A turquoise sea, rocky shoreline, and lush greenery.

Oshima Vacation Rentals

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Our top choices for Oshima vacation rentals

1. Gojuuban

Gojuuban
2.0 star property
Oshima
The price is CA $234
CA $258 total
Sep 13 - Sep 14
Gojuuban

2. Cozy Villa w/Hot springs and Nature. ★Terrace BBQ

Cozy Villa w/Hot springs and Nature. ★Terrace BBQ
Futo
The price is CA $114
CA $201 total
Sep 3 - Sep 4
Cozy Villa w/Hot springs and Nature. ★Terrace BBQ

3. Oyado Ichigo Nisho 27 IG1

Oyado Ichigo Nisho 27 IG1
3.0 star property
Ito
The price is CA $75
CA $121 total
Sep 16 - Sep 17
Oyado Ichigo Nisho 27 IG1

4. 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 $70
CA $130 total
Sep 17 - Sep 18
Oyado Kikiairaku IG2

5. Condominium Hotel Garland Court Usami

Condominium Hotel Garland Court Usami
2.5 star property
Ito
8.8 out of 10, Excellent, (73 reviews)
"Perfect !"
France
Yuma
The price is CA $141
CA $176 total
Sep 4 - Sep 5
Condominium Hotel Garland Court Usami

6. 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 CA $411
CA $460 total
Sep 8 - Sep 9
SANU 2nd Home Izu 1st

7. Route 99 Caelum

Route 99 Caelum
3.0 star property
Higashiizu
The price is CA $103
CA $243 total
Sep 3 - Sep 4
Route 99 Caelum

8. KANDO IZUINATORI - A villa with a spacious ocean view veranda

KANDO IZUINATORI - A villa with a spacious ocean view veranda
賀茂郡東伊豆町
10.0 out of 10, Exceptional, (4 reviews)
"外から見る古建物、中に入って、びっくりしました, とっても、広くて、綺麗です。 いろいろな用品を揃えて、気遣い所を心に響きました。ほんとにありがとうございました、また利用します"
Japan
GAO M.
The price is CA $327
CA $496 total
Sep 27 - Sep 28
KANDO IZUINATORI - A villa with a spacious ocean view veranda

9. Route 99 Cola

Route 99 Cola
3.0 star property
Higashiizu
8.8 out of 10, Excellent, (3 reviews)
"カーナビでスムーズに着くことができず、少し迷いました。案内板や建物にも施設の名前がなかったので、何かしら施設名を表示しておいて欲しかったです。バーベキュー道具で着火剤がなかったので火をつける事ができませんでした。天候も夜に雨が降ったりしたので、結局できず仕舞いでしたが。木炭の他に使い終わりのジッポオイルではなく、新品の着火剤はあるといいです。入り口までの階段は急なのと長いので特に雨の日は注意が必要です。お風呂は広くて石造りなので、とてもいいと思いました。トイレも新しくきれいです。キッチン、コンロも綺麗で使いやすいです。強いて言うならトースターあるといいかもです。寝室からの海の眺めは最高です。幼児以下の家族連れは安全面でかなり気を使いそうですが、小学生以上であれば大丈夫だと思います。"
Japan
seiji
The price is CA $94
CA $223 total
Sep 8 - Sep 9
Route 99 Cola

10. VILLA IZU Zessei

VILLA IZU Zessei
3.0 star property
Ito
The price is CA $367
CA $572 total
Oct 1 - Oct 2
VILLA IZU Zessei

11. IG3 Oyado Sankanshion

IG3 Oyado Sankanshion
3.0 star property
Ito
The price is CA $78
CA $134 total
Oct 1 - Oct 2
IG3 Oyado Sankanshion

12. Rooms for up to 5 people with no meals, connecting the blue sea and travelers by post! Rooms are Japanese style and overlook Sagami Bay!

Rooms for up to 5 people with no meals, connecting the blue sea and travelers by post! Rooms are Japanese style and overlook Sagami Bay!
伊東市川奈
The price is CA $148
CA $186 total
Sep 4 - Sep 5
Rooms for up to 5 people with no meals, connecting the blue sea and travelers by post! Rooms are Japanese style and overlook Sagami Bay!

13. 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 CA $147
CA $162 total
Sep 9 - Sep 10
Japanese Condominium UNO

14. Cozy Villa with Hot springs and Nature

Cozy Villa with Hot springs and Nature
3.0 star property
Futo
2.0 out of 10, (1 review)
"虫が多すぎ ゴキブリいすぎ 網戸隙間空きすぎ 布団使用したら身体中痒くなった アメニティ最低限歯ブラシくらい置いとくべき"
Japan
Anonymous traveller
The price is CA $118
CA $225 total
Sep 3 - Sep 4
Cozy Villa with Hot springs and Nature

15. Atami-Kaiun

Atami-Kaiun
3.0 star property
Atami
8.8 out of 10, Excellent, (3 reviews)
"施設は思ったよりも広く、清潔で過ごしやすかったです。 ベッドもふかふかでぐっすり眠れました。 ありがとうございました。"
Japan
??
The price is CA $186
CA $326 total
Sep 9 - Sep 10
Atami-Kaiun

16. Surrounded by lush natural beauty, our facility offers excellent access to popular tourist attractions and is a favorite among guests traveling with pets!

Surrounded by lush natural beauty, our facility offers excellent access to popular tourist attractions and is a favorite among guests traveling with pets!
伊東市
The price is CA $61
CA $90 total
Sep 8 - Sep 9
Surrounded by lush natural beauty, our facility offers excellent access to popular tourist attractions and is a favorite among guests traveling with pets!

17. Ideal for travelers: Bedroom with kitchen, maximum of 3 people in the ministry.

Ideal for travelers: Bedroom with kitchen, maximum of 3 people in the ministry.
Kawana, Ito City
The price is CA $110
CA $140 total
Sep 4 - Sep 5
Ideal for travelers: Bedroom with kitchen, maximum of 3 people in the ministry.

18. One old house rental ministry connecting the blue sea and travelers with travel posts (max. 8 people)

One old house rental ministry connecting the blue sea and travelers with travel posts (max. 8 people)
伊東市川奈1334-9
8.0 out of 10, Very good, (1 review)
"Nice experience, bit rustic, very authentic and great view"
United States
kevin
The price is CA $217
CA $267 total
Sep 30 - Oct 1
One old house rental ministry connecting the blue sea and travelers with travel posts (max. 8 people)

19. Ufufu Village - Glamping

Ufufu Village - Glamping
2.0 star property
Izu
9.0 out of 10, Wonderful, (46 reviews)
"The staffs are nice & polite. The room is comfortable."
Hong Kong SAR China
LOK MAN
The price is CA $239
CA $264 total
Sep 8 - Sep 9
Ufufu Village - Glamping

20. tokinos

tokinos
4.5 star property
Ito
10.0 out of 10, Exceptional, (1 review)
"とっても素敵な時間を家族で過ごせました。"
Japan
Nakao
The price is CA $1,302
CA $1,437 total
Sep 24 - Sep 25
tokinos
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?

Japanese Condominium UNO: Visitors like this Oshima vacation home rental. It is located in the city center 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 vacation rentals will I find in Oshima?

Choose from 7 Expedia vacation rentals in Oshima for a memorable vacation.

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 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.