Oshima Vacation Rentals

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Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Oshima vacation rentals

Superior Room | Living area | IPad
yutorie

Vacation Home in Atami

yutorie
3.5 star property
8.8 out of 10, Excellent, (5)
"If you’re like me and like stylish, trendy ,special designed houses.Then you will love this place. It’s new, clean, and a unique design. Wish we could stay longer. "
United States
Yuki
The price is ￥54,197
￥60,788 total
Jan 17 - Jan 18, 2026
yutorie
Beach nearby
Oyado Kikiairaku IG2

Apartment in Ito

Oyado Kikiairaku IG2
3.5 star property
10.0 out of 10, Exceptional, (2)
"喜喜哀楽さんは宇佐美海岸から徒歩2.3分の所にあるゲストハウスで、とっても人柄の良い若いご夫婦さんがオーナーです。フロントは、古道具に囲まれた昭和レトロな空間。壁には、キャンディーズや百恵ちゃんの写真が飾っています。ノスタルジックな雰囲気が落ち着きます。 お部屋は、とっても広くて2DKの広さに，なんとお部屋内に温泉付き。これには驚きました。源泉掛け流しの温泉♨️がお部屋にあるなんて スイートルームだと思います。ところどころに，オーナーさんの創意工夫が施されていて 使い勝手が良かったです。旅の話し、海の話し（オーナーさんサーファー🏄‍♂️)台湾の話し（奥様台湾の方)ができて楽しかったです。夕方は宇佐美海岸までサンセットを見に行ったり、宇佐美の街中を歩いたりして少しジモティ気分を味わいました。宇佐美はのんびりできて、それが心地良かったです。おひとり様、女子旅、カップル、ファミリー、少人数で楽しむにはもってこいのお宿です。お世話になりました。"
Japan
YOKO
The price is ￥6,914
￥13,705 total
Jan 5 - Jan 6, 2026
Oyado Kikiairaku IG2
Outdoor pool
tokinos

Villa in Ito

tokinos
4.5 star property
10.0 out of 10, Exceptional, (1)
"とっても素敵な時間を家族で過ごせました。"
Japan
Nakao
The price is ￥156,364
￥172,000 total
Jan 3 - Jan 4, 2026
tokinos
House | Living area | 30-inch flat-screen TV with digital channels, TV
Resort stay Bowen

Vacation Home in Ito

Resort stay Bowen
4.0 star property
10.0 out of 10, Exceptional, (1)
"しいて言えば、勝手口側の雨戸が閉まらなかったのと気持ち少し、寒いです。 他は全てにおいて素晴らしかったです。"
Japan
Anonymous traveler
The price is ￥89,277
￥98,205 total
Jan 19 - Jan 20, 2026
Resort stay Bowen
View from property
Sea Shell Marine House

Vacation Home in Kakisaki

Sea Shell Marine House
3.0 star property
9.2 out of 10, Wonderful, (7)
"ロケーションは最高でした。お部屋も広くて快適に過ごせました。 "
Japan
rika
The price is ￥32,387
￥35,907 total
Jan 8 - Jan 9, 2026
Sea Shell Marine House
Basic Apartment | Minibar, laptop workspace, free WiFi, bed sheets
Oyado Ichigo Nisho 27 IG1

Apartment in Ito

Oyado Ichigo Nisho 27 IG1
3.0 star property
The price is ￥6,273
￥11,410 total
Jan 12 - Jan 13, 2026
Oyado Ichigo Nisho 27 IG1
2 Bedroom House | Terrace/patio
Atami-Kaiun

Vacation Home in Atami

Atami-Kaiun
3.0 star property
8.8 out of 10, Excellent, (3)
"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 ￥34,974
￥52,371 total
Jan 6 - Jan 7, 2026
Atami-Kaiun
Public bath
Condominium Hotel Grandview Atami

Aparthotel in Atami

Condominium Hotel Grandview Atami
3.5 star property
7.6 out of 10, Good, (220)
"Great for impromptu stay. Private onsen is great."
Singapore
JIE'ER, JERALD
The price is ￥16,694
￥20,899 total
Jan 5 - Jan 6, 2026
Condominium Hotel Grandview Atami
Family House, Garden View | View from room
DA TATEYAMA con amore

Vacation Home in Tateyama

DA TATEYAMA con amore
4.0 star property
8.0 out of 10, Very Good, (1)
"積水ハウスの素晴らしい建物で快適に過ごすことが出来ました。 ただ、1階の南側の居室、浴室あたりが入ってすぐ凄く臭かったです。匂いの対策をされた方が良いのではと思いました。また、浴室には少し黒カビがあったのと、2階の居室には以前の宿泊者のものなのか靴下が引き出しに入っていたので処分しました。 調味料は一切ないので、ある程度購入してから行く必要があります。 コンビニが徒歩すぐ、スーパーも車ですぐのところにある為、全く困りませんでした。 とても良い時間を過ごすことが出来ました。"
Japan
HIDETSUGU
The price is ￥165,879
￥183,715 total
Jan 12 - Jan 13, 2026
DA TATEYAMA con amore
Exterior
Condominium MOANA

Condo in Ito

Condominium MOANA
3.0 star property
8.6 out of 10, Excellent, (17)
"Near to beach and train station.Need climb up one stair to the apartment..."
Singapore
Choon Hooi
The price is ￥18,216
￥20,196 total
Jan 6 - Jan 7, 2026
Condominium MOANA
Exterior
ZEKKEI SEASIDE NAHAMA

