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Hotels with a Pool in Windward Side
Properties are selected based on real traveller 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 traveller experience. Last updated on 6 November 2026.
1. Saba Arawak Hotel
Saba Arawak HotelWindward Side
- Outdoor pool
8.2 out of 10, Very good, (109 reviews)
The price is £118
includes taxes & fees
6 Dec - 7 Dec
2. El Momo Cottages
El Momo CottagesWindward Side
- Outdoor pool
- Pool loungers
8.6 out of 10, Excellent, (63 reviews)
The price is £90
includes taxes & fees
7 Nov - 8 Nov
3. Scenery Hotel Saba
Scenery Hotel SabaWindward Side
- Outdoor pool
- Pool loungers
The price is £238
includes taxes & fees
8 Nov - 9 Nov
4. The Old Gin House
The Old Gin HouseOranjestad
- Outdoor pool
- Pool loungers
- On the beach
8.4 out of 10, Very good, (65 reviews)
The price is £126
includes taxes & fees
7 Dec - 8 Dec
5. Talk of the Town Inn & Suites
Talk of the Town Inn & SuitesOranjestad
- Outdoor pool
- Pool loungers
- Near the beach
8.2 out of 10, Very good, (20 reviews)
The price is £80
includes taxes & fees
7 Dec - 8 Dec
6. Quill Gardens Boutique Hotel
Quill Gardens Boutique HotelOranjestad
- Outdoor pool
9.6 out of 10, Exceptional, (32 reviews)
The price is £131
includes taxes & fees
4 Dec - 5 Dec
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.