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Holiday rentals in Oshima

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Top-rated holiday rentals in Oshima

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Top guest favourite
Home in Yoshihama
5 out of 5 average rating, 210 reviews

Barbecue while looking at the sea! Great access to Hakone, Izu, and Atami! It is a Japanese-style inn where you can relax in a private room

Minpaku Gororin is a private rental accommodation in Yugawara-cho, Kanagawa Prefecture. The host is a local couple who renovated a traditional house built 60 years ago. We live in the adjacent main house and will be happy to provide you with information and assistance. At this facility, you can enjoy BBQ in the garden overlooking the sea (equipment is free). Charcoal, igniters, paper plates and tongs are provided. The room is spacious. We have nostalgic games and toys for both adults and children to enjoy. Popular Atami is also nearby, and there are fireworks displays. Mishima is about 30 minutes away via Atami, so it's convenient for getting to Mt. Fuji! You can enjoy fishing and beach play on the Manazuru Peninsula, and hot springs and autumn foliage in Okuyugawara! Hatsushima, popular with young people, is also close by. There is also a freezer for those who fish in Izu. Why not make Minpaku Gororin your base and enjoy it!  Guests elementary school age and younger are 30% off. It can accommodate up to 5 people! Free parking! If you are coming by train, we will pick you up at Mazuru Station. We look forward to your reservation with your family, as a couple, or with friends!

Guest favourite
An outdoor deck features two wooden chairs set against a backdrop of lush greenery and palm trees. The textured surface of the deck complements the rustic wooden exterior of the nearby building. Natural light fills the area, creating a serene atmosphere.
Villa in Oshima
4.88 out of 5 average rating, 24 reviews

suo

A rental house "suo" in a waves floating area with a retro atmosphere in southern Oshima It is an inn that can accommodate 6 people (plus up to 4 children under 2 years old).Spend time with loved ones in the spacious living dining room, wood deck, kitchen for large groups, and a garden where you can enjoy BBQs and bonfires while watching the stars. There are delicious ramen, dairy noodles, baking, and craft beer breweries within walking distance.At the brewery, you can sip craft beer at the tap. As you descend the long stairs as you feel the wind coming from the floating harbor, you'll reach the windy harbor called the windy harbor.A small street with a nostalgic atmosphere is lined with a few stylish cafes, croquettes, and crepe shops. Ryota Kuboki, an architect who moved to the charm of Oshima, is a thoughtful space that has been carefully crafted one by one and a half years with the friends of the island.There may be some things that don't work out, but we hope you'll have a hard time thinking, hard work, and thoughtful touches.I would like to grow it as a good place to stay with you. suo owner couple

Guest favourite
Tiny home in Shimoda
4.91 out of 5 average rating, 217 reviews

Rental House Comfy,❮ free parking lot within walking distance to all of Yisame Beach/ BBQ on site❯

This tiny house is within walking distance to all the beaches in Kisami. (Iritahama is the nearest beach, 7 minutes on foot/11 m above sea level) Especially recommended for those who love the sea, surfing, and swimming! There is also a Wi-Fi environment in the facility, so please use it for long-term stays and travel as a base for workcation and Izu travel. The kitchen is equipped with a single burner stove (gas) and simple cooking utensils, dishes, and condiments. We also provide free rental items for guests to use. Bicycles and kickboards are available for free, so please feel free to use them for a stroll during your stay. If you'd like to BBQ, please check the house rules for details. Also, please note that the facility is non-smoking, so please smoke outdoors. Please see the house rules for smoking areas. Access is 10 minutes by bus from Izukyu Shimoda Station, get off at Iritah stop and walk 3 minutes, or 5 minutes by car from Izukyu Shimoda Station. There is also free parking on site, so you are also welcome to come by car! ※ Please note that the bath is an outdoor shower unit.

