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Holiday rentals in Ōshima Island

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Top-rated holiday rentals in Ōshima Island

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Top guest favourite
Home in Yugawara
5 out of 5 average rating, 211 reviews

Barbecue while looking at the sea! Great access to Hakone, Izu and Atami! It is a Japanese-style inn where you can relax in a private room

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!

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
4.88 out of 5 average rating, 24 reviews

suo

A rental house "suo" in a waves floating area with a retro atmosphere in southern Oshima It can accommodate 6 people (+ up to 4 children under 2 years old can sleep together).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 home in Shimoda
4.91 out of 5 average rating, 217 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.

Guest favourite
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.
Apartment in Shimoda
4.97 out of 5 average rating, 120 reviews

Garden Villa KOTI, Room w/ Sauna (Ocean View Condominium with Sauna)

This room is equipped with residential facilities based on the concept of "living like you live" by the sea.It is an ideal place to stay with the comfort of the condo and a natural environment. The spacious ocean view terrace has a sauna on it.At your favorite temperature, you can also enjoy yourself while enjoying yourself.Hear the sound of the ocean and forget your daily routine.We have a table top BBQ grill on the terrace that you can relax and enjoy.Forget the time and enjoy a meal outdoors to the fullest.It is basically a quiet facility while talking sometimes. 8 minutes on foot from Shirahama Beach.Please stay while enjoying marine sports. There is also a visitor room where you can work or invite friends during your stay.You can get a discount from 2 nights or more.It is a facility that is easy to use for long stays. There are two sauna type rooms, one room on the first and second floor.The floor plan and color are slightly different, but we have the same basic size and fixtures.It may differ from the room in the photo.Please be forewarned.

Top guest favourite
A modern black house is framed by lush green trees and plants, set against a clear blue sky. Large windows are visible, providing a glimpse of the interior. The natural landscape enhances the serene environment surrounding the property.
Villa in Hakone
4.97 out of 5 average rating, 561 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.

Top guest favourite
A beach setting features a portable chair and a small table positioned on smooth pebbles. The sun is rising over the horizon, casting a warm glow on the tranquil ocean, creating a serene atmosphere with water gently lapping at the shore.
Home in Odawara
4.99 out of 5 average rating, 163 reviews

1min to the Ocean! Renovated Villa for Your Only

1 min from the Pacific Ocean! It is a meticulous renovation house, located close to the "Tunnel Leading to the Sea", a famous photogenic shooting spot. At dawn and sunset, anytime you can visit to the shore. No limit, no wall, only the Horizon and the Sky. Inside this house is fully renovated for comfortable staying. A kitchen, bathroom and a toilet , laundry machine and dryer is installed and free for use. A couple or family of 2-4 is suite on here! Also, 6-minute walk from the Hakone Loop.

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, 179 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

Guest favourite
A cozy lounge area is highlighted by a curved, plush maroon sofa and matching chairs. A circular pendant light provides warm illumination, while a sleek, round table sits at the center. Colorful album covers adorn the walls, offering a vibrant visual display.
Cottage in Itō
4.98 out of 5 average rating, 212 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. Come relax in our traditional Japanese home in the charming, retro onsen town of Ito on the Izu Peninsula. *****Please read House Rules before booking

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, 102 reviews

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

海辺に佇むセルフビルドの貸切ヴィラ。 ホスト自ら設計・施工した唯一無二の建物で、DIYライフマガジン「DOPA!」賞を受賞した創作作品です。 大きな窓からは静かな戸田湾と夕日を望み、漁船が行き交う穏やかな港町の風景が広がります。夜には海面に街灯が映り、幻想的な時間を演出します。 リビングにはホームシアターや音響設備、2名分の独立ワークスペースを完備。 高速Wi-Fiと充実設備により、リモートワークや創作滞在にも最適です。 メインデスクは31.5インチ4Kモニター、ヘッドセット、自作のbluetoothスピーカーを備えWEB会議や編集、配信にも対応。あなたのPCを接続するだけで快適なワーク環境になるよう設計しました。 サブデスクにもモニターを備え、快適な作業環境を整えています。 テラスではBBQも可能。地元猟師のジビエをご用意できる季節もあります。 必要なときはいつでもお声がけください。地元のおすすめやDIYの裏話もご紹介します。 ※段差が多いため、ご高齢の方、6歳以下のお子様には不向きです。 ※落ち着いた滞在を望むカップルや小さなご家族に最適です。

Guest favourite
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.
Home in Shimoda
4.99 out of 5 average rating, 448 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
A spacious outdoor area is shown with a modern building surrounded by trees. A tent is pitched nearby, and two lounge chairs are placed on the grass. Smoke rises from a fire pit, indicating the possibility of outdoor cooking or warming.
Villa in Nomashi
4.9 out of 5 average rating, 63 reviews

【予約制サウナ&BBQ】極上体験!高速WiFi完備の大島貸切ヴィラ

伊豆大島を遊び尽くすプライベート貸切基地! ​伊豆大島を遊び尽くすためのカスタマイズ可能なプライベートヴィラです。最高の体験と機能性が揃い、島での滞在を最高の思い出にするお手伝いをいたします。 【ご予約前に】 サウナ・BBQ、ペット料金、レンタカー(軽自動車のみ)は事前予約必須の有料オプションです。 🌟極上体験と最高の立地 予約制サウナ&BBQ: 外気浴スペース付きの極上サウナと、手ぶらフルセット(機材完備・火起こしサポート付)のBBQが楽しめます。(BBQは雨天・強風時中止の可能性あり) サウナパス: 連泊者向けに大変お得な**「サウナパス(入り放題)」**をご用意! 海中散歩の楽園: ウミガメ・サンゴの遭遇率が高い王の浜海水浴場まで徒歩圏内。野増港でのちょい釣りも徒歩で楽しめます。 🏠機能性と無料エンタメ 無料エンタメ: ジェンガ、スーファミ、焚き火、Amazon Primeなど無料で利用可能。 長期滞在に最適: 高速Wi-Fi、フルキッチン、洗濯乾燥機完備でワーケーションにも対応。

Popular amenities for Ōshima Island holiday rentals

  1. Airbnb
  2. Japan
  3. Tokyo Prefecture
  4. Oshima
  5. Ōshima Island