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Vacation rentals in Oshima

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Top-rated vacation rentals in Oshima

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Guest favourite
Home in Ito
5.0 out of 5 average rating, 31 reviews

A garden with flowers blooming in all four seasons, a 6-minute walk to the sea, a hot spring bath, a wood-burning stove, stylish interior, and a home theatre in the bedroom.

Located between the Izu Highlands, a popular resort area with a mild climate, and the Jogasakikaigan Coast, the property is surrounded by numerous tourist attractions. 🏠 About this place “Botanical House” is nestled in a quiet villa area in the Izu Highlands.This is a home where you can enjoy a garden stay, which is rare in Japan. 🌿 The garden at my home, where flowers bloom in each season A vast, well-maintained English-style garden.Whether you visit in spring, summer, fall, or winter, you will be greeted by flowers that look different each season. In addition to various herbs such as rosemary, thyme, mint, and sage, there are also shiitake mushroom logs, so you are welcome to harvest as much as you like to enjoy during your stay. Conservatory: From the sunroom, where the sun pours in, you can enjoy a panoramic view of the garden all to yourself.This is a prime spot where you can enjoy your morning coffee or read a book while watching the birds and squirrels that come to play. Actually, the night is even more wonderful! If you turn off all the lights in the room, it becomes a natural planetarium where you can gaze at a sky full of stars while staying indoors. Ocean-view deck: If you climb a little up from the backyard, the Sagaminada Sea will stretch out before you.Enjoy a luxurious stay where you can gaze at the sea to your heart's content while feeling the sea breeze.From the shade of the trees, you can also see Izu-Oshima.

Guest favourite
Home in Oshima
4.88 out of 5 average rating, 52 reviews

10 minutes by bus from Motomachi Port or Okada Port + 4 minutes on foot | Spacious house where you can enjoy island time | 2 bedrooms for 8 people

Private accommodation in Izu Oshima with easy access to the harbor and the city. Located in a convenient location for sightseeing and shopping, this entire house is located in a calm residential area. Located just halfway between Motomachi Port and Okada Port, about 10 minutes by bus from either port + 4 minutes walk from the bus stop, so you can stay comfortably without a rental car. There is also a supermarket, restaurants, and a mini home center within a 5-minute walk. Recommended for those who want to enjoy Izu Oshima and relax in a quiet space at night. It is a clean house that has been renovated around the water, such as the ●kitchen, bathroom, and washroom. ● There are two spacious bedrooms, making it perfect for group trips. ● Free use of the BBQ grill. We also provide a hot plate with a cassette stove, so you can enjoy the feeling of a BBQ indoors. ●There is a "JoyCa Izu Oshima Station" on the premises.You can only use the car when you need it, so you can also enjoy the freedom of sightseeing on the island. * The neighborhood is a quiet residential area, so it is not suitable for large parties. It is a place for those who want to relax and enjoy nature and island time.

Guest favourite
Home in Kawazu
4.93 out of 5 average rating, 30 reviews

A large private villa! All rooms, full moon barrel sauna, open-air bath, and an all-ocean view! Luxurious chill time

Kawazu blue ocean 2026.6 Grand Opening!! We have renovated the former restaurant and minsu on the premises of 1500 ㎡ (about 455 tsubo). The view and openness are the charm. All rooms are large rental villas with ocean views. Spacious living room of more than 50 tatami mats from the 2F entrance The ocean in front of your eyes is the seven islands of Izu. Rocked in Yogibo and hammocks Adults and children are sure to increase their tension! And a counter kitchen with more than 20 tatami mats. Talking to family and friends Open space to enjoy cooking ~ BBQ grill for a terrace with a sea breeze Ocean view during the day Moon Road, where the moonlight stretches into the sea at night. You can taste it with alcohol 1F, next to the courtyard Full Moon Barrel Sauna, stall bath. Relax in a luxurious stay with a stunning view of the sea dawn Please enjoy with your family or group!! There are 14 beds and 14 sets of futons, and the room can accommodate up to 39 guests. In addition, there are Kawazu cherry blossoms and palm trees in the courtyard. There is an unusual collaboration in February. Uncrowded cherry blossom viewing luxuriously🎵

Guest favourite
Villa in Oshima
4.93 out of 5 average rating, 42 reviews

Relaxing in Tokyo's remote islands and small harbours | 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. Please enjoy a relaxing stay with your loved ones in a fully renovated space owned by an architect who moved to the island. ■ Recommended ways 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)

