Compare Oshima Villas

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Featured Villas in Oshima

Garden Villa Shirahama

Garden Villa Shirahama

3 out of 5
2644-1 Shimoda Shizuoka-ken
Garden Villa Shirahama features an outdoor pool, free WiFi in public areas, and a seasonal outdoor pool. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Additional amenities include a terrace, a picnic area, and a garden.
Pool
Parking included
tokinos

tokinos

4.5 out of 5
17-1 Ito Shizuoka
$1,007 nightly
The price is $1,107 total per night
$1,107 total
Jan 4 - Jan 5, 2026
Guests of tokinos enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Other amenities at this luxury villa include laundry facilities and barbecue grills.
Pool
Kitchen
KANDO IZUINATORI - A villa with a spacious ocean view veranda

KANDO IZUINATORI - A villa with a spacious ocean view veranda

賀茂郡東伊豆町 静岡県
$344 nightly
The price is $344 total per night
$344 total
Dec 9 - Dec 10
This villa is a smoke-free villa.
Kitchen
Pet friendly
Izu Kogen Ito ·BBQ with pets on the wood deck.Family cottage with hammock slide

Izu Kogen Ito ·BBQ with pets on the wood deck.Family cottage with hammock slide

伊東市 静岡県
$154 nightly
The price is $154 total per night
$154 total
Dec 7 - Dec 8
This villa is a smoke-free villa.
Kitchen
Pet friendly
Private villa for up to 10 people with a panoramic view of Atami in front of you.

Private villa for up to 10 people with a panoramic view of Atami in front of you.

熱海市 静岡県
$451 nightly
The price is $451 total per night
$451 total
Dec 8 - Dec 9
At this villa, guests have access to a sauna and laundry facilities.
Kitchen
Washer
We Home Villa Jyougasaki Onsen

We Home Villa Jyougasaki Onsen

2.5 out of 5
1086-66 Yawatano Ito Shizuoka
Guests staying at this villa enjoy free WiFi in public areas, laundry facilities, and a garden. This hot springs villa also has a vending machine.
Kitchen
Free WiFi
Resort villa miko

Resort villa miko

4 out of 5
613-41 Kandayashiki Motomachi Oshima Tokyo
This villa features free WiFi in public areas and a garden. Free parking is available if you drive.
Kitchen
Parking included
KAWAZU BEACH HOUSE BLUE MOON

KAWAZU BEACH HOUSE BLUE MOON

2 out of 5
002 Kawazu Shizuoka
At this villa, guests have access to features like a terrace. If you plan to drive, free parking is available. This villa also has barbecue grills.
Washer
Parking included
Tsukiyado Luck (9623341)

Tsukiyado Luck (9623341)

3.5 out of 5
1236-28, YAWATANO Ito Shizuoka-ken
If you plan to drive, free parking is available.
Parking included
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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.

Hotel Options in Oshima

    Prince Smart Inn Atami

    Prince Smart Inn Atami

    17-14 Kasugatyou Atami Shizuoka
    $63 nightly
    The price is $72 total per night from Dec 10 to Dec 11
    $72 total
    Dec 10 - Dec 11
    8.6/10 Excellent! (582 reviews)
    Rakuten STAY Atami

    Rakuten STAY Atami

    Wadahamaminami Atami Shizuokaken
    8.8/10 Excellent! (189 reviews)
    Atami Korakuen Hotel

    Atami Korakuen Hotel

    10-1 Wadahama, Minami-cho Atami Shizuoka
    $217 nightly
    The price is $243 total per night from Dec 23 to Dec 24
    $243 total
    Dec 23 - Dec 24
    9/10 Wonderful! (367 reviews)

Luxury Villas

Book luxury villas in Oshima
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Oshima. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Oshima, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Oshima
You won’t have a problem finding your own space in Oshima. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Oshima on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Oshima rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Oshima Villas essential information

Accommodation
13 Villas
Lowest Price
$72
Highest Price
$1,107
Popular accommodation
Garden Villa Shirahama, tokinos, KANDO IZUINATORI - A villa with a spacious ocean view veranda, Izu Kogen Ito ·BBQ with pets on the wood deck.Family cottage with hammock slide, Private villa for up to 10 people with a panoramic view of Atami in front of you., We Home Villa Jyougasaki Onsen, Resort villa miko, KAWAZU BEACH HOUSE BLUE MOON, Tsukiyado Luck (9623341)