Book Holiday Homes in Windward Side

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Featured Holiday Homes in Windward Side

Home a way from home in the Unspoiled queen of the Caribbean.

Home a way from home in the Unspoiled queen of the Caribbean.

Saba
A stay at this vacation home places you in the heart of Windward Side, within a 15-minute walk of Jo Bean Glass Art Studio and Harry L Johnson Museum.
Home a way from home in the Unspoiled queen of the Caribbean.
Beautiful Traditional Saba Cottage With all the Modern Amenities

Beautiful Traditional Saba Cottage With all the Modern Amenities

Windward Side
When you a stay at this vacation home in Windward Side, you'll be in the mountains, within a 5-minute walk of Dutch Museum of Saba and Saba Heritage Center.
Beautiful Traditional Saba Cottage With all the Modern Amenities
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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 Side 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 Windward Side vacation homes are the perfect way for you to wing it.

Holiday houses in Windward Side 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 Windward Side 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 Windward Side adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Windward Side 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 Windward Side 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.

Windward Side Holiday Homes essential information

Accommodation
3 Holiday Homes
Lowest Price
AU$243
Highest Price
AU$243
Popular accommodation
Home a way from home in the Unspoiled queen of the Caribbean., Beautiful Traditional Saba Cottage With all the Modern Amenities

Top trending hotels in Windward Side

Saba Arawak Hotel

Saba Arawak Hotel

3 out of 5
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 24 Dec to 25 Dec
AU$243
includes taxes & fees
24 Dec - 25 Dec
When you stay at Saba Arawak Hotel in Windward Side, you'll be near the airport, just steps from Dutch Museum of Saba and 3 minutes by foot from Saba Heritage ...
Saba Arawak Hotel
El Momo Cottages

El Momo Cottages

3 out of 5
Booby Hill, Windward Side, Saba
With a stay at El Momo Cottages in Windward Side, you'll be within a 10-minute walk of Saba Heritage Center and Dutch Museum of Saba.
El Momo Cottages
Flamboyant Cottage - Spectacular View & Pool

Flamboyant Cottage - Spectacular View & Pool

Windward Side
When you stay at this cottage in Windward Side, you'll be by the sea, within a 10-minute walk of Dutch Museum of Saba and Harry L Johnson Museum.
Flamboyant Cottage - Spectacular View & Pool
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Spyglass is a Private Villa With 360 View Near Windwardside.

Spyglass is a Private Villa With 360 View Near Windwardside.

windwardside
With a stay at this villa in Windward Side, you'll be just steps from Dutch Museum of Saba and Saba Heritage Center.
Spyglass is a Private Villa With 360 View Near Windwardside.
Don't see what you're looking for?
See all available properties in Windward Side
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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.

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^Subject to availability and chosen travel dates.