Hot Windward Villa Rates 2025

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Featured Villas in Windward

Brand new boutique villa in les Hauts de Saint Jean with stunning Eden Rock view

Brand new boutique villa in les Hauts de Saint Jean with stunning Eden Rock view

Saint-Jean
Stay at this villa in St. Barthelemy. Enjoy free WiFi, private pools, and an in-room coffeemaker. Popular attractions Gustavia Harbor and Lorient Beach are located ...
Brand new boutique villa in les Hauts de Saint Jean with stunning Eden Rock view
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach

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

Anse de Marigot
Stay at this villa in St. Barthelemy. Enjoy free WiFi, private pools, and a garden. Popular attractions Gustavia Harbor and Marigot Beach are located ...
BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach
Jelo House - 3 bdr - 2.5 bth - Pool & SPA - Sports & Games Room

Jelo House - 3 bdr - 2.5 bth - Pool & SPA - Sports & Games Room

SAINT BARTHELEMY
Book a stay at this family-friendly villa in St. Barthelemy. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Gustavia Harbor and Marigot ...
Jelo House - 3 bdr - 2.5 bth - Pool & SPA - Sports & Games Room
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St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

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

TOINY
Book a stay at this beach villa in St. Barthelemy. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Gustavia Harbor and Petit Cul de Sac ...
St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive
ST BART LUXURY VILLA SKRUTTEN,  WITH OCEAN VIEW AND CONTEMPORARY FURNISHING

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

Pointe Milou
Book a stay at this family-friendly villa in St. Barthelemy. Enjoy private pools, a garden, and concierge services. Popular attractions Gustavia Harbor and Marigot ...
ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING
Beautiful Seabird Luxury villa

Beautiful Seabird Luxury villa

St. Barts
Stay at this villa in St. Barthelemy. Enjoy private pools, a garden, and balconies. Popular attractions Gustavia Harbor and Marigot Beach are located ...
Beautiful Seabird Luxury villa
Villa Dreamtime ideal Family and Friends / 2 BDR

Villa Dreamtime ideal Family and Friends / 2 BDR

Vitet
Stay at this villa in St. Barthelemy. Enjoy private pools, a garden, and concierge services. Popular attractions Gustavia Harbor and Marigot Beach are located ...
Villa Dreamtime ideal Family and Friends / 2 BDR
Spacious Luxury 4 bedrooms, direct no agencies, fully renovated

Spacious Luxury 4 bedrooms, direct no agencies, fully renovated

Saint Barthélemy
Book a stay at this family-friendly villa in St. Barthelemy. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Gustavia Harbor and ...
Spacious Luxury 4 bedrooms, direct no agencies, fully renovated
Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat

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

Saint-Barthélemy
Book a stay at this beach villa in St. Barthelemy. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Gustavia Harbor and Lorient Beach are located ...
Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat
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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.

Windward Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Windward villa accommodation from lastminute.co.nz.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Windward has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Windward villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.co.nz on your side.

Windward Villas essential information

Accommodation
726 Villas
Lowest Price
NZ$1,946
Highest Price
NZ$3,936
Popular accommodation
Brand new boutique villa in les Hauts de Saint Jean with stunning Eden Rock view, BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach, Jelo House - 3 bdr - 2.5 bth - Pool & SPA - Sports & Games Room, St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive, ST BART LUXURY VILLA SKRUTTEN, WITH OCEAN VIEW AND CONTEMPORARY FURNISHING, Beautiful Seabird Luxury villa, Villa Dreamtime ideal Family and Friends / 2 BDR, Spacious Luxury 4 bedrooms, direct no agencies, fully renovated, Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat

Top trending hotels in Windward

Christopher Hotel

Christopher Hotel

5 out of 5
Pointe Milou, 9, St. Barthelemy
The price is NZ$1,946 per night from 22 Apr to 23 Apr
NZ$1,946
includes taxes & fees
22 Apr - 23 Apr
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Christopher Hotel
Rosewood Le Guanahani St Barth

Rosewood Le Guanahani St Barth

Grand Cul De Sac, St. Barthelemy
The price is NZ$3,066 per night from 3 May to 4 May
NZ$3,066
includes taxes & fees
3 May - 4 May
Book a stay at this beach hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...
Rosewood Le Guanahani St Barth
Tropical Hotel St Barth

Tropical Hotel St Barth

Baie de St. Jean, St. Barthelemy
The price is NZ$1,975 per night from 3 Apr to 4 Apr
NZ$1,975
includes taxes & fees
3 Apr - 4 Apr
Book a stay at this beach hotel in St. Barthelemy. Enjoy free WiFi, free valet parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Tropical Hotel St Barth
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Le Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa

5 out of 5
Baie de Grand Cul de Sac, St. Barthelemy
The price is NZ$3,936 per night from 27 Apr to 28 Apr
NZ$3,936
includes taxes & fees
27 Apr - 28 Apr
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul ...
Le Barthélemy Hotel & Spa
Don't see what you're looking for?
See all available properties in Windward
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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 Windward

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^Subject to availability and chosen travel dates.