Monthly Rentals in Piccadilly

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

Nearby monthly rentals

Superhost
Cottage in Saint John's
4.71 out of 5 average rating, 63 reviews

Pearl's Hilltop Cottage

HuguesRating, 5 stars1 month ago
Amazing view, nice and knowledgeable hosts. We had a great stay! Don’t forget to get a 4x4 as the road to access can be challenging with a regular car… the restaurant down the hill is very convenient for a date night!
Top guest favorite
Guest suite in English Harbour
4.85 out of 5 average rating, 41 reviews

Keystone (2bd unit) 5-Star Comfort - Best Price!

Marie NoelRating, 5 stars2 weeks ago
Keystone Villa is on a hill, with a view that invites dreams and relaxation. The sun, the flowers, the birds, all whisper Caribbean paradise, except it is never too hot at any time of the day Walking distance from English Harbour, which allows to be close to action without noise or parking worries. The apartment is really open to the outside world, its luscious garden and view and and offers all necessary comforts. Modern and clean with well-thought furniture and accessories. The terrace is difficult to get away from once one lounges in the sunchairs or gathers for a peaceful meal or sunset meditation. Nature sings all day long at Keystone. Michael and Andrew were helpful, kind, positive and attentive to deails to make the stay ideal. I would not hesitate to come back. Thank you so much guys!
Guest favorite
Cottage in English Harbour
4.96 out of 5 average rating, 99 reviews

Sea View Studio

NatalieRating, 5 stars3 weeks ago
Sarah’s place is beautiful, the view is stunning and we really enjoyed relaxing on the terrace. It’s close to English Harbour, walkable but useful to have a car. Which made it a great base for exploring the island. Sarah’s put a lot of care and thought into it, it’s really tastefully done. We loved it, would highly recommend!
Guest favorite
Apartment in English Harbour
4.96 out of 5 average rating, 144 reviews

Hillside Cozy Corner

JenniRating, 5 stars2 weeks ago
We had a fantastic stay at this charming Airbnb! The apartment was clean and had everything we needed for a comfortable visit. The host Amaryllis and her family were incredibly welcoming and responsive, which made the experience even better. They went out of their way to make sure we were taken care of including airport pickup and drop-off! The location was peaceful and convenient—perfect for a relaxing getaway. Highly recommend and would definitely stay again!

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.

Stay near Piccadilly's top sights

Nelson's Dockyard84 locals recommend
Cloggy's30 locals recommend
Catherines Café Plage26 locals recommend
Abracadabra26 locals recommend
Pigeon Point Beach20 locals recommend
Trappas14 locals recommend
*Some exclusions may apply in certain geographies and for some properties.