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Top Windward Side hotels
The Cottage Club Hotel
17a Grey Bush Street Windward Side Saba
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. A terrace, a garden, and luggage storage are also on offer.
"Beautiful views. Very centrally located and quiet."
Reviewed on Nov 24, 2021
Beautiful Traditional Saba Cottage With all the Modern Amenities
Windward Side Saba
This vacation home features a garden, laundry facilities, and barbecue grills.
"Everything went well. The property was ready when we arrived. We do rent a car while on island, and parking was a bit hard to come by at times, but such is life there. There is a washer and dryer, and the shower had plenty of hot water. Overall it was in a great location, we walked to breakfast and ..."
Reviewed on Jan 14, 2026
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Windward Side Saba
A garden is available at this cottage.
"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world!"
Reviewed on Apr 25, 2026
Flamboyant Cottage - Spectacular View & Pool
Windward Side Saba
An outdoor pool is featured at this cottage, along with a garden.
"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking ..."
Reviewed on Jun 3, 2026
Spyglass is a Private Villa With 360 View Near Windwardside.
windwardside Saba
A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"Absolutely gorgeous property. There are not many places you can go and get the view you get here. The house itself is very special - the pictures almost do not do it justice. The host is very responsive, and his staff is incredibly helpful in assisting you during your time on Saba. We ran into a ..."
Reviewed on May 11, 2026
El Momo Cottages
Booby Hill Windward Side Saba
$114 nightly
The price is $120 total per night from Jun 12 to Jun 13
$120 total
Jun 12 - Jun 13
Total with taxes and fees
A restaurant and an outdoor pool are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
"Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view."
Reviewed on Mar 9, 2026
Saba Arawak Hotel
The peak Windward Side Saba
$151 nightly
The price is $159 total per night from Jun 20 to Jun 21
$159 total
Jun 20 - Jun 21
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking ...
"on expedia info it says there is breakfast available and at the hotel is a restaurant; there is not, you have to go downtown for breakfast etc. And the showerwater was cold. Hotel is situated on a nice/ beautiful location."
Reviewed on May 16, 2026
Peter Hytte is close to everything at great price!
Windward Side Saba
This cottage includes a garden and laundry facilities.
The Scenery Hotel Saba
9 Fort Street Windward Side Saba
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and concierge services are also provided.
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 Hotel & Travel Guide\n
Are you intending on vacationing in Saba and hoping to reserve a place to sleep in or near Windward Side? You will discover 4 hotels on Travelocity within 6 miles (10 kilometers) of central Windward Side.
Are you trying to find a bed close to where the locals are? Read about the Scout's Place Hotel and El Momo Cottages that you can stay in within a 0.6 miles (1 kilometer) walk of central downtown.
The Queen’s Garden Resort & Spa as well as the Selera Dunia Boutique Hotel are two great accommodation options to explore. The Queen’s Garden Resort & Spa is positioned 1 mile (2 kilometers) from the center of Windward Side. The Selera Dunia Boutique Hotel is 0.4 miles (0.6 kilometers) away. As an alternative, you could look into the option of finding a room at the The Old Gin House. It can be found 19 miles (30 kilometers) away from the central area of Windward Side.
Travelocity's travel listing is an excellent way to learn the secrets of Windward Side.
Frequently asked questions
Recent Windward Side hotel reviews by fellow wanderers
Flamboyant Cottage - Spectacular View & Pool
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking or going out all week long. The cottage was nicely laid out with several different spaces to relax in: pool, gazebo, and porch. We had a great time hiking various trails on the island. Every meal we ate out, whether in Windwardside or The Bottom, was delicious. We met many nice people. Overall, we found Saba to be a very unique, beautiful, and safe place to visit!"
A verified traveler stayed at Flamboyant Cottage - Spectacular View & Pool
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