A calm sea with a rocky outcrop in the foreground and a distant mountain range under a clear sky.

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 9 - Jul 10
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Niijima Guest House Etcetora can accommodate up / Niijimamura Tokyo

Niijima Guest House Etcetora can accommodate up / Niijimamura Tokyo
Niijimamura
8.0 out of 10, Very good, (1 review)
"築三年だそうですが、まだまだ新築のようで綺麗でした。 ただ、二人で泊まったのですが、椅子が一つしかなく、一人が椅子に座り、もう一人がベッドに座ってテレビを観ることになり、また、部屋飲みをする際も離れて飲むことになり、少し不便でした。 しかし、また行く機会があれば、次も泊まりたいと思います。"
Japan
Nagai
The price is CA $163
CA $163 total
Jul 13 - Jul 14
Niijima Guest House Etcetora can accommodate up / Niijimamura 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 9 - Jul 10
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo

Gojuuban

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

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

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

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

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
The price is CA $383
CA $383 total
Jul 19 - Jul 20
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

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 11 - Jul 12
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

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 12 - Jul 13
Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo
Niijimamura
The price is CA $305
CA $305 total
Jul 9 - Jul 10
Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo
Niijimamura
The price is CA $458
CA $458 total
Jul 12 - Jul 13
Niijima Guesthouse Etcetra can accommodate up to / Niijimamura Tokyo

Niijima Guest House Etcetra Luxury guest house / Niijimamura Tokyo

Niijima Guest House Etcetra Luxury guest house / Niijimamura Tokyo
Niijimamura
The price is CA $1,220
CA $1,220 total
Jul 13 - Jul 14
Niijima Guest House Etcetra Luxury guest house / Niijimamura 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

Casual BBQ plan with emphasis on grilled food | Bo / Izu City Shizuoka

Casual BBQ plan with emphasis on grilled food | Bo / Izu City Shizuoka
Izu City
The price is CA $420
CA $420 total
Jul 12 - Jul 13
Casual BBQ plan with emphasis on grilled food | Bo / Izu City Shizuoka

mukaian Ocean Villa Room onlyBring your own pl / Kamo District Shizuoka

mukaian Ocean Villa Room onlyBring your own pl / Kamo District Shizuoka
Kamo District
The price is CA $377
CA $377 total
Jul 15 - Jul 16
mukaian Ocean Villa Room onlyBring your own pl / Kamo District 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

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

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
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

Everything you need to know about Oshima vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oshima vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oshima vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oshima vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oshima. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oshima vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oshima vacation rentals we have selected for you start as low as CA $134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oshima rentals

At Expedia, we put the best Oshima vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oshima rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oshima vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oshima. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.