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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 a small harbour on a remote island in Tokyo | suo

Limited to one group per day in Izu Oshima This is "suo". The inn is located in the southern area of the island. Quiet time flows on cobblestone paths and nostalgic landscapes. 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 accommodation Gaze at the starry sky while surrounded by a bonfire Compare island sake with private bar Island ingredients course dinner with a business travel chef In the morning, ground and brewed island roasted coffee from beans Relax on the wood deck in the shade of trees Breakfast is a hot cake made with Oshima milk Relax on tatami mats with cartoons and novels related to the island How to enjoy the ■neighborhood Take a walk down the stairway and take a walk in the harbor Buy and eat freshly fried croquettes Take a break at the yakitori or cafe · 1-minute walk to brewery where you can enjoy craft beer ■Things TO DO · Snorkeling at the Toosiki Swimming Pool (7 minutes by car) · Hiking in the back desert (25 minutes by car) Night fishing in the port (10 min 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)

Superhost
A well-appointed dining area features a simple wooden table surrounded by black chairs. Large glass panels extend from floor to ceiling, offering an uninterrupted view of the lush greenery outside, while reflections on the ceiling create a unique visual experience.
Home in Yugawara
4.85 out of 5 average rating, 48 reviews

Private villa along a mountain stream with a private sauna, where you can enjoy the nature of Okuyugawara

Adjacent to the clear and transparent Fujiki River, COCO VILLA Okuyugahara is a quiet hideaway that is at one with nature. The architectural award-winning design is finished to maximize the landscape of the river. The interior is based on black, and by suppressing visual elements, it is a space where only the river landscape stands out. In addition, the ceiling uses highly reflective materials to create mirrors that reflect the movement of rivers and trees. During your stay, we use a large glass surface that extends from floor to ceiling so that you can enjoy the beautiful scenery of the Fujiki River from anywhere. For this reason, you can see the flow of the mountain stream from all rooms of the three-story facility, and you can feel the unity with nature. Enjoy a glass-walled sauna with a beautiful view of the Fujiki River.

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, 20 reviews

New build | Projector | Wood-burning stove | Up to 10 people | Partner restaurant 3-minute walk | Gora Station 2-minute walk | Gin no Hazou

A newly built, privately rented villa surrounded by nature where you can experience the four seasons. It is in a very convenient location, a 2-minute walk from Gora Station in the heart of Hakone, with easy access to tourist attractions. A large projector like in a cinema, A earthen-floor space where everyone can gather around the heater and chat, Relaxing time while gazing at the starry sky. There are partner restaurants and onsen facilities, so you can enjoy meals and onsen at a discount. [Enjoy the charms of Hakone to the fullest]

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
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, 265 reviews

Stunning Oceanfront | Family | Izu Jyogasaki

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
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.

Superhost
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.
Villa in Shimoda
4.99 out of 5 average rating, 489 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 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.