Monthly Rentals in Sile Bay

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

Nearby monthly rentals

Top guest favorite
Home in Island Harbour
5 out of 5 average rating, 16 reviews

Elleamau Residence

AngelicaRating, 5 stars3 days ago
This was our second time staying here for the Easter weekend, and it just keeps getting better! The location was super convenient for the festival, it was a short 5 minute drive. As always the space was cozy, clean, and welcoming—truly a perfect getaway. We feel right at home every time. Thank you again for a wonderful stay. We’ll definitely be back!
Superhost
Apartment in Bad Cox Pond
4.74 out of 5 average rating, 43 reviews

The Studio at AXA Farmhouse

JeannikaRating, 5 stars1 week ago
very nice location, place was quiet, it is as pictured and describe, would definitely recommend
Guest favorite
Condo in The Valley
5 out of 5 average rating, 7 reviews

Sunset Serenity.

ShaniseRating, 5 stars3 weeks ago
First i would like to thank Donovan for inviting me into his space. From the moment we arrived, Donovan went above and beyond to make our stay unforgettable. The place was spotless, beautifully decorated, and had every amenity we could possibly need. The place is much more beautiful in person. The attention to detail was incredible—[ even leaving booklets with recommendations like nearby restaurants etc]. Communication was seamless, and Donovan was always quick to respond to any questions and super patient with me seeing that this is my first time on the island. The location was perfect— close to shoals bay and not far from the town where you can find supermarkets etc. We truly felt at home and appreciated the warm hospitality. If you’re considering booking this place, don’t hesitate—it’s an absolute gem! We can’t wait to return. Thank you, Donovan, for such an amazing experience!
Top guest favorite
Apartment in East End Village
4.94 out of 5 average rating, 18 reviews

C&J Apartments Overlooking Mimi Bay Anguilla(Apt1)

RobertRating, 5 stars2 weeks ago
We have stayed at Calvin and Anita's apartment for several years and we can recommend it without reservation. They are very responsive and friendly hosts. The apartment is well equipped and always clean.

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.
  1. Airbnb
  2. Anguilla
  3. Sile Bay
  4. Monthly Rentals