Monthly Rentals in Simm's Settlement

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

Nearby monthly rentals

Cottage in Stella Maris
5 out of 5 average rating, 5 reviews

Near stunning Cape Santa Beach, WiFi and Sat TV

TheidraRating, 5 stars10 months ago
It was the first time my family and I visited Long Island. We met Docky and Jill and they made us feel at home from the very beginning. Starting from the simplest details of providing, coffee, tea, bug spray, baby oil for mosquitoes to the more complex like taking time out to direct us everywhere on the entire island. The home is equipped with all of the basics even some cooking seasonings. The yard is big and has a beautiful huge tamarind trees. a nice gazebo, grill and the house hilltop view was spectacular. We had true privacy and the neighbors were quiet and kept to themselves. We never saw them..You definitely will need a car to get around especially to restaurants and grocery shopping. It’s located to the very northern tip of the island. The busiest settlement is 45 minutes to the south. We will be back again and will be delighted to book with Bonafide fishing house again. We didn’t do any fishing with Docky because of the rain. We came as visitors and left feeling like locals.
Apartment in Stella Maris
4.57 out of 5 average rating, 23 reviews

Apt for rent, walking distance to pool & beach!

AlexisRating, 5 stars10 months ago
I had a few issues with the TV, but outside of that, everything was great. The apartment was as described. I’ll be back.
Guest favorite
Apartment in Deadman's Cay Settlement
4.97 out of 5 average rating, 29 reviews

Sea Urchin@Driftwood. Beautiful 1 Bed/1 Bath Vill

JoelRating, 5 stars11 months ago
This is my third time staying with Chea and it’s great to see that she is consistent with being such a great host, friendly, and helpful. I always enjoy staying here as it is close to the airport and local eateries. As always I felt right at home. Cheap place is Always clean and comfortable the area is quiet and not to mention kirtlands convenience store that is literally a 30 second walk away, you can grab a few items along with a deli that serves breakfast and lunch. I highly recommend!
Top guest favorite
Cottage in Long Island
4.99 out of 5 average rating, 159 reviews

Tiny's - Toes In The Sand Key Lime Cottage.

LesRating, 5 stars1 week ago
Michelle and Jason were very responsive. if we needed anything. They thought of everything for renters . Very clean , the pics were true to what it looked like. Having a restaurant there was nice. We explored the beautiful island to take long walks and enjoy the locals. Rent a car! Centrally located to go North or South we definitely return 😊

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

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