Photo by Meghan Watters
Search Guest Houses in Windward Side
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 2 Guest Houses in Windward Side with updated reviews, rates, and availability.

El Momo Cottages
El Momo Cottages
8.6 out of 10, Excellent, (51)

Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel
9.4 out of 10, Exceptional, (17)
The price is SAR 897
SAR 959 total
includes taxes & fees
31 Mar - 1 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Windward Side

Flamboyant Cottage - Spectacular View & Pool
Flamboyant Cottage - Spectacular View & Pool
9.8 out of 10, Exceptional, (38)

Spyglass is a Private Villa With 360 View Near Windwardside.
Spyglass is a Private Villa With 360 View Near Windwardside.
9.8 out of 10, Exceptional, (68)

Peter Hytte is close to everything at great price!
Peter Hytte is close to everything at great price!
10.0 out of 10, Exceptional, (1)
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.
Recent reviews of Windward Side hotels
Recent reviews of Windward Side hotels

Spyglass is a Private Villa With 360 View Near Windwardside.
5/5 Excellent
World Class experience
"The villa is even more beautiful than the pictures. The views and gardens are even more vibrant and incredible than we expected. We were amazed at the incredible construction and attention to detail in the house. The building itself looks like much of the wood work and interior is custom built and individually crafted. All appliances and appointments are top notch. The atmosphere is so peaceful. Overall the villa is airy, spacious, bright and with views into the infinity of the Caribbean. "
A verified traveler stayed at Spyglass is a Private Villa With 360 View Near Windwardside.
Posted 10 days ago