Guest favourite
A spacious living area is furnished with a blue sofa and a wooden dining table. Large windows allow natural light to brighten the room, while a television is positioned for entertainment. Two waste bins are discreetly placed in a corner, maintaining a clean appearance.
Home in Oshima
4.82 out of 5 average rating, 34 reviews

Newly renovated private lodging/4 mins to bus stop/2 ports, 10 mins to airport by bus

Take a refreshing trip with a clean, private place to stay. Conveniently located halfway between Motomachi Port and Okada Port in Izu Oshima.It is about 10 minutes by bus from both ports and only 4 minutes walk from the nearest bus station, so you can comfortably sightsee the island without having to rent a car. There is a supermarket, mini home center, and Italian restaurant within a 5-minute walk, making it convenient for shopping during your stay. * There are also houses nearby, so it is not suitable for young groups who want to make a lot of noise.  This is for those who want to feel quiet and relaxing away from the bustle of the city. < Attractions > Renovated clean space: Refresh the water around the bathroom, kitchen, washroom, etc. for a comfortable stay. Two spacious bedrooms: 11.5 tatami mats and 12 tatami mats, perfect for multiple families or group trips. Easy outdoor BBQ: No charcoal, net, or fire!Enjoy an outdoor BBQ with a large hot plate. Car sharing is available on the premises: You can also easily get transportation and enjoy the island more freely.

Guest favourite
A spacious outdoor terrace features wooden flooring and walls, complemented by a large table surrounded by black chairs. Views of lush greenery and the ocean are visible through expansive glass panels, creating a serene setting for dining or relaxation.
Apartment in Shirahama
4.97 out of 5 average rating, 120 reviews

Garden Villa KOTI, Room w/ Sauna (Ocean View Condominium with Sauna)

This room is equipped with residential facilities based on the concept of "living like you live" by the sea.It is an ideal place to stay with the comfort of the condo and a natural environment. The spacious ocean view terrace has a sauna on it.At your favorite temperature, you can also enjoy yourself while enjoying yourself.Time to forget your daily routine while listening to the sound of the ocean.We have a table top BBQ grill on the terrace that you can relax and enjoy.Forget the time and enjoy a meal outdoors to the fullest.It is basically a quiet facility while talking sometimes. 8 minutes on foot from Shirahama Beach.Please stay while enjoying marine sports. There is also a visitor room where you can work or invite friends during your stay.You can get a discount from 2 nights or more.It is a facility that is easy to use for long stays. There are two sauna type rooms, one room on the first and second floor.The floor plan and color are slightly different, but we have the same basic size and fixtures.It may differ from the room in the photo.Please be forewarned.

Superhost
A traditional Japanese room features tatami flooring, complemented by a low table at its center. Two cushions are placed around the table, while large windows allow natural light to illuminate the space. A view of greenery is visible through the sliding doors.
Home in Tateyama
4.86 out of 5 average rating, 336 reviews

Tateyama/1 group per day/Yumenoyado

We have turned the detached house next to the main house into a small guest house. It is a simple, one-of-a-kind inn with a hint of the Showa era.From the second person, it is 4,500 yen.Feel free to use it with friends or on your own.There are dogs and cats on the☆ premises, so unfortunately it is difficult for people who are not good with animals to use it. From ☆the parking lot, walk 2 minutes along a narrow path that cars cannot pass, and there are slopes and stairs.(There are two sets of three-step stairs) The ☆back is a forest, so we clean it carefully, but unfortunately, it is difficult for those who do not like insects to stay. There are no supermarkets or convenience stores within walking distance of the☆ inn.We recommend checking in after you have finished shopping. It is a little inconvenient, but it is a quiet environment.Feel free to use it as if you were in a small villa. ☆Barbecue equipment rental is 2000 yen.Please tidy up and enter your room by 10 pm. *Food ingredients are not included in the price.

