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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, (89 reviews)
"The pool was nice .."
United States
Kevin
The price is 3.553.740 ₫
4.179.198 ₫ total
includes taxes & fees
14 May - 15 May
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, (57 reviews)
"the pool was a perfect spot to relax after a day out"
United States
PATRICK
The price is 2.607.561 ₫
2.790.617 ₫ total
includes taxes & fees
31 May - 1 Jun
El Momo Cottages
Exterior

Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (26 reviews)
"The place was very nice I loved the view I loved the service they we’re very nice . The pool was amazing 10/10 . Excellent place "
United States
Jennifer
The price is 4.590.888 ₫
4.912.224 ₫ total
includes taxes & fees
18 May - 19 May
Quill Gardens Boutique Hotel
Outdoor pool, pool loungers

The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (61 reviews)
"The moment we entered the property it was exactly what we wanted for a small island. Close to lots of historic buildings and still near the water with a fantastic restaurant. Pool was very enjoyable. Will stay at The Gin House if we return to Statia."
United States
Doug
The price is 4.997.035 ₫
5.346.817 ₫ total
includes taxes & fees
17 May - 18 May
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
8.6 out of 10, Excellent, (17 reviews)
"The Talk of the Town is a stunning nice, cosy hotel with a small compound of summer houses and swimming pool."
United States
Raymond
The price is 3.076.395 ₫
3.291.743 ₫ total
includes taxes & fees
16 May - 17 May
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

Top Windward Side Hotel Reviews

The Old Gin House

The Old Gin House

10/10 Excellent
"We loved our room. Felt like we were living in history. Everyone was so helpful. We will definitely go back. "
Kathryn 1-night trip
Posted 7 days ago
The Old Gin House
El Momo Cottages

El Momo Cottages

10/10 Excellent
"Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view. "
lucy 2-night trip
Posted 2 months ago
El Momo Cottages

Frequently asked questions

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 Harry L Johnson Museum.
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.