Hotels with Pool & Resorts in Windward Side from AU$164

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Check availability on Windward Side Hotels with Pool

Tonight
28 Apr - 29 Apr
Tomorrow
29 Apr - 30 Apr
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

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, (87 reviews)
The price is AU$221
includes taxes & fees
3 May - 4 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)
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 price is AU$246
includes taxes & fees
13 May - 14 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, (60 reviews)
The price is AU$282
includes taxes & fees
5 May - 6 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 price is AU$164
includes taxes & fees
14 May - 15 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

8/10 Good
"There is no shuttle. Someone at the airport got us a taxi. The hotel did not help in any way in us getting to the hotel. Important to know.....you are on your own to and from the hotel. Heads up hotel.com would not let me post this"
scott 3-night trip
Posted 2 months 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 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 a restaurant. Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Provides kitchens, a pool and televisions. Flamboyant Cottage - Spectacular View & Pool: Offers complimentary wireless Internet access, a pool and kitchens. Spyglass is a Private Villa With 360 View Near Windwardside.: 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, visit sights such as Saba Heritage Center, 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.