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Top Windward Side hotels
Peter Hytte is close to everything at great price!
Windward Side
A garden is available at this cottage.
"It's safe to say I could absolutely live here!!! This cottage is in the heart! Jeffery is amazing. He's helpful, laid back and kind LIKE EVERYONE here! I'm booking again soon. Where else can you sleep with all your doors and windows open in nature and be safe?"
Reviewed on Sep 10, 2025
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Windward Side
A garden is available at this cottage.
Great Little Community
"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 ..."
Reviewed on Nov 27, 2024
Home a way from home in the Unspoiled queen of the Caribbean.
Saba
An outdoor pool is featured at this vacation home, along with a garden and barbecue grills.
Fantastic property & hosts
"Iris House is cute, comfortable, great/walkable location and with everything we needed for a great stay. Owner and manager both very helpful - highly recommend."
Reviewed on Jul 9, 2025
Spyglass is a Private Villa With 360 View Near Windwardside.
windwardside
A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
World Class experience
"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 ..."
Reviewed on Mar 14, 2025
Flamboyant Cottage - Spectacular View & Pool
Windward Side
An outdoor pool is featured at this cottage, along with a garden.
Spectacular
"So lovely , whimsical, the view, the pool was so wonderful to cool off. Saba is magical.The cottage was clean and so many outdoor sitting spots.Could not recommend it more"
Reviewed on Mar 18, 2025
Saba Arawak Hotel
The peak, Windward Side, Saba
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking ...
"It was an amazing experience"
Reviewed on Sep 19, 2025
El Momo Cottages
Booby Hill, Windward Side, Saba
A restaurant and an outdoor pool are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Reviewed on Jul 20, 2025
The Old Gin House
Oranjebaai 1, Oranjestad, Sint Eustatius
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $208 total per night from Oct 2 to Oct 3
$208 total
Oct 2 - Oct 3
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Enjoy the outdoor pool and free perks like full breakfast and free self parking. Free WiFi in public areas, ...
"Beautiful location convenient to Scubaqua Dive Operation, a number of dining options, walking option to the town, fort, and views of the Caribbean!"
Reviewed on Apr 12, 2025
The Cottage Club Hotel
17a Grey Bush Street, Windward Side, Saba
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. A terrace, a garden, and luggage storage are also on offer.
"Beautiful views. Very centrally located and quiet."
Reviewed on Nov 24, 2021
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 Hotel & Travel Guide\n
Are you intending on vacationing in Saba and hoping to reserve a place to sleep in or near Windward Side? You will discover 4 hotels on Travelocity within 6 miles (10 kilometers) of central Windward Side.
Are you trying to find a bed close to where the locals are? Read about the Scout's Place Hotel and El Momo Cottages that you can stay in within a 0.6 miles (1 kilometer) walk of central downtown.
The Queen’s Garden Resort & Spa as well as the Selera Dunia Boutique Hotel are two great accommodation options to explore. The Queen’s Garden Resort & Spa is positioned 1 mile (2 kilometers) from the center of Windward Side. The Selera Dunia Boutique Hotel is 0.4 miles (0.6 kilometers) away. As an alternative, you could look into the option of finding a room at the The Old Gin House. It can be found 19 miles (30 kilometers) away from the central area of Windward Side.
Travelocity's travel listing is an excellent way to learn the secrets of Windward Side.
Frequently asked questions
Recent Windward Side hotel reviews by fellow wanderers
Saba Arawak Hotel
5 out of 5
Posted 12 days ago
Travelocity Verified Review
"It was an amazing experience "
A verified traveler stayed at Saba Arawak Hotel
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