Photo by Meghan Watters

Find beach hotels in Windward Side from CA $192

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Check availability on Windward Side Beach Hotel

Tonight
Apr 1 - Apr 2
Tomorrow
Apr 2 - Apr 3
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Top Windward Side Beach Hotel

El Momo Cottages
Outdoor pool, sun loungers

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (51)
"The hosts were wonderful. Very knowledgable about the island and very willing ot help and answer any questions. The accommodations were perfect. That being said, if you didn't read, THIS IS ECO TOURISM. Knowing that, I was expecting a little less, but this place was fantastic!"
The price is CA $192
CA $204 total
includes taxes & fees
Apr 5 - Apr 6
El Momo Cottages
Spyglass is a Private Villa With 360 View Near Windwardside.
Outdoor dining

Spyglass is a Private Villa With 360 View Near Windwardside.

9.8 out of 10, Exceptional, (68)
"The villa is even more beautiful than the pictures. The views and gardens are even more vibrant and incredible than we expected. We were amazed at the incredible construction and attention to detail in the house. The building itself looks like much of the wood work and interior is custom built and individually crafted. All appliances and appointments are top notch. The atmosphere is so peaceful. Overall the villa is airy, spacious, bright and with views into the infinity of the Caribbean. "
Spyglass is a Private Villa With 360 View Near Windwardside.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Aerial view

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

10.0 out of 10, Exceptional, (10)
"The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental."
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
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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Frequently asked questions

What is Windward Side like for travelers who love the beach?
Find a great place to stay in Windward Side, which has a lot to offer the traveler looking to book a beach vacation.
What's the best hotel to stay near the beach in Windward Side?
Scout’s Place Hotel is a top hotel with free continental breakfast and free WiFi, and it’s located close to Cove Bay Beach. Other good choices for your beach trip include Juliana’s Hotel and El Momo Cottages.
How many beach hotels will I be able to find in Windward Side?
Expedia has 8 beach hotels in Windward Side that are great for your beachside getaway.
When's the best time for a beach vacation in Windward Side?
Plan your trip to the beach with a look at year-round temperatures 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 is there to see and do around Windward Side?
After arriving and checking into your hotel, you’ll probably want to explore your surroundings. If you’re eager to check out the beaches, head to Well’s Bay Beach or Cove Bay Beach for some relaxation by the water. Make time for a range of local attractions, which include Saba Heritage Center and Dutch Museum of Saba. For additional things to see and do, consider a visit to Mt Scenery or Harry L Johnson Museum.
What's the best way to get to my beach hotel in Windward Side?
Here’s some information to help you get to and around your beach accommodation in Windward Side with ease. The closest major airport is Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city center. If you’d like to venture out around the area, you may want a rental car for your journey.