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Holiday rentals in Ōshima Island

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Top-rated holiday rentals in Ōshima Island

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Top guest favourite
Home in Yugawara
5 out of 5 average rating, 210 reviews

Barbecue while looking at the sea! Great access to Hakone, Izu, and Atami! It is a Japanese-style inn where you can relax in a private room

Minpaku Gororin is a private rental accommodation in Yugawara-cho, Kanagawa Prefecture. The host is a local couple who renovated a traditional house built 60 years ago. We live in the adjacent main house and will be happy to provide you with information and assistance. At this facility, you can enjoy BBQ in the garden overlooking the sea (equipment is free). Charcoal, igniters, paper plates and tongs are provided. The room is spacious. We have nostalgic games and toys for both adults and children to enjoy. Popular Atami is also nearby, and there are fireworks displays. Mishima is about 30 minutes away via Atami, so it's convenient for getting to Mt. Fuji! You can enjoy fishing and beach play on the Manazuru Peninsula, and hot springs and autumn foliage in Okuyugawara! Hatsushima, popular with young people, is also close by. There is also a freezer for those who fish in Izu. Why not make Minpaku Gororin your base and enjoy it!  Guests elementary school age and younger are 30% off. It can accommodate up to 5 people! Free parking! If you are coming by train, we will pick you up at Mazuru Station. We look forward to your reservation with your family, as a couple, or with friends!

Guest favourite
An outdoor deck features two wooden chairs set against a backdrop of lush greenery and palm trees. The textured surface of the deck complements the rustic wooden exterior of the nearby building. Natural light fills the area, creating a serene atmosphere.
Villa in Oshima
4.88 out of 5 average rating, 24 reviews

suo

A rental house "suo" in a waves floating area with a retro atmosphere in southern Oshima It is an inn that can accommodate 6 people (plus up to 4 children under 2 years old).Spend time with loved ones in the spacious living dining room, wood deck, kitchen for large groups, and a garden where you can enjoy BBQs and bonfires while watching the stars. There are delicious ramen, dairy noodles, baking, and craft beer breweries within walking distance.At the brewery, you can sip craft beer at the tap. As you descend the long stairs as you feel the wind coming from the floating harbor, you'll reach the windy harbor called the windy harbor.A small street with a nostalgic atmosphere is lined with a few stylish cafes, croquettes, and crepe shops. Ryota Kuboki, an architect who moved to the charm of Oshima, is a thoughtful space that has been carefully crafted one by one and a half years with the friends of the island.There may be some things that don't work out, but we hope you'll have a hard time thinking, hard work, and thoughtful touches.I would like to grow it as a good place to stay with you. suo owner couple

Guest favourite
Tiny home in Shimoda
4.91 out of 5 average rating, 217 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 favourite
A spacious living area is furnished with a blue sofa and a wooden dining table. Large windows allow natural light to brighten the room, while a television is positioned for entertainment. Two waste bins are discreetly placed in a corner, maintaining a clean appearance.
Home in Oshima
4.82 out of 5 average rating, 34 reviews

Newly renovated private lodging/4 mins to bus stop/2 ports, 10 mins to airport by bus

Take a refreshing trip with a clean, private place to stay. Conveniently located halfway between Motomachi Port and Okada Port in Izu Oshima.It is about 10 minutes by bus from both ports and only 4 minutes walk from the nearest bus station, so you can comfortably sightsee the island without having to rent a car. There is a supermarket, mini home center, and Italian restaurant within a 5-minute walk, making it convenient for shopping during your stay. * There are also houses nearby, so it is not suitable for young groups who want to make a lot of noise.  This is for those who want to feel quiet and relaxing away from the bustle of the city. < Attractions > Renovated clean space: Refresh the water around the bathroom, kitchen, washroom, etc. for a comfortable stay. Two spacious bedrooms: 11.5 tatami mats and 12 tatami mats, perfect for multiple families or group trips. Easy outdoor BBQ: No charcoal, net, or fire!Enjoy an outdoor BBQ with a large hot plate. Car sharing is available on the premises: You can also easily get transportation and enjoy the island more freely.

