Oshima Vacation Homes from ￥13,920

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In two months

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In four months

Our top choices for Oshima vacation homes

Gojuuban

Oshima

￥35,075 total

Jul 28 - Jul 29

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Oshimamachi

￥24,940 total

Aug 24 - Aug 25

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

Oshima-cho

￥43,500 total

Aug 8 - Aug 9

An entire building can be rented for your exclusiv / Oshima Tokyo

Oshima

"友人3人で宿泊しました。波浮港の近くにある静かな立地で、のんびりと落ち着いた時間を過ごせました。古い島の民家を丁寧にリノベーションした建物で、室内はスタイリッシュで清潔感もあり心地よい空間でした。キッチンが広く設備も充実していて、自炊するのがとても楽しかったです。夜には庭で焚き火も楽しめて、静かな夜に癒されました。観光で動き回るよりも、波浮港周辺でゆっくり滞在を楽しみたい人におすすめの宿です。次は違う時期にも泊まってみたいと思います。"

w

￥59,740 total

Jul 27 - Jul 28

Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Oshimamachi

￥78,880 total

Jul 27 - Jul 28

Villa, Partial Ocean View | Living area | 55-inch TV with digital channels, Netflix, streaming services

Route 99 Cola

Higashiizu

Yoshiro

￥15,320 total

Jul 29 - Jul 30

Route 99 Caelum

Higashiizu

￥16,264 total

Jul 27 - Jul 28

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Ito City

￥40,368 total

Jul 28 - Jul 29

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Top Oshima Hotel Reviews

Izu Imaihama Tokyu Hotel

10/10 Excellent

"English speaking staff and everyone was friendly"

Shimoda Prince Hotel

10/10 Excellent

"The room was nice and spacious. As others have noted the decor is a little dated, however, the room is breathtaking. Staff was very warm and helpful. They were so sweet- as we were leaving several staff members came out to bow and wave to us (it made us feel valued as customers). The sushi bar was a special treat. The onsen was very relaxing, with a lovely view Thank you for a pleasant stay."

Shimoda Tokyu Hotel

10/10 Excellent

"The property was very relaxing and tranquil. The staff was friendly and took good care of us. The morning breakfast was delicious and had a variety of things my picky palate liked. The only drawback is the steps to get to the beach. You need to be in relatively good shape to make it there. Otherwise, no complaints."

Rakuten STAY Atami

8/10 Good

"For the price this was a great hotel. Clean, modern looking, location is pretty good if you can navigate the bus system as a foreigner. Walking distance to the port to take a boat to the island nearby, walking to beach (5min), 5 min to ropeway that takes you up to Atami Castle. Marine spa across the street is public pools, hydro massage, slide place good for kids, not expensive since there is no pool at Rakuten. View is great. Check in hot is really nervous as it’s only on the tablet and while Japanese national can do a face recognition for check in, foreigner has to do a video call. Line was busy saying agents are all busy for about 5 minutes that we kept dialing back on and on, thought we would never get in. Just be persistent and keep calling. Other than that, great property for a family of 4."

Prince Smart Inn Atami

10/10 Excellent

"It was a clean and comfortable stay, conveniently located near the station and convenience stores, with friendly staff. You can ship your suitcase to the airport via the Kuroneko Yamato service inside the station, and the Tully's Coffee on the ground floor is a lovely space—this is also where you can pick up your complimentary breakfast."

Hotel New Akao

10/10 Excellent

"The hotel had a charming, nostalgic Showa-era atmosphere, featuring a lavish buffet dinner and comfortable, relaxing rooms. Our room included both a Western-style bedroom with beds and a traditional Japanese-style room with futons, so we could choose whichever was more comfortable. There were plenty of activities to enjoy at the hotel, including fishing, swimming in the pool, and candle-making workshops. We also had fun with the treasure hunt and mystery-solving games held throughout the hotel. Even the arcade was well equipped and enjoyable. A complimentary shuttle bus to Atami’s hot spring town was also available, making it easy to explore the area. We stayed for two nights and were completely satisfied with our experience. There were many international guests staying at the hotel as well, so I believe it is a popular destination for foreign visitors."

Find out more about Oshima

Oshima Vacation Homes information

Number of reviews	10
Accommodation	299 Vacation Homes
Lowest Price	￥13,920
Highest Price	￥103,240

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Check prices for these dates

Our top choices for Oshima vacation homes

Gojuuban

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

An entire building can be rented for your exclusiv / Oshima Tokyo

Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Route 99 Cola

Route 99 Caelum

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Terrace Kawazu / Kamo District Shizuoka

Limited to one group per day Higashiizu Town Nar / Kamo District Shizuoka

Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

IG3 Oyado Sankanshion

VILLA IZU Zessei

New 76m2 coastline COVE KAWANA Shabby chic oc / Ito Shizuoka

Masaya Villa Oshima 101 located at the foot of Mt Omuro / Ito Shizuoka

Newly built natural and stylish Villa Natural Q / Ito Shizuoka

A panoramic view of the Moon Road from the Amagi M / Kamo-gun Shizuoka

Solana Shirahama

Old House / Shimoda Shizuoka

A rental villa with a BBQ and freeflowing hot sp / Kamo-gun Shizuoka

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

Izu Imaihama Tokyu Hotel

La Vista Atami Terrace

Hotel Izukyu

Shimoda Prince Hotel

Shimoda Tokyu Hotel

Atami Korakuen Hotel

Rakuten STAY Atami

Prince Smart Inn Atami

Hotel New Akao

Find out more about Oshima

Oshima Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Oshima

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oshima vacation homes

Gojuuban

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

An entire building can be rented for your exclusiv / Oshima Tokyo

Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Route 99 Cola

Route 99 Caelum

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Terrace Kawazu / Kamo District Shizuoka

Limited to one group per day Higashiizu Town Nar / Kamo District Shizuoka

Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

IG3 Oyado Sankanshion

VILLA IZU Zessei

New 76m2 coastline COVE KAWANA Shabby chic oc / Ito Shizuoka

Masaya Villa Oshima 101 located at the foot of Mt Omuro / Ito Shizuoka

Newly built natural and stylish Villa Natural Q / Ito Shizuoka

A panoramic view of the Moon Road from the Amagi M / Kamo-gun Shizuoka

Solana Shirahama

Old House / Shimoda Shizuoka

A rental villa with a BBQ and freeflowing hot sp / Kamo-gun Shizuoka

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

Izu Imaihama Tokyu Hotel

Find out more about Oshima

Oshima Vacation Homes information

Explore a world of travel with Expedia