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Holiday houses in Ō Shima

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Top-rated holiday rentals in Ō Shima

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Top Guest favourite
Villa in Oshima
4.92 out of 5 average rating, 39 reviews

Relaxing in Tokyo's remote islands and small harbors | suo

An inn on Izu Oshima that is limited to one group per day It's "suo." The inn is located in the Habu Port area in the south of the island. Time passes quietly in Habuiko, with its narrow cobblestone streets and a somewhat nostalgic landscape. Please enjoy a relaxing stay with your loved ones in a fully renovated space owned by an architect who has moved to the island. ■ Recommended ways to spend time at the inn ・ Watch the starry sky while sitting around a campfire ・ Taste and compare island spirits at the private bar ・ A multi-course dinner prepared by a visiting chef using ingredients from the island ・ Start your morning by grinding and brewing coffee made from beans roasted on the island ・ Relax on the wooden deck in the dappled sunlight ・ For breakfast, pancakes made with Oshima milk ・ Relax on the tatami mats with manga and novels about the island in hand ■ Things to enjoy in the area ・ Go down the stairway path and take a walk around the harbor ・ Buy freshly fried croquettes and eat them while walking ・ Take a break at a taiyaki shop or cafe ・ 1-minute walk to a brewery where you can enjoy craft beer ■ Recommended activities ・ Snorkeling at Toushiki Beach (7 minutes by car) - Hiking in the Urasabaku (25 minutes by car) ・ Night fishing at Habu Port (10-minute walk)

Top Guest favourite
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, 621 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.

Superhost
The exterior of a traditional Japanese house is shown, featuring dark wooden siding and a tiled roof. Lush greenery surrounds the property, with a sign indicating the name of the accommodation. A child is seen approaching the entrance, where large windows allow natural light to enter.
Hut in Oshima
4.76 out of 5 average rating, 38 reviews

[Renovated in 2022] A 200-year-old traditional house where you can enjoy the time on each island

Izu Oshima, an island that is easily accessible from Tokyo. We have a wide range of relaxing facilities for city dwellers to fully enjoy the flow of time in Oshima, which is the opposite of the big city. The building is a renovated 200-year-old house, which is rare in Oshima. It is a wooden house made by a shipwright. It is a 5-minute walk from Motomachi Port, a 3-minute walk from the supermarket, and a 4-minute walk from the hot springs. The room is equipped with 4K TV, video games, board games, etc. Please enjoy your time on the island. This is the Japanese traditional hotel built over 200 years ago. 5-minute walk to the port, supermarket, spa and others. You can enjoy rental cycling, and board games etc. Please enjoy island time and Japanese traditional hotel. Tokyo Metropolitan Island Health Center Hotel and Ryokan Management Law Permit Obtained (31 Island Health Center No. 5)

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
4.97 out of 5 average rating, 120 reviews

A private rental villa with a hot spring! A 7-minute walk from Izu-Kogen Station, in a great location along the cherry blossom 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.

Top Guest favourite
Villa in Hakone
4.95 out of 5 average rating, 21 reviews

Newly built | Projector | Wood-burning stove | Capacity for up to 10 people | Partner restaurant within a 3-minute walk | Gora Station within a 2-minute walk | Gin no Hazou

A newly built, privately rented villa surrounded by nature where you can experience the four seasons. Located a 2-minute walk from Gora Station in the heart of Hakone, this property offers excellent access to tourist attractions, making it a very convenient location. A large projector like the ones found in movie theaters, A dirt-floor space where everyone can gather around the heat and chat, Relaxing time while gazing at the starry sky. We have partner restaurants and hot spring facilities, so you can enjoy meals and hot springs at a discount. [Enjoy the charms of Hakone to the fullest]

Top Guest favourite
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
4.97 out of 5 average rating, 176 reviews

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

Hello, thank you for finding Blue Claire. This is a renovated accommodation that was used as an atelier by the Western painter, Ushima Noriyuki, who loved the sea and nature of Shimoda. It is the perfect space for those who want to see the highest ranked water quality AA certified beach "Iritahama" from a high ground, hear the birds singing in the forest, feel the sound of the wind, and accept nature as it is. Forget about your daily routine and spend a quiet time in nature away from people, or use it for workation or telework. We can't wait to see you.

