Book Hotels in Windward Side
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Windward Side hotels

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Very nice comfortable casual accommodations. Very convenient to amazing bakery open for breakfast and lunch, other restaurants nearby. Only critique of Althea Cottage is that the gas stove’s flame controls didn’t work well.
Reviewed on Apr 3, 2026

The Cottage Club Hotel
Beautiful views. Very centrally located and quiet.
Reviewed on Nov 24, 2021

Peter Hytte is close to everything at great price!
Our trip started with a cab pick up at the airport arranged by Jeff. He then met us at the property, showed us around and gave us some very good meal recommendations. We decided to venture up Mt Scenery the next day and unfortunately for me, I tripped 5 steps before finishing at the bottom and severely ...
Reviewed on Mar 26, 2026

Home a way from home in the Unspoiled queen of the Caribbean.
Iris House is cute, comfortable, great/walkable location and with everything we needed for a great stay. Owner and manager both very helpful - highly recommend.
Reviewed on Jul 9, 2025

Flamboyant Cottage - Spectacular View & Pool
Yes ocean view
Reviewed on Mar 26, 2026

Spyglass is a Private Villa With 360 View Near Windwardside.
We stayed at Spyglass Villa on the island of Saba from April 15–18, 2026, and it was truly an unforgettable experience. Without question, the 180-degree views are the best on the island—absolutely breathtaking from every angle.Our group of six family members had more than enough space, and the beds ...
Reviewed on Apr 18, 2026

El Momo Cottages
Loved this place as so simply beautiful and relaxed. Not suitable if struggle with mobility as located up a steep hill / steps ... But worth the view.
Reviewed on Mar 9, 2026

Saba Arawak Hotel
Nice view, room clean (floor could be cleaner) and good, daily housekeeping. Connection with village is poor: although it is on short distance, as pedestrian it is very dangerous to walk roadside to restaurants and shops. A shuttle should be the best solution.
Reviewed on Mar 29, 2026

The Scenery Hotel Saba
Windward Side Hotel & Travel Guide\n
Are you intending on vacationing in Saba and hoping to reserve a place to sleep in or near Windward Side? You will discover 4 hotels on Travelocity within 6 miles (10 kilometers) of central Windward Side.
Are you trying to find a bed close to where the locals are? Read about the Scout's Place Hotel and El Momo Cottages that you can stay in within a 0.6 miles (1 kilometer) walk of central downtown.
The Queen’s Garden Resort & Spa as well as the Selera Dunia Boutique Hotel are two great accommodation options to explore. The Queen’s Garden Resort & Spa is positioned 1 mile (2 kilometers) from the center of Windward Side. The Selera Dunia Boutique Hotel is 0.4 miles (0.6 kilometers) away. As an alternative, you could look into the option of finding a room at the The Old Gin House. It can be found 19 miles (30 kilometers) away from the central area of Windward Side.
Travelocity's travel listing is an excellent way to learn the secrets of Windward Side.
Frequently asked questions
Recent Windward Side hotel reviews by fellow wanderers

Spyglass is a Private Villa With 360 View Near Windwardside.
Explore More Ways to Travel with Travelocity
- Adults Only Resorts & in Saba
- All Inclusive Resorts & in Saba
- Beach Resorts & in Saba
- Boutique Hotels in Saba
- Cheap Hotels in Saba
- Gay Friendly Hotels in Saba
- Hotels with Pools in Saba
- Luxury Hotels in Saba
- Oceanfront Hotels in Saba
- Pet Friendly Hotels in Saba
- Saba Hotels
- B&B in Saba
- Guest Houses in Saba
- Holiday Park Resorts in Saba
- Resorts in Saba
- All Inclusive Resorts & in Hell's Gate
- Hell's Gate Hotels
- Safari Camps in Hell's Gate
- Pod Hotels in The Bottom
- Gay Friendly Hotels in The Bottom
- Hotels with Early Check-in in The Bottom
- The Bottom Hotels
- Treehouses in The Bottom
- Flights from Juancho E. Yrausquin
- Air Antilles Philipsburg (SXM) to Saba (SAB) flights
- United Dayton (DAY) to Saba (SAB) flights
- United Pittsburgh (PIT) to Saba (SAB) flights
- Windward Island Airways International Philipsburg (SXM) to Saba (SAB) flights
- Flights from Albuquerque (ABQ) to Saba (SAB)
- Flights from Appleton (ATW) to Saba (SAB)
- Flights from Bonaire (BON) to Saba (SAB)
- Flights from Detroit (DTW) to Saba (SAB)
- Flights from Georgetown (OGL) to Saba (SAB)
- Flights from Pittsburgh (PIT) to Saba (SAB)
- Flights from Port of Spain (POS) to Saba (SAB)
- Flights from San Juan (SJU) to Saba (SAB)
- Flights from Philipsburg (SXM) to Saba (SAB)
- Flights to Saba
- Flights to Hell's Gate
- Flights to The Bottom






