View of Saba and Statia (Sint Eustatius) in the Dutch Caribbean from the north coast of Saint Kitts

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Our top choices for Windward Side hotels with a pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very Good, (92 reviews)
The price is ¥21,682
¥25,498 total
includes taxes & fees
Jun 19 - Jun 20
Saba Arawak Hotel

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (28 reviews)
The price is ¥28,731
¥30,848 total
includes taxes & fees
Jun 21 - Jun 22
Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.6 out of 10, Excellent, (18 reviews)
The price is ¥19,511
¥20,941 total
includes taxes & fees
Jun 26 - Jun 27
Talk of the Town Inn & Suites

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very Good, (62 reviews)
The price is ¥30,471
¥32,604 total
includes taxes & fees
Jun 28 - Jun 29
The Old Gin House
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 are some accommodations with pools in Windward Side?
Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. El Momo Cottages: Offers complimentary wireless internet access, an outdoor pool, and laundry facilities. Flamboyant Cottage - Spectacular View & Pool: Provides complimentary wireless internet access, a pool, and kitchens. Spyglass is a Private Villa With 360 View Near Windwardside.: Offers kitchens, a pool, and televisions. Peter Hytte is close to everything at great price!: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Windward Side?
Take in the natural beauty with a stop at Mt Scenery. During your stay, check out sights such as Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum.
When is the best time to book a hotel with a pool in Windward Side?
Taking into account the local weather in Windward Side is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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.