Oshima Vacation Rentals

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Our top choices for Oshima vacation rentals

Vacation Home in Oshima-machi

2.0 star property
10.0 out of 10, Exceptional, (1)
"世話のよい女将さんと旦那さんにお世話になりました。普通の家にあるものは調味料や食器、洗濯機も含めてすべてそろっており、グループや家族での数日間の滞在に最適だと思います。"
Japan
YUI
$108 nightly
The price is $108
Dec 10 - Dec 11
An inn for rent / Oshima-machi Tokyo

Apartment in 大島町

10.0 out of 10, Exceptional, (1)
"とても綺麗なところでアメニティも充実しており何よりオーナーさんがとても気さくな方でよかったです! 布団も気持ちよく、何をとっても文句なしによかったです! また来た際には必ず利用します!"
Japan
Kanta
$148 nightly
The price is $148
Dec 11 - Dec 12
Entire house rental nestled in a quiet, lush area of Izu Oshima|BBQ & Bonfire available

Vacation Home in Oshima

10.0 out of 10, Exceptional, (1)
"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
$272 nightly
The price is $272
Dec 13 - Dec 14
An entire building can be rented for your exclusiv / Oshima Tokyo

Vacation Home in Oshimamachi

10.0 out of 10, Exceptional, (1)
$149 nightly
The price is $149
Dec 16 - Dec 17
A room for rent in the nostalgic Habuminato / Oshimamachi Tokyo

Vacation Home in Oshimamachi

10.0 out of 10, Exceptional, (2)
"家族4人でお世話になりました。 波浮という町を穏やかに散策出来、波浮らしいこちらに1日ではありましたが、ゆっくりと過ごさせていただきました。 目の前のモンマルトルでも、美味しいレモンソーダとメロンソーダをいただきました。楽しいお話もいただき、ありがとうございました。是非次は、露伴に数泊!と思っております。 ※食器類が少なかったというコメントありましたが、我が家は大丈夫でした! ※お風呂は少し換気が厳しいのは正直なところです。是非是非、こちらのオーナーさんなら改善されると信じております! 皆さんで大切にされている伊豆大島 波浮港、沢山の方に訪れていただきたいです。"
Japan
??
$179 nightly
The price is $179
Dec 13 - Dec 14
An inn for rent in the elegant Habuminato Limited / Oshimamachi Tokyo

Vacation Home in Oshima-cho

$108 nightly
The price is $108
Dec 10 - Dec 11
Whole house rental inn / Oshima-cho Tokyo

Vacation Home in Oshima-cho

$194 nightly
The price is $194
Jan 9 - Jan 10, 2026
Enjoy a rich island trip at Sakaeya a small inn t / Oshima-cho Tokyo

Vacation Home in Oshimamachi

$355 nightly
The price is $355
Dec 11 - Dec 12
Room only Entire building available for exclusive use for one group per day / Oshimamachi Tokyo

Cottage in Oshima-machi

4.0 out of 10, (1)
"洗面が壊れている。"
Japan
??
$246 nightly
The price is $246
Dec 10 - Dec 11
A relaxing space with plasterfinished interior wa / Oshima-machi Tokyo

Mobile Home in Minamiboso

3.0 star property
9.6 out of 10, Exceptional, (4)
"必要なものが全て揃っていて、手ぶらでOKなのが最高!新しい施設だと思われ、全てが綺麗。掃除も行き届いている。 うちは犬はいないが、愛犬家さんにはかなりいいと思う。ドッグラン用の庭は小さい子供向けにもすごく良かった!"
Japan
MISAKO
$92 nightly
The price is $102
Jan 8 - Jan 9, 2026
Solana Shirahama

Camping in Izu

2.0 star property
9.0 out of 10, Wonderful, (42)
"The staffs are nice & polite. The room is comfortable."
Hong Kong SAR China
LOK MAN
$136 nightly
The price is $150
Dec 17 - Dec 18
Ufufu Village - Glamping

Camping in Kamo District

$276 nightly
The price is $276
Dec 11 - Dec 12
mukaian house rental Room onlyBring your own p / Kamo District Shizuoka

Apartment in Ito

3.0 star property
Oyado Ichigo Nisho 27 IG1

Apartment in Ito

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
$87 nightly
The price is $99
Dec 17 - Dec 18
Oyado Kikiairaku IG2

Aparthotel in Atami

3.5 star property
7.6 out of 10, Good, (220)
"Great for impromptu stay. Private onsen is great."
Singapore
JIE'ER, JERALD
$97 nightly
The price is $112
Dec 10 - Dec 11
Condominium Hotel Grandview Atami

Rakuten STAY Atami

3.0 star property
9.0 out of 10, Wonderful, (190)
"We enjoyed our stay here - very easy to walk into town . Safe parking for our car. Good choice of food outlets."
Australia
Toni
$82 nightly
The price is $95
Dec 11 - Dec 12
Rakuten STAY Atami

Vacation Home in Yawatano

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
$109 nightly
The price is $120
Dec 22 - Dec 23
Izu Workation

Vacation Home in Kamo-gun

10.0 out of 10, Exceptional, (8)
"とてもいいゲストハウスでした! オーナーさんもとても気さくで親切でした! お風呂の底の色だけ気になるので見えなくなっていたらいいなと思いました!"
Japan
??
$59 nightly
The price is $59
Dec 16 - Dec 17
Even though youre renting the entire house its an incredibly low price of just 3980 yen per nigh / Kamo-gun Shizuoka

Vacation Home in Ito

3.0 star property
8.8 out of 10, Excellent, (23)
"New building with all excellent amenities and features"
Canada
Kwok Kwong
Japanese Condominium UNO

Vacation Home in Kamo-gun

8.0 out of 10, Very Good, (1)
"建物や周辺の雰囲気が良く、リビングは広く清潔でゆっくり過ごすことができました。 とても満足しています。 気になった点だけ以下に記載。 ・8月に利用しており、屋外は蜂やブヨが多かったです。 ・国道135号からの道のりが想像以上に細く、急勾配の山道で買い物に行くのに時間がかかります。 ・すぐ真横が民家らしく、うちの子供たちの声が迷惑にならないか気になりました。"
United States
カルシウム肝油ドロップ
$105 nightly
The price is $105
Dec 10 - Dec 11
Surrounded by the warmth of the fireplace BBQ whi / Kamo-gun Shizuoka
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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Oshima in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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 17 Expedia vacation rentals in Oshima for a memorable vacation.

What can I see and do in Oshima?

Mount Mihara and Motomachi Hamanoyu Hot Spring are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Izu-Oshima Volcano Museum. Okata Port and Gojinka Onsen 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.