Monthly Rentals in Bailey's Bay

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

Nearby monthly rentals

Guest favorite
Home in Baileys Bay
4.95 out of 5 average rating, 218 reviews

Bird's Nest Cottage

AlexisRating, 5 stars5 days ago
Our stay at Ms. Elizabeth’s home on Bailey’s Bay was nothing short of magical. From the moment we arrived, her warmth and hospitality made us feel so welcome. The house itself is full of charm and perfectly located with stunning views and easy access to the water, and local bus stops to adventure around the island. We spent our days snorkeling, swimming to the nearby rock, and taking day trips with easy access to St. George’s, Hamilton, and the Royal Dockyard. Ms. Elizabeth went above and beyond, helping us get bus passes, showing us around the grocery store, and sharing local tips that made our trip extra smooth and memorable. We truly hope to return someday. Highly recommend—10/10!
Top guest favorite
Apartment in St.George's
4.99 out of 5 average rating, 101 reviews

Roxbury Studio - in St. George

WendyRating, 5 stars1 week ago
Anthony was so helpful, he picked me up from the Airport and then drove around St George, showing me all the lovely beaches and walks, and the centre of town. The Airbnb was just a short walk into St George with a bus stop across the road as well as Temptations Café. The flat had everything that was needed, and i had a great holiday.
Guest favorite
Home in Hamilton Parish
4.8 out of 5 average rating, 114 reviews

Sunset Paradise Ocean view 1-Bedroom Holiday Home

NicoleRating, 5 stars9 months ago
Great place, clean and cute. Beautiful view. VG Charlatta was very responsive and in a timely fashion. Would 💯 recommend. Would definitely stay again.
Top guest favorite
Apartment in St.George's
4.97 out of 5 average rating, 65 reviews

Hibiscus Cottage

VishalRating, 5 stars6 days ago
James’ place is lovely! Everything was clean and fit all our needs. The house is in a great location, only a 5 mins drive to Cooper’s Reserve/Clearwater which we really enjoyed. Would 100% recommend!

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.
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