Hotels with Pool & Resorts in Windward Side from NZ$190

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Check availability on Windward Side Hotels with Pool

Our top choices for Windward Side hotels with a pool

Outdoor pool, pool loungers

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (57 reviews)
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is NZ$338
includes taxes & fees
17 Feb - 18 Feb
The Old Gin House
Exterior

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel
Outdoor pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (79 reviews)
"Friendly Staff "
Canada
Trilochan
Saba Arawak Hotel
Outdoor pool, pool loungers

El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (55 reviews)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is NZ$190
includes taxes & fees
23 Feb - 24 Feb
El Momo Cottages
Outdoor pool, pool loungers

Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
9.2 out of 10, Wonderful, (13 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is NZ$196
includes taxes & fees
6 Mar - 7 Mar
Talk of the Town Inn & Suites
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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Choose what matters most at hotels with a pool in Windward Side

Breakfast included
4 stars

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Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"Very awesome hotel, great history and staff was excellent, great job."
Michael 2-night trip
Posted 1 month ago
The Old Gin House
El Momo Cottages

El Momo Cottages

10/10 Excellent
"The staff is fantastic! Cabins are simple, clean and comfortable. Breakfast was delicious.The views are amazing! Be prepared to climb to enjoy the views. Lots of stairs but worth it!"
colin 3-night trip
Posted 3 months ago
El Momo Cottages

Frequently asked questions

What are some accommodation options with pools in Windward Side?
Saba Arawak Hotel: Features complimentary high-speed (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.: Features kitchens, a pool and televisions. Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Provides 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, visit sights such as Dutch Museum of Saba, Saba Heritage Center and Jo Bean Glass Art Studio.
When is the best time to book a hotel with a pool in Windward Side?
Taking the local weather in Windward Side into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.