Oia vacation rentals

Search hundreds of travel sites at once for car rental deals in Oia

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Oia vacation rentals

Most recommended vacation rentals in Oia

Show all
Old Castle Oia - Oia - Balcony
Old Castle Oia
9 Wonderful
C$ 390+
C$ 390+
Free Wi-Fi
Pool
Diamond Luxury Suites - Oia - Pool
Diamond Luxury Suites
9.4 Wonderful
C$ 361+
C$ 361+
Free Wi-Fi
Pool
Anemi House & Villas
9.7 Wonderful
C$ 334+
C$ 334+
Free Wi-Fi
Aplai Dome
9.5 Wonderful
C$ 228+
C$ 228+
Parking
Free Wi-Fi
Pool
Canvas Suites
9.5 Wonderful
C$ 612+
C$ 612+
Parking
Free Wi-Fi
Charisma Suites
9.5 Wonderful
C$ 432+
C$ 432+
Parking
Free Wi-Fi
Pool
Theodora Suites
8.9 Very good
C$ 374+
C$ 374+
Free Wi-Fi
Armeni Luxury Villas
8.3 Very good
C$ 366+
C$ 366+
Free Wi-Fi
Ianthe Apartments & Villa
9.4 Wonderful
C$ 197+
C$ 197+
Parking
Free Wi-Fi
Pool
Secret Gem Suites
8.3 Very good
C$ 251+
C$ 251+
Parking
Free Wi-Fi
Maryloujohn Villas
8.5 Very good
C$ 174+
C$ 174+
Parking
Free Wi-Fi
Aris Caves
9.7 Wonderful
C$ 412+
C$ 412+
Free Wi-Fi
Vrachia Studios & Apartments
9.1 Wonderful
C$ 167+
C$ 167+
Parking
Free Wi-Fi
Pool
Oia Sunset Villas
9.4 Wonderful
C$ 481+
C$ 481+
Parking
Free Wi-Fi
Pool
Pet friendly
Sunset Paradise Oia
9.5 Wonderful
C$ 93+
C$ 93+
Parking
Free Wi-Fi
Pet friendly

Vacation rentals near Maritime Museum

Show all
Charisma Suites - Oia - Balcony
Charisma Suites
9.5 Wonderful
C$ 432+
C$ 432+
Parking
Free Wi-Fi

Good to know

Low season

May

High season

August

Average price (weeknight)

C$ 374

Average price (weekend night)

C$ 505
Cheapest month to stay with an average 67% drop in price.
Most expensive month to stay with an average 137% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a vacation rental in Oia

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Oia vacation rental deals

  • If you want to book Oia vacation rentals that have free breakfast to cut down on food costs, look no further than the Santorini Paradise Cave Houses. This stylish property offers free fresh breakfast each morning, which you can enjoy outside on the patio or in the courtyard.
  • Those renting a car and looking for Oia vacation rentals with free parking can book the Caldera Houses Oia. These Oia house rentals are in a prime location near many historical landmarks, museums, and the sea.
  • If you are flying into the area and you need Oia vacation rentals that offer a free airport shuttle, consider booking Irene’s Villa. This villa offers free airport transportation for up to 8 people, as the villa sleeps 8.
  • If you are heading to Oia and you want to stay right on the beach, book beachfront Oia vacation rentals. One suitable option for this type of stay is the Secret Gem Suites. This property puts you just steps away from the Aegean Sea, providing wonderful views and easy access to the beach.
  • Those planning to cook their own meals during their trip can book Oia vacation rentals that have kitchens or kitchenettes. One Oia house rental that has this amenity is the Thiro Santorini. At this villa, you will be able to go grocery shopping and prepare your own meals with authentic local ingredients.
  • Pool, spa, and linens are the most popular vacation rental property amenities in Oia
  • Vacation rentals in Oia are around 4% cheaper than hotels on average. Search here to compare prices for all accommodation types in Oia.
  • The best vacation rental properties in Oia are Villa Oasis Oia with Caldera View (10.0, 22 reviews), Blessed Blue Boutique Cave Suite (10.0, 70), and Apanema Cavehouses Santorini (9.9, 37), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Oia, you should consider visiting during the low season. The cheapest vacation homes in Oia can be found in May and December.
  • Book your Oia vacation rental at least 65 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Oia for 3 days.
See more tips

FAQs when booking a vacation home in Oia

  • How much is a vacation rental for a week in Oia?

    The average price for a weekly Oia vacation rental found by KAYAK users in the last 2 weeks is C$ 3,915.

  • How much is a vacation rental for a month in Oia?

    The average price for a monthly Oia vacation rental found by KAYAK users in the last 2 weeks is C$ 16,779.

  • What types of vacation rentals are available in Oia?

    There are loads of different property types that you can make your vacation home in Oia. You’ll find apartments, villas and houses.

  • What are some of the most-loved vacation rentals available in Oia?

    There are many types of properties available for Oia vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Onar Villas - Onar Hotels Collection and Charisma Suites.

  • Are there any pet-friendly vacation rentals in Oia?

    There are a number of dog and pet-friendly Oia vacation rentals, with around 11% allowing you to bring your pet along with you.

  • How much is a vacation rental in Oia for tonight?

    In the last 72 hours, users have found Oia vacation rentals for tonight for as low as C$ 116. Search here for similar prices

  • How much is a vacation rental in Oia for this weekend?

    In the last 72 hours, users have found Oia vacation rentals for this weekend for as low as C$ 270 per night. Search here for similar prices

  • How can I find vacation rentals near me in Oia?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

  • How much is a vacation rental in Oia?

    KAYAK users have found vacation rentals in Oia for as cheap as C$ 270 in the last 3 days. The average price is C$ 559.

  • Where in Oia should I stay if I want easy access to multiple dining options?

    Those traveling to Oia who want to eat a lot of local food can consider staying at Santa Irini Villa. This rental property is right on the edge of the city with plenty of restaurant options nearby, including Vitrin Creperie, Red Bicycle Mediterranean food, and Kastro Restaurant Oia for Greek food.

  • What vacation rental in Oia should I book if I am traveling with my significant other?

    Couples traveling to this area will appreciate staying at a property that is adults only. The Elite Luxury Suites, Oia is a perfect option for this type of stay. Not only will you have access to privacy and a quiet atmosphere, but you will enjoy luxurious amenities such as private pools, comfortable beds, and more.

  • Are there any sustainable vacation rentals in Oia, Greece?

    Yes, there are several rental homes in Oia that prioritize sustainability by implementing water conservation measures and recycling programs, among other things. If you want to travel in the most eco-friendly way possible, you can book a rental like the Pink Freud Villas Santorini, which is a member of the Travel Sustainable program.

  • Where should I stay if I want to be as close as possible to Oia’s city center?

    If you want to be in the middle of all the action, you should consider booking the Morfi Cave House. This villa is 0 miles from the city center, giving you easy access to all the attractions and restaurants. This will eliminate the need for taxis and public transport as you will have almost everything you need just a few steps away.

See more FAQs

Where to stay in Oia?

Our map will help you find the perfect place to stay in Oia by showing you the exact location of each vacation rental.

Oia vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Oia. Find cheap vacation homes to rent in Oia. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Oia that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.