Vacation rentals in Oshima

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oshima

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A charming traditional wooden house is seen from the garden, featuring a thatched roof and a spacious porch. Surrounding the house are grassy areas with stumps and wooden benches, while a fire pit sits at the center. Nearby, a rustic shed holds stacked firewood.

Hut in Tateyama

5 out of 5 average rating, 20 reviews

[Entire] 100-year-old house large garden firefire pizza oven harvest experience japanese life enjoying fire and nature　

Tsuchi no Madara is a small, family-run inn in an old house in Tateyama. ◎Limited to one group per day We renovated a 100-year-old traditional house with the help of local carpenters. Forget your busy days and relax in the spacious rooms and large garden with handmade playground equipment. In the garden full of nature, you can observe seasonal flowers, grass, and wildlife. Adults can swing in hammocks while watching their children run around♪ In the evening, you can also enjoy dinner using fire, such as a hearth, BBQ, pizza oven, and Dutch oven. Please be healed by the swaying flames while lighting a fire in the fire pit in the garden. You can also try chopping firewood and harvesting seasonal vegetables (confirmation required). By ◎car, 30 minutes from Tateyama, Tateyama Highway, Interchange. ◎Public Transportation: 20 minutes by JR bus from Tateyama Station, get off at Anbo-jinja-mae and walk for 3 minutes. There is a home center (3-minute walk), a supermarket (7-minute walk), and a drug store (6-minute walk), It is also convenient for shopping. We also recommend taking a walk to Anbo Shrine and Nogari no Mori (3-minute walk), and the beautiful sunset sea (15-minute walk). Look at the stars and clouds Feel the wind Gather around the fire In the casual daily life of a farming community Please have a good time.

Guest favorite

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, 117 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 a break, I walked through the quaint fishing village, Futo, which became the setting for "My Little Vacation 2" and "Amanchu", for an adventure! [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 　Small supermarket in 3 minutes (9: 00-19: 00, closed on Sundays) 　② Car 　24-hour 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 favorite

Villa in Hakone

4.97 out of 5 average rating, 516 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.

Guest favorite

An exterior view of a traditional Japanese home is presented, featuring sliding glass doors that open to a serene tatami mat interior. Lush greenery surrounds the house, complementing the wood and stone accents of the structure, while a small wooden deck extends towards the garden.

Cottage in Itō

4.99 out of 5 average rating, 167 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. *****Please read House Rules before booking Come relax in our traditional Japanese home in the charming, retro onsen town of Ito on the Izu Peninsula.

Superhost

Apartment in Itō

4.75 out of 5 average rating, 56 reviews

IG1 Ichigo-Nie 27/ 3 min from the beach / Parking

2 minutes by walking from the nearest Usami Station. 3 minutes to Usami Beach! There is also a private free parking. One of our staff members speaks Chinese and is from Taiwan. The room name "Ichigonie" comes from our wish to assist your stay here and then your trip with filled with smiles. ・The hot spring's ticket is provided for reservation guest for over 7 years old per 1 reservations. ※The ticket can be used only at Suzuko(民宿鈴幸).It's not in my building. ・The room is on the 2F ・No elevator

Superhost

Home in Shimoda

4.8 out of 5 average rating, 153 reviews

Private 5 min walk to Shirahama beach, BBQ, Deck

This house is a traditional 20 year old Japanese house. It is totally private as it's surrounded by trees. There is a walkway 5 minutes down to Shirahama Beach which is arguably one of the nicest beaches in Japan. We have added a large deck to the house for outdoor living. The bedrooms are very traditional Japanese. The kitchen is large and easy to use. We have a coffee machine, rice cooker, screen with HDMI chord (adapter needed for your device) and blue tooth speaker for your use.

Guest favorite

A spacious outdoor area is highlighted by two illuminated swimming pools under the night sky. A covered wooden deck features a BBQ area and dining space, with soft lighting enhancing the inviting atmosphere. Large glass doors provide a view of the indoor living area.

