Book Holiday Homes in Oshima

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oshima

Resort stay Bowen

Resort stay Bowen

4 out of 5
Ike 635-107, Ito, Shizuoka
With a stay at this vacation home in Ito, you'll be within a 15-minute drive of Fuji-Hakone-Izu National Park and Mt. Omuro.
Resort stay Bowen
vacation inn  Izu Kogen

vacation inn Izu Kogen

3 out of 5
1295-10 Yawatano, Ito, Shizuoka
With a stay at this vacation home in Ito (Yawatano), you'll be within a 15-minute drive of Fuji-Hakone-Izu National Park and Angel Museum.
vacation inn Izu Kogen
yutorie

yutorie

3.5 out of 5
32-25,Nishiyama-cho, Atami, Shizuoka
The price is AU$410 per night from 1 Sept to 2 Sept
AU$410
1 Sept - 2 Sept
With a stay at yutorie in Atami, you'll be within a 15-minute drive of Atami Sun Beach and Kinomiya Shrine.
yutorie
Save an average of 15% on thousands of hotels when you're signed in
Japanese Condominium UNO

Japanese Condominium UNO

3 out of 5
2-17-6 Yukawa, Ito, Shizuoka
With a stay at this vacation home, you'll be centrally located in Ito, steps from Ito Tourist Information Center and within a 5-minute walk of Ito Orange ...
Japanese Condominium UNO
Villent Izu Usami

Villent Izu Usami

3 out of 5
Usami 3243-79, Ito, Shizuoka
With a stay at this vacation home in Ito, you'll be within a 15-minute drive of Fuji-Hakone-Izu National Park and Road Station Ito Marine Town.
Villent Izu Usami
Azamian Atami

Azamian Atami

2 out of 5
624 Izusan, Atami, Shizuoka
With a stay at this vacation home in Atami, you'll be within a 10-minute drive of Atami Sun Beach and Izusan Jinja Shrine.
Azamian Atami
A villa with a spectacular view of Atami with hot / Atami Shizuoka

A villa with a spectacular view of Atami with hot / Atami Shizuoka

Atami
The price is AU$379 per night from 1 Sept to 2 Sept
AU$379
1 Sept - 2 Sept
With a stay at this vacation home in Atami (Shimotaga), you'll be a 4-minute drive from Ajiro Hot Spring and 6 minutes from Nagahama Seaside Park.
A villa with a spectacular view of Atami with hot / Atami Shizuoka
Villent Ito Kawana / Ito Shizuoka

Villent Ito Kawana / Ito Shizuoka

Ito
The price is AU$322 per night from 25 Aug to 26 Aug
AU$322
25 Aug - 26 Aug
With a stay at this vacation home in Ito (Futo), you'll be within a 15-minute drive of Fuji-Hakone-Izu National Park and Kawana Hotel Golf Course.
Villent Ito Kawana / Ito Shizuoka
Sea Shell Marine House

Sea Shell Marine House

3 out of 5
28-18 Kakisaki, Shimoda, Shizuoka
Located in Shimoda (Kakisaki), this vacation home is within a 5-minute drive of Sotoura Beach and Perry Road.
Sea Shell Marine House
Don't see what you're looking for?
See all available properties in Oshima
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oshima Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oshima vacation homes are the perfect way for you to wing it.

Holiday houses in Oshima let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oshima in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oshima adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oshima with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oshima vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oshima Holiday Homes essential information

Accommodation
423 Holiday Homes
Lowest Price
AU$132
Highest Price
AU$410
Popular accommodation
Resort stay Bowen, vacation inn Izu Kogen, yutorie, Japanese Condominium UNO, Villent Izu Usami, Azamian Atami, A villa with a spectacular view of Atami with hot / Atami Shizuoka, Villent Ito Kawana / Ito Shizuoka, Sea Shell Marine House

Top trending hotels in Oshima

Prince Smart Inn Atami

Prince Smart Inn Atami

3.5 out of 5
17-14 Kasugatyou, Atami, Shizuoka
The price is AU$132 per night from 27 Aug to 28 Aug
AU$132
27 Aug - 28 Aug
With a stay at Prince Smart Inn Atami in Atami, you'll be near the beach, within a 5-minute drive of Atami Sun Beach and Heiwadori Shopping Street.
Prince Smart Inn Atami
Shimoda Prince Hotel

Shimoda Prince Hotel

3 out of 5
1547-1 Shirahama, Shimoda, Shizuoka-ken
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 10 Sept to 11 Sept
AU$192
10 Sept - 11 Sept
When you stay at Shimoda Prince Hotel in Shimoda, you'll be on the beach, within a 5-minute drive of Shirahama Shrine and Shirahama Beach.
Shimoda Prince Hotel
Atami Korakuen Hotel

Atami Korakuen Hotel

4 out of 5
10-1 Wadahama, Minami-cho, Atami, Shizuoka
The price is AU$237 per night from 2 Sept to 3 Sept
AU$237
2 Sept - 3 Sept
When you stay at Atami Korakuen Hotel in Atami, you'll be by the ocean, within a 5-minute drive of Kinomiya Shrine and Atami Sun Beach.
Atami Korakuen Hotel
Save an average of 15% on thousands of hotels when you're signed in
Shimoda Tokyu Hotel

Shimoda Tokyu Hotel

4 out of 5
5-12-1, Shimoda, Shizuoka-ken
The price is AU$271 per night from 8 Sept to 9 Sept
AU$271
8 Sept - 9 Sept
With a stay at Shimoda Tokyu Hotel, you'll be centrally located in Shimoda, within a 5-minute drive of Fuji-Hakone-Izu National Park and Shimoda Park.
Shimoda Tokyu Hotel
Don't see what you're looking for?
See all available properties in Oshima
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.