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Oia vacation rentals

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Booking Insights
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Best Oia vacation rentals

These are the best prices for Oct 17 - 18.
Kaleidoscope Cave Houses - Oia
Kaleidoscope Cave Houses
Oia, Santorini, Greece
9.2Wonderful(795)
Apartment
C$ 371+
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Anemoessa Villa - Oia - Balcony
Anemoessa Villa
Oia, Santorini, Greece
9.6Wonderful(2504)
Villa
C$ 178+
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Aplai Dome - Oia
Aplai Dome
Oia, Santorini, Greece
9.5Wonderful(1368)
Apartment
C$ 174+
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Virginia's Cave Villas - Oia
Virginia's Cave Villas
Oia, Santorini, Greece
9.5Wonderful(632)
Villa
C$ 314+
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White Pearl Villas - Thera
White Pearl Villas
Thera, Santorini, Greece
9.4Wonderful(985)
Villa
C$ 228+
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Aris Caves - Oia - Balcony
Aris Caves
Oia, Santorini, Greece
9.9Wonderful(337)
Apartment
C$ 429+
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Menias Cave House - Oia - Balcony
Menias Cave House
Oia, Santorini, Greece
9.4Wonderful(207)
Apartment
C$ 247+
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Unique Leta - Thera - Balcony
Unique Leta
Thera, Santorini, Greece
8.6Very good(668)
Apartment
C$ 100+
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Kykladonisia Traditional Settlement - Thera - Bedroom
Kykladonisia Traditional Settlement
Thera, Santorini, Greece
8.7Very good(1919)
Homestay
C$ 86+
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Asterolithos - Thera - Outdoors view
Asterolithos
Thera, Santorini, Greece
9.4Wonderful(953)
Apartment
C$ 108+
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Corrado Caldera Apartments - Thera - Balcony
Corrado Caldera Apartments
Thera, Santorini, Greece
9.1Wonderful(642)
Apartment
C$ 145+
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Strogili Traditional Houses - Oia
Strogili Traditional Houses
Oia, Santorini, Greece
9.3Wonderful(953)
Apartment
C$ 232+
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Altea Apartments - Thera - Bedroom
Altea Apartments
Thera, Santorini, Greece
9.2Wonderful(510)
Apartment
C$ 89+
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Old Castle Oia - Adults Only by Mr and Mrs White - Oia
Old Castle Oia - Adults Only by Mr and Mrs White
Oia, Santorini, Greece
9.2Wonderful(567)
Villa
C$ 422+
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Georgia Studios - Thera
Georgia Studios
Thera, Santorini, Greece
9.1Wonderful(1790)
Apartment
C$ 100+
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Summer Time Villa - Thera
Summer Time Villa
Thera, Santorini, Greece
9.5Wonderful(526)
Apartment
C$ 101+
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Booking Insights

KAYAK’s insights for vacation rentals in Oia

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Oia with confidence.

What is the cheapest day of the week to book a vacation rental in Oia?

Monday offers the lowest rates in Oia, with an average nightly price of C$ 314. The highest prices are found on Thursday, with average rates at C$ 536.

How much is a vacation rental in Oia for tonight by property type?

The best deal for a vacation rental in Oia found by KAYAK users in the last 5 days was C$ 179 in a Villa. Apartment prices start at C$ 183.

How much is a vacation rental in Oia for this weekend by property type?

The best deal for a vacation rental in Oia found by KAYAK users for the upcoming weekend was C$ 161 in a Villa. Homestays prices start at C$ 184 and Apartments at C$ 249.

How early should you book a vacation rental in Oia?

Book at least 20 days before your stay begins to get the best price for your Oia vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
November
C$ 511
C$ 256
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 314% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Oia holiday 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 and hot tub are the most popular vacation rental property amenities in Oia
  • Vacation rentals in Oia are around 455% cheaper than hotels on average. Search here to compare prices for all accommodation types in Oia.
  • The best vacation rental properties in Oia are Aris Caves (9.9, 337 reviews), Fira Deep Blue Suites (9.8, 519), and Palmariva Villas (9.7, 836), 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 July and October.
  • The cheapest night for renting a vacation home in Oia is Sunday. In contrast, the most expensive is Tuesday.
  • 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.

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$ 3,107.

  • 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$ 13,317.

  • 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, cottages, houses, homestays and villas.

  • 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 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 13% 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$ 179. 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$ 161 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.

  • 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.

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.

More options for your stay in Oia

Complete your trip to Oia

Vacations in Oia