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
4.75 out of 5 average rating, 28 reviews

[Renovated in 2022] A 200-year-old traditional house where you can enjoy the time on each island

A remote island "Izu Oshima" that can be easily accessed from Tokyo.In order to fully enjoy the flow of time on Oshima, which is the opposite of a large city, we have a wealth of facilities that can be relaxed. The building is a renovation of an old folk house about 200 years old, which is rare in Oshima.It will be a houseboat built by a shipbuilder. The access is a 5-minute walk from Motomachi Port, a 3-minute walk from the supermarket, and a 4-minute walk to the hot spring. The room is equipped with 4K TV, video games, board games, etc.Please enjoy island time to the fullest. 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 islands time and Japanese traditional hotel. Licensed by the Tokyo Metropolitan Shimasho Health Center Ryokan Business Act (31 Shimahodai No. 5)

Guest favourite
Two spacious beds are arranged side by side, covered with white comforters. Soft pillows are positioned at the head of each bed. Natural light enters through sheer curtains, creating a bright and airy atmosphere in the room.
Flat in Numazu
4.81 out of 5 average rating, 233 reviews

Long-term stays are great value! Various discounts, non-smoking rooms, unlimited bicycle use! Equipped with WiFi, convenience store next door, room 401

It's a 14-minute walk from Numazu Station. There is a Lawson Hondamachi store nearby, which is convenient for shopping. The room is a 6-tatami-mat-sized studio, and it is a bit small for 2 people. There is an all-you-can-ride bicycle, making it convenient for sightseeing in Numazu. Free WiFi is also available. Parking is by reservation only. There is a parking lot for 300 yen a day and a parking lot for 500 yen a day. If it is full, please use the Times Numazu Takashima Honcho shop, where you can park for 770 yen a day. In order for guests to stay with peace of mind, we thoroughly clean and disinfect before check-in and after check-out as a measure to prevent the spread of coronavirus.

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, 179 reviews

Stunning Oceanfront Stay | Perfect for Families

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
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, 212 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. Our loving and detailed renovation accentuates the gorgeous original features, while adding layers of modern design details, fun, and premium comfort. Come relax in our traditional Japanese home in the charming, retro onsen town of Ito on the Izu Peninsula. *****Please read House Rules before booking

Superhost
A spacious sleeping area features three low-profile beds arranged on a woven mat. Natural light filters through a large sliding window, enhancing the minimalist design. A wooden bench runs along one wall, providing additional seating and a sense of openness.
Home in Oshima
4.78 out of 5 average rating, 18 reviews

【予約制サウナ&雨OKなBBQ】自然派のシンプルな貸切ベース

​伊豆大島の自然を遊び尽くすための、昭和レトロな民家を改装した活動拠点です。 ​【ご予約前に必ずご確認ください】 ​本施設は離島の自然の中にあり、都市部より虫の遭遇率が非常に高いです。環境への深いご理解と覚悟が必要です。 ◆​推奨層: このリアルな環境を理解し、活動に集中したい職人様や男性グループの利用を強く推奨します。 ◇​非推奨層: 自然に不慣れな女性やカップルは、質の高い滞在のため、この点を十分ご検討ください。 ​【活動拠点としての機能】 ◆​休息と絶景: 安眠のため蚊帳・蚊帳テントを導入。歩いてすぐの「サンセットパームライン」での海岸散歩**や満天の星空が格別です。 ◆​利便性: スーパー、飲食店が徒歩圏内で生活が完結。高速Wi-Fi、フルキッチン、洗濯乾燥機完備。 ​【予約制オプション】 ​◆予約制サウナ&BBQ: 1号店より安価なサウナプランと、天候に左右されない雨OKなBBQが楽しめます。BBQ機材セットは1名1,500円。 ◆​サポート体制: 長期滞在中の清掃、BBQお手伝いなど、コンシェルジュ的サービスを提供します。

Top guest favourite
A view of a traditional Japanese house is captured from an elevated angle, overlooking a coastal town. The structure features a tiled roof and is surrounded by greenery, with the ocean and hills visible in the background.
Home in Itō
4.99 out of 5 average rating, 155 reviews

Live the art-like experience of Ukiyoe House!

*Smoke-free property | Ukiyoe House Ito is just a 3-minute drive or taxi ride from Ito Station, where you'll swiftly ascend 60 meters above sea level. Enjoy breathtaking ocean views and the renowned hot spring town of Ito Onsen. Experience living in the Ukiyoe picturesque traditional Japanese house. Soak in the volcanic stone bathtub, Sleep on a cozy Japanese futon in a Tatami room, and wake up to a beautiful sunrise as depicted in Mr. Hokusai painted 200 years ago.

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