Photo by Meghan Watters

Find hotels in Windward Side from SAR 372

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Check Windward Side hotel prices

Tonight
5 Dhuʻl-Q. - 6 Dhuʻl-Q.
Tomorrow night
6 Dhuʻl-Q. - 7 Dhuʻl-Q.
This weekend
8 Dhuʻl-Q. - 10 Dhuʻl-Q.
Next weekend
15 Dhuʻl-Q. - 17 Dhuʻl-Q.

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Compare 27 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Saba Arawak Hotel
Pool
Saba Arawak Hotel
3.0 star property
8.4 out of 10, Very Good, (31)
"Very good manager. He took care of us like a good friend. When we couldn't find a taxi late in the night he even dropped by niece at the dome. Highly appreciated. "
The price is SAR 485
SAR 570 total
includes taxes & fees
6 Nov - 7 Nov
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. "
The price is SAR 372
SAR 398 total
includes taxes & fees
8 Nov - 9 Nov
El Momo Cottages
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.
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
Poets and Painters Cottage
Interior
Poets and Painters Cottage
The price is SAR 1,352
SAR 1,540 total
includes taxes & fees
6 Nov - 7 Nov
Poets and Painters Cottage
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, (8)
"Three of us came to Saba for the first time, for a diving vacation. We had a great time and Althea's Cottage worked out perfectly for us. The 2 bedrooms with bath were at opposite ends of the house, we had a kitchen with dining, a large living room sitting area and back yard patio area. We were able to use an outdoor clothesline daily for drying our diving attire. The cottage is located with convenient walking access several restaurants, 2 grocery stores, a delicious bakery. and the Swinging...
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
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.
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, (1)
"The cottage is great, just as described. The beds are comfortable and clean. All of Windwardside is walking distance from this location, the grocery store is steps away. I would definitely stay here again."
Beautiful Traditional Saba Cottage With all the Modern Amenities
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?

Based on our traveler data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your trip include El Momo Cottages and Selera Dunia Boutique Hotel. See all available top hotels, or vacation rentals in Windward Side.

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

Poets and Painters Cottage: Visitors give good reviews to this Windward Side vacation home rental, which offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the books in this rental home to help you unwind. 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 13 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.