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Vacation rentals in Ōshima Island

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Top-rated vacation rentals in Ōshima Island

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Guest favorite
Tiny home in Shimoda
4.91 out of 5 average rating, 216 reviews

Rental House Comfy,❮ free parking lot within walking distance to all of Yisame Beach/ BBQ on site❯

This tiny house is within walking distance to all the beaches in Kisami. (Iritahama is the nearest beach, 7 minutes on foot/11 m above sea level) Especially recommended for those who love the sea, surfing, and swimming! There is also a Wi-Fi environment in the facility, so please use it for long-term stays and travel as a base for workcation and Izu travel. The kitchen is equipped with a single burner stove (gas) and simple cooking utensils, dishes, and condiments. We also provide free rental items for guests to use. Bicycles and kickboards are available for free, so please feel free to use them for a stroll during your stay. If you'd like to BBQ, please check the house rules for details. Also, please note that the facility is non-smoking, so please smoke outdoors. Please see the house rules for smoking areas. Access is 10 minutes by bus from Izukyu Shimoda Station, get off at Iritah stop and walk 3 minutes, or 5 minutes by car from Izukyu Shimoda Station. There is also free parking on site, so you are also welcome to come by car! ※ Please note that the bath is an outdoor shower unit.

Guest favorite
A spacious outdoor terrace features wooden flooring and walls, complemented by a large table surrounded by black chairs. Views of lush greenery and the ocean are visible through expansive glass panels, creating a serene setting for dining or relaxation.
Condo in Shimoda
4.97 out of 5 average rating, 120 reviews

Garden Villa KOTI, Room w/ Sauna (Ocean View Condominium with Sauna)

This room is equipped with residential facilities based on the concept of "living like you live" by the sea.It is an ideal place to stay with the comfort of the condo and a natural environment. The spacious ocean view terrace has a sauna on it.At your favorite temperature, you can also enjoy yourself while enjoying yourself.Hear the sound of the ocean and forget your daily routine.We have a table top BBQ grill on the terrace that you can relax and enjoy.Forget the time and enjoy a meal outdoors to the fullest.It is basically a quiet facility while talking sometimes. 8 minutes on foot from Shirahama Beach.Please stay while enjoying marine sports. There is also a visitor room where you can work or invite friends during your stay.Discount price for 2 nights or more.It is a facility that is easy to use for long stays. There are two sauna type rooms, one room on the first and second floor.The floor plan and color are slightly different, but we have the same basic size and fixtures.It may differ from the room in the photo.Thank you for your understanding.

Top guest favorite
A modern black house is framed by lush green trees and plants, set against a clear blue sky. Large windows are visible, providing a glimpse of the interior. The natural landscape enhances the serene environment surrounding the property.
Villa in Hakone
4.97 out of 5 average rating, 560 reviews

[SAKURA Villa] Natural hot spring★ resort atmosphere Heal in★ nature [Hakone] [Koshimadani]

We offer a stylish house with a private hot spring bath in Koshimadani. It is a 7-minute walk from the Saru-no-Chaya bus stop, making it very convenient. (The front road is a steep slope.) The natural hot spring baths are constantly replenished by the source spring and can be enjoyed 24 hours a day. The hot spring source is Kowakudani Onsen, which is weakly alkaline. We also have a★ BBQ space for your convenience! (We also provide equipment for rent. We will charge you 4,000 yen after use. ) We have introduced a★ bioethanol heater for★ winter only. Please let me know when you use it. We'll charge you 2,000 yen after use. Parking for 2 cars is available on site. Looking forward to welcoming you! * The entire house will be rented, but the price will vary depending on the number of people. The displayed price is for 2 people, so please enter the correct number of people before booking.

