Monthly Rentals in Old Booby Hill

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Villa in The Bottom
5 out of 5 average rating, 5 reviews

Magnificent private hilltop villa on magical Saba

JohnRating, 5 stars2 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.
Villa in Windward Side
4.71 out of 5 average rating, 24 reviews

Saba's Finest, Largest Villa

IverRating, 5 stars1 month 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
Cabin in Windward Side
4.94 out of 5 average rating, 18 reviews

El Momo Cottages (cottage with kitchenette)

ErsinRating, 5 stars2 months ago
This was an excellent rustic experience immersed in the nature of Saba. Absolutely stunning sunset view right from my cabin! Honest owners, everything is exactly as they describe. Felt at peace while staying here.
Superhost
Home in Windward Side
4.81 out of 5 average rating, 57 reviews

Compass Cottage

RandallRating, 5 stars1 month ago
Saba was a great vacation spot, and Compass Cottage was the perfect villa for us. People coming to Saba should be aware that this was not a lie-on-the-beach Caribbean vacation. You walk everywhere, and the hiking/walking can be rigorous (but beautiful). The walk to/from town is about 12 minutes, (but it is a bit of a climb up the hill). Windward Side is definitely where you want to stay. Compass Cottage was a relaxing and private home for a week. Mark was very responsive and helpful. The Saba community is warm and welcoming. Highly recommend Compass Cottage - and Saba!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

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*Some exclusions may apply in certain geographies and for some properties.