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

Top Windward Side Hotels with a Pool

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
Juliana's Hotel
Pool

Juliana's Hotel

Juliana's 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.

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. 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 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, 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 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.