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Windward Side Vacation Rentals

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Vacation Rentals in Windward Side

Private kitchenette
Palm Spring Inn
3.0 star property
8.6 out of 10, Excellent, (14)
"Arrived late, well advanced noticed sent to owner. Was met by a man at hotel who showed us suite and gave us keys and wifii password. This man told us the owner will comeby the following day. No show. Apartment was nasty as if the last guest left and we arrived. Used bag of ice in freezer, dish on dish rack, used toiletries. No microwave and no feee bottled water. Shower stank after use because water stayed stagnant for good hour to two or so after use. I emailed owner about microwave,...
Palm Spring Inn
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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.

Other types of properties in Windward Side you may be interested in

Mountain view
The Cottage Club Hotel
3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful views. Very centrally located and quiet. "
The Cottage Club Hotel
Front of property
Selera Dunia Boutique Hotel
3.0 star property
9.4 out of 10, Exceptional, (76)
"Hemmie is one of the best hosts I’ve ever met! He made me feel so at home from day 1. I was on the island for an exam and Hemmie made my stay less stressful by serving delicious breakfast every morning and offering to give me free dinner. He even offered to drive me to and from school, which was a bonus! The place itself is just marvellous! All the antique furnitures made me feel like I was really on vacation. The view is also breathtaking! You go out to the balcony and you see the ocean along...
Selera Dunia Boutique Hotel
View from room
Saba Arawak Hotel
3.0 star property
8.6 out of 10, Excellent, (28)
"I selected this property because of how close it is to hiking trails. This is perfect if that’s why you’re visiting the island. It is also close to a supermarket and plenty of restaurants. I didn’t have any issues with wifi at all which seems to be complaints from previous guests. Overall I had a nice stay and the staff and owner were very nice and helpful! "
The price is RM616
RM724 total
includes taxes & fees
3 May - 4 May
Saba Arawak Hotel
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.

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

  • View our selection of featured holiday rentals in Windward Side
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  • Enter your travel dates to view the best deals on holiday 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 holiday rentals in Windward Side?

Yes, there are holiday rentals close to the most popular sights in Windward Side, or you can select a more secluded option if you're looking for a relaxing stay. Windward Side is known for its seaside and mountain views.

How many holiday rentals are there in Windward Side?

With 4 Expedia holiday rentals, you're guaranteed 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 Harry L Johnson Museum, whereas Mt Scenery is one spot to enjoy nature. Other places in town to visit include Saba Heritage Center and Jo Bean Glass Art Studio.

What’s a holiday rental in Windward Side like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windward Side. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.

Recent reviews of Windward Side properties
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