Compare Cheap Hotels in Windward Side
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Cheap Windward Side Hotels

Saba Arawak Hotel
The peak Windward Side Saba
$151 nightly
The price is $159 total per night
$159 total
Apr 24 - Apr 25
Total with taxes and fees
0.1 mi from city center
When you stay at Saba Arawak Hotel in Windward Side, you'll be near the airport, just steps from Dutch Museum of Saba and Saba Heritage Center.

El Momo Cottages
Booby Hill Windward Side Saba
0.33 mi from city center
With a stay at El Momo Cottages in Windward Side, you'll be within a 10-minute walk of Saba Heritage Center and Dutch Museum of Saba.

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Windward Side Saba
0.1 mi from city center
When you stay at this cottage in Windward Side, you'll be by the ocean, just steps from Harry L Johnson Museum and Jo Bean Glass Art Studio.

Flamboyant Cottage - Spectacular View & Pool
Windward Side Saba
0.47 mi from city center
When you stay at this cottage in Windward Side, you'll be by the sea, within a 10-minute walk of Dutch Museum of Saba and Harry L Johnson Museum.

Spyglass is a Private Villa With 360 View Near Windwardside.
windwardside Saba
0.05 mi from city center
With a stay at this villa in Windward Side, you'll be just steps from Dutch Museum of Saba and Saba Heritage Center.

The Cottage Club Hotel
17a Grey Bush Street Windward Side Saba
0.04 mi from city center
With a stay at The Cottage Club Hotel in Windward Side, you'll be within a 5-minute drive of Cove Bay Beach and Mt Scenery.

Peter Hytte is close to everything at great price!
Windward Side Saba
0.1 mi from city center
When you stay at this cottage in Windward Side, you'll be by the sea, just steps from Harry L Johnson Museum and Jo Bean Glass Art Studio.

The Scenery Hotel Saba
9 Fort Street Windward Side Saba
0.04 mi from city center
When you stay at The Scenery Hotel Saba in Windward Side, you'll be in the mountains, just steps from Saba Heritage Center and Harry L Johnson Museum.

Home a way from home in the Unspoiled queen of the Caribbean.
Saba Caribbean Netherlands
0.49 mi from city center
A stay at this vacation home places you in the heart of Windward Side, within a 15-minute walk of Harry L Johnson Museum and Jo Bean Glass Art Studio.

Talk of the Town Inn & Suites
L.E. Saddler Road #9 Oranjestad St. Eustatius
$112 nightly
The price is $120 total per night
$120 total
May 7 - May 8
Total with taxes and fees
18.97 mi from city center
When you stay at Talk of the Town Inn & Suites in Oranjestad, you'll be near the beach, within a 15-minute walk of Government Guesthouse and Dutch Reformed Church.

The Old Gin House
Oranjebaai 1 Oranjestad Sint Eustatius
$159 nightly
The price is $170 total per night
$170 total
Apr 22 - Apr 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.97 mi from city center
When you stay at The Old Gin House in Oranjestad, you'll be on the beach, just steps from Lower Town Beach and Fort Oranje.

Quill Gardens Boutique Hotel
Road to English Quarter Oranjestad Sint Eustatius
$174 nightly
The price is $187 total per night
$187 total
May 18 - May 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.77 mi from city center
When you stay at Quill Gardens Boutique Hotel in Oranjestad, you'll be near the airport, within a 5-minute drive of Government Guesthouse and Dutch Reformed Church.
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.
Windward Side hotels essential information
Accommodation | 26 hotels |
|---|---|
Lowest Price | $120 |
Highest Price | $187 |
Popular hotels | Saba Arawak Hotel, El Momo Cottages, Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!, Flamboyant Cottage - Spectacular View & Pool, Spyglass is a Private Villa With 360 View Near Windwardside., The Cottage Club Hotel, Peter Hytte is close to everything at great price!, The Scenery Hotel Saba, Home a way from home in the Unspoiled queen of the Caribbean., Talk of the Town Inn & Suites, The Old Gin House, Quill Gardens Boutique Hotel |
Most Recent Windward Side Hotel Reviews

Spyglass is a Private Villa With 360 View Near Windwardside.
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"We stayed at Spyglass Villa on the island of Saba from April 15–18, 2026, and it was truly an unforgettable experience. Without question, the 180-degree views are the best on the island—absolutely breathtaking from every angle.Our group of six family members had more than enough space, and the beds were incredibly comfortable. The bedding was exceptional—honestly better than what you find in many five-star hotels. We slept with the windows open each night, enjoying the cool island breezes, and had some of the best rest we’ve had in a long time.The kitchen is spacious and thoughtfully equipped, making it perfect for multiple people cooking together. Every utensil we needed was there—nothing was lacking. The bathrooms are beautifully updated, clean, and well-designed.The grounds are just as impressive as the home itself. We loved wandering around and taking in the scenery… and the views—truly incredible. The provided binoculars were a nice touch for birdwatching, and there were plenty of games available for evenings in. We especially enjoyed playing Telestrations—lots of laughs.WiFi was strong and reliable throughout our stay, which was helpful. Transportation was easy as well—our cab driver, Coochie, was always available when we needed him.One of the standout aspects of our stay was the host’s kindness and flexibility. They graciously allowed us a late checkout to accommodate our diving schedule, which made a big difference.Our favorite VRBO so far! "
A verified traveler stayed at Spyglass is a Private Villa With 360 View Near Windwardside.






