
Vacation rentals in Windward Side
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Top-rated vacation rentals in Windward Side
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Other great vacation rentals in Windward Side

Villa in The Bottom
5 out of 5 average rating, 5 reviewsMagnificent private hilltop villa on magical Saba
JohnRating, 5 stars3 months ago
Haiku House on Saba is a gem. We stayed a week and with our family and it was fabulous. The view is fantastic and the house has all the amenities you could ask for. Assistance was always available from the property manager who was very responsive. Would highly recommend.
Top guest favorite

Apartment in Zion's Hill
5 out of 5 average rating, 6 reviewsTree Fern Studio in Zion's Hill, Saba
KiraRating, 5 stars2 weeks ago
Thanks to Jeff for the warm welcome on Saba, one of the best kept secrets in the Caribbean for excellent scuba diving and hiking. I felt at home in his apartment, a small, typically Saban cottage. Good choice. His father David (Jeff was working) picked me up at the airport, took me to Upper Zion's Hill, the highest settlement on the island. The accomodation is new, spacious enough for two persons, fully and top equipped, has air conditioning. The location is quiet, surrounded by nature, right next to the entrance of the Sandy Cruz Trail which has a branch up to Mount Scenery, the highest peak of the Netherlands. Walking to Windwardside, the next village with all the infrastructure, takes 35 minutes - constant up and down. Jeff helped me in finding a rental car which you definitely need on Saba. He also picked up my luggage which came one day after my arrival from St. Maarten. Next time on Saba I would pick Jeff's place again.
Top guest favorite

Villa in Gustavia
5 out of 5 average rating, 25 reviewsLa Tiny Siesta
BlakeRating, 5 stars1 month ago
Laurence’s house is an absolute gem on the island. Private setting with beautiful landscaping, incredible sunset view, and many wildlife to enjoy (hummingbird, tortoises, cats, frogs, occasional goat- never intrusive). The house is located at the top of a steep hill but has ample parking and the pool is perfect to cool off. The location is great because you are just outside of the town of Gustavia but within walking distance to town if you want. The super market is also walkable or a short drive. Watching the sunsets and planes arriving to SBH was a great way to end the day of exploring the island. I highly recommend the house and I am already looking to book it again. Thank you Laurence!
Guest favorite

Home in Terre-Neuve
4.91 out of 5 average rating, 23 reviewsSmall Creole Case 5
CynthiaRating, 5 stars2 months ago
This is our second time staying at Malika’s property. As always - great location, clean amenities, very responsive host.
Guest favorite

Condo in Colombier
4.97 out of 5 average rating, 39 reviews* Nice studio for 2 people in Colombier
StephanRating, 5 stars1 week ago
Very friendly, a great location and fast communication!

Apartment in Windward Side
4.67 out of 5 average rating, 3 reviewsIsland Paradise Tropical Apartment
YaoRating, 5 stars1 month ago
Place is super nice, very clean and very comfortable apartment. Has all the cooking utensils that you would need. Co-host Tracy is very friendly and went beyond inhelping us. Location/town is walking distance to all the essential places. Would recommend it a lot for everyone on.

Villa in Windward Side
4.72 out of 5 average rating, 25 reviewsSaba's Finest, Largest Villa
IverRating, 5 stars3 months ago
Panoramic views from high above the sea. Main home needs some attention, but is very beautifully designed and constructed. The property manager, Marc was always available and did an excellent job taking care of us while we were there. Steep walk up the driveway but then a fairly short and even walk into charming Windward Side with grocery stores, nice restaurants and the excellent Mt Scenery trail head. The Spring Bay trail head which also has very dramatic views is just a few minutes walk from the house.
Guest favorite

Apartment in Corossol
4.93 out of 5 average rating, 86 reviewsCorossol studio, 2-minute walk to the beach
GerardoRating, 5 stars1 month ago
great location for the price. had a wonderful family wedding weekend and was always able to easily access all parts of the weekend agenda from my location.
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