Compare Windward Side Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Windward Side

Don't see what you're looking for?
See all available properties in Windward Side
View all 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.

Hotel Options in Windward Side

    Saba Arawak Hotel

    Saba Arawak Hotel

    The peak Windward Side Saba
    $151 nightly
    The price is $159 total per night from Mar 31 to Apr 1
    $159 total
    Mar 31 - Apr 1
    Total with taxes and fees
    8.4/10 Very Good! (85 reviews)
    El Momo Cottages

    El Momo Cottages

    Booby Hill Windward Side Saba
    $101 nightly
    The price is $106 total per night from Apr 10 to Apr 11
    $106 total
    Apr 10 - Apr 11
    Total with taxes and fees
    8.6/10 Excellent! (57 reviews)
    The Cottage Club Hotel

    The Cottage Club Hotel

    17a Grey Bush Street Windward Side Saba
    10/10 Exceptional! (1 review)

Luxury Villas

Book luxury villas in Windward Side
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windward Side. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Windward Side, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windward Side
You won’t have a problem finding your own space in Windward Side. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Windward Side on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windward Side rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Windward Side Villas essential information

Accommodation
2 Villas
Lowest Price
$106
Highest Price
$159
Popular accommodation
Spyglass is a Private Villa With 360 View Near Windwardside., Modern Luxury Private Villa w Pool and Ocean Views. Walk to Beach. Sleeps 6.