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Hotels with a Pool in Windward Side

October 2026
12
November 2026

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This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Hotels with a Pool in Windward Side

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Windward Side on Hotels.com. These Windward Side Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 12, 2026.
A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
A hotel with a balcony, a view of a hill, and a clear sky.
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.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
  • Outdoor pool
CNY904
CNY1,063 total
includes taxes & fees
Oct 13 - Oct 14
Saba Arawak Hotel
A pool area with lounge chairs, a pergola, and a view of a mountain.
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.
A modern interior with a high ceiling, a sofa, ottomans, and potted plants.

2. Scenery Hotel Saba

Scenery Hotel Saba
Windward Side
  • Outdoor pool
  • Pool loungers
CNY1,729
CNY2,003 total
includes taxes & fees
Oct 13 - Oct 14
Scenery Hotel Saba
A pool surrounded by lush greenery and a view of the ocean.
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.
A cluster of houses with red roofs, surrounded by dense greenery and trees.
A cozy room with a wooden table and chairs, a bed, and a window overlooking greenery.

3. El Momo Cottages

El Momo Cottages
Windward Side
  • Outdoor pool
  • Pool loungers
CNY763
CNY815 total
includes taxes & fees
Oct 16 - Oct 17
El Momo Cottages
A multi-story building with a pool, outdoor seating, and a covered area with a sign reading 'Café à vins.'
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A beach with palm trees, a stone wall, and a building in the background.
A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.

4. The Old Gin House

The Old Gin House
Oranjestad
  • Outdoor pool
  • Pool loungers
  • On the beach
CNY1,182
CNY1,265 total
includes taxes & fees
Oct 14 - Oct 15
The Old Gin House
A pool with lounge chairs and umbrellas, overlooking a clear blue sea.
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.
A breakfast table set with plates, cutlery, a vase of flowers, and a view of the ocean.

5. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
  • Outdoor pool
CNY1,103
CNY1,181 total
includes taxes & fees
Oct 13 - Oct 14
Quill Gardens Boutique Hotel
A swimming pool with lounge chairs, a wooden deck, and a building with a red roof.
A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.
A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.

6. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
  • Outdoor pool
  • Pool loungers
  • Near the beach
CNY691
CNY739 total
includes taxes & fees
Oct 13 - Oct 14
Talk of the Town Inn & Suites
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Discover your perfect hotel with a pool in Windward Side

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Top landmarks in Windward Side

Dutch Museum of Saba

8.4/10 (5 reviews)
The center of Windward Side is home to cultural attractions like Dutch Museum of Saba, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Mt Scenery, Cove Bay Beach, and Well's Bay Beach.
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Saba Heritage Center

The center of Windward Side is home to cultural attractions like Saba Heritage Center, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.
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Harry L Johnson Museum

8.8/10 (3 reviews)
The center of Windward Side is home to cultural attractions like Harry L Johnson Museum, so you might want to stop by during your stay. If you want to experience more of the culture Windward Side has to offer, head to Dutch Museum of Saba, Mt Scenery, and Cove Bay Beach.
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Jo Bean Glass Art Studio

9.8/10 (8 reviews)
If museums are on your list of things to see, then you might want to head to Jo Bean Glass Art Studio, located in the heart of Windward Side.If you want to see more of the museums in Windward Side, you can easily walk to Dutch Museum of Saba or Saba Heritage Center.
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About the destination

If you're looking to discover somewhere new, look no further than Windward Side. Whether you're planning to stay for a night or for the week, the area around Windward Side has accommodations to fit every need. Search for hotels in Windward Side with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Windward Side hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windward Side hotel deals are here with our lowest price guarantee.