Photo by Meghan Watters

Search Resorts in Windward Side

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Compare 1 Resorts in Windward Side with updated reviews, rates, and availability.

Queen’s Hotel Saba
Aerial view

Queen’s Hotel Saba

4.0 star property
5.8 out of 10, (15)
"Need to revamp, very overrun, it is a very beautiful property if run properly, or lat least cleaned and maintained properly. The pool and the pool area is a disaster, looks unhygienic, outdoor public area need a serious paint job, the tropical garden needs an gardener to prune and dead leaves all taken away, there are more mosquitoes than they should be. Could have been with an old world Caribbean charm , but not like this."
Queen’s Hotel Saba
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.
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Other property types in Windward Side

Home a way from home in the Unspoiled queen of the Caribbean.
360 photo front porch.

Home a way from home in the Unspoiled queen of the Caribbean.

10.0 out of 10, Exceptional, (2)
"Even though we had to pay for an unused night on account of a canceled ferry, this was a beautiful place in a gorgeous location close to everything in Windwardside. My kids and I enjoyed the private pool with a view."
Home a way from home in the Unspoiled queen of the Caribbean.
Flamboyant Cottage - Spectacular View & Pool
Flamboyant Cottage

Flamboyant Cottage - Spectacular View & Pool

9.8 out of 10, Exceptional, (36)
"You can't get a better spot/place in Saba. This quaint cottage has views to die for, as well as everything you need in a vacation rental. Plus it has a pool. No need for AC either since the breezes, along with the fans keep the place quite comfortable. I know some guests stated they walked to Windwardside....quite a hike. We rented a car which worked perfect. Communication with Michael the property manager, and Larry the owner was perfect. "
Flamboyant Cottage - Spectacular View & Pool
Spyglass is a Private Villa With 360 View Near Windwardside.
Choose your breakfast spot...

Spyglass is a Private Villa With 360 View Near Windwardside.

9.8 out of 10, Exceptional, (64)
"We absolutely loved our week at Spyglass! The home has the feel of a traditional Saba cottage, with some of the BEST views in the Caribbean. We love this small island. The hiking is amazing, the diving is world class, and we love the local food. The home is in a private location, very peaceful and quiet. We would definitely choose to stay here again. If you lead an active lifestyle and enjoy walking/hiking, you can easily walk to the main areas in the village of Windwardside where the local...
Spyglass is a Private Villa With 360 View Near Windwardside.
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.

Frequently asked questions

What can I expect from a resort vacation in Windward Side?
Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip from tasty dining options to entertainment and shopping. Browse the resorts in the area and discover the one that’s best for you, whether you see yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's a top resort in Windward Side?
Our highest-rated resort near Windward Side: Queen’s Hotel Saba - 1 mi (1.6 km) from Windward Side. Features a terrace, a garden, and a bar.
What can I do in Windward Side?
If you’re interested in visiting some local museums, you can check out the exhibits at Saba Heritage Center and Dutch Museum of Saba. Mt Scenery and Harry L Johnson Museum are a few additional attractions in the area that you might like.
What's the weather like in Windward Side?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.
What's the best way to get to and around Windward Side?
Fly into Saba (SAB-Juancho E. Yrausquin), which is located 1.3 mi (2.1 km) from the city center. Otherwise, look for flights into Oranjestad (EUX-F.D. Roosevelt), which is 19 mi (30.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.