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
  • Spa
    Spa
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    Fireplace/Heating
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CA $140/Night 7 Nights - CA $983
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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
  • Fireplace/Heating
    Fireplace/Heating
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CA $485/Night 7 Nights - CA $3,392
House
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like-icon9.4
Exceptional
(34 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $171/Night 7 Nights - CA $1,199
House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 1109 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $361/Night 7 Nights - CA $2,530
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House
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like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests 1184.03 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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CA $156/Night 7 Nights - CA $1,090
House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 183 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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CA $238/Night 7 Nights - CA $1,663
House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 377 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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CA $196/Night 7 Nights - CA $1,376
House
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like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath 2 Guests 172 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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CA $142/Night 7 Nights - CA $992

Oshima Luxury Rentals

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House
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4 Bedrooms 1 Bath 12 Guests 2055.91 ft²
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    Fireplace/Heating
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    Parking
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CA $1,210/Night 7 Nights - CA $8,466
House
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4 Bedrooms 2 Baths 10 Guests 2056 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,089/Night 7 Nights - CA $7,626
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House
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4 Bedrooms 1 Bath 10 Guests 828.82 ft²
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    Fireplace/Heating
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    Parking
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CA $878/Night 7 Nights - CA $6,143
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Apartment
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like-icon9.7
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 12 Guests 1550 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $859/Night 7 Nights - CA $6,012
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Villa
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like-icon6.5
Good
(2 Reviews)
2 Bedrooms 1 Bath 8 Guests 678.13 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
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CA $731/Night 7 Nights - CA $5,115
House
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1 Bedroom 1 Bath 6 Guests 893 ft²
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    Kitchen
  • Parking
    Parking
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CA $655/Night 7 Nights - CA $4,588
Hotel
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1 Bath 161 ft²
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    Fireplace/Heating
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CA $613/Night 7 Nights - CA $4,290
Hotel
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1 Bath 322.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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CA $612/Night 7 Nights - CA $4,283

Oshima Pet Friendly Vacation Rentals

Cottage
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like-icon7.0
Very Good
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests 1184 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $252/Night 7 Nights - CA $1,766
House
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like-icon9.7
Exceptional
(124 Reviews)
1 Bedroom 1 Bath 8 Guests 710.42 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $90/Night 7 Nights - CA $631
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House
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $315/Night 7 Nights - CA $2,201
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House
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like-icon8.8
Fabulous
(25 Reviews)
2 Bedrooms 1 Bath 6 Guests 968.75 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $360/Night 7 Nights - CA $2,520
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House
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like-icon8.0
Excellent
(7 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $285/Night 7 Nights - CA $1,998
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Apartment
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like-icon8.3
Excellent
(13 Reviews)
1 Bedroom 1 Bath 5 Guests 678.13 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
CA $177/Night 7 Nights - CA $1,237
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Apartment
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like-icon7.8
Very Good
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 635.07 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $232/Night 7 Nights - CA $1,628
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House
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like-icon7.3
Very Good
(12 Reviews)
2 Bedrooms 1 Bath 5 Guests 1184.03 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $355/Night 7 Nights - CA $2,486

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
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    Fireplace/Heating
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    Balcony/Terrace
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CA $341/Night 7 Nights - CA $2,384
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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
CA $593/Night 7 Nights - CA $4,153
House
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like-icon9.4
Exceptional
(106 Reviews)
5 Bedrooms 3 Baths 6 Guests 107.64 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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CA $112/Night 7 Nights - CA $786
House
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like-icon9.4
Exceptional
(37 Reviews)
8 Bedrooms 8 Baths 37 Guests 333.68 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $166/Night 7 Nights - CA $1,163
Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(28 Reviews)
9 Bedrooms 6 Baths 25 Guests 139.93 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $332/Night 7 Nights - CA $2,326
House
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like-icon9.4
Exceptional
(20 Reviews)
4 Bedrooms 12 Baths 14 Guests 182.99 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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CA $175/Night 7 Nights - CA $1,226
House
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like-icon9.3
Exceptional
(10 Reviews)
8 Bedrooms 3 Baths 10 Guests 154.28 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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CA $208/Night 7 Nights - CA $1,456
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Villa
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like-icon9.2
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 8 Guests 645.83 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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CA $191/Night 7 Nights - CA $1,335

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?

Choosing the optimal time to visit depends on your interests, as this destination offers unique experiences throughout the year, making it ideal to plan your stay when the weather and local events align with your vacation goals.

Peak Season Highlights

spring
Spring (March to May)

During this time, the region blossoms with vibrant cherry blossoms, making it an ideal season for nature lovers seeking a picturesque retreat in your chosen vacation rentals.

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

With colorful foliage and clear skies, this period offers a serene environment perfect for exploring the area's scenic beauty while staying in comfortable vacation rentals.

Average Temperature Daytime: 18°C to 22°C - Nighttime: 10°C to 14°C

Off-Season Highlights

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Winter (December to February)

Fewer visitors visit during this season, allowing you to enjoy a peaceful stay in cozy vacation rentals with cooler temperatures and occasional rain or snow.

Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 4°C
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Summer (June to August)

This season sees higher temperatures and humidity, but also longer daylight hours, providing ample opportunities to relax indoors or enjoy the region's summer ambiance in your preferred accommodations.

Average Temperature Daytime: 25°C to 30°C - Nighttime: 20°C to 24°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 outdoor dining spaces perfect for savoring fresh island cuisine amid picturesque views.
  • Relax in private or shared gardens that showcase the natural beauty of this destination’s lush surroundings.
  • Make use of outdoor patios or decks designed for lounging and entertaining under the clear skies.
  • Take advantage of accessible barbecue facilities to host memorable cookouts in the region’s scenic outdoors.
  • Explore nearby walking trails or pathways that offer an immersive experience of the area’s natural environment.
  • Benefit from outdoor recreational areas ideal for activities such as yoga, meditation, or family games.
  • Capitalize on sea-facing balconies or verandas that provide a stunning vantage point over the surrounding waters and landscape.
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Family Activities

  • Oshima Aquarium: Discover a fascinating marine world with engaging exhibits that delight children and adults alike in this family-friendly attraction.
  • Oshima Nature Park: Enjoy outdoor adventures and scenic walks through lush landscapes, perfect for exploring as a family in the region.
  • Jogashima Island: Take a short ferry ride to this nearby island offering stunning coastal views and opportunities for picnicking and exploring nature together.
  • Oshima Fruit Picking: Experience hands-on fruit picking activities at local farms, creating memorable family moments amidst the area's agricultural scenery.
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Adult Activities

  • Hiking along the Jogasaki Coast: Experience breathtaking views of the ocean and rugged cliffs as you explore this scenic trail in the region.
  • Relaxing at local hot springs (onsen): Unwind in soothing mineral waters that offer both relaxation and a taste of traditional Japanese bathing culture.
  • Discovering Oshima’s volcanic landscapes: Venture into areas where striking volcanic formations and geothermal activity showcase the area's natural power.
  • Enjoying fresh seafood cuisine: Savor the region's renowned seafood dishes at local markets and seaside eateries, perfect for culinary enthusiasts.

Oshima Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of your stay by sampling authentic dishes at local eateries to truly experience the regional flavors.
  • Utilize Public Transportation: Maximize your convenience and ease of travel around the area by familiarizing yourself with the local transit options.
  • Plan Outdoor Activities: Make the most of the natural scenery by scheduling outdoor adventures that showcase this destination's unique landscape.
  • Book in Advance: Secure your ideal vacation rental early to ensure a comfortable and hassle-free experience during your visit here.

Transportation Options

  • Oshima Ferry: This reliable ferry service connects the area to nearby ports, offering a scenic and convenient way to explore the region from your vacation rental.
  • Local Bus Services: Extensive bus routes provide easy access around here, making it simple to reach popular attractions and amenities from your accommodation.
  • Taxis and Rideshare Options: For convenience and flexibility, taxis and rideshare services are readily available, allowing you to travel comfortably within the area.
  • Car Rentals: Renting a car gives you the freedom to explore the region at your own pace, with many rental agencies offering services near key transportation hubs.

Local Customs Options

  • Harajuku Fashion: You can observe the unique fashion styles embraced by locals here, reflecting a blend of traditional and modern influences that make the area truly vibrant.
  • Osaka Shrine Visitation: Participating in shrine visits offers a glimpse into local spiritual practices and cultural traditions valued deeply by residents of this destination.
  • Seasonal Festivals: Engaging in seasonal festivals allows you to experience authentic local customs and community celebrations in the region.
  • Traditional Dining Etiquette: When dining here, you'll notice the importance of proper etiquette, such as bowing and polite interaction, which remains an integral part of social customs in the area.

Frequently Asked Questions About Oshima?

1. What are 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 110 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 specific property you choose. It is important to review the terms listed on the property page or contact the owner directly to understand any penalties or refund conditions.

5. How do I best communicate with property owners during my booking process in this region?

You can reach out to owners through the messaging platform provided on the listing page. Clear communication helps ensure your questions are answered and your expectations are aligned before confirming your stay.

6. Are there any specific check-in or check-out procedures I should be aware of in Oshima vacation rentals?

Check-in and check-out times and procedures are detailed in each listing. Be sure to review these details carefully and contact the owner if you have special requests or need additional assistance.

7. What amenities are typically included in vacation rentals here?

Amenities can vary, but most properties offer essentials such as Wi-Fi, kitchen facilities, and linens. For a comprehensive list, refer to each listing's amenities section or contact the owner directly.

8. How can I find the most suitable vacation rental in this destination for my needs?

Use filters based on your preferences such as location, price range, and amenities. Reading reviews and contacting hosts can also help ensure the property matches your expectations for a comfortable stay.

Oshima Top Rated Vacation Rentals

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Hotel
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like-icon8.4
Excellent
(38 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $225/Night 7 Nights - CA $1,573
Hotel
Map-icon
like-icon7.3
Very Good
(70 Reviews)
2 Baths 306.77 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $228/Night 7 Nights - CA $1,596