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Independent Windward Side hotels
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Top Windward Side Hotel Reviews

The Old Gin House
10/10 Excellent
"Excellent "

Talk of the Town Inn & Suites
6/10 Okay
"Talk of the Town is situated on a nice location, friendly service. Only on Expedia it says it has breakfast served daily; but there is not. Talk of the Town has no place/bar or something like that. So you have to look for a place outside this place to find breakfast..."

Spyglass is a Private Villa With 360 View Near Windwardside.
10/10 Excellent
"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 snag with our departing flight, and Mark did everything in his power to assist us in getting home.Highly recommend staying here!"

Flamboyant Cottage - Spectacular View & Pool
10/10 Excellent
"We’ve had an amazing time in Flamboyant cottage. The location was perfect, great views, nice pool and walking distance to Windwardside. The service was great: from the pre-arranged taxi, welcome at check-in and the communication throughout our stay. Highly recommended when you’re looking for an unforgettable experience on Saba!"

Peter Hytte is close to everything at great price!
10/10 Excellent
"The “Peter Hyatte” cottage was exceptional during our stay. Clean, quiet, well maintained, and conveniently located. The host, Jeffrey has to be commended on such a pleasant stay. He arranged pick up at the airport, greeted us as if we were family, explained the property, told us which restaurants were opened or closed, gave insight on the hiking trails and the the island itself. Jeffrey provided his phone number and said “if there’s anything you need call me”. We took him up on his offer when we were on the other side of the island, stranded on a hiking trail in a rain storm. We called Jeff, gave him our location and he contacted our favorite taxi driver Peddy to come and get us. That’s a host who cares, thanks again Jeff!Fun facts…ask about the origin of the names of the cottages and what job Peddy did growing up, you’ll be amazed."

El Momo Cottages
10/10 Excellent
"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. "

Quill Gardens Boutique Hotel
10/10 Excellent
"Great space and wonderful staff "

Beautiful Traditional Saba Cottage With all the Modern Amenities
10/10 Excellent
"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 dinner most nights. Also, it was a very quiet stay."

Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
6/10 Okay
"The staff was ok but they came late to open for me. While the property was generally up to standards there was not toilet tissue neither bathing soap. Did not.know i had to provide these myself."