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Find Hotels with a Pool in Windward Side

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Check availability on Windward Side Hotels with a Pool

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

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, (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 4 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 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 complimentary wireless internet access, a pool, and kitchens. Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!: Features kitchens, a pool, and televisions. Spyglass is a Private Villa With 360 View Near Windwardside.: 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.