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, 274 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. If your dates are not available in ITO, we are happy to introduce our sister property, THE LAYER | ATAMI GARDEN. This beautiful, recently renovated 1930s villa with a private garden and gorgeous bath near Kinomiya Shrine in Atami is also available to book on Airbnb. Please send us a message to learn more!

Guest favourite
Home in Oshima
4.88 out of 5 average rating, 49 reviews

10 minutes by bus from Motomachi Port or Okada Port + 4 minutes on foot | Spacious house where you can enjoy the island life | 2 bedrooms for 8 people

港にも街にもアクセスしやすい、静かに過ごせる伊豆大島の貸切宿。 観光にも買い物にも便利な立地にありながら、落ち着いた住宅エリアに佇む一棟貸しの宿です。 元町港・岡田港のちょうど中間あたりに位置し、どちらの港からもバスで約10分+バス停から徒歩4分なので、レンタカーなしでも快適に滞在できます。 徒歩5分圏内にはスーパーや飲食店、ミニホームセンターもあります。 伊豆大島をたっぷり楽しんだあと、夜は静かな空間でゆっくり過ごしたい方におすすめです。 ●キッチン・バスルーム・洗面など水回りを中心にリノベーションした清潔な家です。 ●広々とした寝室が2つあり、グループ旅行にもぴったりです。 ●BBQグリルを無料でご利用いただけます。 また、カセットコンロ式のホットプレートもご用意しているので、屋内でもBBQ気分を味わえます。 ●敷地内に「JoyCa 伊豆大島ステーション 」があります。必要な時だけ車を使えるので、島内観光の自由度も広がります。 ※周辺は静かな住宅エリアのため、大人数でのパーティー利用には不向きです。 自然や島時間をゆっくり楽しみたい方向けの宿となっています。

Superhost
Home in Minamiizu
5 out of 5 average rating, 4 reviews

Cliff Cabin — Outdoor Bath, National Park

Perched on a clifftop above southern Izu's volcanic coastline, Izu Cliff Cabin began in the 1970s as a local fisherman's hideaway, built for spectacular views. We've restored and reinvented it with care. The property sits inside a national park, with no man-made structures in sight. The bedroom, dining, and living areas all face the sea through oversized custom windows. The outdoor bath, sunken in reclaimed Meiji-era Izu stone, looks out onto two uninhabited islands. A New Heritage property.

Top Guest favourite
An outdoor seating area is present, featuring two wooden chairs positioned near a stone fire pit. Surrounding greenery adds to the natural ambiance, while the stone flooring complements the space. A kettle hangs above the fire pit, enhancing the setting for relaxation.
Home in Hakone
4.89 out of 5 average rating, 114 reviews

3-minute bus ride / Hakone-room vacation home in Hakone / BBQ / campfire / natural hot spring / sauna / hot water bath / home theater / BBQ and campfire allowed in rainy weather

箱根の森に囲まれたプライベートヴィラ。天然温泉・本格サウナ・BBQ・焚き火を1棟で体験できる、完全貸切の非日常空間です。 TBSの人気テレビ番組「王様のブランチ」の箱根特集で紹介されました。 ■宿のご紹介 心地よいデザインと温泉の恵みが融合した宿へようこそ 周囲を木々に囲まれたプライベート空間で、家族やグループ旅行に最適です。 和室も完備しており、小さなお子様連れのご家族にも安心です。 BBQ・焚き火スペースが屋根付きピロティにあり、雨の心配なくお楽しみいただけます。サウナ直結で、そのまま汗を流しに向かい、湯上がりにまた風に当たることも可能です。 リビングは床暖房完備のため、寒い時期でも快適です。 ■主な設備 ・フルリノベーション:プロのデザイナーによる洗練された内装 ・温泉:美肌効果のある二ノ平温泉 ・BBQ設備:本格BBQグリルを完備 ・焚き火スペース:夜は焚き火を囲んでリラックス ・プロジェクター:大画面で映画を ・サウナ & 水風呂:ロウリュ可能なサウナと水風呂 ・和室:畳の和室で和の雰囲気を ・子供設備:ベビーチェア、子ども用食器、布団、おもちゃ等をご用意

