Monthly Rentals in Little Bay

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Guest favourite
Villa in Little Bay
4.96 out of 5 average rating, 46 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

BrendaRating, 5 stars1 month ago
Sugarbird Nest was an absolutely wonderful place to stay. During our 2 week holiday Ariana was always available to offer suggestions on places to visit on the island, and restaurants to eat. We really enjoyed walking into Philipsburg and watching the cruise ships come and go. Our view of Great Bay and Divi Little Bay was wonderful. Fiona and Bobby were great animals “hosts” as well. The pictures shown are exactly like it is, and the space was bigger than we expected. There were so many great amenities. We highly recommend this Airbnb. We will be back.
Top Guest favourite
Villa in Little Bay
4.98 out of 5 average rating, 50 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

sylviaRating, 5 stars1 week ago
My husband and I always rented a villa when we vacation. This was our first airbnb (specular view) And gracious host. they chartered to our every need. When we got misdirected driving around the island, we could always call or text them and they would respond right away. Jessie place is a peaceful serene place to stay. They made our stay enjoyable , safe and relaxing. I wish we could give them more than 5 stars. We just want to extend our gratitude and say thank you, thank you, thank you. Mr.&Mrs. Steptoe
Top Guest favourite
Apartment in Little Bay
5 out of 5 average rating, 11 reviews

Crown Apartment

CherylRating, 5 stars1 month ago
We have nothing but high praise for the wonderful accommodations. This place was pristine with all the amenities and services you will need in a home away from home. A bonus is also that all the rooms are very spacious at one level which facilitates accommodations when traveling with elderly family members. Though the place doesn’t overlook the beaches we enjoyed our private balcony and watching the departed ships navigate to the deep seas. Our host, Veronica, was superb. She made us feel welcome from the time we confirmed our reservations. Beside being friendly and very responsive she went over and beyond to contact us about our personal belongings we accidentally left behind and made arrangements for their safe return. Thank you Veronica. It contributed to a beautiful travel experience. We look forward to making this place our accommodation destination when visiting the Island. Thank you Arjan for allowing us to book your beautiful place, and thank you Airbnb for the listing.
Top Guest favourite
Apartment in Little Bay
4.94 out of 5 average rating, 18 reviews

Rommar’s Cosy Suite

BrockRating, 5 stars3 weeks ago
We were there for one night and had a nice stay. Angelique was very friendly and accommodated an early check in. She also gave us a free bottle of wine which was a nice touch.

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 holiday 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 Wi-Fi and dedicated working spaces.

Looking for serviced apartments?

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

Stay near Little Bay's top sights

Carrefour Market, Sint Maarten61 locals recommend
Rainforest Adventures St Maarten - Rockland Estate54 locals recommend
Chesterfields Restaurant & Bar36 locals recommend
Emilio's Restaurant29 locals recommend
Seaside Nature Park29 locals recommend
Port de Plaisance28 locals recommend
*Some exclusions may apply in certain geographies and for some properties.