A turquoise sea, rocky shoreline, and lush greenery.

Oshima Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Oshima holiday rentals

Free WiFi

Gojuuban

Gojuuban
2.0 star property
Oshima
The price is HK$1,538
HK$1,692 total
27 Jul - 28 Jul
Gojuuban
Spa

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 HK$1,445
HK$1,473 total
22 Jul - 23 Jul
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo
Interior

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 HK$1,847
HK$1,847 total
22 Jul - 23 Jul
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo
Exterior

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 HK$2,100
HK$2,100 total
8 Aug - 9 Aug
Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo
Property grounds

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 HK$2,884
HK$2,884 total
28 Jul - 29 Jul
An entire building can be rented for your exclusiv / Oshima Tokyo
Exterior

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 HK$1,471
HK$1,668 total
27 Jul - 28 Jul
Private resort 10 seconds walk from the ocean, villa for rent on Oshima Island, Tokyo
Outdoor dining

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 HK$3,806
HK$3,806 total
27 Jul - 28 Jul
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo
2 bedrooms, free WiFi, bed sheets

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 HK$481
HK$823 total
29 Jul - 30 Jul
Oyado Kikiairaku IG2
Living area

Route 99 Cola

Route 99 Cola
3.0 star property
Higashiizu
8.0 out of 10, Very good, (1 review)
"清掃も行き届いていて、快適に過ごせました。"
Japan
Yoshiro
The price is HK$417
HK$700 total
24 Jul - 25 Jul
Route 99 Cola
Terrace/patio

Route 99 Caelum

Route 99 Caelum
3.0 star property
Higashiizu
The price is HK$445
HK$730 total
27 Jul - 28 Jul
Route 99 Caelum
Minibar, laptop workspace, free WiFi, bed sheets

Oyado Ichigo Nisho 27 IG1

Oyado Ichigo Nisho 27 IG1
3.0 star property
Ito
The price is HK$514
HK$783 total
6 Aug - 7 Aug
Oyado Ichigo Nisho 27 IG1
Hot springs

SANU 2nd Home Izu 1st

SANU 2nd Home Izu 1st
3.0 star property
Futo
9.0 out of 10, Wonderful, (2 reviews)
"2008号室のオーシャンビューのお部屋に泊まりました。 眺めが良く、ちょうど河津桜が咲いていました。 チェックインはスマホで完了し、暗証番号でお部屋に入ることができ、わかりやすかったです。 周辺は特にお店もないので、事前の買い出しが不可欠です。 赤ちゃん連れだったのですが、ダブルサイズのベッドで添い寝ができました。ただし、ベッドの間は隙間があるので、枕でギャップを埋めました。 備え付けの有料コーヒーが特に美味しかったです。"
Japan
Hitomi
The price is HK$1,998
HK$2,198 total
20 Aug - 21 Aug
SANU 2nd Home Izu 1st
Separate bathtub and shower, free toiletries, hair dryer, slippers

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 HK$778
HK$970 total
22 Jul - 23 Jul
Condominium Hotel Garland Court Usami
Interior

A glasswalled designer singlestory house nestled / Ito City Shizuoka

A glasswalled designer singlestory house nestled / Ito City Shizuoka
Ito City
The price is HK$1,948
HK$1,948 total
27 Jul - 28 Jul
A glasswalled designer singlestory house nestled / Ito City Shizuoka
Flat-screen TV

VILLA IZU Zessei

VILLA IZU Zessei
3.0 star property
Ito
The price is HK$1,579
HK$2,668 total
22 Jul - 23 Jul
VILLA IZU Zessei
2 bedrooms, laptop workspace, free WiFi, bed sheets

Izu Workation

Izu Workation
2.5 star property
Yawatano
9.0 out of 10, Wonderful, (4 reviews)
The price is HK$395
HK$772 total
22 Jul - 23 Jul
Izu Workation
Living area

Japanese Condominium UNO

Japanese Condominium UNO
3.0 star property
Ito
8.6 out of 10, Excellent, (27 reviews)
"New building with all excellent amenities and features"
Canada
Kwok Kwong
The price is HK$860
HK$946 total
22 Jul - 23 Jul
Japanese Condominium UNO
TV

Terrace Kawazu / Kamo District Shizuoka

Terrace Kawazu / Kamo District Shizuoka
Kamo District
The price is HK$2,898
HK$3,402 total
22 Jul - 23 Jul
Terrace Kawazu / Kamo District Shizuoka
Land view from property

IG3 Oyado Sankanshion

IG3 Oyado Sankanshion
3.0 star property
Ito
The price is HK$830
HK$1,179 total
19 Aug - 20 Aug
IG3 Oyado Sankanshion
Interior

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)
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

Shimoda Tokyu Hotel

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."
Stacy 2-night trip
Posted 3 hours ago
Shimoda Tokyu Hotel

Find out more about Oshima

Search for holiday rentals in Oshima on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshima using one of the methods below:

  • View our selection of featured holiday rentals in Oshima
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Look no further and take a look at our great range of rental properties in Oshima!

Frequently asked questions

Can I find holiday rentals in Oshima?

Yes, there are holiday rentals in Oshima close to Izu-Oshima Volcano Museum, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Oshima has to offer?

Japanese Condominium UNO: This holiday home rental outside of Oshima is located in the city centre, and has a balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Oshima?

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

What can I see and do in Oshima?

Ura Desert and Mount Mihara are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Izu-Oshima Volcano Museum. Oshima Golf Club and Okata Port are other places to visit while you're in town.

What are holiday rentals like in Oshima?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oshima. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.