Book Holiday Homes in Leeward

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Featured Holiday Homes in Leeward

IXORA VILLA ST. BARTH

IXORA VILLA ST. BARTH

SAINT BARTHELEMY
Stay at this vacation home in St. Barthelemy. Enjoy free WiFi, a garden, and patios. Popular attractions Gustavia Harbor and Flamands Beach are located ...
IXORA VILLA ST. BARTH
Maison 1 CH Entièrement Climatisé

Maison 1 CH Entièrement Climatisé

Gustavia
Stay at this vacation home in St. Barthelemy. Enjoy free WiFi, private pools, and a garden. Popular attractions Gustavia Harbor and Corossol are located ...
Maison 1 CH Entièrement Climatisé
Habitation Saint Louis (3/4 Rooms)

Habitation Saint Louis (3/4 Rooms)

St Barths
Stay at this vacation home in St. Barthelemy. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Gustavia Harbor and Inter Oceans ...
Habitation Saint Louis (3/4 Rooms)
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Habitation Saint Louis (2/4 Rooms)

Habitation Saint Louis (2/4 Rooms)

St Barths
Stay at this vacation home in St. Barthelemy. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Gustavia Harbor and Inter Oceans ...
Habitation Saint Louis (2/4 Rooms)
Habitation Saint Louis

Habitation Saint Louis

St Barths
Stay at this vacation home in St. Barthelemy. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Gustavia Harbor and Inter Oceans ...
Habitation Saint Louis
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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.

Leeward Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Leeward vacation homes are the perfect way for you to wing it.

Holiday houses in Leeward let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Leeward in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Leeward adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Leeward with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Leeward vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Leeward Holiday Homes essential information

Accommodation
5 Holiday Homes
Lowest Price
NZ$2,233
Highest Price
NZ$3,428
Popular accommodation
IXORA VILLA ST. BARTH, Maison 1 CH Entièrement Climatisé, Habitation Saint Louis (3/4 Rooms), Habitation Saint Louis (2/4 Rooms), Habitation Saint Louis

Top trending hotels in Leeward

GYP SEA Saint Barth

GYP SEA Saint Barth

5 out of 5
Le Colombier, St. Barthelemy
The price is NZ$2,233 per night from 6 Jan to 7 Jan
NZ$2,233
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Flamands ...
GYP SEA Saint Barth
Hotel Barrière Le Carl Gustaf St Barth

Hotel Barrière Le Carl Gustaf St Barth

5 out of 5
Rue des Normands, Lieu Dit Lurin, St. Barthelemy, Leeward
The price is NZ$3,428 per night from 23 Jan to 24 Jan
NZ$3,428
includes taxes & fees
23 Jan - 24 Jan 2025
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Plage du ...
Hotel Barrière Le Carl Gustaf St Barth
Pearl Beach Hotel

Pearl Beach Hotel

Plage De St. Jean BP1058, St. Barthelemy, French West Indies
The price is NZ$3,017 per night from 25 Dec to 26 Dec
NZ$3,017
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this beach hotel in St. Barthelemy. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Gustavia Harbor and St. Jean Beach ...
Pearl Beach Hotel
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Reve de Saint Barth

Reve de Saint Barth

Les Hauts de Flamands, Merlette, St. Barthelemy
Book a stay at this business-friendly hotel in St. Barthelemy. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Gustavia Harbor and ...
Reve de Saint Barth
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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.

More ways to explore Leeward

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