Discover Your Perfect Oshima Vacation Homes

Best Vacation Homes in Oshima

House
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests 1184 ft²
  • Parking
    Parking
  • Spa
    Spa
More amenities
US $104/Night 7 Nights - US $725
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Villa
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like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 1 Bath 12 Guests 2152.78 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $354/Night 7 Nights - US $2,478
House
Map-icon
like-icon9.6
Exceptional
(27 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
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US $146/Night 7 Nights - US $1,022
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 8 Guests 1109 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $368/Night 7 Nights - US $2,575
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House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests 1184.03 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $96/Night 7 Nights - US $670
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 377 ft²
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    Parking
  • Kitchen
    Kitchen
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US $188/Night 7 Nights - US $1,315
Cottage
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like-icon7.0
Very Good
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests 1184 ft²
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    Parking
  • Kitchen
    Kitchen
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US $236/Night 7 Nights - US $1,650
House
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1 Bedroom 1 Bath 6 Guests 893 ft²
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    Parking
  • Kitchen
    Kitchen
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US $486/Night 7 Nights - US $3,400

Oshima Luxury Rentals

Hotel
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1 Bath 162 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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US $557/Night 7 Nights - US $3,900
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Villa
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like-icon6.5
Good
(2 Reviews)
2 Bedrooms 1 Bath 8 Guests 678.13 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $534/Night 7 Nights - US $3,737
Hotel
Map-icon
1 Bath 322.92 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $447/Night 7 Nights - US $3,129
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House
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1 Bedroom 1 Bath 6 Guests 893.4 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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US $429/Night 7 Nights - US $3,004
New
House
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1 Bedroom 1 Bath 8 Guests 1076.39 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $381/Night 7 Nights - US $2,669
Hotel
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1 Bath 161.46 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $380/Night 7 Nights - US $2,657
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Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 688.89 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $333/Night 7 Nights - US $2,330
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Villa
Map-icon
like-icon8.2
Excellent
(33 Reviews)
2 Bedrooms 1 Bath 8 Guests 914.93 ft²
  • Parking
    Parking
  • View
    View
More amenities
US $333/Night 7 Nights - US $2,328

Oshima Pet Friendly Vacation Rentals

New
Villa
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2 Bedrooms 1 Bath 11 Guests 818 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $216/Night 7 Nights - US $1,515
House
Map-icon
like-icon9.7
Exceptional
(124 Reviews)
1 Bedroom 1 Bath 8 Guests 710.42 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $66/Night 7 Nights - US $461
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Spa
    Spa
More amenities
US $230/Night 7 Nights - US $1,608
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House
Map-icon
like-icon9.1
Exceptional
(25 Reviews)
2 Bedrooms 1 Bath 6 Guests 968.75 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
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US $169/Night 7 Nights - US $1,180
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House
Map-icon
like-icon8.0
Excellent
(7 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $209/Night 7 Nights - US $1,460
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Apartment
Map-icon
like-icon8.3
Excellent
(13 Reviews)
1 Bedroom 1 Bath 5 Guests 678.13 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $129/Night 7 Nights - US $904
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Apartment
Map-icon
like-icon7.8
Very Good
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 635.07 ft²
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $152/Night 7 Nights - US $1,062
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House
Map-icon
like-icon7.3
Very Good
(12 Reviews)
2 Bedrooms 1 Bath 5 Guests 1184.03 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $259/Night 7 Nights - US $1,816

Oshima Large Vacation Homes

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Villa
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like-icon9.9
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 10 Guests 1097.92 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $249/Night 7 Nights - US $1,742
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Villa
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $433/Night 7 Nights - US $3,034
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Apartment
Map-icon
like-icon9.7
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 12 Guests 1550 ft²
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $329/Night 7 Nights - US $2,300
House
Map-icon
like-icon9.4
Exceptional
(106 Reviews)
5 Bedrooms 3 Baths 6 Guests 107.64 ft²
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    Parking
  • Kitchen
    Kitchen
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US $82/Night 7 Nights - US $574
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Villa
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like-icon9.2
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 8 Guests 645.83 ft²
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    Parking
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    Kitchen
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US $139/Night 7 Nights - US $975
House
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like-icon9.0
Exceptional
(70 Reviews)
4 Bedrooms 3 Baths 10 Guests 129.16 ft²
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $103/Night 7 Nights - US $719
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Villa
Map-icon
like-icon8.8
Fabulous
(41 Reviews)
2 Bedrooms 1 Bath 10 Guests 1022.57 ft²
  • Parking
    Parking
  • View
    View
More amenities
US $92/Night 7 Nights - US $641
House
Map-icon
like-icon8.7
Fabulous
(206 Reviews)
5 Bedrooms 5 Baths 20 Guests 143.52 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
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US $87/Night 7 Nights - US $606

Discover & compare premier experiences around Oshima

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Oshima Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oshima

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider seasonal patterns and local climate to choose the ideal time for booking vacation rentals here in Oshima, Oshima, Tokyo, Japan.

Peak Season Highlights

spring
Spring (March to May)

During this season, the region experiences mild temperatures and beautiful cherry blossoms, attracting visitors seeking a scenic escape.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 8°C to 12°C
autumn
Autumn (September to November)

Fall offers vibrant foliage and comfortable weather, making it an ideal time for outdoor activities and enjoying the natural beauty of the area.

