramic Ocean View - St Jean

Villa VOGUE - Panoramic Ocean View - St Jean
Saint-Jean
10.0 out of 10, Exceptional, (24 reviews)
"Great Property! Great Staff! Will book here again"
United States
Kirk J.
Villa VOGUE - Panoramic Ocean View - St Jean
A poolside area with a sofa, lounge chairs, and a view of the ocean.

12. Luxury villa with magnificent sea view

Luxury villa with magnificent sea view
Anse des Lézards
10.0 out of 10, Exceptional, (33 reviews)
"Perfect stay! We could not ask for a better place to spend our week on the island. "
United States
Nikolaus B.
Luxury villa with magnificent sea view
A covered outdoor area with a pool, white furniture, and a view of the sea.

13. 🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY

🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY
Anse des Cayes
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay at this beautiful place on the beach. Joce was very friendly and helpful - he even drove some of us to the airport when we couldn't fit all of our bags in the car. The place is so relaxing and beautiful, we had trouble leaving even to see other parts of the island."
United States
Todd G.
🏝 BEACH VILLA CENTRAL LOCATION BETW ST JEAN 🏖 FLAMMANS BEACH 4 min TO CITY
A rectangular infinity pool with a clear view of the ocean and distant islands during sunset.

14. Villa Kawana with modern and cocooning style, view of the bay of Fland and SXM

Villa Kawana with modern and cocooning style, view of the bay of Fland and SXM
Merlette
Villa Kawana with modern and cocooning style, view of the bay of Fland and SXM
A poolside area with a table and chairs, a hot tub, and a view of a house and trees.

15. Villa KOSY - sunset & beach on foot

Villa KOSY - sunset & beach on foot
Public
Villa KOSY - sunset & beach on foot
A sunlit outdoor seating area with a view of the ocean, a pool, and a mountainous landscape.

16. beautiful architect villa

beautiful architect villa
Anse des Lézards
9.6 out of 10, Exceptional, (24 reviews)
"Villa Pelican is beautiful and in an ideal location, close to the airport, supermarket and boulengerie. The villa is well appointed, the kitchen is very modern and functional, the living room is comfortable, the dining table comfortably seats 8 people, and the bedrooms are spacious and comfortable with king size beds. The only thing we would have liked is a door on the bathrooms for privacy. Even if you’re staying with a partner or spouse, it would be nice to have privacy when using the toilet....
United States
Adam H.
beautiful architect villa
An infinity pool with a clear view of the ocean and hills, a wooden deck, and two glasses of red wine on a table.

17. Villa Asian Pearl | Hilltop Ocean & Island Views, Infinity Pool, Private Deck

Villa Asian Pearl | Hilltop Ocean & Island Views, Infinity Pool, Private Deck
Merlette
10.0 out of 10, Exceptional, (3 reviews)
"Amazing !! "
United States
Guillaume d.
Villa Asian Pearl | Hilltop Ocean & Island Views, Infinity Pool, Private Deck
A pool with lounge chairs and an umbrella overlooking a scenic ocean view.

18. VILLA ENGELFELS

VILLA ENGELFELS
Colombier
10.0 out of 10, Exceptional, (5 reviews)
"Would definitely go back The Villa was beautiful"
United States
Michelle S.
VILLA ENGELFELS
A wooden deck with a pool, lounge chairs, and a view of the ocean.

19. POLARIS by WIMCO St. Barth Properties

POLARIS by WIMCO St. Barth Properties
Flamands
POLARIS by WIMCO St. Barth Properties
A wooden deck with a pool, red lounge chairs, and a table.

20. EMBRUNS by WIMCO St. Barth Properties

EMBRUNS by WIMCO St. Barth Properties
Flamands
EMBRUNS by WIMCO St. Barth Properties
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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Top Leeward Hotel Reviews

Reve de Saint Barth

Reve de Saint Barth

10/10 Excellent
"I would like to thank Ninon for an great experience while visiting the property at Rêve de St. Barth. We appreciated the innovative architectural design and felt like we were special how the staff treated us. Lovely setting in the hills of St.Barth with a view of the ocean from the second floor bedroom. The accommodations can easily serve a family of 4 although we were there as a couples get away. Surprisingly this turned out to be the best vacation stay of the year 2026 for us so far. The island is quietly relaxing at this time of year. If I could make one recommendation for a vacation stay I would easily choose this hotel first and foremost. Thank you Ninon for allowing us to visit your private paradise. 🙏"
Scott 2-night trip
Posted 11 days ago
Reve de Saint Barth