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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, 207 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
Tiny home in Shimoda
4.91 out of 5 average rating, 216 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
The exterior of a Japanese house is showcased, situated on an elevated area. A sunset casts warm tones over the landscape, with mountains visible in the distance. Stairs lead down from the house, surrounded by greenery, offering a view of the town below.
Home in Shimoda
4.83 out of 5 average rating, 240 reviews

Experience Shimoda-style at Miharashi-tei, a house with an excellent view that allows you to "stay as if you lived there".

This is the perfect accommodation for families.It can accommodate up to 6 people, and there is no additional charge for the number of people.The idea is to “live like you live.”The retro Japanese house has a lot of Japanese atmosphere.Located on a hill, the window is in three directions, so you can see Shimoda Park, Shimoda Port, and Shimoda downtown as if it were a view from the castle.Especially the evening view is spectacular.It is located in the city, within walking distance to food, hot spring public baths, supermarkets, post offices, convenience stores, and Perry Road, a tourist attraction.The Shimoda Underwater Aquarium is also close to the Izu Shichijima Sailing Ground and the dog-running island, which is a popular fishing spot.It is a 15-minute walk from Izukyu Shimoda Station.Reception and check-in will be at the NPO Izu in Kamo 6 "Taruya" (Shimoda-shi 3-1-23), which is a 5-minute walk.There is a parking lot for one car in a 2-minute walk.Because it is located on a hill up the stairs, we cannot accommodate wheelchairs.Carrying heavy luggage is difficult.

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.Hear the sound of the ocean and forget your daily routine.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, 335 reviews

Tateyama/1 group per day/Yumenoyado

We turned the detached building next to the main house into a small guest house. This 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 steps) The ☆back is a forest, so we clean it carefully, but unfortunately, it is difficult for people who don't like insects to stay. There are no supermarkets or convenience stores within walking distance of the☆ accommodation.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 it were your own small villa. ☆Barbecue equipment can be rented for 2,000 yen.Please clean up by 10 pm and enter the room. * Ingredients are not included in the price.

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
4.95 out of 5 average rating, 129 reviews

Surrounded by greenery, this 3 LDK [Blue Curl] space is on a hillside where you can feel the sea breeze of Irifahama

Hi, thank you for finding the blue crail. This is a renovated place where Noriyuki Ushima, a western artist who loves the sea and nature of Shimoda, was used as an atelier. It is a great space for those who enjoy a view of Irita Beach, a beach recognized as the highest ranked water quality AA, from a hill, the sound of birds chirping, the sound of the wind, and embracing nature as they are. Forget about your daily routine and spend a quiet time in a secluded natural setting, or use it as a workation or telework. I look forward to it.

Guest favourite
An outdoor deck features a wooden table and chairs, surrounded by greenery. A soft blue tabletop arrangement is set, creating a serene space for gatherings. The wooden railing enhances the natural aesthetic, while the scenic backdrop complements the tranquil setting.
Villa in Itō
4.96 out of 5 average rating, 167 reviews

RARE! Private Hot Spring, Spotless Modern Japanese

Beautiful 3BDRM holiday villa within Fuji-Hakone-Izu National Park. Comes with a large private hot spring bath, panoramic sea view, projector & garden. Morine provides year-round comfort for relaxation & an ideal base for remote work/holiday. Renovated combining modern Japanese taste with Western comfort. Each bedroom is generously sized & the spacious open-plan kitchen/dining/living area is ideal for getting together. Guests may be greeted by the beautiful blooms of a weeping cherry in spring.

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, 174 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, 211 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

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.

Guest favourite
An open living area features warm wooden floors and walls, accented by a cozy green sofa. Shelves display plants and decorative items, while a modern television is mounted above a simple wooden console. Natural light floods in from large windows, bringing a refreshing feel to the space.
Home in Higashiizu
4.91 out of 5 average rating, 162 reviews

Inatori Station 3-minute walk, a whole house (1 group only)

It's a 3-minute walk from JR Inatori Station. It is a very quiet place, and it is a private rental house located in the atmospheric streets of a rural port town. It is a cozy place like returning to your parents' house in the countryside. The house is made of pure, soft, and warm cedar, and everything is finished with beeswax, so it is safe for babies and a very calming place. Inatori is also an easy place to go to Minamiizu, Nishiizu, etc. Please stay at this house.

Guest favourite
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.
Home in Shimoda
4.99 out of 5 average rating, 448 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

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