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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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Top guest favourite
Home in Yoshihama
5 out of 5 average rating, 214 reviews

Barbecue while looking at the sea! Great access to Hakone, Izu, and Atami! This is a private inn in Yugawara, which is warm even in winter.

Minpaku Gororin is a private rental accommodation in Yugawara-cho, Kanagawa Prefecture. The host is a local couple who renovated a traditional house built 60 years ago. We live in the adjacent main house and will be happy to provide you with information and assistance. At this facility, you can enjoy BBQ in the garden overlooking the sea (equipment is free). Charcoal, igniters, paper plates and tongs are provided. The room is spacious. We have nostalgic games and toys for both adults and children to enjoy. Popular Atami is also nearby, and there are fireworks displays. Mishima is about 30 minutes away via Atami, so it's convenient for getting to Mt. Fuji! You can enjoy fishing and beach play on the Manazuru Peninsula, and hot springs and autumn foliage in Okuyugawara! Hatsushima, popular with young people, is also close by. There is also a freezer for those who fish in Izu. Why not make Minpaku Gororin your base and enjoy it!  Guests elementary school age and younger are 30% off. It can accommodate up to 5 people! Free parking! If you are coming by train, we will pick you up at Mazuru Station. We look forward to your reservation with your family, as a couple, or with friends!

Top guest favourite
A lofted living space is illuminated by natural light, featuring a wooden ladder leading to an elevated sleeping area. The open sliding doors offer a view of the tranquil bay, with red chairs positioned on the deck for relaxation.
Villa in Numazu
4.99 out of 5 average rating, 103 reviews

Creative Villa with a View of the Sea | Exclusive Sunset Experience in Toda Bay | Harbor Front Private Studio

Escape the crowds. Find your silent front-row seat. To your exclusive seat with a view of the sea. The host designed and built it himself, DIY life magazine dopa!Award-winning, It is a unique creative villa. Away from the crowds, surrounded by silence, with a horizon all to yourself, Find your own sanctuary. We will give you a map to this hidden front row seat in a hidden corner of the Izu Peninsula. The trip itself is a place that blocks out the hustle and bustle of the world. Here, in the traditional fishing village of Toda, you are not a tourist, but a traveller. As majestic Mt. Fuji watches over the morning walk along the coast, Private villas offer a unique immersive experience. Designed by the owner himself and awarded numerous prizes for his unique craftsmanship, Harbor Front It is a theater of light and sound facing the sea. From the golden sunset that fills the living room, From a 150-inch movie theater experience waiting for you at sunset, This is where you can take back your time. It's not a place everyone can enjoy, It is a place for those who seek the luxury of silence and the beauty of a "hiding place".

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 The inn can accommodate 6 guests (plus up to 4 children under 2 years old).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 homes in Shimoda
4.91 out of 5 average rating, 220 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 traditional Japanese room features tatami flooring, complemented by a low table at its center. Two cushions are placed around the table, while large windows allow natural light to illuminate the space. A view of greenery is visible through the sliding doors.
Home in Tateyama
4.86 out of 5 average rating, 336 reviews

Tateyama/1 group per day/Yumenoyado

We turned the detached house next to the main house into a small guest house. It is a simple, one-of-a-kind inn with a hint of the Showa era.From the second person, it is 4,500 yen.Feel free to use it with friends or alone.There are dogs and cats on the☆ premises, so unfortunately it is difficult for people who are not good with animals to use it. From ☆the parking lot, walk 2 minutes on a narrow road that cars cannot pass, and there are hills and stairs.(There are two sets of three steps) There is a forest behind the☆ house, so we clean it carefully, but unfortunately, it may be difficult for those who dislike insects to stay here. There are no supermarkets or convenience stores within walking distance of the☆ inn.We recommend checking in after you have finished shopping. It is a little inconvenient, but it is a quiet environment.Please feel free to use it as if you were in a small villa. ☆Barbecue equipment rental is 2000 yen.Please clean up by 10 pm and enter the room. *Food is not included in the price.

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 minutes walk to the beach, 15 minutes walk to Ito Station. House with a view of the sea and fireworks

[Whole house rent/Entire house/Fireworks on the veranda] A house with a terrace within a 15-minute walk from Ito Station and within walking distance to the beach.Fully equipped with parking. You can use almost the space in the house.(Excluding the office on the 1st floor and the warehouse room on the 2nd floor) There is a slope on the way to the accommodation, so if you have heavy luggage, please use a taxi (usually within 1,000 yen each way). There are several day hot springs nearby, and it is conveniently located 10-15 minutes on foot to the huge supermarket "Donki" and the popular tourist shopping mall "Marin Town". You can watch the fireworks display and the sunrise from the sea from the veranda of the house. Swimming, hot water tours, fireworks viewing, and business use are also more than welcome. 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..

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)

Guest favourite
Two spacious beds are arranged side by side, covered with white comforters. Soft pillows are positioned at the head of each bed. Natural light enters through sheer curtains, creating a bright and airy atmosphere in the room.
Apartment in Numazu
4.81 out of 5 average rating, 234 reviews

Long-term stays are great value! Various discounts, non-smoking rooms, unlimited bicycle use! Equipped with WiFi, convenience store next door, room 401

It's a 14-minute walk from Numazu Station. There is a Lawson Hondamachi store nearby, which is convenient for shopping. The room is a 6-tatami-mat-sized studio, and it is a bit small for 2 people. There is an all-you-can-ride bicycle, making it convenient for sightseeing in Numazu. Free WiFi is also available. Parking is by reservation only. There is a parking lot for 300 yen a day and a parking lot for 500 yen a day. If it is full, please use the Times Numazu Takashima Honcho shop, where you can park for 770 yen a day. In order for guests to stay with peace of mind, we thoroughly clean and disinfect before check-in and after check-out as a measure to prevent the spread of coronavirus.

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
4.95 out of 5 average rating, 133 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 workcation 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, 183 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

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