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Holiday houses in Oshima

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Top-rated holiday rentals in Oshima

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Guest favourite
A spacious living area features warm wood accents and soft lighting. A comfortable sofa is positioned before a wooden coffee table. Adjacent is a dining space with a round table set for six, complemented by a softly illuminated pendant light. Bright colors add a cheerful touch.
Cottage in Shimoda
4.97 out of 5 average rating, 174 reviews

Ocean view private cottage! 30 m to a quiet white sand beach with bare feet! [Seasons]

It is a quiet cottage along the Sotooura coast, accessible by bus from Izukyu Shimoda Station. You can enjoy the beautiful beach view from your room all day long. There are 2 bedrooms + a fully equipped kitchen & dining room + a bathroom with a bathtub, and it can accommodate 6 people. We worked with local designers and artisans to transform a former private home into a sustainable guest house. While retaining the nostalgic charm, "I want you to enjoy the extraordinary atmosphere unique to the seaside!"This is a cottage with such a feeling. Minimalist furniture and luxurious interior, ocean views from large windows, and a spacious living room with a 100-inch projector. 30 meters to the white sand shore, you can access the beach barefoot. Perfect for private time with loved ones. There is a hot spring (700 yen per adult), a Himonya, a morning vegetable market, and a delicious bakery within walking distance. You can experience the atmosphere of an old fishing village everywhere. [Designated accommodation for people wishing to relocate] If you are considering moving, you can apply for a subsidy (4,000 yen per person per night). For more information, contact the Shimoda City Industrial Promotion Division (0558-22-3914)!

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.
Condo in Shirahama
4.96 out of 5 average rating, 143 reviews

Garden Villa KOTI, Room w/ Sauna (Ocean View Condominium with Sauna)

This is a room with residential facilities based on the concept of "staying like you live" by the sea. It is an ideal place to stay that combines the comfort of a condominium with a natural environment. The spacious ocean view terrace has a sauna. You can use it at your own temperature and time, while enjoying self-love. Forget about your daily routine while listening to the sound of the sea. We have a table-top barbecue grill on the terrace for you to relax and enjoy. Enjoy a meal outdoors and forget about time. It is a while, but it is basically a facility for spending quiet time. 8-minute walk from Shirahama Beach. Enjoy your stay while enjoying marine sports. There is also a visitor room where you can work or invite friends during your stay. Discounted rates are available for stays of 2 nights or more. It is a facility that is easy to use for long-term stays. There are 2 sauna-type rooms, one on the 1st floor and one on the 2nd floor. The layout and color are slightly different, but the basic size and equipment are the same. It may be different from the room in the photo. We appreciate your understanding.

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, 104 reviews

A private rental villa with a hot spring! A 7-minute walk from Izu-Kogen Station, in a great location along the cherry blossom 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
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, 150 reviews

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

Hello, thank you for finding Blue Claire. This is a renovated accommodation that was used as an atelier by the Western painter, Ushima Noriyuki, who loved the sea and nature of Shimoda. It is the perfect space for those who want to see the highest ranked water quality AA certified beach "Iritahama" from a high ground, hear the birds singing in the forest, feel the sound of the wind, and accept nature as it is. Forget about your daily routine and spend a quiet time in nature away from people, or use it for workation or telework. We can't wait to see you.

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, 182 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.

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, 250 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

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, 198 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.

Guest favourite
Home in Higashiizu
4.91 out of 5 average rating, 173 reviews

3-minute walk from Inatori Station, one 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.
Villa in Shimoda
4.99 out of 5 average rating, 474 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

Top Guest favourite
A serene view of distant mountains and the ocean is framed through open windows beside a luxurious stone hot spring bath. The calming landscape invites relaxation, with natural light enhancing the soothing atmosphere of the retreat.
Home in Atami
4.97 out of 5 average rating, 637 reviews

NEW:Ocean View&Hot Springs/Atami/relaxing/2LDK/80㎡

This listing is located in the holiday villa area in Ajiro which is only 10 minutes away from Atami Central. As it is located in higher level, every room has the great ocean view! Enjoy the beautiful view in a comfortable queen bed, living room or balcony. Also this accommodation has a stone-made traditional styled bathroom where you can enjoy the natural hot springs :-) Please get relaxed in this new accommodation built in Apr 2021 and enjoy your trip in Atami!

Guest favourite
A bright living area is shown, featuring a large television on a wooden console and a comfortable seating arrangement. Light wood flooring complements the open layout, with a dining table and chairs visible. A spacious kitchen area is accessed through an arch, highlighting the home's modern design.
Villa in Oshima
5 out of 5 average rating, 23 reviews

Izu Oshima|Villa Limone|BBQ, 4BR, Sleeps 10

NVilla Limone is a private entire villa for one group per day, sleeping up to 10 guests. Perfect for family trips, group stays, or workations. Enjoy a spacious living area, four bedrooms, a kitchen with cooking essentials, free Wi-Fi, BBQ, a fire pit, and stargazing in the garden. Beaches, hiking trails, hot springs, and shops are nearby. Only 1h45 from Tokyo by ferry and 8 min from the airport. Exclusive use of the whole villa is included.

Guest favourite
A spacious suite features high wooden beams and large windows that allow natural light to flood the space. The serene view of the beach is visible through the glass doors, while a freestanding bathtub and a cozy bed add to the inviting atmosphere.
Home in Shimoda
4.95 out of 5 average rating, 244 reviews

Cabana Iritahama

Relax your mind and body in this gorgeous cabana by the beach. Enjoy the scenic beauty of white powdery sand and cool pristine cobalt blue waters at Cabana Iritahama. The cabana is located in the charming Iritahama beach - known to be one of the country’s most beautiful beaches. Get ready to indulge yourself with the sound of the gentle waves and the scenic view of the majestic white sand beach when staying at Cabana Iritahama.

Popular amenities for Oshima holiday rentals

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