Monthly Rentals in Cole Bay

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

Nearby monthly rentals

Apartment in Cole Bay
4.86 out of 5 average rating, 14 reviews

Colebay Retro Vibe w Private Outdoor Enclosure

ValyRating, 5 stars1 month ago
i had a very nice and pleasant stay. location was centrally located near a Bus stop and shops. i really felt at home in that apartment. The contact and communication was very professional and perfect.. if I needed anything they were always there for me and helped me where needed. lovely ladies who are very accommodating & helpful. Heather and Lynne thanks for everything!
Top guest favorite
Home in Cole Bay
5 out of 5 average rating, 38 reviews

Spacious 3BR with Private Cozy Pool

BarbaraRating, 5 stars4 weeks ago
The house was immaculate. Kitchen was fully equipped with everything needed to cook. We loved that the kitchen had a hybrid approach to cooking whereas there were two gas pilot and an electric stove. All bedrooms were nice with extra towels and linens. All rooms had TV’s (the internet would go off for periods of time). You can charge your phone, tablet, etc bedside. Nice size backyard with a “cozy” pool. The house was very accommodating. It was 5 of us and we didn’t feel cramped. Free parking space in the front. We had two issues that were very quickly addressed. The host lived right across, which helps with resolving any issues quick. Sabrina is vey nice. Quick to respond prior to the trip and during the trip. She was accommodating as well i had a phone interview that was past the check out time and she graciously let us check out a little later so I can take my interview. Highly recommend!
Superhost
Apartment in Cole Bay
4.8 out of 5 average rating, 139 reviews

J-m house 1

DanielleRating, 5 stars1 week ago
Beautiful place! It is a walkable distance to downtown Simpson Bay.
Superhost
Apartment in Cole Bay
5 out of 5 average rating, 3 reviews

A121 - Condo with amazing view

OctaviaRating, 5 stars2 months ago
Review of The Hills – St. Maarten Staying at The Hills was the perfect blend of luxury and convenience. The views were absolutely stunning—especially from the rooftop pool, which became my go-to spot for relaxing. The unit was modern, clean, and had everything I needed, plus the location was close to the best restaurants and beaches in Simpson Bay. With gated access and 24/7 security, I felt super safe throughout my stay. The only thing missing was a gym, but I was told one is in the works—which is great news for future visits. If you’re looking for a peaceful, elevated experience in St. Maarten, The Hills is a solid place.

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

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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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Destinations to explore

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