Guest favourite
Home in Itō
4.95 out of 5 average rating, 61 reviews

Japanese Architect House w/ Ocean & Mt Omuro Views

Located in Ito City, overlooking Sagami Bay with Mt. Omuro rising behind, Nagi Izu sits in one of the most scenic spots in the region. This modern villa, built with natural local wood and featuring a private hot spring bath, offers a warm, calm atmosphere where design and nature quietly blend. Several public hot springs are nearby — perfect for a relaxing soak between sightseeing or museum visits. Enjoy the gentle rhythm of Izu, surrounded by the sound of waves and rustling trees.

Guest favourite
A spacious living area is highlighted by large windows that provide scenic views of the surrounding nature. Natural light floods the room, complemented by wooden beams and a cozy seating arrangement featuring a low table and comfortable furniture.
Villa in Higashiizu
4.94 out of 5 average rating, 86 reviews

Izu Atagawa * Private villa with a view of the sea and hot spring * Near the station, with a wood deck, BBQ, and sauna

【施設名称:プライベートリゾート熱川】 熱川温泉エリアの高台に佇む、海と山を一望できる貸切ヴィラです。 最寄り駅の伊豆熱川駅から車でわずか6分、自然の中で非日常のひとときをお過ごしいただけます。 最高のビューバスで温泉からは、朝は輝く海、夜は満天の星空を眺めながら極上のリラックスを。 大画面プロジェクターで映画を観ながらゆったり過ごす贅沢な時間。 デッキではBBQも可能で、ご家族やご友人との団らんにも最適です。 海・山・温泉・サウナ・シアター──すべてがひとつになった、ここにしかない癒しの空間。 日常を離れ、心と身体をととのえる贅沢なステイをお楽しみください。 ■設備・キッチン 冷蔵庫、電子レンジ、炊飯器、ケトル、トースター、コーヒーマシン、Wi-Fi、プロジェクター、スピーカー、ドラム式洗濯乾燥機、ドライヤー、BBQグリル(有料)、鍋、フライパン、調理器具、食器類 ■アメニティ バスタオル、フェイスタオル、歯ブラシ(1滞在分) ボディソープ、シャンプー、コンディショナー 洗濯洗剤、コーヒー豆 ■調味料 塩、コショウ、醤油、オリーブオイル

Popular amenities for Ō Shima holiday rentals

Frequently Asked Questions

  • Where is Ōshima Island located?

    Ōshima Island is situated in the Izu Islands group, south of central Tokyo, surrounded by the Pacific Ocean. It is known for its volcanic features and coastal scenery, with access typically by boat or air from the Tokyo region.

  • When is the best time to visit Ōshima Island?

    Winter through early spring is frequently suggested for milder weather, around 39–53°F (4–12°C), and to explore the camellia blooms for which Ōshima Island is known. Summer days near 72–85°F (22–30°C) are often chosen for beach and water activities, while autumn brings cooler temperatures and vibrant seasonal colors.

  • What are some things to do near Ōshima Island?

    You can explore volcanic landscapes, walk forested trails, and relax in hot spring baths around Ōshima Island. The island also has traditional local villages and beaches where visitors frequently enjoy coastal activities and fresh seafood.

  • How is the weather near Ōshima Island?

    Ōshima Island experiences mild winters, with temperatures around 39–53°F (4–12°C) and more rainfall during early spring and autumn. Summers tend to be warm and humid, ranging from 72–85°F (22–30°C), with the wettest months occurring in June and October.