Monthly Rentals in Chocolate Hole

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

Nearby monthly rentals

Top guest favourite
Flat in Cruz Bay
5 out of 5 average rating, 79 reviews

Esperance~Pool~New~National Park

KevinRating, 5 stars1 week ago
We had such an amazing time at Monic’s place. It was the perfect relaxing getaway. The view from the balcony overlooking the pool was so stunning The space was super clean, cozy, and had everything we needed. You can tell Monic really puts love into hosting, she was so helpful and responsive, and made us feel totally at home. Also, the location was great! There were so many good restaurants within a 10–15 minute drive. We tried a few different spots for dinner and every one of them was amazing. We left feeling so relaxed and recharged. Already talking about when we can come back. Highly, highly recommend if you’re looking for a peaceful spot with unforgettable view
Flat in Cruz Bay
5 out of 5 average rating, 3 reviews

Wesley - Ann Hillside Escape

EddyRating, 5 stars1 month ago
Such a wonderful place to stay and experience in St John. There was literally everything I needed and more for the trip. There were pots and pans to cook with, dishes and silverware to eat, salt for my food, a water machine to drink from and even nice already made in the freezer. The bed was super comfortable and there was even an iron for my clothes. There was shampoo and body wash in the shower and ac and fans to keep me cool. Communication with Annie was very timely. Annie was super nice and even gave me a ride to and from the ferry terminal. Would stay here again if I ever visited.
Superhost
Apartment in Cruz Bay
4.8 out of 5 average rating, 130 reviews

Sunset Villa Studio Condo at The Hills Saint John

LizzieRating, 5 stars1 week ago
We stayed with David for our honeymoon and it was incredible! Would definitely recommend
Top guest favourite
Home in Cruz Bay
4.98 out of 5 average rating, 50 reviews

Caribbean Cottage Near the Sea

EmilyRating, 5 stars2 weeks ago
My husband and I spent our honeymoon at St. John and choosing Ramona and Chris’s place was absolutely perfect. Chris met us when we got our rental car and led us to the Airbnb which was so kind and helpful. He gave us a ton of local recommendations and answered any questions we had throughout the week. The views are absolutely breathtaking and are hard to fully capture on their listing pictures! The AC worked wonderfully and the outdoor shower made things feel extra tropical! The place came with a few cat friends that we thoroughly enjoyed and the stairs were the perfect workout in the morning before the beach. We hope to come back to St. John in the near future and will most definitely be back here if it is just the two of us! Thanks for making our trip so memorable with a wonderful home for the week!!

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 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.