Vacation Home in Yokosuka

ZEKKEI SEASIDE NAHAMA
3.5 star property
7.0 out of 10, Good, (4)
"しょうがない事かもしれませんが、 ゴキブリが部屋に3匹でたのと、 ゴキブリの死骸がありました。 キッチン道具は錆があった。 清潔感はあまりなかった様に思えました。 料理する時の測りと、 計量カップがなかった。 箸がなかった。 五右衛門風呂は楽しかったが、 三号車の前の風呂は水漏れがあった。 "
Japan
hiroya
The price is ￥29,800
￥32,780 total
Jan 5 - Jan 6, 2026
ZEKKEI SEASIDE NAHAMA
Condo / Apartment | Living area | 50-inch flat-screen TV with digital channels, TV
Japanese Condominium UNO

Vacation Home in Ito

Japanese Condominium UNO
3.0 star property
8.8 out of 10, Excellent, (23)
"New building with all excellent amenities and features"
Canada
Kwok Kwong
The price is ￥17,028
￥19,008 total
Jan 7 - Jan 8, 2026
Japanese Condominium UNO
Reception
Tokyu Vacations Izukogen

Aparthotel in Ito

Tokyu Vacations Izukogen
2.0 star property
9.6 out of 10, Exceptional, (9)
"落ち着いて雰囲気と行き届いた清掃が素晴らしい"
Japan
Manabu
The price is ￥20,608
￥23,322 total
Jan 6 - Jan 7, 2026
Tokyu Vacations Izukogen
Suite Room(93) No-pets allowed/1off-site parking lot, Non Smoking | In-room safe, free WiFi, bed sheets
Rakuten STAY Atami

Rakuten STAY Atami

Rakuten STAY Atami
3.0 star property
9.0 out of 10, Wonderful, (197)
"The room was modern, clean and well-furnished. Very comfortable with a lot of room - including a dining area. Was not expecting the free drinks bar! That's a very big perk. Generally good for holiday or work-travel."
Singapore
Jianhao
The price is ￥14,425
￥16,670 total
Jan 26 - Jan 27, 2026
Rakuten STAY Atami
Separate tub and shower, free toiletries, hair dryer, slippers
Condominium Hotel Garland Court Usami

Condo in Ito

Condominium Hotel Garland Court Usami
2.5 star property
8.6 out of 10, Excellent, (71)
"本当に良かった"
Japan
JUN
The price is ￥24,174
￥29,850 total
Jan 6 - Jan 7, 2026
Condominium Hotel Garland Court Usami
Standard House | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker
Izu Workation

Vacation Home in Yawatano

Izu Workation
2.5 star property
8.8 out of 10, Excellent, (3)
"Kitchen was very well-equipped, with a lovely big fridge. Appreciate the laundry machine available. Older place so a bit worn and dusty in places. Very spacious - yet somewhat awkward for just relaxing in. Single beds were not comfortable so we placed tri-fold mattresses on top. Orange duvet covers not a pleasant material to touch. We could not get hot water in the tub so we're not able to enjoy it! Air conditioning was good! Nice neighborhood. Lovely plants and birds just outside!"
Canada
Heidi
The price is ￥11,554
￥19,709 total
Jan 12 - Jan 13, 2026
Izu Workation
Balcony
Villent Izukogen

Vacation Home in Ito

Villent Izukogen
2.5 star property
9.0 out of 10, Wonderful, (2)
"満足しています。ありがとうございました。また利用させていただくと思います。"
Japan
マサノリ
The price is ￥11,600
￥22,760 total
Jan 12 - Jan 13, 2026
Villent Izukogen
View from room
SANU 2nd Home Izu 1st

Cottage in Futo

SANU 2nd Home Izu 1st
3.0 star property
The price is ￥38,364
￥42,200 total
Jan 6 - Jan 7, 2026
SANU 2nd Home Izu 1st
Executive Villa | Private kitchen | Fridge, microwave, rice cooker, cookware/dishes/utensils
vacation inn Izu Kogen

Vacation Home in Yawatano

vacation inn Izu Kogen
3.0 star property
9.0 out of 10, Wonderful, (6)
"I love locations, outside bathtubs, kitchen, all the bedrooms, everything was perfect!! Definitely we will back this room!! "
Japan
ミキ
The price is ￥24,545
￥27,000 total
Jan 5 - Jan 6, 2026
vacation inn Izu Kogen
House, 3 Bedrooms | Private kitchen | Fridge, microwave, stovetop, electric kettle
Villent Izu Usami

Vacation Home in Ito

Villent Izu Usami
3.0 star property
5.0 out of 10, (2)
"キッチンの床は綺麗になっていました。 一番残念だったのは、浴室のシャワーを使って、湯量が少ない上にお湯が程なく水に変わってしまい、お湯になるまでにまた時間が掛かる事です。 冬だったら、更に困ったと思います。 それから、各部屋の時計が殆んど止まっていました。 ブラインドは、羽の向きを変える金具が壊れている物が有りました。 "
Japan
Anonymous traveler
The price is ￥12,384
￥23,622 total
Dec 28 - Dec 29
Villent Izu Usami
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

PEARL STAR HOTEL ATAMI

PEARL STAR HOTEL ATAMI

10/10 Excellent
"DAR, at the front desk was fabulous. Her English is perfect. She helped us with restaurants, taxis etc."
marie 3-night trip
Posted 15 hours ago
PEARL STAR HOTEL ATAMI

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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  • Enter your travel dates to view the best deals on holiday rentals in Oshima while they last

Look no further and take a look at our great range of rental properties in Oshima!

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?

Resort stay Bowen: Visitors like this Oshima vacation home rental. It is equipped with a private yard, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Oshima?

Choose from 17 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. Okata Port and Geological Layers in Oshima 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.