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Holiday houses in Ō Shima

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Top-rated holiday rentals in Ō Shima

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.89 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

A private villa surrounded by the forests of Hakone.This is an extraordinary, fully private space where you can enjoy a natural hot spring, an authentic sauna, a BBQ, and a campfire, all in one building. Featured in a Hakone special on the popular TBS TV show "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 BBQ and campfire area on the covered piloti, so you can enjoy it without worrying about rain.Directly connected to the sauna, you can go straight from sweating to rinsing off, and then enjoy the breeze again after your sauna session. The living room is equipped with floor heating, so it is comfortable even in cold weather. ■Key Facilities Full renovation: Sophisticated interior by a professional designer ・Onsen: 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 movies on a large screen ・Sauna & water bath: Sauna and water bath available for use ・Japanese-style room: A Japanese-style room with tatami mats for a traditional Japanese atmosphere ・Children's amenities: We provide a baby high chair, children's tableware, futons, toys, etc.

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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)

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

10-Minute Walk to Habu Port / Spacious Single-Family Home with Dirt-Floor Living Room 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.

ValueLocationComfort

Guest favourite
Home in Kawazu
4.94 out of 5 average rating, 17 reviews

Large villa for rent as a whole! All rooms, full moon barrel sauna, open-air bath, and an all-ocean view! Luxurious chill time

Kawazu blue ocean 2026.6 Grand Opening!! We have renovated the former restaurant and minsu on the premises of 1500 ㎡ (about 455 tsubo). The view and openness are the charm. All rooms are large rental villas with ocean views. Spacious living room of more than 50 tatami mats from the 2F entrance The ocean in front of your eyes is the seven islands of Izu. Rocked in Yogibo and hammocks Adults and children are sure to increase their tension! And a counter kitchen with more than 20 tatami mats. Talking to family and friends Open space to enjoy cooking ~ BBQ grill for a terrace with a sea breeze Ocean view during the day Moon Road, where the moonlight stretches into the sea at night. You can taste it with alcohol 1F, next to the courtyard Full Moon Barrel Sauna, stall bath. Relax in a luxurious stay with a stunning view of the sea dawn Please enjoy with your family or group!! There are 14 beds and 14 sets of futons, and it can accommodate up to 39 people. In addition, there are Kawazu cherry blossoms and palm trees in the courtyard. There is an unusual collaboration in February. Uncrowded cherry blossom viewing luxuriously🎵

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Guest favourite
A serene lawn is presented, featuring a small dining table surrounded by two chairs. A barbecue grill is positioned nearby, with the expansive ocean visible in the background, meeting the sky at the horizon.
Villa in 伊東市
4.96 out of 5 average rating, 79 reviews

Amama Izu (EX-Panoramic Ocean View Izu Cape Cliff)

Our accommodation offers a significant discount from the second night! A detached inn at the tip of the cape at the easternmost point of the Izu Peninsula. Located in a national park. Because the cape's crust was formed by an eruption more than 50,000 years ago, the strata beneath the building and garden are lava bedrock. When you stand in the garden at 77 meters above sea level, the view is breathtaking. The panoramic view that encompasses the Futo settlement formed by the eruption of Mt. Omuro, the winding coastline of Jogasaki, and the Izu Seven Islands can only be seen from this inn. Lie on the lawn and look out over the ocean. You can BBQ and use fireworks in the garden. There is an outdoor bath, shower, and a small slide for kids. Feel free to use the herbs in the garden. You can hear different waves from the left and right sides of the cape at the same time The morning sun, the light, the path of the moon, the starry sky, etc., are the unique beauty of this location. If you're lucky!? Military helicopters and planes may pass at eye level at close range. ____________________________________

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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.

LocationValueNearby

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)

LocationFamilyIndoor spaces

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 Ito
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.

FamilyValueNearby

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]

ValueFamilySleep quality

Superhost
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 Izu Oshima, come back and rest, This private rental allows you to relax in the garden and indoors, limited to one group. You can spend a quiet time with two people, Gather with friends and family in the garden, You can use it according to the number of people and the weather. 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. BBQ, campfire, tent sauna, etc. are optional paid services that require pre-booking. It can accommodate up to 6 guests.

LocationValueView

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, 177 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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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 Ito
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!

LocationFamilyIndoor spaces

Popular amenities for Ō Shima holiday rentals

Other great holiday rentals in Ō Shima

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
4.8 out of 5 average rating, 49 reviews

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

FamilyValueHot tub

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

LocationValueQuiet

Guest favourite
A spacious terrace features wooden flooring and natural wood paneling. Two lounge chairs are positioned beside a wooden table, offering a clear view of the ocean and surrounding greenery. Large windows allow for ample natural light, creating a serene outdoor space.
Condo in Shirahama
4.97 out of 5 average rating, 63 reviews

Garden Villa KOTI, Room E (Ocean View Condominium)

LocationFamilyAccess

Superhost
Home in Ito
4.94 out of 5 average rating, 16 reviews

Spectacular Sea View Villa in Izu-Kogen, Ito City, Shizuoka Prefecture (Entire Villa, Limited to 1 Group per Day)

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A spacious garden is depicted, featuring lush greenery and palm trees. A single-story structure with a red roof is visible in the background, surrounded by well-maintained shrubs and grass, creating a serene outdoor environment under a partly cloudy sky.
Villa in Oshima
4.8 out of 5 average rating, 10 reviews

[BBQ in the large garden, bonfire OK, children welcome] Izu Oshima's private guest house (8 people)

AmenitiesComfortCheck-in

A single-story vacation home is positioned on a hillside, providing views of the sea and surrounding landscape. The structure features a traditional roof and is complemented by greenery and a concrete pathway leading down toward the coast.
Home in Oshima
4.96 out of 5 average rating, 45 reviews

Kaya-no-Kanaya, a private rental accommodation overlooking the sea and Mt. Fuji, a 5-minute walk to Okada Port 

FamilyLocationBarbecue

Home in Oshima
5.0 out of 5 average rating, 3 reviews

A new single-family rental property located in Motomachi, Oshima, surrounded by forest, where you can enjoy quiet nights and starry skies all to yourself.

DecorGetting aroundCleanliness

A spacious interior features wooden walls and flooring, creating a rustic atmosphere. A long table is surrounded by mismatched chairs, while a comfortable black sofa is positioned nearby. Natural light streams through sliding glass doors that open to a view of the outdoors.
Cottage in Oshima
4.74 out of 5 average rating, 89 reviews

2 minutes from the sea, perfect for vacation in an open indoor space.

LocationValueSleep quality

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.