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Top Windward Side hotels

The Cottage Club Hotel
"Beautiful views. Very centrally located and quiet."
Reviewed on Nov 24, 2021

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world!"
Reviewed on Apr 25, 2026

Beautiful Traditional Saba Cottage With all the Modern Amenities
"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

Flamboyant Cottage - Spectacular View & Pool
"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.
"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
"Unique place overviewing the hills of Saba. Not a high class place to stay (in accordance with the rates), but everything is just good! Charming place, good service, good amenities, wonderful staff. I had a joyful stay and a great time!"
Reviewed on Jul 7, 2026

Saba Arawak Hotel
"Clean, nice shower. Decent views. Decent price. Nice staff. A/C was good. Restaurant wasn't open (but they gave us each a complimentary beer), no soap in the shower, bed and pillows subpar. One fork, no kitchen sink."
Reviewed on Jul 11, 2026

Peter Hytte is close to everything at great price!

The Scenery Hotel Saba
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.
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Recent Windward Side hotel reviews by fellow wanderers

Saba Arawak Hotel
"Great place to stay in Saba. Within walking distance to all the important points in the city."
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