Monthly Rentals in Simpson Bay

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

Nearby monthly rentals

Top guest favourite
Condo in Lowlands
4.96 out of 5 average rating, 112 reviews

Sint Maarten La Terrasse Maho

ManabuRating, 5 stars1 month ago
Anchise’s place was one of the great accommodation we have ever had! Everything was described. It was more we were expected. Also, it is very close to airport and beautiful beaches near by. There are lots of restaurants and shops. We didn’t need car at that time because easy to catch bus and taxi in front of the road. Room was well equipped and comfortable everything. Anchise is very reliable parson. He alway did quick response when we had questions and concerns. Definitely we will come back here when we visit beautiful Sint Maarten! Thanks Anchise.
Superhost
Apartment in Lowlands
4.82 out of 5 average rating, 45 reviews

B Maho Studio

SimonRating, 5 stars2 weeks ago
Loved our stay in Sint-Maarten!!! Shanaan is a fantastic host, her instructions are very relevant and clear and she responds very quickly to our questions. The apartment was clean and perfect for our needs. We enjoyed having access to beach chairs, an umbrella, a thermal bag and an icepack for our beach day!! I find that it greatly facilitates the happiness of our journey!. The accommodation is super well located, we had not rented a vehicle and we went to Mullet Beach three days during our stay with a short walk of less than 15 minutes. In addition, we left the airport walking with our suitcases and I confirm that it is doing well (there are not always a sidewalk, but it's easy to manage with a piece of luggage such as a roulette cabin), it's less than 20 minutes walk and it allows you to discover the surroundings when we arrive. I recommend it to everyone, would go back!!
Top guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 37 reviews

The Loft at Simpson Bay Yacht Club

KendallRating, 5 stars1 week ago
love this place. It's a great location with nearby restaurants, markets, and Kim Sha beach, which is a 7 minute walk. My favorite thing about this air bnb is the safety. There is a guard that let's you into the property every time. I felt at peace sleeping here. I took advantage of the property's pools, which are nice and have great views. Overall, a great stay! Random thing to note: there is no TV in the bedroom upstairs.
Guest favourite
Condo in Lowlands
4.88 out of 5 average rating, 65 reviews

Maho studio overlooking airport, Free Wi-Fi!

AwaRating, 5 stars2 days ago
Amazing location super safe and host was amazing . Perfect for solo travels like myself . Definitely will be back and rebooking this stay

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.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

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

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Simpson Bay's top sights

Maho Beach72 locals recommend
Carrefour Market, Sint Maarten61 locals recommend
Karakter Beach Bar/Restaurant48 locals recommend
Avantika36 locals recommend
Soggy Dollar Bar31 locals recommend
The RedPiano Lounge29 locals recommend

Destinations to explore

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