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Holiday rentals in Ōshima Island

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Top-rated holiday rentals in Ōshima Island

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Top guest favourite
A spacious dining area features a large wooden table surrounded by four low chairs with red cushions. Traditional shoji screens allow natural light to filter through, highlighting the wooden beams and flooring. A round ceiling light provides soft illumination, complementing the room's serene atmosphere.
Hut in Numazu
4.96 out of 5 average rating, 222 reviews

[Private Ancient House + Garden] BBQ in a Private Garden | Harmony of Tradition and Modern Facilities | Town with Blue Sea and Mount Fuji

The host renovated an old house from the early Showa period, and now it is a private inn called "Takumi-an". It is located in a quiet port town, surrounded by orchards that extend to the port and mountains.The charm of this place is that you can experience a simple, rustic lifestyle that is not yet a tourist destination. With fast Wi-Fi and a separate workspace, a convenience store and restaurant within walking distance, and a nearby hot spring with a source spring, you can rest assured for long-term stays and workations.From the coast, a few minutes' walk away, you can see the magnificent sunset and Mount Fuji floating in the sea from the cape on the opposite shore (* not visible from the inn). Relax in the garden with a bonfire or a BBQ under the starry sky, and a theater or a comfortable bed in the room.Up to 4 people can use the bedroom on the 2nd floor and the living room on the 1st floor independently, so you can have a particularly relaxing stay. For more than 5 people, you can lay out a futon in the living room, and stay with multiple families and friends in Japan.Sleep on a futon on a tatami mat, and a night surrounded by the sound of fishing ports and frogs, a unique experience in Japan. It is especially popular with couples and small families, and is recommended for those who value privacy and want to enjoy nature and life at their own pace.We value a relaxing stay, and the accommodation is in harmony with the local way of 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, 167 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 taking a break, take a walk and adventure in the charming fishing village of Tomito, which was the stage for "Boku no Natsu Yasumi 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 minutes to a tavern (5 pm - 11 pm, closed Monday - Thursday)  12-17 minutes to the deli (9:00-18:00, 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
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, 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

Superhost
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, 31 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 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 Shimoda
4.96 out of 5 average rating, 113 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 spacious outdoor area is shown with a modern building surrounded by trees. A tent is pitched nearby, and two lounge chairs are placed on the grass. Smoke rises from a fire pit, indicating the possibility of outdoor cooking or warming.
Villa in Nomashi
4.9 out of 5 average rating, 63 reviews

Exclusive use of the sauna and garden! The sea turtle sea is within walking distance. A fully supported base with a private building.

Based on the concept of "healing from the heart through the nature of Oshima", Base is a private space for rent and a high-value experience.There are plenty of amenities, and the owner can provide concierge-like support. Luxurious sense of freedom: Completely exclusive use of a vast garden that would be impossible in the city centre.**Enjoy a tent sauna with a popular wood-burning stove (optional, extra charge)** and a BBQ, and experience the finest "order" and a sense of freedom without being disturbed by anyone. The best sea experience: Oshima's O-no-Hama Beach, where you are likely to encounter coral and green turtles, is within walking distance.In a gentle cove, you can take an untouched underwater walk (weather permitting). Although the encounter rate of insects is relatively low, we ask for your understanding of the natural environment of the remote island.Ideal for those seeking a private experience and quality.

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)

Top guest favourite
A modern black house is framed by lush green trees and plants, set against a clear blue sky. Large windows are visible, providing a glimpse of the interior. The natural landscape enhances the serene environment surrounding the property.
Villa in Hakone
4.97 out of 5 average rating, 547 reviews

[SAKURA Villa] Natural hot spring★ resort atmosphere Heal in★ nature [Hakone] [Koshimadani]

We offer a stylish house with a private hot spring bath in Koshimadani. It is a 7-minute walk from the Saru-no-Chaya bus stop, making it very convenient. (The front road is a steep slope.) The natural hot spring baths are constantly replenished by the source spring and can be enjoyed 24 hours a day. The hot spring source is Kowakudani Onsen, which is weakly alkaline. We also have a★ BBQ space for your convenience! (We also provide equipment for rent. We will charge you 4,000 yen after use. ) We have introduced a★ bioethanol heater for★ winter only. Please let me know when you use it. We'll charge you 2,000 yen after use. Parking for 2 cars is available on site. Looking forward to welcoming you! * The entire house will be rented, but the price will vary depending on the number of people. The displayed price is for 2 people, so please enter the correct number of people before booking.

Superhost
Natural light filters through sliding doors, illuminating a serene space. Two woven mats are positioned on a wooden floor, facing a garden filled with lush greenery. The room features traditional shoji screens, creating an inviting connection with the outdoors.
Hut in Kamakura
4.89 out of 5 average rating, 725 reviews

Kamakura's old house, 1 building, with a garden, 2 minutes on foot to the sea (pets allowed)

It is popular with families with small children and those who want to travel with pets. It is an entire building, so you can stay with peace of mind. 25 minutes on foot from Kamakura Station, In front of the bus stop 5 minutes by bus from Kamakura Station. 1 minute walk to Zaimokuza Beach. It is a house that has been renovated from an old house. There is also a kitchen and a garden, and you can enjoy dishes and BBQs. There is a hot shower outdoors, and you can come back from the sea with a swimsuit. "stay&salon" Thermal Therapy Relaxation Salon Enjoy the ultimate relaxation and sleep! [Reservation required] Please search for "aburaya salon" on HP

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, 122 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.

Top guest favourite
A beach setting features a portable chair and a small table positioned on smooth pebbles. The sun is rising over the horizon, casting a warm glow on the tranquil ocean, creating a serene atmosphere with water gently lapping at the shore.
Home in Odawara
4.99 out of 5 average rating, 148 reviews

1min to the Ocean! Renovated Villa for Your Only

1 min from the Pacific Ocean! It is a meticulous renovation house, located close to the "Tunnel Leading to the Sea", a famous photogenic shooting spot. At dawn and sunset, anytime you can visit to the shore. No limit, no wall, only the Horizon and the Sky. Inside this house is fully renovated for comfortable staying. A kitchen, bathroom and a toilet , laundry machine and dryer is installed and free for use. A couple or family of 2-4 is suite on here! Also, 6-minute walk from the Hakone Loop.

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, 200 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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