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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
A panoramic view of a tranquil beach is depicted, with gentle waves lapping at the sandy shore. Surrounding hills provide a natural backdrop, while buildings line the coast. The clear blue waters demonstrate varying shades of turquoise, inviting exploration along the shoreline.
Cottage in Shimoda
4.94 out of 5 average rating, 299 reviews

Oceanfront Private Beach House!10 seconds to the sea [Nami note]

It is a beach house along the Sotoura coast that can be accessed by bus from Izukyu Shimoda Station.50 meters from Sotoura Coast.The beach is accessible barefoot and the outside shower is comfortable. This cottage has 6 tatami mats in the bedroom, a living room (4.5 tatami mats + 8 tatami flooring, including a kitchen), a bathroom with a bathtub, and a 100-inch large-screen projector. The kitchen is fully equipped with a gas stove (2 ports), a refrigerator, a microwave, a toaster, cooking utensils and dishes, and there is a stopover hot spring (adult 700 yen ~), a hinoyasan, a direct sales shop for vegetables picked in the morning, a delicious bakery and a set meal shop within walking distance. From waking up in the morning to sleeping at night, this is the perfect location to feel the sea and spend some time with your family and friends. It is a cottage that the owner personally renovated a 54-year-old private house and opened as Sotora Beach House "Nami no Oto" in August 2020 with a thoughtful mind. # naminote 2020 [Designated Facility for Resident Stay Fee] If you are considering relocating, you can apply for a subsidy (4.000 yen per person per night). For more information, please go to Shimoda City Industrial Promotion Division (0558-22-3914)!

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
4.89 out of 5 average rating, 27 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
4.91 out of 5 average rating, 221 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.

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, 5 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)

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
4.96 out of 5 average rating, 134 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.

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, 187 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 sea-view balcony is visible through large glass doors, offering a glimpse of the ocean and surrounding greenery. Two chairs are positioned on the balcony, complemented by a wooden table nearby. Natural light fills the space, creating a bright and airy environment.
Home in Itō
4.88 out of 5 average rating, 25 reviews

[Whole house rent] 5 mins walk to the beach, 15 mins walk to Ito Station. House with a view of the sea and fireworks

【Whole house rent / 丸ごと貸切の家/ベランダで花火鑑賞】 伊東駅徒歩15分、ビーチにも徒歩圏のテラス付きの家。駐車場も完備。 一軒の家のほぼすぺてのスペースを専用でご利用いただけます。(1階の事務室と2階の倉庫室を除く) 宿までの道のりに坂がありますので、重い荷物のある方はタクシー(通常、片道1000円以内)をご利用ください。 近隣に日帰り温泉が複数あり、巨大スーパーの「ドンキ」、人気の観光ショッピングモール「マリンタウン」までも徒歩10~15分で便利です。 家のベランダから花火大会や海からの日の出を見ることができます。 海水浴、湯めぐり、花火鑑賞、ビジネスユースの方も大歓迎です。 15-min. walk from Ito station, 5-min. walk to the beach. Parking space available. You can use the entire house except for 2 storage rooms. Great for sea bathing, Spa-hopping, fishing etc..

Top 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, 219 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 bright living area is showcased with wooden beams and large windows offering ocean views. A cozy seating arrangement includes a dark sofa, while a dining table set for six is adorned with a green checkered tablecloth. A television is positioned for entertainment.
Cottage in Higashiizu
4.94 out of 5 average rating, 166 reviews

Oceanview Deck Lodge with Open-air Bath

The warmth of wood can be felt at Atagawa Moon Lodge, which makes abundant use of solid cedar wood. Atagawa is a mecca of hot springs with numerous wellsprings. A 15min drive from the inn is a beach where you can enjoy beach activities. Located in the center of Higashi Izu, it is the perfect base for sightseeing in Izu Kogen, Ito, and Shimoda! On nights with a full moon, you may be able to see the fantastic moon road created by the moonlight illuminating the ocean from your room.

Top guest favourite
Home in Itō
5 out of 5 average rating, 6 reviews

Japanese Architect House w/ Ocean & Mt Omuro Views

Located in Ito City, overlooking Sagami Bay with Mt. Omuro rising behind, Nagi Izu sits in one of the most scenic spots in the region. This modern villa, built with natural local wood and featuring a private hot spring bath, offers a warm, calm atmosphere where design and nature quietly blend. Several public hot springs are nearby — perfect for a relaxing soak between sightseeing or museum visits. Enjoy the gentle rhythm of Izu, surrounded by the sound of waves and rustling trees.

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