Photo by Meghan Watters

Find hotels in Windward Side from AED 474

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Check Windward Side hotel prices

Tonight
26 Dec - 27 Dec
Tomorrow night
27 Dec - 28 Dec
This weekend
27 Dec - 29 Dec
Next weekend
3 Jan - 5 Jan

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Compare 28 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Saba Arawak Hotel
Pool

Saba Arawak Hotel

3.0 star property
8.6 out of 10, Excellent, (39)
"A nice small hotel 5 min walk from Windwardside. Very quiet and leisurely. "
The price is AED 474
AED 557 total
includes taxes & fees
27 Dec - 28 Dec
Saba Arawak Hotel
El Momo Cottages
Property grounds

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (47)
"I had a wonderful visit at El Momo. I was in Saba for hiking and the cottages were nestled into the woods, giving the perfect setting for enjoying the natural surroundings. The view from the cottages was amazing, the pool was a perfect spot to relax after a day out. The staff was helpful and friendly. "
El Momo Cottages
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.
The Cottage Club Hotel
Aerial view

The Cottage Club Hotel

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful views. Very centrally located and quiet. "
The Cottage Club Hotel
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
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Althea from above it all

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!
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.
Peter Hytte is close to everything at great price!
Front balcony

Peter Hytte is close to everything at great price!

Peter Hytte is close to everything at great price!
Your very own cottage
Exterior

Your very own cottage

Your very own cottage
Beautiful Traditional Saba Cottage With all the Modern Amenities
View from behind house with Caribbean Sea in background.

Beautiful Traditional Saba Cottage With all the Modern Amenities

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in this beautiful cottage. It's location is great on the Windward Side of Saba. Close to My Scenery, several shops, basically everything you need. The home was spotless and had all the amenities you could ask for. Communication was great and check in was seamless. Margarita was great. I highly recommend it. Looking forward to returning to Saba soon."
Beautiful Traditional Saba Cottage With all the Modern Amenities
Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.
Terrace view Windsong Villa Saba

Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.

10.0 out of 10, Exceptional, (4)
"Our stay was fantastic! Cece was awesome and helpful in every way! She arranged a rental car for us at the house so we could get around the island independently. Views were magnificent and hacienda was perfect! Very clean with every amenity you could possibly want! Kitchen is fully stocked with anything you could possibly need to cook a meal. Don’t hesitate to book this magnificent home! You won’t be sorry!"
Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.
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

Where is the best place for a stay in Windward Side?

El Momo Cottages is ranked highly by Expedia customers. This guesthouse offers a restaurant and an outdoor pool. Another top choice for your stay based on reviews is Saba Arawak Hotel. See all available top hotels, or vacation rentals in Windward Side.

What are some of the best vacation rentals in Windward Side?

Home a way from home in the Unspoiled queen of the Caribbean.: Visitors give good reviews to this Windward Side vacation home rental, which is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. Another good choice for your trip to Windward Side is Beautiful Traditional Saba Cottage With all the Modern Amenities. See all vacation rentals in Windward Side.

If I need to cancel my hotel reservation in Windward Side, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.

Where can I learn more about changing or cancelling my trip to Windward Side?

For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.

What's the best hotel for a family trip to Windward Side?

El Momo Cottages is a guesthouse with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Windward Side.

What's the best pet-friendly place to stay in Windward Side?

El Momo Cottages is a top guesthouse for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.

What's the best hotel to stay near Dutch Museum of Saba?

Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.

What are some hotels with pools in Windward Side?

Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. Another option with an onsite pool is El Momo Cottages. View all hotels with pools in Windward Side.

What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?

El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.

What's it like to stay in Windward Side?

Visitors can enjoy all that Windward Side has to offer including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 14 hotels and other accommodations to choose from. Find out more about Windward Side.

What should I see while I'm in Windward Side?

Cultural venues include Saba Heritage Center, Dutch Museum of Saba, and Harry L Johnson Museum. A couple of additional sights to add to your agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.

What's the seasonal 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.