Guest favourite
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 favourite
An open living space is highlighted by wooden beams and large windows that provide natural light. A comfortable brown couch faces a flat-screen television. A dining area with light-colored chairs is visible in the background, enhancing the spacious feel of the room.
Home in Itō
4.96 out of 5 average rating, 93 reviews

Private villa with hot spring! 7 minutes on foot from Izu-Kogen Station, in a great location along a row of cherry trees!

This is a 2-story villa, a 7-minute walk from the station, facing the Izu Kogen cherry trees. It can accommodate up to 5 people in an open living room. It is in a good location for access to tourist facilities and attractions around the Izu Kogen, generally about 5 to 10 minutes by car. There is a convenience store, drug store, family restaurant, and cafe within walking distance, so you can rest assured. You can see the ocean from the second floor, and you can enjoy the seasonal changes from the living room, such as cherry blossoms in full bloom in spring and autumn foliage, so please enjoy Izu Kogen Life.

Superhost
A spacious sleeping area features three low-profile beds arranged on a woven mat. Natural light filters through a large sliding window, enhancing the minimalist design. A wooden bench runs along one wall, providing additional seating and a sense of openness.
Home in Oshima
4.78 out of 5 average rating, 18 reviews

For travelers who know nature. The warmth and convenience of the Showa era. A hideaway for a walk to the scenic road.

【ご予約前に必ずご確認ください】 本施設は離島の自然の中にあり、都市部より虫の遭遇率が高いです。環境への深いご理解と覚悟が必要です。自然に不慣れな女性やカップルは、この点を十分ご検討ください。 当施設は、昭和レトロな民家を改装した一棟貸切の活動拠点。効率的な活動と確かな休息を求めるお客様に最適です。 ■ 環境・推奨層 この離島のリアルな環境を理解し、活動に集中したい職人様や男性グループの利用を強く推奨します。環境に慣れていない方のご予約は、質の高い滞在のためお断りさせていただきます。 ■ サービス・生活環境 利便性(生活圏完結):スーパーや飲食店が徒歩・自転車圏内に揃い、生活が完結。自炊用品もほぼ完備。 サポート:長期滞在中の清掃、リネン交換、ゴミ捨て、BBQお手伝いなど、コンシェルジュ的サービスを提供します。 ■ 休息と絶景 歩いてすぐの**「サンセットパームライン」での海岸散歩は格別。夜は満天の星空**。安眠のため蚊帳・蚊帳テントを導入。浴槽で疲労回復をサポートします。 ■ 価格 1号店よりお得な価格設定。長期滞在プランはさらにお得です(詳細は直接お問い合わせください)。

Top guest favourite
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.

Guest favourite
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, 178 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 favourite
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 favourite
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, 101 reviews

Creative Villa with a View of the Sea | Exclusive Sunset Experience in Toda Bay | 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 favourite
A view of a traditional Japanese house is captured from an elevated angle, overlooking a coastal town. The structure features a tiled roof and is surrounded by greenery, with the ocean and hills visible in the background.
Home in Itō
4.99 out of 5 average rating, 155 reviews

Live the art-like experience of Ukiyoe House!

*Smoke-free property | Ukiyoe House Ito is just a 3-minute drive or taxi ride from Ito Station, where you'll swiftly ascend 60 meters above sea level. Enjoy breathtaking ocean views and the renowned hot spring town of Ito Onsen. Experience living in the Ukiyoe picturesque traditional Japanese house. Soak in the volcanic stone bathtub, Sleep on a cozy Japanese futon in a Tatami room, and wake up to a beautiful sunrise as depicted in Mr. Hokusai painted 200 years ago.

Popular amenities for Ōshima Island holiday rentals

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