Book Hotels in Windward Side

"The room is decent, with a kitchen. The restaurant at the hotel ended their lease, so you need to go elsewhere for meals. It's a 5-10 minute walk into town. However the road is hilly and unlit, so I do not recommend walking at night."

"The “Peter Hyatte” cottage was exceptional during our stay. Clean, quiet, well maintained, and conveniently located. The host, Jeffrey has to be commended on such a pleasant stay. He arranged pick up at the airport, greeted us as if we were family, explained the property, told us which restaurants were opened or closed, gave insight on the hiking trails and the the island itself. Jeffrey provided his phone number and said “if there’s anything you need call me”. We took him up on his offer when we were on the other side of the island, stranded on a hiking trail in a rain storm. We called Jeff, gave him our location and he contacted our favorite taxi driver Peddy to come and get us. That’s a host who cares, thanks again Jeff!Fun facts…ask about the origin of the names of the cottages and what job Peddy did growing up, you’ll be amazed."

"We loved our room. Felt like we were living in history. Everyone was so helpful. We will definitely go back. "

"We’ve been to Saba/Althea cottage twice now … it’s one of our favorite spots in the world! "

"Clean, nice pool, cozy outdoor eating area. Perfect!"

"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 were incredibly comfortable. The bedding was exceptional—honestly better than what you find in many five-star hotels. We slept with the windows open each night, enjoying the cool island breezes, and had some of the best rest we’ve had in a long time.The kitchen is spacious and thoughtfully equipped, making it perfect for multiple people cooking together. Every utensil we needed was there—nothing was lacking. The bathrooms are beautifully updated, clean, and well-designed.The grounds are just as impressive as the home itself. We loved wandering around and taking in the scenery… and the views—truly incredible. The provided binoculars were a nice touch for birdwatching, and there were plenty of games available for evenings in. We especially enjoyed playing Telestrations—lots of laughs.WiFi was strong and reliable throughout our stay, which was helpful. Transportation was easy as well—our cab driver, Coochie, was always available when we needed him.One of the standout aspects of our stay was the host’s kindness and flexibility. They graciously allowed us a late checkout to accommodate our diving schedule, which made a big difference.Our favorite VRBO so far! "