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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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

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

Private accommodation in Izu Oshima with easy access to the harbor and the city. Located in a convenient location for sightseeing and shopping, this entire house is located in a calm residential area. Located just halfway between Motomachi Port and Okada Port, about 10 minutes by bus from either port + 4 minutes walk from the bus stop, so you can stay comfortably without a rental car. There is also a supermarket, restaurants, and a mini home center within a 5-minute walk. Recommended for those who want to enjoy Izu Oshima and relax in a quiet space at night. It is a clean house that has been renovated around the water, such as the ●kitchen, bathroom, and washroom. ● There are two spacious bedrooms, making it perfect for group trips. ● Free use of the BBQ grill. We also provide a hot plate with a cassette stove, so you can enjoy the feeling of a BBQ indoors. ●There is a "JoyCa Izu Oshima Station" on the premises.You can only use the car when you need it, so you can also enjoy the freedom of sightseeing on the island. * The neighborhood is a quiet residential area, so it is not suitable for large parties. It is a place for those who want to relax and enjoy nature and island time.

Guest favorite
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, 83 reviews

Izu Atagawa * 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 private villa is located on a hill in the Atagawa Onsen area, overlooking the sea and mountains. Just a 6-minute drive from the nearest station, Izu-Atagawa Station, you can spend an extraordinary time in nature. From the hot springs in the best view bus, you can relax while watching the sparkling sea in the morning and the starry sky at night. A luxurious time to relax while watching movies on a large screen projector. BBQ is also available on the deck, making it ideal for gatherings with family and friends. Sea, mountains, hot springs, saunas, and a theater - all in one unique and relaxing space. Enjoy a luxurious stay away from everyday life that will restore your mind and body. ■Facilities and kitchen Refrigerator, microwave, rice cooker, kettle, toaster, coffee machine, wifi, projector, speakers, drum washer and dryer, hair dryer, BBQ grill (paid), pots, pans, cooking utensils, dishes ■Amenities Bath, face, and toothbrushes (for 1 stay) Body wash, Shampoo and Conditioner Laundry detergent, coffee beans ■Condiments Salt, pepper, soy sauce, olive oil

Top guest favorite
Villa in Oshima
4.92 out of 5 average rating, 39 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)

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 Fujiki River, COCO VILLA Okuyugahara is a quiet hideaway that is integrated 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 favorite
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, 119 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.

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

Big Island Base|A base for island travel where you can enjoy the night in a private courtyard

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.

Top guest favorite
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, 175 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.

Superhost
Home in Itō
4.93 out of 5 average rating, 15 reviews

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

This completely private rental villa is located in a villa area dotted with nice cafes and restaurants, as well as Mt. Omuro and the Izu Kogen Cherry Trees, which are symbols of Izu Kogen, Ito City, Shizuoka Prefecture.A place to get away from the daily grind and enjoy sightseeing with your family, friends, or significant other...From the modern architectural space built by the architect, you can see the magnificent view, and on a nice day, you can see the Izu Islands.Spend the evening on the wood deck, watching the stars and enjoying your time.

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, 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!

Top guest favorite
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, 263 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 favorite
Home in Itō
4.95 out of 5 average rating, 60 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.

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