Search Holiday Homes in Windward Side

"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! "

"Unaware"

"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. "

"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 sprained both of my ankles. I texted Jeff and he came and picked us up and took us to the hospital. Jeff also came back to the hospital to pick us up and dropped us off again two days later for follow up. I can honestly say Jeff was the kindest VRBO host whose property we have stayed at. He is very knowledgeable about the island and seemingly knows everyone. Next time we go back, we will definitely stay at either Peter Hytte or Jeff’s even larger property next door! "

"Really convenient for the airport ... But slightly further from town than expect.. Some upgrading work happening so roof top barbeque area not accessible and some noise . However room clean and large kitchen area if needed. Everyone really helpful. "

"There is no shuttle. Someone at the airport got us a taxi. The hotel did not help in any way in us getting to the hotel. Important to know.....you are on your own to and from the hotel. Heads up hotel.com would not let me post this"

"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. "