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Holiday rentals in Oshima

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Top-rated holiday rentals in Oshima

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Guest favourite
An outdoor deck features a wooden table and chairs, surrounded by greenery. A soft blue tabletop arrangement is set, creating a serene space for gatherings. The wooden railing enhances the natural aesthetic, while the scenic backdrop complements the tranquil setting.
Villa in Itō
4.96 out of 5 average rating, 167 reviews

RARE! Private Hot Spring, Spotless Modern Japanese

Beautiful 3BDRM holiday villa within Fuji-Hakone-Izu National Park. Comes with a large private hot spring bath, panoramic sea view, projector & garden. Morine provides year-round comfort for relaxation & an ideal base for remote work/holiday. Renovated combining modern Japanese taste with Western comfort. Each bedroom is generously sized & the spacious open-plan kitchen/dining/living area is ideal for getting together. Guests may be greeted by the beautiful blooms of a weeping cherry in spring.

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, 174 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

Guest favourite
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.
Apartment in Shirahama
4.97 out of 5 average rating, 120 reviews

ガーデンヴィラ KOTI, Room w/ Sauna (サウナ付オーシャンビューコンドミニアム)

海辺で”暮らすように滞在する”をコンセプトにした住宅並みの設備を整えたお部屋です。コンドミニアムの快適さと自然の多い環境を兼ね揃えた理想的な滞在場所です。 広々としたオーシャンビューテラスにはサウナがついています。自分の好みの温度で好きな時間に、セルフロウリュも楽しみながら利用することができます。海の音に耳を傾けながら日常を忘れて整いタイムを。テラスにはのんびりと楽しめる卓上バーベキューグリルをご用意しております。時を忘れて屋外での食事を存分にお楽しみください。時に談話しながら、基本的には静かな時を過ごすための施設です。 白浜海岸より徒歩8分。マリンスポーツを楽しみながらご滞在ください。 滞在中にお仕事をしたり、ご友人などを招くこともできるビジタールームもあります。2泊以上からが割引価格になります。長期滞在にご利用しやすい施設となっております。 サウナタイプのお部屋は2部屋あり、1階と2階にそれぞれ1部屋ずつあります。間取りやお色味は若干異なりますが基本的な広さ、備品などは同等のものをご用意しております。写真のお部屋と異なる場合がございます。あらかじめご了承ください。

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

Rental House Comfy 吉佐美のビーチまで全て徒歩圏内❮無料駐車場有/敷地内BBQ可❯

吉佐美の全てのビーチまでが徒歩圏内のタイニーハウスです。(入田浜が最寄りで徒歩7分 / 海抜11m) サーフィンや海水浴など海好きな方には特におすすめです! 施設内はWi-Fi環境もございますので、ワーケーションや伊豆旅行の拠点として長期の滞在やご旅行にもご利用ください。 キッチンは一口コンロ(ガス)に簡単な調理器具・食器類・調味料を揃えております。 また、ゲスト様がご使用できるフリーレンタル品もご用意しております。自転車やキックボード等は無料貸出しておりますので、滞在中の散策など、お気軽にご利用ください。 BBQをご希望の方は詳細をハウスルールにてご確認ください。 また、施設は禁煙となっておりますので、喫煙は屋外にてお願いいたします。 喫煙場所については、ハウスルールをご確認ください。 アクセスは伊豆急下田駅からバスで10分の入田バス停で下車してから徒歩3分、自動車では伊豆急下田駅から5分になります。 敷地内には無料駐車場もございますので、お車でのお越しも大歓迎です! ※お風呂は屋外設置のユニットシャワーとなりますので、ご承知おきください。

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, 154 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.

Guest favourite
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, 447 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

Guest favourite
An outdoor hot spring bath is framed by a wooden structure, featuring a rocky surround. Mist rises from the bath, blending with the lush greenery of the surrounding landscape. Scenic hills and trees are visible in the background, offering a serene natural view.
Home in Izu
4.93 out of 5 average rating, 199 reviews

【ONSEN&Stunning open bath】Izu special experience

November is the best season for viewing autumn leaves🍁Relax in a 100% natural open-air hot spring, soaking under a sky full of stars. This spacious villa welcomes families and groups up to 10, featuring a cozy bar perfect for shared moments. Ideally located near Hakone and Mt. Fuji, it offers easy access to iconic spots. Experience genuine Japanese culture and unwind in this warm and inviting home away from home. Book early to secure your stay!

