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Holiday rentals in Oshima

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Top-rated holiday rentals in Oshima

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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

For travellers who know nature. The warmth and convenience of the Showa era. A hideaway for a walk to the scenic road.

Please be sure to check before making a reservation This facility is located in the nature of remote islands, and the incidence of insects is higher than in urban areas.We need to have a deep understanding and preparedness for the environment.Consider this for women and couples who are unfamiliar with nature. This facility is an entire house that has been renovated from a Showa era retro private house.Ideal for guests looking for efficient activities and a sure rest. ■ Environment and endorsement We strongly recommend using artisans and groups of men who understand the real environment of this remote island and want to focus on their activities.Reservations for those unfamiliar with the environment will be refused due to a quality stay. ■ Service and living environment Convenience (complete living area): Supermarkets and restaurants are within walking and bicycle range, and life is complete.Almost fully equipped with self-catering supplies. Assistance: We provide concierge services such as cleaning, linen change, littering, and bbq assistance during long stays. ■ Rest and stunning views The * * Sunset Palm Line is just a short walk away.At night, the starry sky * *.Mosquito nets and mosquito net tents have been introduced for a good night's sleep.We will help you recover fatigue in the bathtub. ■ Price Great value for the first store.Longer stay plans are even better value (contact us directly for details).

Guest favourite
A decorative sliding door is featured, adorned with a serene illustration of a crane beside a stylized sun. The background consists of intricate, patterned detailing in soft blue tones, creating a tranquil and artistic focal point.
Flat in Itō
5 out of 5 average rating, 9 reviews

[103] 1-minute walk from the beach/5 minutes from Usami Station/Usami Seaside 103

Another room in the same building is also listed on airbnb. (Room 102 and Room 201) This is a separate room on the first floor of a two-story building. (No common space in the entrance) Usami is located between Atami Station and Ito Station. Usami Seaside is a 5-minute walk from the station.Located 1 minute to the sea. It is a gentle descent from the station. The Atami and Ito areas have many hills, but even with a large carry, you can easily arrive on foot. The city that flourished with the sea is compact. You can eat and shop on foot. A safe and quiet city surrounded by mountains and the sea, with unattended sales offices. Stylish cafe bars, old houses, and restaurants. There are also plenty of restaurants close to the area and places that are loved by locals. Morning beach walks are the best! You can also walk to stylish cafes and bars. On the beach, you can enjoy surfing, body boarding, and fishing on the beach, and you can look for crabs, play in the sand, and children can enjoy playing in the sand. Why not relax in a quiet coastal city? Ito is 5 minutes by one station.Atami is also 4 stops and 18 minutes.

Top 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
5 out of 5 average rating, 22 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
A two-story building is depicted, featuring a covered parking area filled with storage boxes and bicycles. The upper level includes a balcony with a partial railing. Nearby structures exhibit varying colors, with power lines running overhead.
Tiny home in Shimoda
4.91 out of 5 average rating, 210 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
4.81 out of 5 average rating, 32 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
A spacious living area features wooden beams and large windows allowing natural light to illuminate the room. A comfortable checkered sofa is situated near a coffee table, with a decorative rug on the floor. A fully equipped kitchen is visible in the background.
Villa in Oshima
5 out of 5 average rating, 4 reviews

Tsubaki Villa

On an island about 1 hour and half away from Tokyo, you can make memories in a rental villa with family, friends, and dreams. It is a villa surrounded by the magnificent nature of Izu Oshima, where you can spend time with your family, relatives, friends, and your dog. [Tsubaki] will help you color your guests. Creating ■an irreplaceable life A private resort 10 seconds walk from the sea. A bedroom like a secret base in an open room with large windows, a bright Japanese-style room, and a secret base. Time in Oshima moves from the moment you step inside. Please spend a relaxing stay away from the city and surrounded by nature. Fishing or barbecuing with ■relatives or friends We have a refrigerator, cooking utensils, and tableware. There are two ways to enjoy cooking in your room and barbecue in the garden. Cooking the fresh fish you catch yourself, even the ingredients are the best memories. [Tsubaki] is a fragment of your memories.

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 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)

Guest favourite
A serene view of a beach stretching towards a calm shoreline, with Mount Fuji in the background. The image captures a clear sky, reflecting on the water. Various logotypes at the bottom highlight features such as BBQ site facilities and SUP rentals, creating a welcoming atmosphere for outdoor activities.
Home in Numazu
4.97 out of 5 average rating, 35 reviews

TheDayPj/Mt.Fuji Ancient people in the coast of the sea that you can see

Seismically reinforced 70-year-old Japanese house.UB, WC, AC, FL, tatami, futon new. Small beach right in front of you.If the weather is blessed, you can see Mt. Fuji and the starry sky. There is an additional charge, but the BBQ site in the garden.Sup rentals are ok. Limited to one group per day.It can accommodate up to 6 people. Create the best day in TheDay. Your host will be happy to assist you as much as possible. The negative point is far from the station, and there are no commercial facilities nearby.Convenience stores (10 minutes by car) Supermarkets and drug stores (30 minutes by car) There are few buses [N21].It is within 100 kilometers of Tokyo, but other than walking, we recommend transportation.

Guest favourite
A simple and airy room features a spacious futon laid on a soft surface. Natural light filters through sheer curtains, casting gentle shadows on the neutral carpet. A small television is positioned on a light-colored stand, adding a subtle touch of functionality.
Flat in Numazu
4.8 out of 5 average rating, 215 reviews

Long-term stays are a great deal! Various discounts, low risk of infection, non-smoking rooms, unlimited bicycle rides! WiFi available, Room 301

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
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
4.96 out of 5 average rating, 92 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.

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, 170 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, 205 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

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