Oshima Vacation Homes

A turquoise sea, rocky shoreline, and lush greenery.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Oshima vacation homes

Gojuuban

Oshima

AED 789 total

31 Jul - 1 Aug

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Oshimamachi

AED 713 total

31 Jul - 1 Aug

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。"

AED 1,345 total

27 Jul - 28 Jul

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

Oshima-cho

AED 980 total

8 Aug - 9 Aug

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

Oshimamachi

AED 1,775 total

5 Aug - 6 Aug

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Ito City

AED 908 total

27 Jul - 28 Jul

Terrace Kawazu / Kamo District Shizuoka

Kamo District

AED 1,586 total

27 Jul - 28 Jul

Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

Yawatano

AED 2,323 total

28 Jul - 29 Jul

Atami-Kaiun

Atami

AED 949 total

27 Jul - 28 Jul

Sea Shell Marine House

Kakisaki

康行

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijimamura

Stephanie

AED 705 total

2 Aug - 3 Aug

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

Ito

AED 1,957 total

21 Aug - 22 Aug

VILLA IZU Zessei

Ito

AED 1,569 total

29 Jul - 30 Jul

Tea Trees

Tateyama

takashi

AED 1,123 total

28 Jul - 29 Jul

Solana Shirahama

Minamiboso

miki

AED 618 total

5 Aug - 6 Aug

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

Route 99 Cola

Higashiizu

Yoshiro

AED 323 total

24 Jul - 25 Jul

A 2minute walk to the sea this 40tatami openpl / Ito City Shizuoka

Futo

AED 2,406 total

21 Aug - 22 Aug

Route 99 Caelum

Higashiizu

AED 326 total

27 Jul - 28 Jul

Ocean view rental villa with daily hot springs in / Ito Shizuoka

Futo

Condo / Apartment | Living area | 50-inch flat-screen TV with digital channels, TV

Japanese Condominium UNO

Ito

Kwok Kwong

AED 1,059 total

29 Jul - 30 Jul

View all properties

Find vacation rentals that suit your style

Villas

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Oshima Hotel Reviews

Hotel Izukyu

10/10 Excellent

"Easy shuttle bus to and from Shimoda train station. Friendly and helpful staff. Clean spacious room. Clean swimming pool and onsen area. Easy access to the beach and 7 Eleven nearby."

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."

Room 1

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

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

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

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

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Terrace Kawazu / Kamo District Shizuoka

Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

Atami-Kaiun

Sea Shell Marine House

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

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

VILLA IZU Zessei

Tea Trees

Solana Shirahama

Route 99 Cola

A 2minute walk to the sea this 40tatami openpl / Ito City Shizuoka

Route 99 Caelum

Ocean view rental villa with daily hot springs in / Ito Shizuoka

Japanese Condominium UNO

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

Hotel Izukyu

Shimoda Prince Hotel

Shimoda Tokyu Hotel

Atami Korakuen Hotel

SOKI ATAMI

Rakuten STAY Atami

Prince Smart Inn Atami

Hotel New Akao

PEARL STAR HOTEL ATAMI

Explore a world of travel with Expedia

Top Vacation Homes in Other Destinations

More Accommodation Types in Oshima

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

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

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

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

A glasswalled designer singlestory house nestled / Ito City Shizuoka

Terrace Kawazu / Kamo District Shizuoka

Dogfriendly vacation rental Room only Maximum / Ito City Shizuoka

Atami-Kaiun

Sea Shell Marine House

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

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

VILLA IZU Zessei

Tea Trees

Solana Shirahama

Route 99 Cola

A 2minute walk to the sea this 40tatami openpl / Ito City Shizuoka

Route 99 Caelum

Ocean view rental villa with daily hot springs in / Ito Shizuoka

Japanese Condominium UNO

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

Hotel Izukyu

Explore a world of travel with Expedia

Top Vacation Homes in Other Destinations

More Accommodation Types in Oshima