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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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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, 146 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
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 Kowakudani
4.97 out of 5 average rating, 601 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.

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, 156 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.

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, 256 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. If your dates are not available in ITO, we are happy to introduce our sister property, THE LAYER | ATAMI GARDEN. This beautiful, recently renovated 1930s villa with a private garden and gorgeous bath near Kinomiya Shrine in Atami is also available to book on Airbnb. Please send us a message to learn more!

Guest favourite
A spacious living area features large windows offering sweeping ocean views. A white sofa is positioned centrally, complemented by a wooden side table and a tall green plant. Natural light fills the room, enhancing the inviting ambiance.
Home in Kyonan
4.93 out of 5 average rating, 104 reviews

Resort villa with 180-degree panoramic ocean view

Nambo Terrace is a resort villa with stunning ocean views from every room. A spacious wooden deck is adjacent to the house, where guests can observe the breathtaking 180-degree panoramic scenery of the sea. Guests can enjoy various activities, such as barbecuing with friends and family, relaxing by the campfire, or even working remotely. Several amenities are provided to make your stay as comfortable. We guarantee that our guests will have the finest views and unforgettable moments of their stay

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, 186 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 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, 229 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
Home in Higashiizu
4.91 out of 5 average rating, 177 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, 478 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

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, 645 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!

Top guest favourite
A modern vacation home is situated amidst tall trees, illuminated by warm outdoor lighting. Spacious wooden decking features reclining chairs, offering a relaxed outdoor setting. A barrel sauna is visible nearby, reinforcing the tranquil, nature-infused ambiance of the retreat.
Villa in Hakone
5 out of 5 average rating, 189 reviews

[91㎡ + 83㎡ deck/sauna villa] BBQ | Fire | Max 10 people | moon hakone/F101

A secluded villa with a sauna surrounded by nature. Located about 5 minutes by car from Hakone-Yumoto Station, it's a quiet hideaway in the forest. Featuring a barrel sauna with a half-moon window, fresh mountain spring water, and relaxation under the starry sky. Perfect for sauna enthusiasts, with options for BBQs and campfires. Enjoy precious moments with loved ones, whether lively or serene. Experience "silence" away from the city, immersed in nature.

Guest favourite
A spacious room features a large bed with neatly arranged towels nearby. A freestanding bathtub is positioned beside wide glass doors, which offer views of the beach and ocean. Natural light floods the interior, highlighting the wooden beams overhead.
Home in Shimoda
4.95 out of 5 average rating, 247 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 vacation rentals

Other great vacation rentals in Oshima

Superhost
A large window offers a panoramic view of the mountains and coastline under a clear blue sky. The scene is reflected on a sleek, smooth surface in the foreground, enhancing the connection between indoor and outdoor spaces.
Home in Ajiro
4.93 out of 5 average rating, 75 reviews

Enjoy the sea, mountains, and sky of Atami all to yourself! Hot spring villa with a view / Special furniture and full facilities / Large screen / Rooftop BBQ / Up to 8 people

Guest favourite
A spacious yard surrounds a single-story building, featuring large windows and a covered porch. The manicured grass offers ample space for outdoor activities. Trees provide shade, and a decorative stone adds a natural touch to the landscape.
Home in Oshima
5 out of 5 average rating, 8 reviews

[Entire building] In the forest | Private villa where you can enjoy the starry sky and campfire

Superhost
Villa in Tateyama
4.95 out of 5 average rating, 19 reviews

Private Mera Beach Villa | Pet OK | 6 guests

Superhost
A bright living area features a comfortable teal sofa adorned with decorative cushions. A wooden dining table with black chairs is positioned near expansive glass doors, which open to a lush outdoor terrace offering ocean views. Natural light fills the space, enhancing the inviting ambience.
Vacation home in Itō
4.87 out of 5 average rating, 193 reviews

Hot springs and a terrace with a superb view! Granblue Jogasaki is a private rental accommodation with a panoramic view of Izu Oshima, where you can enjoy the island's blue and white scenery

Guest favourite
An outdoor terrace features a modern BBQ grill complemented by a dining table surrounded by four comfortable chairs. A scenic view of the coastline and city is visible beyond the railing, with lush greenery framing the space.
Villa in Itō
4.95 out of 5 average rating, 87 reviews

Ritori Ito, a hidden gem in Ito, with stunning views and a hot spring (up to 2 small dogs allowed, discount for consecutive nights)

A single-story vacation home is positioned on a hillside, providing views of the sea and surrounding landscape. The structure features a traditional roof and is complemented by greenery and a concrete pathway leading down toward the coast.
Home in Oshima
4.96 out of 5 average rating, 45 reviews

Kaya-no-Kanaya, a private rental accommodation overlooking the sea and Mt. Fuji, a 5-minute walk to Okada Port 

Top guest favourite
Villa in Itō
5 out of 5 average rating, 9 reviews

Private Villa for 6 | With Onsen | Japanese Garden

Home in Itō
4.86 out of 5 average rating, 14 reviews

A premium pampering experience with a private sauna and natural hot spring | Private building opening in April 2026

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