Guest favourite
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
4.95 out of 5 average rating, 93 reviews

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

[Facility name: Private resort Atagawa] A private villa with a panoramic view of the sea and the mountains on a hill in the Atagawa Onsen area. It is only a 6-minute drive from the nearest station, Izu Atagawa Station, and you can spend an extraordinary time in nature. In the best view bath, from the hot springs, the ocean shines in the morning and the starry sky at night to relax. A luxurious time to relax while watching movies on the big screen projector. There is also a BBQ on the deck, which is great for family and friends. A healing space that is unique to the── sea, mountains, hot springs, sauna, and theater. Get away from your daily life and enjoy a luxurious stay that takes your mind and body away. ■Facilities and kitchen Refrigerator, microwave, rice cooker, kettle, toaster, coffee machine, wifi, projector, speakers, drum washer and dryer, hair dryer, BBQ grill (paid), pots, pans, cooking utensils, dishes ■Amenities Bath, face, and toothbrushes (for 1 stay) Body wash, Shampoo and Conditioner Laundry detergent, coffee beans ■Condiments Salt, pepper, soy sauce, olive oil

Guest favourite
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
4.96 out of 5 average rating, 85 reviews

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 ____________________________________

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
4.77 out of 5 average rating, 39 reviews

[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)

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
4.97 out of 5 average rating, 185 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 Crayler. This is a renovated place where Noriyuki Ushima, a western artist who loves the sea and nature of Shimoda, was used as an atelier. This is the perfect space for those who want to look out over Iritahama Beach, which has been certified as having the highest water quality rank of AA, from a hilltop, listen to the birds singing in the forest, feel the sound of the wind, and embrace nature as it is. Please use this place if you want to forget about your daily routine and spend some quiet time in a remote natural setting, or as a workation. I look forward to it.

Superhost
Villa in Oshima Machi
4.92 out of 5 average rating, 79 reviews

Big Island Base|A base for an island getaway where you can enjoy the night in a limited garden setting

Enjoy Izu Oshima, come back and rest, This private rental allows you to relax in the garden and indoors, limited to one group. You can spend a quiet time with two people, Gather with friends and family in the garden, You can use it according to the number of people and the weather. You can spend sunny days in the garden, You can come back and rest after enjoying sea play and exploring the shore at O-no-hama, which is within walking distance. BBQ, campfire, tent sauna, etc. are optional paid services that require pre-booking. It can accommodate up to 6 guests.

Guest favourite
Home in Ito
4.94 out of 5 average rating, 70 reviews

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.

Superhost
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
4.98 out of 5 average rating, 499 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

Superhost
Home in Oshima
5.0 out of 5 average rating, 3 reviews

Private villa / Izu Oshima / Tokyo island / BBQ

A private villa surrounded by the forests of Izu Oshima, for up to 6 guests. Opened in 1975 and renovated in 2026 while preserving its original charm. After exploring Mt. Mihara, Ura-Sabaku Desert and the ocean, relax with family or friends. The 69.27 m² villa has 4 single beds, 2 sofa beds, a kitchen, Wi-Fi, smart TV, bathtub and shower. Enjoy the covered BBQ area in any weather. Self check-in available. About 5 minutes by car from Motomachi Port.

Popular amenities for Oshima vacation rentals

Other great vacation rentals in Oshima

Superhost
Home in Ito
4.91 out of 5 average rating, 23 reviews

Izu-Kogen, Ito City, Shizuoka Prefecture: Spectacular sea-view villa (entire property), available for one group per day

Guest favourite
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 Ito
4.87 out of 5 average rating, 210 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

Home in Oshima
5.0 out of 5 average rating, 3 reviews

A new private building in Motomachi, Oshima, surrounded by forest, where you can enjoy quiet nights and starry skies all to yourself

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
4.73 out of 5 average rating, 11 reviews

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

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
4.72 out of 5 average rating, 98 reviews

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

Guest favourite
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, 46 reviews

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

Guest favourite
Home in Ito
5.0 out of 5 average rating, 8 reviews

[CHILLYU] A villa to chill in the hot springs, overlooking the Sagaminada Sea, with a "hot spring-fed sauna", for private rental

Guest favourite
Guesthouse in Oshima
4.83 out of 5 average rating, 6 reviews

Villa Encanto, Izu Oshima, a private rental with a sea view | For up to 6 people | For families, business, and long-term stays