Top guest favourite
Home in Yoshihama
5 out of 5 average rating, 207 reviews

海を見ながらバーベキュー!箱根・伊豆・熱海へアクセス抜群!貸切でのんびりまったりの和風のお宿です

民泊ごろりんは、神奈川県・湯河原町にある一棟貸し切りの民泊です。築60年の古民家をリノベーション、ホストは地元出身の還暦夫婦です。隣接している母屋で生活しており、ご案内やお手伝いを丁寧にフォローさせていただきます。 当施設は、海が見えるお庭でBBQが楽しめます(設備は無料)炭、着火剤、紙皿やトング類をご用意しています。お部屋は広々。懐かしいゲームや玩具を用意しておりますので、大人も子供も楽しく遊べます。人気の熱海もすぐ近く、花火大会も開かれます。三島までは熱海経由で約30分で着きますので、富士山へのアクセスも便利!真鶴半島は釣りや磯遊び、奥湯河原では温泉や紅葉が楽しめます!若い人に人気の初島も近くです。伊豆で釣りをした方のために、冷凍庫も用意してあります。民泊ごろりんを拠点に満喫してみませんか!  小学生以下のお客様は3割引きにしております。5名様まで泊まれます!駐車場は無料!電車の方は、真鶴駅までお向かいに伺います。ご家族で、カップルで、お友達で、ご予約お待ちしております!

Guest favourite
A spacious room features a large bed with neatly arranged towels nearby. A freestanding bathtub is positioned beside wide glass doors, which offer views of the beach and ocean. Natural light floods the interior, highlighting the wooden beams overhead.
Home in Shimoda
4.94 out of 5 average rating, 235 reviews

Cabana Iritahama

Relax your mind and body in this gorgeous cabana by the beach. Enjoy the scenic beauty of white powdery sand and cool pristine cobalt blue waters at Cabana Iritahama. The cabana is located in the charming Iritahama beach - known to be one of the country’s most beautiful beaches. Get ready to indulge yourself with the sound of the gentle waves and the scenic view of the majestic white sand beach when staying at Cabana Iritahama.

Guest favourite
The exterior of a Japanese house is showcased, situated on an elevated area. A sunset casts warm tones over the landscape, with mountains visible in the distance. Stairs lead down from the house, surrounded by greenery, offering a view of the town below.
Home in Shimoda
4.83 out of 5 average rating, 239 reviews

”暮らすように泊まる”見晴らし抜群の『見晴亭』で、下田ぐらしを体験してみてください。

ファミリーで宿泊するのに、最適な宿泊施設です。最大6名様までご宿泊可能で、人数追加料金はございません。コンセプトは「暮らすように泊まる」。レトロな日本家屋は、日本情緒がたっぷりです。高台に立地し、三方向が窓なので、下田公園、下田港、下田市街地が、まるでお城からの眺めのように一望できます。特に夕景は絶景です。市街地にあり、食事や温泉銭湯、スーパー、郵便局、コンビニ、観光名所のペリーロードも徒歩圏内です。伊豆七島への船乗り場や釣りの名所「犬走り島」にも歩いていける上、下田海中水族館もほど近いです。伊豆急下田駅からは徒歩15分。受付、チェックインは、徒歩5分のNPO法人伊豆in賀茂6「たるや」(下田市三丁目1-23)になります。駐車場は徒歩2分の場所に1台分があります。階段を上った高台に位置していますので、車椅子の対応はできません。また重い荷物の持ち運びは、やや難儀です。

Top guest favourite
A traditional room features sliding shoji doors that open to a lush view outside. A low wooden table is centered on tatami mat flooring, accompanied by a cushioned seat. A blue sofa adds a pop of color, while light filters in, creating a serene ambiance.
Home in Kawazu
4.99 out of 5 average rating, 102 reviews

Spiritual connection with nature.

Kawazu Nanadaru, a scenic spot in Izu, is dotted with seven beautiful waterfalls. Michelin Green Guide Japon(★★). It is an inn rich in nature, limited to one group per day, located a 5-minutes walk from there. Please spend a relaxing time while listening to the voices of insects and birds, and the babbling of the river flowing nearby.

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