Monthly Rentals in Ōshima Island

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

Nearby monthly rentals

Guest favourite
Tiny home in Shimoda
4.91 out of 5 average rating, 181 reviews

Rental House❮ Comfy❯

MariRating, 5 stars3 days ago
The best Airbnb I’ve stayed in—hands down. Tucked in the serene hills of Shimoda, this cozy home is a peaceful retreat just minutes from the beach by bike. From the gentle breeze that rolls through the trees to the tranquil stillness of the evenings, everything about this place invites calm. The home itself is warm, welcoming, and impeccably cared for—perfectly blending comfort with charm. The area is breathtaking: quiet roads, lush green surroundings, and a sense of timeless beauty that’s hard to put into words. If you’re looking to escape the noise and reconnect with nature, this is the place. I’ll never forget my stay here. Thanks!
Guest favourite
Cottage in Itō
4.98 out of 5 average rating, 179 reviews

Beautiful Mid-century Japanese Villa

tashaRating, 5 stars3 weeks ago
We had an amazing stay here on our way back to Tokyo, after 2 weeks travelling the busy cities this quiet luxury was exactly what we needed. The photos dont do it justice, its a beautiful villa with lots of room and fully stocked with everything you need. This stay was extra special as we headed out to the Jogasaki Coastal walk and left with a beautiful engagement to remember. This place will always be so special to us and we will be recommending to everyone and will defo be back for a stay one day. 5* isnt enough!x
Top guest favourite
Flat in Itō
4.94 out of 5 average rating, 16 reviews

201 1 min walk to the beach/5 min from the station/Usami Seaside 201

JacobRating, 5 stars6 days ago
This was an excellent stay for our family. The home was clean and comfortable, and had a well stocked kitchen. Easy walk from the train station with a good handful of restaurants nearby and a wonderful view of the ocean from the kitchen windows. The hosts were always friendly, helpful, and responsive. Usami is a lovely, quiet little town, and the train station makes other attractions in the area fairly accessible. Staying here was a very special experience, and I recommend it for anyone who wants to take it slow for a few days.
Top guest favourite
Villa in Oshima
5 out of 5 average rating, 6 reviews

Suo

MarieRating, 5 stars1 week ago
I stayed there with three friends for a weekend short trip. The beautifully renovated accommodations were cozy and had an atmosphere that tempted us to stay there forever. It is a place where the air is constantly circulating and you feel as if you are part of the nature. Our host, a couple, were very attentive and made our stay very special and comfortable. They gave us great tips on nearby restaurants and the Kyong meat barbecue option was a wonderful experience. The somewhat nostalgic atmosphere of Habu Harbor was perfect for a walk to get creative. Since we rented the whole house, we thought it would be great to use it with friends and families with young children. It is the kind of place that makes you want to come back for sure. We appreciate your wonderful hospitality. Thank you very much.

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.
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