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Holiday houses in Oshima

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Top-rated holiday rentals in Oshima

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Guest favourite
Home in Itō
5 out of 5 average rating, 165 reviews

[Superb Oceanfront Accommodation] Perfect for children & fishermen

Kids have fun playing with toys in the kids space... Parents look at the sea and relax in the cafe time while listening to the waves... After a short break, embark on an adventure through the charming fishing village of Futou, the setting for 'My Summer Vacation 2'! [There are many playgrounds if you stretch out a little]  Watch the light next to Izu Oshima on the coast in front of you  Play in the emerald green waters of Tomito Port  Fish on the beach and Iso  · Diving in the crystal clear sea of corals  Tour and other popular spots such as Mt. Omuro, Jokesaki Coast, and Shaboten Park [We also have shopping and restaurants]  ① Walk  7 mins to an izakaya (5 pm - 11 pm, closed Mon - Thu)  12-17 minutes to a deli (9 am-6 pm, closed Tuesdays and Wednesdays)  ② Car  Supermarket and convenience store in 8 minutes  - Various restaurants in about 10 minutes [After playing, please relieve your fatigue at our accommodation]  Rinse off feet and fishing gear in the shower next to the entrance♪  Fish caught in a yard sink◎  Cook in the fully equipped system kitchen!  The latest washer/dryer machine will help you close the day (´ ω ')  Looking up at the night sky before you go to bed, you'll see a stargazing sky.☆  The bed is a fluffy 6-layer futon⤴

Top Guest favourite
Villa in Oshima
5 out of 5 average rating, 20 reviews

suo

A rental house "suo" in a waves floating area with a retro atmosphere in southern Oshima It can accommodate 6 people (+ up to 4 children under 2 years old can sleep together).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
4.92 out of 5 average rating, 204 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.

Superhost
Home in Oshima
4.8 out of 5 average rating, 30 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.

Superhost
Condo in Shirahama
4.96 out of 5 average rating, 111 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
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 min 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)

Top Guest favourite
Home in Itō
4.96 out of 5 average rating, 91 reviews

Private villa with hot spring! 7 minutes on foot from Izu-Kogen Station, in a great location along a row of cherry 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.

Top Guest favourite
Home in Shimoda
4.95 out of 5 average rating, 119 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 everyday life and spend a quiet time in a secluded natural environment, or use it as a workation or telework. I look forward to it.

Guest favourite
Villa in Itō
4.96 out of 5 average rating, 163 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
Cottage in Itō
4.97 out of 5 average rating, 198 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
Home in Itō
4.99 out of 5 average rating, 150 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
Home in Izu
4.93 out of 5 average rating, 192 reviews

【ONSEN&Stunning open bath】Izu special experience

Discover a peaceful getaway in Izu where nature and comfort blend seamlessly. Relax in a 100% natural open-air hot spring, soaking under a sky full of stars. This spacious villa welcomes families and groups up to 10, featuring a cozy bar perfect for shared moments. Ideally located near Hakone and Mt. Fuji, it offers easy access to iconic spots. Experience genuine Japanese culture and unwind in this warm and inviting home away from home. Book early to secure your stay!

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