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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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Superhost
Home in Oshima
5 out of 5 average rating, 8 reviews

10-minute walk to Habu Port / Spacious single-family home with earthen-floor living room, ideal for groups / 1-minute walk to bus stop / Bicycle storage available

This is a slightly unique private inn near Habu Port with a living room with a dirt floor. Located near the retro port town of Habuiko, which was once crowded with many travelers as a "Kazemachi Port", it is a convenient location for sightseeing and longer stays. It is a 1-minute walk from the "Uenoyama" bus stop, and you can comfortably travel around the island even without a rental car. The popular spot, Habuko, is about a 10-minute walk along the "Literary Promenade". You can take a leisurely stroll while enjoying the historic streets and scenery. There are also shops and restaurants within a 5-minute walk, making shopping convenient during your stay. The building, which was originally a store, has been renovated, and the spacious living room with a dirt floor is a feature of this accommodation. It is an open space where you can enjoy a leisurely meal, read a book, or spend your time as you like. You can also bring your bicycle into the dirt-floored space, so it is recommended for those who want to enjoy cycling. ※ The surrounding area is a quiet residential area, so it is not suitable for parties with large groups. It is an accommodation for those who want to enjoy nature and island time at a leisurely pace.

Top guest favorite
Villa in Oshima
4.92 out of 5 average rating, 38 reviews

Relax in a small harbor 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. Enjoy a relaxing stay with your loved ones in a fully renovated space owned by an architect who moved to the island. ■ Suggestions on how 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 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, 614 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, 37 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
Villa in Oshima Machi
4.92 out of 5 average rating, 75 reviews

Big Island Base|A rental that becomes a base for island travel

Enjoy Izu Oshima, come back and rest, This is a private rental where you can spend your time according to the number of people and the weather. You can relax with two people, Gather with friends and family in the garden, You can use it according to the weather and your mood on the day. You can spend sunny days in the garden, You can come back and rest after enjoying sea play and exploring the shore at O-no-hama, which is within walking distance. On rainy days or in cold weather, you can gather indoors and relax. BBQ, campfire, tent sauna, etc. are optional paid services that require pre-booking. If you wish to use these, please contact us via Airbnb message. It can accommodate up to 6 guests.

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, 270 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!

Superhost
A spacious living area features large windows offering sweeping ocean views. A white sofa is positioned centrally, complemented by a wooden side table and a tall green plant. Natural light fills the room, enhancing the inviting ambiance.
Home in Kyonan
4.92 out of 5 average rating, 109 reviews

Resort villa with 180-degree panoramic ocean view

Nambo Terrace is a resort villa with stunning ocean views from every room. A spacious wooden deck is adjacent to the house, where guests can observe the breathtaking 180-degree panoramic scenery of the sea. Guests can enjoy various activities, such as barbecuing with friends and family, relaxing by the campfire, or even working remotely. Several amenities are provided to make your stay as comfortable. We guarantee that our guests will have the finest views and unforgettable moments of their stay

Guest favorite
A spacious wooden deck is equipped with a large umbrella and a dining table surrounded by several wooden chairs. The deck overlooks a scenic view of the ocean and distant hills under a clear blue sky.
Cottage in Higashiizu
4.94 out of 5 average rating, 214 reviews

Oceanview Deck Lodge with Open-air Bath

The warmth of wood can be felt at Atagawa Moon Lodge, which makes abundant use of solid cedar wood. Atagawa is a mecca of hot springs with numerous wellsprings. A 15min drive from the inn is a beach where you can enjoy beach activities. Located in the center of Higashi Izu, it is the perfect base for sightseeing in Izu Kogen, Ito, and Shimoda! On nights with a full moon, you may be able to see the fantastic moon road created by the moonlight illuminating the ocean from your room.

Guest favorite
Home in Itō
4.94 out of 5 average rating, 53 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.

Top guest favorite
The living area is designed with large windows offering views of the surrounding mountains, including a glimpse of Mt. Fuji. A comfortable sofa faces a television, while a dining table with chairs is positioned near the window, allowing natural light to fill the space.
Home in Izu
4.99 out of 5 average rating, 263 reviews

Mt. Fuji Views & Private Onsen Retreat

ご宿泊いただいた257組中255組のゲスト様に満点レビューをいただいております。 中伊豆noieは修善寺駅より車で10分のところにある貸切温泉宿です。 広々としたプライベートデッキからは中伊豆の絶景を楽しむことができ、天候が良ければ富士山が望めます。遮るものが何もない見渡す限りの絶景をぜひご堪能ください。 浴室では加温加水一切無しの上質な天然温泉を24時間お楽しみいただけます。窓を開けて富士山を眺めながら入る朝風呂はここでしか体験できません。 緑豊かで閑静な高台に位置しており、一日中鳥の囀りをBGMにしてお寛ぎいただけます。都会の喧騒から離れて温泉に入りデッキで休息を取る…ゆったりとした休日をお楽しみください。 皆様のお越しを心よりお待ちしております。 注意事項 -「絶景を楽しむための静かな宿」をコンセプトとしています。夜遅くまで飲み会をしたい等のご要望には添えない宿となっております。(詳細は下記特記事項をご確認ください) -BBQは2泊以上ご利用の方のみご予約可能です。 -徒歩圏内にスーパーやコンビニはありません。お車でお越しください。

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.
Villa in Shimoda
4.99 out of 5 average rating, 485 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 favorite
A serene view of distant mountains and the ocean is framed through open windows beside a luxurious stone hot spring bath. The calming landscape invites relaxation, with natural light enhancing the soothing atmosphere of the retreat.
Home in Atami
4.97 out of 5 average rating, 656 reviews

NEW:Ocean View&Hot Springs/Atami/relaxing/2LDK/80㎡

This listing is located in the holiday villa area in Ajiro which is only 10 minutes away from Atami Central. As it is located in higher level, every room has the great ocean view! Enjoy the beautiful view in a comfortable queen bed, living room or balcony. Also this accommodation has a stone-made traditional styled bathroom where you can enjoy the natural hot springs :-) Please get relaxed in this new accommodation built in Apr 2021 and enjoy your trip in Atami!

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