Guest favorite
A tiny house with a red roof and wooden exterior is positioned on a gravel path surrounded by lush greenery. A neighboring structure with a white door complements the natural setting, evoking a peaceful atmosphere.
Tiny home in Yokosuka
4.97 out of 5 average rating, 287 reviews

Experience living in a tiny house.Mole &Otter's Tinyhouse hotel

🎅 Christmas Specifications Until the End of December! Mole & Otter's Tinyhouse hotel is a homey hotel for one group per day run by a couple living in a tiny house on the same property. The hotel is a 3-minute walk from the nearest station.The sea, supermarkets, convenience stores and restaurants are within a 5-minute walk. On the Miura Coast, you can enjoy various activities such as SUP, fishing, and fishing port tours. The green roof tiny house "Otter" where you will stay is about 11 ㎡ + loft 4 ㎡ and minimal, with a shower, toilet and kitchen, and you can feel the four seasons of the forest from the large windows, so you can have a comfortable and comfortable stay. The tiny house opens up the choice of "live freely with the people you like, wherever you like". I hope the experience of living here will be memorable and life richer for you.

Top guest favorite
An open and airy living space features a comfortable black sofa adorned with a textured pillow. Large windows allow natural light to fill the area, showcasing a view of the ocean. A dining table and chairs are visible, along with stylish indoor plants.
Home in Shimoda
4.95 out of 5 average rating, 129 reviews

Surrounded by greenery, this 3 LDK [Blue Curl] space is on a hillside where you can feel the sea breeze of Irifahama

Hi, thank you for finding the blue crail. This is a renovated place where Noriyuki Ushima, a western artist who loves the sea and nature of Shimoda, was used as an atelier. It is a great space for those who enjoy a view of Irita Beach, a beach recognized as the highest ranked water quality AA, from a hill, the sound of birds chirping, the sound of the wind, and embracing nature as they are. Forget about your daily life and spend a quiet time in secluded nature, or use it as a workation or telework. I look forward to it.

Top guest favorite
A beach setting features a portable chair and a small table positioned on smooth pebbles. The sun is rising over the horizon, casting a warm glow on the tranquil ocean, creating a serene atmosphere with water gently lapping at the shore.
Home in Odawara
4.99 out of 5 average rating, 161 reviews

1min to the Ocean! Renovated Villa for Your Only

1 min from the Pacific Ocean! It is a meticulous renovation house, located close to the "Tunnel Leading to the Sea", a famous photogenic shooting spot. At dawn and sunset, anytime you can visit to the shore. No limit, no wall, only the Horizon and the Sky. Inside this house is fully renovated for comfortable staying. A kitchen, bathroom and a toilet , laundry machine and dryer is installed and free for use. A couple or family of 2-4 is suite on here! Also, 6-minute walk from the Hakone Loop.

Top guest favorite
A bright living area features large sliding glass doors that provide a clear view of the ocean. Natural light floods the space, highlighting the wooden flooring and simple furnishings. A comfortable seating arrangement is complemented by a nearby table, enhancing the relaxing atmosphere.
Home in Itō
5 out of 5 average rating, 176 reviews

Stunning Oceanfront Stay | Perfect for Families

Children enjoy kids’ space toys Parents relax with coffee, gazing at beautiful sea Explore nostalgic Futo with 4 free electric bikes! [Play nearby] Visit Mt. Ōmuro & Jogasaki Coast Play in emerald see at Futo Port See sunrise from beach in front [Shops] On foot: 7 min to izakaya, 12–17 min to deli By bike: 17 min to supermarket By car: 8 min to supermarket, 10 min to restaurants [After playing, relax here] Cook in the full kitchen Refresh with washer & dryer Sleep on fluffy 6-layer futons

Guest favorite
A cozy lounge area is highlighted by a curved, plush maroon sofa and matching chairs. A circular pendant light provides warm illumination, while a sleek, round table sits at the center. Colorful album covers adorn the walls, offering a vibrant visual display.
Cottage in Itō
4.98 out of 5 average rating, 211 reviews

Beautiful Mid-century Japanese Villa

THE LAYER | ITO One of Conde Nast Traveler's top Airbnbs in Japan! This perfectly designed mid-century home has been deeply cared for since it was built by highly skilled craftsmen in 1968. Our loving and detailed renovation accentuates the gorgeous original features, while adding layers of modern design details, fun, and premium comfort. Come relax in our traditional Japanese home in the charming, retro onsen town of Ito on the Izu Peninsula. *****Please read House Rules before booking

