Search Hotels with Pool in Windward Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windward Side Hotels with Pool

Our top choices for Windward Side hotels with a pool

Outdoor pool

Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.4 out of 10, Very good, (80 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 ฿3,875
฿4,131 total
includes taxes & fees
23 Feb - 24 Feb
El Momo Cottages
Outdoor pool, pool loungers

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (58 reviews)
"Very awesome hotel, great history and staff was excellent, great job."
United States
Michael
The price is ฿5,724
฿6,125 total
includes taxes & fees
22 Feb - 23 Feb
The Old Gin House
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 ฿3,600
฿3,852 total
includes taxes & fees
5 Mar - 6 Mar
Talk of the Town Inn & Suites
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
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.
View all properties

Choose what matters most at hotels with a pool in Windward Side

Breakfast included
4 stars

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. The Scenery Hotel Saba: Provides complimentary wireless Internet access, a pool and kitchens. The Cottage Club Hotel: Features kitchens, a pool and televisions. The Old Gin House: 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, Harry L Johnson Museum 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.