Monthly Rentals in Simpson Bay Lagoon

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

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Nearby monthly rentals

Superhost

Home in Cole Bay

4.78 out of 5 average rating, 23 reviews

Annettes B&B

AmosRating, 5 stars1 week ago
Great property. Great stay. Would definitely place on my bucket list to revisit.
Guest favorite

Condo in Simpson Bay

5 out of 5 average rating, 30 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

KedraRating, 5 stars5 months ago
This place was fabulous! The host was extremely responsive, informative and proactive! He thought of everything! He sent a video to be included with the check in process. That was a first. The AC works great! Everything is labeled! The coffee shop is right in front of the complex, as is EVERYTHING ELSE! This was such a great stay and St. Maarten was amazing! We stayed in Anguilla first for about 4 days, then St. Maarten for 4 days, the British Virgin Islands for about 8 days, then St. Thomas for a day.
Superhost

Apartment in Cole Bay

5 out of 5 average rating, 4 reviews

B236 - Homely Apartment with Balcony

LucasRating, 5 stars3 weeks ago
This stay was better than I had imagined. Apartment and amenities matched the photos listed and were 10x better in person. Will definitely be returning soon.
Guest favorite

Apartment in Simpson Bay

4.88 out of 5 average rating, 17 reviews

At the Beach: Beachfront Oasis

Cindy & LarryRating, 5 stars1 month ago
This place has all the ingredients for a relaxing beachfront retreat - including an awesome pool, a beautiful garden, and friendly neighbors. We knew we would enjoy vacationing in this condo complex because we lived in the unit directly above it for a year back in 2010. It has only improved since then. :) We especially appreciated the very comfortable bed and living room furniture, full-size fridge with freezer, microwave, and washer-dryer combo. Not to mention the two beach chairs and umbrella, which came in handy every day. For those who aren't familiar with the neighborhood, this place is a short walking distance to two great restaurants and beach bars. Thank you for an amazing stay, Francisco. We will definitely book again, and we'll tell all our friends!

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.