Photo by Meghan Watters

Find Hotels with a Pool in Windward Side

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Check availability on Windward Side Hotels with a Pool

Tonight
8 Jun - 9 Jun
Tomorrow
9 Jun - 10 Jun
Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun

Top Windward Side Hotels with a Pool

El Momo Cottages
Outdoor pool, sun loungers

El Momo Cottages

3.0 star property
8.6 out of 10, Excellent, (52)
"Staff was great and super friendly "
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.

Frequently asked questions

What's it like visiting Windward Side?
If lounging by a pool is your idea of the perfect getaway, you may want to check out 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 kick back and relax poolside at one of the accommodations in Windward Side that guests like for their pools.
What are some accommodations with pools in Windward Side?
Saba Arawak Hotel: Features complimentary 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 kitchens, a pool, and televisions. Spyglass is a Private Villa With 360 View Near Windwardside.: Features complimentary wireless internet access, a pool, and kitchens. Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Provides televisions and a pool.
How many hotels with pools are there 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, check out sights such as Saba Heritage Center, Dutch Museum of Saba, and Harry L Johnson Museum.
When is the best time to book a hotel with a pool in Windward Side?
Taking into account the local weather in Windward Side is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.