Photo by Meghan Watters

Windward Side Hotels with Swimming Pool

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Check availability on Windward Side Hotels with Swimming Pools

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Windward Side Hotels with Swimming Pools

El Momo Cottages
Relax by the serene pool surrounded by lush tropical vegetation and a natural landscape.

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (54)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
El Momo Cottages
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.

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Georgina 2-night trip
Posted 2 days ago
El Momo Cottages
The Old Gin House

The Old Gin House

10/10 Excellent
"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"
Erika 2-night trip
Posted 7 months ago
The Old Gin House

Frequently asked questions

What's it like visiting Windward Side?
If lounging by a pool is your idea of the perfect getaway, you might want to think about scenic Windward Side, which has 6 places to stay with pools. During your visit, you can explore sights such as Dutch Museum of Saba and Mt Scenery, and then unwind poolside at one of the accommodation options in Windward Side that guests like for their pools.
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 Cottage Club Hotel: Provides complimentary wireless Internet access, a pool and kitchens. Quill Gardens Boutique Hotel: Features kitchens, a pool and televisions. The Old Gin House: Provides televisions and a pool.
How many hotels with pools will I be able to find in Windward Side?
Expedia has 6 hotels in Windward Side for your poolside break.
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.