Average Temperature Daytime: 17°C to 22°C - Nighttime: 10°C to 15°C

Off-Season Highlights

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Summer (June to August)

The summer months can be quite warm and humid, perfect for those who enjoy lively atmospheres and longer daylight hours at this destination.

Average Temperature Daytime: 25°C to 30°C - Nighttime: 20°C to 24°C
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Winter (December to February)

In winter, the area tends to be quieter, with cooler temperatures ideal for visitors who prefer a peaceful retreat amidst fewer crowds.

Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 4°C

Weekly Weather Forecast for Oshima

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or terrace to relax and take in the scenic views of the region.
  • Make the most of a well-equipped barbecue grill for outdoor cooking during your stay.
  • Take advantage of spacious gardens or landscaped yards that surround the property.
  • Access nearby walking trails or scenic paths ideal for outdoor exploration.
  • Utilize outdoor dining areas perfect for al fresco meals with family and friends.
  • Benefit from parking facilities that accommodate outdoor vehicles such as boats or motorcycles.
  • Experience outdoor recreational amenities like a tennis court, pool, or sports area that may be available nearby.
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Family Activities

  • Oshima Island Trekking Tours: Embark on family-friendly hikes through lush landscapes with guided tours that showcase the natural beauty of this region.
  • Oshima Nature Parks: Explore scenic parks perfect for picnics and outdoor adventures, offering safe and engaging activities for children and adults alike.
  • Beach Activities at Oshima's Coastline: Spend a day relaxing and playing along the sandy shores, where gentle waves create ideal spots for sandcastle building and swimming.
  • Oshima Family Fishing Experiences: Enjoy fishing excursions suitable for all ages, providing a wonderful opportunity to bond while trying your luck in the local waters.
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Adult Activities

  • Onsen Experience: Relax in the soothing hot springs that are renowned in this area, offering a rejuvenating escape surrounded by natural beauty.
  • Seafood Dining: Savor fresh, locally-sourced seafood at exquisite restaurants that showcase the region’s maritime flavors.
  • Hiking Trails: Explore scenic hiking routes along the coastline and mountains, providing stunning views and outdoor adventure for active visitors.
  • Historical Sites: Discover traditional temples and cultural landmarks that offer insight into the area's rich heritage and history.

Other Places to Stay in Oshima

Oshima Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to savor authentic dishes at local eateries to truly experience the culinary culture here.
  • Visit Natural Hot Springs: Relax in the region’s renowned hot springs, which offer a perfect way to unwind after a day of exploration.
  • Plan Outdoor Activities: Make the most of your stay by participating in outdoor pursuits like hiking or watersports that highlight the area's natural beauty.
  • Respect Local Customs: Engage with the community by observing traditional customs and etiquette, enriching your overall experience during your visit.

Transportation Options

  • Oshima Island Ferry: This is the primary mode of transportation to and from the island, offering frequent ferry services that connect you directly to Tokyo's waterfront.
  • Local Bus Services: Extensive bus routes operate throughout the area, making it convenient for you to explore different parts of the region comfortably and affordably.
  • Rental Cars: Renting a car provides flexibility and ease if you're looking to discover more remote or scenic spots around the destination at your own pace.
  • Taxis and Rideshare Services: Available for short trips and airport transfers, these services offer a convenient and hassle-free way to navigate here without the need for personal transportation.

Local Customs Options

  • Respect for Nature: You’ll find that the locals here honor their natural surroundings, often observing quiet reverence when in the volcanic landscapes and coastal areas.
  • Traditional Festivals: Participating or witnessing local festivals offers insight into the area's rich cultural heritage and community spirit.
  • Shrine Etiquette: When visiting shrines, you should follow the customary rituals such as cleansing your hands and bowing respectfully before entering.
  • Local Cuisine Customs: Savoring regional dishes involves appreciating the seasonal ingredients and understanding dining etiquette unique to this destination.

Oshima Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Oshima?

There are a lot of options in Oshima. If you plan on staying in the Oshima area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oshima:

2. Which vacation homes in Oshima are best for families?

If you are looking for a family-friendly vacation home in Oshima, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oshima:

3. How many Rentbyowner vacation rentals are available in Oshima?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 95 in the Oshima area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oshima. 

4. What is the cancellation policy for vacation rentals in Oshima, Tokyo?

Cancellation policies vary depending on the individual property listing. You should carefully review the specific rental’s cancellation terms on its page or contact the owner directly to understand any fees or deadlines before booking.

5. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or local taxes may apply. These details are typically outlined in the listing, so it's advisable to check the details or reach out to the host for clarification.

6. How do I ensure my reservation at a vacation rental in Oshima is confirmed?

Once you complete the booking process and receive a confirmation email from the platform, your reservation is secured. Always verify the reservation details with the host if you have any questions or special requests.

7. What amenities are commonly available in vacation rentals here?

Most properties offer amenities such as Wi-Fi, kitchen facilities, and fresh linens, but offerings can vary. Review each listing thoroughly to confirm the amenities included in your chosen rental.

8. Is it possible to modify or cancel my booking for a vacation rental in this destination?

Modifications and cancellations depend on the host’s policies which are specified in the listing. Contact the property owner directly through the platform to request changes or cancellations according to their guidelines.

Oshima Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(39 Reviews)
1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $177/Night 7 Nights - US $1,238
Hotel
Map-icon
like-icon7.3
Very Good
(70 Reviews)
2 Baths 306.77 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $167/Night 7 Nights - US $1,166