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Windward Side Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Windward Side vacation rentals

Front of property
Palm Spring Inn

Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
United States
Dameon
The price is ₩169,937
₩188,630 total
includes taxes & fees
Dec 20 - Dec 21
Palm Spring Inn
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 Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm"
James 1-night trip
Posted 4 days ago
The Old Gin House

Find out more about Windward Side

Search for Vacation rentals in Windward Side on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Windward Side using one of the methods below:

  • View our selection of featured Vacation rentals in Windward Side
  • Use the map to find apartments and other Vacation homes in the Windward Side neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Windward Side while they last

Look no further and take a look at our great range of rental properties in Windward Side!

Frequently asked questions

Are there vacation rentals in Windward Side?

Yes, we give you a choice of vacation rentals near top local attractions in Windward Side, or you can go with a more secluded option if you're looking for a relaxing stay. Windward Side is known for its seaside and mountain views.

How many vacation rentals are there in Windward Side?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Windward Side stay.

What’s there to see and do in Windward Side?

Cultural attractions include Dutch Museum of Saba and Saba Heritage Center, whereas Mt Scenery is one spot to enjoy nature. Other places in town to visit include Harry L Johnson Museum and Jo Bean Glass Art Studio.

What’s a vacation rental in Windward Side like?

A vacation rental is a private property where you can stay for several days or longer in Windward Side. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.