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Holiday rentals in Ō Shima

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Top-rated holiday rentals in Ō Shima

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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
4.9 out of 5 average rating, 115 reviews

3-minute bus ride / Hakone holiday home / BBQ / Bonfire / Natural hot spring / Sauna / Plunge pool / Home cinema / BBQ and bonfire available in rainy weather

A private villa surrounded by the forests of Hakone.This is a fully private, extraordinary space where you can enjoy a natural hot spring, an authentic sauna, a BBQ and a bonfire, all in one building. It was featured in a Hakone special on TBS's popular TV programme, "O-Sama no Brunch". Introducing the ■Accommodations Welcome to the inn where cozy design meets the blessings of hot springs It is a private space surrounded by trees, making it ideal for families and groups. There is also a Japanese-style room, so you can rest easy for families with small children. There is a covered piloti area for BBQs and bonfires, so you can enjoy these activities without worrying about the rain.Directly connected to the sauna, you can go straight to the shower to rinse off your sweat and then enjoy the breeze again after your sauna. The living room is equipped with underfloor heating, making it comfortable even during the colder months. ■Key Facilities Full renovation: Sophisticated interior by a professional designer ・Hot spring: Ninodaira Onsen, known for its skin-beneficial properties BBQ facilities: Fully equipped with an authentic BBQ grill Bonfire space: Relax around the bonfire at night ・Projector: Enjoy films on a large screen ・ Sauna & hot water bath: Sauna and hot water bath available for rent ・Japanese-style room: A tatami-mat Japanese-style room with a traditional Japanese ambience · Facilities for children: High chairs, children's crockery, futons, toys, etc. are provided.

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Home in Oshima
5 out of 5 average rating, 10 reviews

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

This is a slightly unique private rental accommodation near Habu Port with a living room with a dirt floor. It is located near the retro port town of Habuiko, which was once crowded with many tourists as a "Kazemachi Port", and 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, Habuiko, 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. In this open space, you can enjoy a leisurely meal, read a book, or spend time as you please. You can also bring your bicycle into the earthen floor space, so it's also recommended for those who want to enjoy cycling. ※ The surrounding area is a quiet residential area, so it is not suitable for large parties. This accommodation is for those who want to enjoy nature and island time at a leisurely pace.

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

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

[Facility name: Private Resort Atagawa] This is a private villa located on a hill in the Atagawa Onsen area, with a panoramic view of the sea and mountains. Just a 6-minute drive from the nearest station, Izu-Atagawa Station, you can enjoy an extraordinary experience in the midst of nature. Relax in the best view bath and enjoy the view of the hot spring of the sparkling sea in the morning and the starry sky at night. Enjoy a luxurious, relaxing time watching a film on the large-screen projector. You can also have a BBQ on the deck, making it ideal for gatherings with family or friends. Sea, mountains, hot springs, sauna, theatre - a unique, relaxing space where everything comes together. Enjoy a luxurious stay away from everyday life to restore your mind and body. ■ Facilities and kitchen Fridge, microwave, rice cooker, kettle, toaster, coffee machine, Wi-Fi, projector, speakers, washer-dryer, hairdryer, BBQ grill (for a fee), pots, frying pans, cooking utensils, dishes ■ Amenities Bath towels, face towels, toothbrushes (for one stay) Body soap, shampoo, conditioner Laundry detergent, coffee beans ■ Seasonings Salt, pepper, soy sauce, olive oil

Guest favourite
Villa in Oshima
4.93 out of 5 average rating, 41 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 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, 623 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)

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Villa in Oshima Machi
4.92 out of 5 average rating, 78 reviews

Big Island Base|A base for an island trip where you can enjoy the night in a limited garden setting

Enjoy activities on Izu Oshima, return and rest, A private rental where you can relax in the garden and indoors, exclusively for one group. Spend a quiet time with two people, Gathering in the garden with friends and family, It can be used according to the number of people and the weather. Spending time in the garden on a sunny day, After enjoying swimming in the sea and playing on the shore at Ōno-hama, which is within walking distance, you can return and rest. BBQs, bonfires, tent saunas, etc. This is a paid option that requires advance booking. It can accommodate up to 6 people.

Top guest favourite
Villa in Hakone
4.96 out of 5 average rating, 23 reviews

New build | Projector | Wood-burning stove | Sleeps up to 10 | Partner restaurant 3 minutes' walk away | Gora Station 2 minutes' walk away | Gin no Hazou

A newly built, privately rented villa surrounded by nature where you can experience the four seasons. Located in the heart of Hakone, a 2-minute walk from Gora Station, it is in a very convenient location with excellent 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 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, 178 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.

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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.

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Home in Itō
4.94 out of 5 average rating, 18 reviews

Izu Kogen, Ito City, Shizuoka Prefecture "1 group per day only" Villa overlooking the sea (1 building)

This fully private rental villa is located in a villa area dotted with Izu Kogen, the symbol of Izu Kogen, Ito City, Shizuoka Prefecture, and Izu Kogen cherry blossom trees, and nice cafes and restaurants.A place to get away from the daily grind and enjoy sightseeing with couples, your family, or friends....The modern architecture space built by the architect has a magnificent view, and you can see the Izu Islands on a sunny day.Spend the evening on the wood deck while watching the stars.

Guest favourite
Home in Itō
4.95 out of 5 average rating, 63 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.

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.