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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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Top guest favorite
Home in Ito

A garden with seasonal flowers, 6 minutes on foot to the sea, a hot spring bath, a wood-burning stove, stylish decor, and a home theater in the bedroom

Located in the middle of the popular resort area of Izu Kogen, which enjoys a mild climate, and the Jogasakikaigan Coast, the property is surrounded by numerous tourist attractions. 🏠 About this place Botanical House is located in a quiet villa area in the Izu Highlands.This is a house where you can enjoy a garden stay, which is rare in Japan. 🌿 The garden of my private residence, with seasonal flowers in bloom Spacious and well-maintained English-style garden.In spring, summer, fall, and winter, flowers with different expressions welcome you no matter when you visit. In addition to various herbs such as rosemary, thyme, mint, and sage, there is also a shiitake mushroom log, so you are free to harvest what you would like to eat during your stay. Conservatory: From the sunroom bathed in sunlight, you'll have a panoramic view of the garden all to yourself.This is a prime spot to enjoy your morning coffee or read a book while watching the birds and squirrels that come to play. It's actually even better at night! If you turn off all the lights in the room, it becomes a natural planetarium where you can enjoy a view of the starry sky without even leaving the room. Ocean-view deck: Just a short climb from the backyard, the blue waters of the Sagaminada Sea stretch out before you.Please enjoy a luxurious stay, taking in the sea to your heart's content while feeling the sea breeze.From behind the trees, you can also see Izu Oshima.

5.0 out of 5 average rating, 36 reviews
Guest favorite
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

ガーデンヴィラ Koti、KOTI Room with Sauna

This is a room with facilities comparable to a home, based on the concept of "staying as if you lived there" by the sea. It is an ideal place to stay, combining the comfort of a condominium with a natural environment. The spacious ocean-view terrace has a sauna. Forget your daily routine and enjoy some me time while listening to the sound of the ocean. We provide a tabletop barbecue grill on the terrace. Lose track of time and enjoy dining al fresco to your heart's content. There is a discount for stays of 2 nights or more. There are two sauna-type rooms, one on the first floor and one on the second floor. The floor plans and colors are slightly different, but the basic size, equipment, etc. are the same. The room may differ from the one in the picture. We appreciate your understanding. Facilities: There is a twin room with 2 single beds, a Japanese-style room with 3 futon sets, a living and dining room, a kitchen, a roofed terrace, a table for barbecuing, and a washing machine. Everything in the house is the guest's private space, but there are rooms nearby. Please do not run around or make noise on the terrace or in the room. Guests other than those staying at the property are not permitted to enter the room.

4.96 out of 5 average rating, 159 reviews
Top guest favorite
Villa in Oshima

Relax in a small harbor on a remote island in Tokyo | suo

Limited to one group per day in Izu Oshima This is "suo". The inn is located in the southern area of the island. Quiet time flows on cobblestone paths and nostalgic landscapes. Enjoy a relaxing stay with your loved ones in a fully renovated space owned by an architect who moved to the island. ■ Suggestions on how to spend time at the accommodation Gaze at the starry sky while surrounded by a bonfire Compare island sake with private bar Island ingredients course dinner with a business travel chef In the morning, ground and brewed island roasted coffee from beans Relax on the wood deck in the shade of trees Breakfast is a hot cake made with Oshima milk Relax on tatami mats with cartoons and novels related to the island How to enjoy the ■neighborhood Take a walk down the stairway and take a walk in the harbor Buy and eat freshly fried croquettes Take a break at the yakitori or cafe · 1-minute walk to brewery where you can enjoy craft beer ■Things TO DO · Snorkeling at the Toosiki Swimming Pool (7 minutes by car) · Hiking in the back desert (25 minutes by car) Night fishing in the port (10 min walk)

4.93 out of 5 average rating, 46 reviews
Guest favorite
A serene lawn is presented, featuring a small dining table surrounded by two chairs. A barbecue grill is positioned nearby, with the expansive ocean visible in the background, meeting the sky at the horizon.
Villa in 伊東市

