Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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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.

Top guest favorite

A wooden deck features a table and two reclining chairs beneath a large umbrella, providing a shaded view of the ocean. Lush green trees frame the scene, enhancing the tranquil outdoor space. The distant outline of an island is visible across the water.

Home in Itō

5 out of 5 average rating, 115 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⤴

Guest favorite

A traditional room features sliding shoji doors that open to an inviting garden, showcasing lush greenery and natural light. Cushions are placed on tatami flooring, and a small table stands between two chairs, creating a serene space for relaxation and connection with nature.

Cottage in Itō

4.99 out of 5 average rating, 164 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

4.74 out of 5 average rating, 54 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

A serene outdoor space features a blue swimming pool surrounded by a wooden deck. Lounge chairs are positioned for relaxation, and a dining area is visible under an awning. The structure behind showcases modern architecture with large windows and natural scenery in the background.

Villa in Kyonan

5 out of 5 average rating, 11 reviews

Luxury villa w/ pool&sauna for a surreal escape/ A

*Only Refwind B is available for stay with your dog 🐶 Please note that pets are not allowed to stay in villa A, so please be careful when making reservations. You can see the villa B page from the profile page. 20% discount on accommodation costs for consecutive nights over 2 nights! (Cleaning costs are not included.) Welcome to Refwind A! A newly constructed villa in a location where the refreshing mountain breeze flows. Enjoy with our large pool, luxurious private sauna & pro BBQ grill!.

Superhost

Home in Shimoda

4.8 out of 5 average rating, 152 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.

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

A freestanding white bathtub is positioned next to large windows that display a view of the beach and ocean. Natural light fills the space, enhancing the serene atmosphere. Wooden beams support the ceiling, complementing the clean lines of the modern design.

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

Superhost

An open living space features a wooden dining table and a cozy sitting area with colorful cushions. Large windows allow natural light to flood the room, highlighting the warm wooden beams on the ceiling, and offering a view of the greenery outside.

Cottage in Shimoda

5 out of 5 average rating, 7 reviews

2023 OPEN！for Family&Surf trip!

This shiny new condo opened in October 2023. Perfect for group travel. The spacious Japanese-style room with large windows and a beautiful connection to the dining room! Parking is free and there is a heated outside shower, so there are many guests who go on surf trips. The white sand Irita beach is only a 5-minute walk away.

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What guests are saying

A quiet forest hideaway, a mid-century beach house

5 out of 5 average rating, 6 reviews2 weeks ago

We enjoyed our stay soooo much! This house is absolutely wonderful — spacious, new, and just 5 minutes walking to the beach. It’s very unique, cozy, and authentic — we fell in love with every room, every corner. Everything is thoughtfully designed, with so much attention to detail. It’s also just 5 minutes by bike to the supermarket, which was super convenient. The hosts are a lovely, responsive family who clearly put their heart and care into every part of the home. We felt truly welcomed and comfortable here

Home in Shimoda

What guests are saying

House overlooking Shimoda Bay, pets allowed <Bay Coast Villa Susaki>

4.88 out of 5 average rating, 42 reviews2 months ago

First of all, it's the best word. [Guest information] 4 male college students 165-170 centimeters tall Travel by car 5 meters long First Villa For dinner, only ingredients provided in pots [Good point] 　It was a very comfortable environment.The surroundings are quiet, and I was able to stay without too much care because there was a certain amount of space from the neighbors' residences.The interior is clean and feels clean.I stayed as four male college students and it's very spacious.In addition, the facilities are perfect, and there is an air conditioner, as well as a stove, a humidifier, a speaker, a Nintendo switch, a pet gauge, etc.In addition, there was a set of card and board games, including Uno and cards.The sheets are also beautiful and clean, and there is no fragrance like perfume or softener, and it is okay for those who are sensitive to scents.The bathroom is also neatly managed and replaced with a new type of item.The first time I stayed at the villa was that I appreciated the large capacity trash can.There is a lot of garbage by cooking and shopping, but there are two large-capacity trash cans at all times, so I cleaned it up.Around the kitchen, there was a set of appliances in each household, such as a rice cooker, microwave, toaster, and refrigerator.Of course, you can cook anything with chopsticks, plates, gas stoves, frying pan, earthenware pot, etc.There will be a fee, but there are also several types of condiments, which can be helpful if you forget to buy them.　　On the TV, you can enjoy paid content such as Amapura and Disney Plus, and you can also enjoy the switch as above. There was no trouble during our stay.I think you won't have to worry about the facilities. [Disadvantage] None. Note - In the winter, it is dark because there are no street lights nearby after 17:00.There are about 100 meters of road pavement on the way, and the steps are great.Please be careful to come by car with a low height. - The area around the villa is narrow.In addition, the nearest parking lot is on a slope and can't be turned around, so it's expected to be in the back.At that time, the parking lot is not very large, so please be careful with cars over 5 meters. - Because the bath is a deluge bathtub, it will be crouched.Please be careful if you have weak feet or are injured. Overall very good.It was confirmed for a repeat visit.

Villa in Shimoda

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