Villa in Tateyama

5 out of 5 average rating, 5 reviews

【Private Villa with Sauna&Pool】Non-smoking/12ppl

This private villa with pool and sauna can accommodate a large group of up to 12 people. It is surrounded by an exterior wall over 2 meters high, and has a private pool, open-air heated Jacuzzi, and barrel sauna for children to enjoy. The pool is cleaned, circulated, and disinfected year-round, so it can be used as a water bath in any season. Enjoy a walk along the beach with your pets and a BBQ on the wooden deck terrace! Come for a a luxurious glamping experience at our Private Villa!

Superhost

A serene tatami bedroom features a spacious bedding arrangement on a woven mat. Natural light floods the room through large sliding glass doors, revealing a view of lush greenery. A sliding partition adds a touch of privacy, maintaining a minimalist aesthetic.

Villa in Itō

4.84 out of 5 average rating, 100 reviews

Masaya Villa in the Heart of Izu, Extension

Cosy Private House With Ocean View And Relaxing Garden Our three-bedroom house is located at the foot of Mount Omuro, in between the mountains and the sea. All our rooms have a balcony where you can enjoy the tranquil ocean view as well as beautiful sunrise and sunset. Perfect for a holiday or “workation”, this minimalist house is surrounded by calming greenery. We invite you to relax in the garden, have a fun barbecue, enjoy the view, soak in the bath, and visit Izu’s top attractions.

Superhost

An outdoor deck extends from the log house, featuring a wooden floor and a pergola overhead that provides shade. A round table placed center stage invites al fresco dining, while scenic views of the surrounding nature can be appreciated through the railing.

Cabin in Itō

4.77 out of 5 average rating, 282 reviews

Lakeside Log House in Izu

【Vacation Rental: Famille Matsukawako】 Situated only 15 minutes by car from JR Ito station. My house located only 30 seconds walk from the Lake Matsukawa (松川湖) and within 10　minutes drive from the supermarket,convenience store,drugstore. Free parking available for guests.(Two car) There are a lot of various tourist attractions and nice onsen in Ito city. For example, Tokaikan(15minutes by car), Mt.Oomuro(10minutes by car),Lake ippeki(10minutes by car).

Guest favorite

An outdoor deck features two loungers arranged to face a panoramic view of the ocean and surrounding greenery. A wooden pergola offers partial shade, while a railing provides safety and separation from the expansive landscape beyond.

Home in Shimoda

4.89 out of 5 average rating, 46 reviews

Ocean View Luxury Beach House

Enjoy one of the most luxurious homes in Shimoda with your family and friends. Every room has floor-to-ceiling windows with breathtaking ocean views. Kitchen and BBQ deck with outside seating and sun loungers. Onsen-style stonebath and master bedroom with its own shower, vanity area and private balcony. We provide beach gear for guests to use at no cost. There is also an option to order of a BBQ meat set prepared by a local Yakiniku restaurant.

Guest favorite

The spacious suite features a large white bed draped in a soft, neutral blanket. To the side, a modern freestanding bathtub is positioned against the wall, with a sleek shower area visible nearby. Natural light fills the room, highlighting the wooden beams overhead.

Home in Shimoda

4.95 out of 5 average rating, 204 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.

Guest favorite

A modern living area features a large glass door that opens to stunning ocean views. A plush black sofa and a vibrant pink armchair are positioned on a geometric patterned rug, creating a relaxed space filled with natural light.

Home in Shimoda

4.82 out of 5 average rating, 197 reviews

Life is a Beach ……! Ocean views & BBQ

Large & quiet cosmopolitain designed completed renovated house in the middle of an abundance of green and blue nature - minutes away from some of Japans` nicest beaches - stunning (ocean) views from inside and outside on the large decks - my place makes a great convenient home away from home for a couple and/or 2 couples with or w/o kids