Amama Izu (EX-Panoramic Ocean View Izu Cape Cliff)

A private inn at the tip of the cape at the easternmost point of the Izu Peninsula. In a national park. Because of the headland formed by the crust of an eruption over 50,000 years ago, the layers below the building/garden are lava rocks.When you stand in the garden at 77 meters above sea level, the view is breathtaking. You can only see the high-view view of the Tomito village that was formed by the eruption of Mt. Omuro, and the intricate coastline of Jogasaki, and to Izu Shichijima. Overlooking the ocean while lying on the lawn.BBQs and fireworks in the garden.There is an outside bath, a shower, and a small slide for children.Please feel free to use the herbs in the garden. You can hear different wave sounds simultaneously from the left and right sides of the cape. The morning sun, the moonlight, the starry sky, and more are the unique beauty of this location. If you are lucky!?Military helicopters and airplanes close to their eyes ____________________________________

4.95 out of 5 average rating, 86 reviews
Superhost
Home in Oshima

Good access from Motomachi Port and Okada Port | Enjoy island time in an old house | 3 bedrooms for 8 people | 10 minutes on foot to the bus stop

A private rental accommodation on Izu Oshima with easy access to the port and the city, where you can spend a quiet time. This is a private rental accommodation in a quiet residential area, conveniently located for sightseeing and shopping. It is located right in the middle between Motomachi Port and Okada Port. It is located about 10-15 minutes by bus from either port, plus a 10-minute walk from the bus stop. It boasts a spacious garden. Recommended for those who want to relax in a quiet space at night after enjoying Izu Oshima to the fullest. ● There are 3 bedrooms, making it perfect for a group trip. ● Free use of the BBQ grill. We also provide a cassette stove hot plate, so you can enjoy the feeling of a BBQ indoors. ※ The surrounding area is a quiet residential area, so it is not suitable for parties with large groups. It is an accommodation for those who want to enjoy nature and island time at a leisurely pace.

4.83 out of 5 average rating, 6 reviews
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

[Renovated in 2022] A 200-year-old traditional house where you can enjoy the time on each island

Izu Oshima, an island that is easily accessible from Tokyo. We have a wide range of relaxing facilities for city dwellers to fully enjoy the flow of time in Oshima, which is the opposite of the big city. The building is a renovated 200-year-old house, which is rare in Oshima. It is a wooden house made by a shipwright. It is a 5-minute walk from Motomachi Port, a 3-minute walk from the supermarket, and a 4-minute walk from the hot springs. The room is equipped with 4K TV, video games, board games, etc. Please enjoy your time on the island. This is the Japanese traditional hotel built over 200 years ago. 5-minute walk to the port, supermarket, spa and others. You can enjoy rental cycling, and board games etc. Please enjoy island time and Japanese traditional hotel. Tokyo Metropolitan Island Health Center Hotel and Ryokan Management Law Permit Obtained (31 Island Health Center No. 5)

4.77 out of 5 average rating, 39 reviews
Superhost
Villa in Oshima Machi

Big Island Base|火を囲み、夜を遊ぶ。庭付き一棟貸し

This is a private rental with a garden on Izu Oshima Island, limited to one group at a time. After enjoying the island, Being able to enjoy the evening again after returning to the accommodation, This is a major feature of Big Island Base. In addition to enjoying a BBQ and campfire in the backyard, You can also use the tent sauna by making a reservation in advance. We also allow stays with dogs. Not only for families and groups of friends, It is also suitable for stays where two people can relax and enjoy the garden and evenings. Spend sunny days in the garden, On bad weather days or during the colder months, you can eat indoors, You can also gather together and spend time as a group. It can accommodate up to 6 people. BBQ, campfire, tent sauna, and dogs are allowed. This is a paid option that requires advance notification and reservation.

4.93 out of 5 average rating, 80 reviews
Top guest favorite
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 Ito

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.

