A calm sea with a mountain in the distance.

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Check availability on Windward Side Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Windward Side hotels with a pool

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
A coastal landscape with clear turquoise waters, rocky shoreline, and green hills.
A buffet table with various food items and a selection of wine bottles.
A hotel with a balcony, a view of a hill, and a clear sky.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
NT$4,310
NT$5,069 total
includes taxes & fees
Oct 12 - Oct 13
Saba Arawak Hotel
A pool surrounded by lush greenery and a view of the ocean.
A cluster of houses with red roofs, surrounded by dense greenery and trees.
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.
A lush green landscape with a pool, a red-roofed building, and a view of the ocean.

2. El Momo Cottages

El Momo Cottages
Windward Side
NT$3,640
NT$3,885 total
includes taxes & fees
Oct 16 - Oct 17
El Momo Cottages
A pool area with lounge chairs, a pergola, and a view of a mountain.
A modern interior with a high ceiling, a sofa, ottomans, and potted plants.
A balcony with a view of a mountain, a potted plant, and a seating area.
A row of hotel rooms with red roofs, a wooden deck, and a view of the sea.

3. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
NT$8,246
NT$9,555 total
includes taxes & fees
Oct 12 - Oct 13
Scenery Hotel Saba
A multi-story building with a pool, outdoor seating, and a covered area with a sign reading 'Café à vins.'
A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A brick building with a balcony, green shutters, and a garden with various plants.

4. The Old Gin House

The Old Gin House
Oranjestad
NT$5,639
NT$6,034 total
includes taxes & fees
Oct 14 - Oct 15
The Old Gin House
A swimming pool with lounge chairs, a wooden deck, and a building with a red roof.
A covered patio area with a table and chairs, a door labeled 207, and a window with curtains.
A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.
A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.

5. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
NT$3,295
NT$3,525 total
includes taxes & fees
Oct 12 - Oct 13
Talk of the Town Inn & Suites
A pool with lounge chairs and umbrellas, overlooking a clear blue sea.
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.
A large, two-story house with a swimming pool, surrounded by lush greenery and a mountain in the background.
A hallway with tiled flooring, large vases with flowers, and a painting on the wall.

6. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
NT$5,264
NT$5,632 total
includes taxes & fees
Oct 12 - Oct 13
Quill Gardens Boutique Hotel
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Choose what matters most at hotels with a pool in Windward Side

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"Fun little place to stay at Saba. Not a traditional hotel, but each room is in it's own little cabin basically in a jungle with a patio and a bathroom. The jungle gets surprisingly loud at night and the morning views from our cabin were stunning. There is a lot of stairs everywhere around the property, so you'll have to be comfortable carrying your luggage and climbing the stairs up and down. Swimming pool was a very nice touch after a long day of hiking."
Martina 2-night trip
Posted 2 days ago
El Momo Cottages

Frequently asked questions

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 a restaurant. Scenery Hotel Saba: Provides free self parking, an outdoor pool, and complimentary wireless internet access. The Cottage Club Hotel: Features complimentary wireless internet access, a pool, and kitchens. The Old Gin House: Offers kitchens, a pool, and televisions.
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 Dutch Museum of Saba, Harry L Johnson Museum, and Saba Heritage Center.
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.