Top guest favorite
A lofted living space is illuminated by natural light, featuring a wooden ladder leading to an elevated sleeping area. The open sliding doors offer a view of the tranquil bay, with red chairs positioned on the deck for relaxation.
Villa in Numazu
4.99 out of 5 average rating, 100 reviews

Sea View Creative Villa | Ota Bay Sunset Exclusive Experience | Harbor Front Private Studio

海辺に佇むセルフビルドの貸切ヴィラ。 ホスト自ら設計・施工した唯一無二の建物で、DIYライフマガジン「DOPA!」賞を受賞した創作作品です。 大きな窓からは静かな戸田湾と夕日を望み、漁船が行き交う穏やかな港町の風景が広がります。夜には海面に街灯が映り、幻想的な時間を演出します。 リビングにはホームシアターや音響設備、2名分の独立ワークスペースを完備。 高速Wi-Fiと充実設備により、リモートワークや創作滞在にも最適です。 メインデスクは31.5インチ4Kモニター、ヘッドセット、自作のbluetoothスピーカーを備えWEB会議や編集、配信にも対応。あなたのPCを接続するだけで快適なワーク環境になるよう設計しました。 サブデスクにもモニターを備え、快適な作業環境を整えています。 テラスではBBQも可能。地元猟師のジビエをご用意できる季節もあります。 必要なときはいつでもお声がけください。地元のおすすめやDIYの裏話もご紹介します。 ※段差が多いため、ご高齢の方、6歳以下のお子様には不向きです。 ※落ち着いた滞在を望むカップルや小さなご家族に最適です。

Top guest favorite
A modern two-story house is positioned on a grassy area, surrounded by lush trees. The structure features large glass windows and an open patio with a pergola. A clear blue sky with scattered clouds enhances the serene outdoor setting.
Home in Minamiizu
4.99 out of 5 average rating, 184 reviews

South Forest The cottage’s altitude is 340m.

Our cottage is located on a hillside on the Southern tip of the Izu peninsula. It is surrounded by lush forests, mountains and our fruit and vegetable gardens, with a beautiful view of the Pacific ocean. The cottage is suitable for long term stays. This tranquil space would be a lovely retreat for people interested in the country lifestyle, or those who are looking for a secluded setting to work, focus on creative activities or enjoy a quiet holiday without disturbance.

Guest favorite
An open living area features warm wooden floors and walls, accented by a cozy green sofa. Shelves display plants and decorative items, while a modern television is mounted above a simple wooden console. Natural light floods in from large windows, bringing a refreshing feel to the space.
Home in Higashiizu
4.91 out of 5 average rating, 162 reviews

Inatori Station 3-minute walk, a whole house (1 group only)

It's a 3-minute walk from JR Inatori Station. It is a very quiet place, and it is a private rental house located in the atmospheric streets of a rural port town. It is a cozy place like returning to your parents' house in the countryside. The house is made of pure, soft, and warm cedar, and everything is finished with beeswax, so it is safe for babies and a very calming place. Inatori is also an easy place to go to Minamiizu, Nishiizu, etc. Please stay at this house.

Guest favorite
An interior space features a modern, open layout with high wooden ceilings and large glass doors. Light wooden beams contrast against dark walls, and a spacious sofa offers seating in the center. A dining area is visible in the background, enhancing the inviting atmosphere.
Home in Shimoda
4.99 out of 5 average rating, 448 reviews

A detached house with an open-air hot spring bath.

** A private lodge with a quiet hot spring nestled in a villa area 〜 Reigetsu 〜 ** It is a one-story house built with Japanese pine. A spacious open-air hot spring bath is also available for private use. We hope that you will have a relaxing time in a quiet and peaceful villa area. ・Rental of the whole house ・ Spacious private hot spring with open-air bath ・5 minutes by car to the beach ・There is a parking lot on the premises ・ Free Wi-Fi optical line connection

Popular amenities for Ōshima Island vacation rentals

  1. Airbnb
  2. Japan
  3. Tokyo Prefecture
  4. Oshima
  5. Ōshima Island