4.97 out of 5 average rating, 128 reviews
Top guest favorite
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

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 Crayle. 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 the perfect space for those who want to enjoy a view of Irita Beach, which has been certified as having the highest water quality rating of AA, from a hill, hear the birds singing in the forest, feel the sound of the wind, and embrace nature as it is. Please use it if you want to forget your daily routine and spend a quiet time in secluded nature, or as a workation. I look forward to it.

4.97 out of 5 average rating, 187 reviews
Superhost
Home in Ito

Izukogen, Ito City, Shizuoka Prefecture "1 group per day only" Villa overlooking the sea (one building)

This completely private rental villa is located in a villa area dotted with nice cafes and restaurants, as well as Mt. Omuro and the Izu Kogen Cherry Trees, which are symbols of Izu Kogen, Ito City, Shizuoka Prefecture.A place to get away from the daily grind and enjoy sightseeing with your family, friends, or significant other...From the modern architectural space built by the architect, you can see the magnificent view, and on a nice day, you can see the Izu Islands.Spend the evening on the wood deck, watching the stars and enjoying your time.

4.88 out of 5 average rating, 26 reviews
Guest favorite
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

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.

4.95 out of 5 average rating, 244 reviews
Guest favorite
Home in Ito

Japanese Architect House w/ Ocean & Mt Omuro Views

Located in Ito City, overlooking Sagami Bay with Mt. Omuro rising behind, Nagi Izu sits in one of the most scenic spots in the region. This modern villa, built with natural local wood and featuring a private hot spring bath, offers a warm, calm atmosphere where design and nature quietly blend. Several public hot springs are nearby — perfect for a relaxing soak between sightseeing or museum visits. Enjoy the gentle rhythm of Izu, surrounded by the sound of waves and rustling trees.

4.93 out of 5 average rating, 74 reviews

Popular amenities for Oshima vacation rentals

Other great vacation rentals in Oshima

Guest favorite
Villa in Higashiizu

Ocean View | Entire Villa with Private Onsen

4.96 out of 5 average rating, 28 reviews
Guest favorite
A spacious living area is highlighted by large windows that provide scenic views of the surrounding nature. Natural light floods the room, complemented by wooden beams and a cozy seating arrangement featuring a low table and comfortable furniture.
Villa in Higashiizu

Izu Atagawa * Private villa with a view of the sea and hot spring * Near the station, with a wooden deck, BBQ, and sauna

4.95 out of 5 average rating, 93 reviews
Superhost
Home in Ito

Ultimate Relaxation Experience with a Private Sauna and Natural Hot Spring | Private Rental, Opening April 2026

4.9 out of 5 average rating, 67 reviews
Home in Oshima

A new private rental surrounded by forests in Motomachi, Oshima, where you can enjoy quiet nights and starry skies

5.0 out of 5 average rating, 3 reviews
A spacious garden is depicted, featuring lush greenery and palm trees. A single-story structure with a red roof is visible in the background, surrounded by well-maintained shrubs and grass, creating a serene outdoor environment under a partly cloudy sky.
Villa in Oshima

[BBQ in the large garden, bonfire OK, children welcome] Izu Oshima's private guest house (8 people)

4.73 out of 5 average rating, 11 reviews
Guest favorite
Home in Ito

[CHILLYU] A villa for chilling in the hot spring. A private rental villa with a view of the Sagaminada Sea and a sauna fed by the hot spring.

5.0 out of 5 average rating, 11 reviews
Guest favorite
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

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

4.96 out of 5 average rating, 47 reviews
A spacious interior features wooden walls and flooring, creating a rustic atmosphere. A long table is surrounded by mismatched chairs, while a comfortable black sofa is positioned nearby. Natural light streams through sliding glass doors that open to a view of the outdoors.
Cottage in Oshima

2 minutes from the sea, perfect for vacation in an open indoor space.

4.72 out of 5 average rating, 98 reviews