A turquoise sea, rocky shoreline, and lush greenery.

Oshima Vacation Rentals

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Our top choices for Oshima vacation rentals

An inn for rent / Oshima-machi Tokyo

An inn for rent / Oshima-machi Tokyo
Oshima-machi
10.0 out of 10, Exceptional, (2 reviews)
"宿全体的に綺麗で清潔でご主人は優しくオヤツは美味しく素晴らしかったです!トイレもお風呂も充分な広さ。油や調味料、お味噌まであり、食器類も趣味が良く、次回はぜひ連泊して自炊を試みようと思いました。1点だけ不満を言うならば、足元が寒かったです。揃えてある家具類もこだわりのある物で素敵なのですが、百万円以上しそうな豪華な座卓の代わりにニトリでもいいので炬燵を置いていただければ完璧でした~"
Japan
Noriko
The price is CA $147
CA $147 total
Jul 13 - Jul 14
An inn for rent / Oshima-machi Tokyo

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
Oshimamachi
10.0 out of 10, Exceptional, (1 review)
The price is CA $214
CA $219 total
Jul 8 - Jul 9
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo

A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo
Oshima-machi
7.0 out of 10, Good, (2 reviews)
"1階は広々としてます。2階は隠れ家的な空間が広がっていて子どもが喜んでました。一周道路から当地にたどり着くまでの道路は所々凸凹で、車のスピードを落とした方が良いです。また、Google Map上の当地の位置が少しずれているので注意が必要です。最後に当地は森の中の立地上しょうがないと思いますが、虫が少し出ました。その当たりは加味して予約した方が良いかもです。"
Japan
moto110
The price is CA $336
CA $336 total
Jul 8 - Jul 9
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo

Whole house rental inn / Oshima-cho Tokyo

Whole house rental inn / Oshima-cho Tokyo
Oshima-cho
The price is CA $147
CA $147 total
Jul 9 - Jul 10
Whole house rental inn / Oshima-cho Tokyo

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

An entire building can be rented for your exclusiv / Oshima Tokyo
Oshima
10.0 out of 10, Exceptional, (1 review)
"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。"
Japan
w
The price is CA $371
CA $371 total
Jul 9 - Jul 10
An entire building can be rented for your exclusiv / Oshima Tokyo

Gojuuban

Gojuuban
2.0 star property
Oshima
The price is CA $266
CA $292 total
Jul 10 - Jul 11
Gojuuban

Private resort 10 seconds walk from the ocean, villa for rent on Oshima Island, Tokyo

Private resort 10 seconds walk from the ocean, villa for rent on Oshima Island, Tokyo
大島町
The price is CA $267
CA $305 total
Jul 9 - Jul 10
Private resort 10 seconds walk from the ocean, villa for rent on Oshima Island, Tokyo

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

Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo
Oshimamachi
The price is CA $661
CA $661 total
Jul 8 - Jul 9
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

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

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

Ufufu Village - Glamping

Ufufu Village - Glamping
2.0 star property
Izu
9.0 out of 10, Wonderful, (44 reviews)
"The staffs are nice & polite. The room is comfortable."
Hong Kong SAR China
LOK MAN
The price is CA $218
CA $242 total
Jul 8 - Jul 9
Ufufu Village - Glamping

Upgrade your dining experience Premium BBQ plan u / Izu City Shizuoka

Upgrade your dining experience Premium BBQ plan u / Izu City Shizuoka
Izu City
The price is CA $459
CA $459 total
Jul 12 - Jul 13
Upgrade your dining experience Premium BBQ plan u / Izu City Shizuoka

Oyado Kikiairaku IG2

Oyado Kikiairaku IG2
3.5 star property
Ito
10.0 out of 10, Exceptional, (3 reviews)
"While this stay lacks in the polished stays of a fancy resort it makes up ten-fold in charm and personality. This was the coziest most wonderful stay we've had on our trip yet and we'll definitely be back. Located a mere 4 minute walk from the train station and a 1 minute from the beach this was the low key break we needed. The stay was clean with great amenities. The foot bath and soaking tub were great ways to end each day and the locality to nearby convenience stores made grabbing a bevvie...
United States
Kyle Daniel
The price is CA $81
CA $144 total
Jul 15 - Jul 16
Oyado Kikiairaku IG2

Oyado Ichigo Nisho 27 IG1

Oyado Ichigo Nisho 27 IG1
3.0 star property
Ito
The price is CA $66
CA $112 total
Jul 14 - Jul 15
Oyado Ichigo Nisho 27 IG1

Condominium Hotel Garland Court Usami

Condominium Hotel Garland Court Usami
2.5 star property
Ito
8.8 out of 10, Excellent, (72 reviews)
"立地は山の上でかなり勾配の急な道の先にあるが、それ以外は完璧でとても満足度が高いと感じました。"
Japan
Yuto
The price is CA $217
CA $267 total
Jul 8 - Jul 9
Condominium Hotel Garland Court Usami

Route 99 Caelum

Route 99 Caelum
3.0 star property
Higashiizu
The price is CA $83
CA $135 total
Jul 13 - Jul 14
Route 99 Caelum

Route 99 Cola

Route 99 Cola
3.0 star property
Higashiizu
The price is CA $81
CA $133 total
Jul 13 - Jul 14
Route 99 Cola

IG3 Oyado Sankanshion

IG3 Oyado Sankanshion
3.0 star property
Ito
The price is CA $97
CA $155 total
Jul 21 - Jul 22
IG3 Oyado Sankanshion

VILLA IZU Zessei

VILLA IZU Zessei
3.0 star property
Ito
The price is CA $284
CA $481 total
Jul 8 - Jul 9
VILLA IZU Zessei

Solana Shirahama

Solana Shirahama
3.0 star property
Minamiboso
9.4 out of 10, Exceptional, (8 reviews)
"とても 素敵なお部屋  ハンモックもBBQも最高でした チェックアウトで 困っていましたが スタッフの方の対応がとても良かったです"
Japan
miki
The price is CA $225
CA $248 total
Jul 30 - Jul 31
Solana Shirahama

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo
Niijimamura
10.0 out of 10, Exceptional, (1 review)
"We got to meet the owner and have a barbecue with them and the house is beautiful and clean."
United States
Stephanie
The price is CA $275
CA $275 total
Jul 10 - Jul 11
Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oshima Hotel Reviews

Find out more about Oshima

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oshima. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oshima?

Yes, we offer vacation rentals in Oshima near Izu-Oshima Volcano Museum, or you can go with a more remote option if you want a relaxing stay. Oshima is known for its temples and monuments. Make sure you have time to check out the beaches and museums during your trip.

What's the top vacation rental that Oshima has to offer?

Solana Shirahama: Visitors like this Oshima vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and kitchenware can make your vacation run smoothly.

How many vacation rentals will I find in Oshima?

Choose from 18 Expedia vacation rentals in Oshima for a memorable vacation.

What can I see and do in Oshima?

Ura Desert and Kobohama Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Izu-Oshima Volcano Museum. Okata Port and Motomachi Hamanoyu Hot Spring are other places to visit while you're in town.

What are vacation rentals like in Oshima?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Oshima. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.