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Search results; 905 homes in Oshima

Cottage in Oshima
2 minutes from the sea, perfect for vacation in an open indoor space.
2 bedrooms, 1 bed, 1 private bathroom
10–15 Oct
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4.71 out of 5 average rating, 92 reviews
Superhost
Villa in Oshima
Izu Oshima｜Villa Limone｜BBQ, 4BR, Sleeps 10
4 bedrooms, 9 beds, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 34 reviews
Guest favourite
Home in Oshima
10 minutes by bus from Motomachi Port or Okada Port + 4 minutes on foot | Spacious house where you can enjoy the island life | 2 bedrooms for 8 people
2 bedrooms, 8 single beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 50 reviews
Guest favourite
Room in Oshima
Purple room on the second floor with a view of the sunset, price for 2 people. Single-person stays are limited to women. 　
1 small double bed, 1.5 bathrooms
1–6 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Villa in Oshima
Relaxing in Tokyo's remote islands and small harbors | suo
2 bedrooms, 6 beds, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Room in Oshima
Bright and peaceful Green Room on the second floor, for 2 people Price for up to 3 people. Located near Omigami Onsen [One person cannot stay]
2 beds, WC
6–11 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Oshima
10-Minute Walk to Habu Port / Spacious Single-Family Home with Dirt-Floor Living Room for Groups / 1-Minute Walk to Bus Stop / Bicycle Storage Available
1 bedroom, 8 beds, 1 bathroom
27 Sept – 2 Oct
4.82 out of 5 average rating, 11 reviews
Superhost
Home in Oshima
Easy access from Motomachi Port and Okada Port | Enjoy island time in a traditional Japanese house | 3 bedrooms for 8 people | 10-minute walk to the bus stop
3 bedrooms, 8 beds, 1 bathroom
14–19 Sept
4.67 out of 5 average rating, 3 reviews
Superhost
Home in Oshima
Halo｜ A quiet, rural, single-family rental within walking distance of the sea
1 bedroom, 3 single beds, 1 bathroom
6–11 Sept
4.8 out of 5 average rating, 25 reviews
Superhost
Villa in Oshima Machi
Big Island Base｜A base for an island trip where you can enjoy the night in a limited garden setting
1 bedroom, 6 futons, 1 bathroom
9–14 Oct
4.92 out of 5 average rating, 78 reviews
Shared room in Oshima
About 5 minutes on foot from Motomachi Port, sand bath, bedrock bath, mist sauna, women-only dormitory
1 bedroom, 1 bed, 1 shared bathroom
1–6 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Holiday home in Ito
Hot springs and a terrace with a superb view! Granblue Jogasaki is a private rental accommodation with a panoramic view of Izu Oshima, where you can enjoy the island's blue and white scenery
3 bedrooms, 6 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 209 reviews
Superhost
Home in Ito
Fragrant greenery and Japanese elegance* "Harumachi", a private Japanese-style house in the Izu Highlands, where you can relax and enjoy a peaceful stay.
1 bedroom, 6 beds, 1 bathroom
7–12 Sept
4.86 out of 5 average rating, 7 reviews
Room in Oshima
【Boutique Hotel】Ocean View/Breakfast Included/3ppl
2 queen beds, 1 bathroom
2–7 Sept
Top guest favourite
Home in Ito
A private rental villa with a hot spring!　A 7-minute walk from Izu-Kogen Station, in a great location along the cherry blossom trees!
2 bedrooms, 4 futons, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 122 reviews
Top guest favourite
Guest suite in Ito
1 minute to the sea & private hot spring | Entire house rental in Omuroyama area | 2-8 people, enjoy tatami mats and BBQ | Tomato Station pick-up (free)
2 bedrooms, 8 futons, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 45 reviews
Superhost
Home in Oshima
Private villa / Izu Oshima / Tokyo island / BBQ
1 bedroom, 6 beds, 1 bathroom
14–19 Sept
Guest favourite
Home in Ito
Ultimate Wellness Experience with a Private Sauna and Natural Hot Spring | Entire Building Available for Rent, Opening April 2026
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.9 out of 5 average rating, 51 reviews
Home in Oshima
A new single-family rental property located in Motomachi, Oshima, surrounded by forest, where you can enjoy quiet nights and starry skies all to yourself.
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews