Oia holiday rentals

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Best Oia vacation rentals

Most recommended vacation rentals in Oia

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Diamond Luxury Suites Collection - Oia - Pool
Free Wi-Fi
Pool
Air conditioning
Canvas Suites - Oia - Balcony
Canvas Suites
Oia, Santorini, Greece
9.5Wonderful(1011)
Parking
Free Wi-Fi
Air conditioning
Anemi House & Villas - Oia - Balcony
Free Wi-Fi
Air conditioning
Aplai Dome - Oia - Pool
Aplai Dome
Oia, Santorini, Greece
9.5Wonderful(1072)
Parking
Free Wi-Fi
Pool
Air conditioning
Old Castle Oia - Oia - Balcony
Old Castle Oia
Oia, Santorini, Greece
8.8Very Good(439)
Free Wi-Fi
Pool
Air conditioning
Armeni Luxury Villas - Oia - Balcony
Free Wi-Fi
Air conditioning
Santorini Paradise Cave Houses - Oia - Balcony
Parking
Free Wi-Fi
Air conditioning
Charisma Suites - Oia - Balcony
Charisma Suites
Oia, Santorini, Greece
9.5Wonderful(595)
Parking
Free Wi-Fi
Pool
Air conditioning
Theodora Suites - Oia - Balcony
Theodora Suites
Oia, Santorini, Greece
8.9Very Good(845)
Free Wi-Fi
Air conditioning
Ianthe Apartments & Villa - Oia - Balcony
Parking
Free Wi-Fi
Pool
Air conditioning
Aris Caves - Oia - Balcony
Aris Caves
Oia, Santorini, Greece
9.7Wonderful(298)
Free Wi-Fi
Air conditioning
Secret Gem Suites - Oia - Balcony
Parking
Free Wi-Fi
Air conditioning
Maryloujohn Villas - Oia - Balcony
Parking
Free Wi-Fi
Air conditioning
Oia Sunset Villas - Oia - Pool
Parking
Free Wi-Fi
Pool
Pet-friendly
Caves 1880 - Oia - Bedroom
Caves 1880
Oia, Santorini, Greece
9.1Wonderful(248)
Free Wi-Fi
Air conditioning
Sunset Paradise Oia - Oia
Parking
Free Wi-Fi
Pet-friendly
Air conditioning

KAYAK’s insights for holiday rentals in Oia

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

Which month has the cheapest vacation rental rates in Oia?

Vacation rentals are cheapest in Oia in January, with average rates of AED 1,149. In comparison, May is the most expensive month, with prices at AED 5,563.

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

Tuesday offers the lowest rates in Oia, with an average nightly price of AED 1,713. The highest prices are found on Friday, with average rates at AED 3,877.

How early should you book a vacation rental in Oia?

Book at least 17 days before your stay begins to get the best price for your Oia vacation rental.

Good to know

Low season

October

High season

October

Average price (weekend night)

AED 406
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Oia holiday rental deals

  • For resort-type Oia holiday rentals with spa facilities, book Poseidon Mansion Sunset. It has a heated indoor pool and an outdoor pool with a view. You can soak in hot tubs and have relaxing massages.
  • If you're island-hopping in the Aegean and only staying for a weekend, book Oia holiday rentals in the central district so you can walk to the beaches and the town's tourist attractions easily. Santorini Paradise is a good choice here. It has everything you'll need for a weekend rental, including a fully equipped kitchen and laundry services.
  • If you're unlucky enough to be spending your time in this Aegean paradise on business, Alsaki Suite By K&k makes a good choice for basic accommodation without leisure distractions. It's on a quiet street and has daily housekeeping. You can walk into town to unwind at a bar or have a restaurant meal.
  • Spoil yourself with an upmarket holiday by booking Oia holiday rentals with a luxury touch. Oia Mansion in the town centre offers king and queen-size beds in all rooms. There's cable TV and streaming services, and tons of on-site activities including scuba diving, horse riding, cooking classes and live entertainment in the evenings.
  • For a romantic getaway overlooking the Aegean, look no further than Alexander's Suites. It has a wonderful outdoor pool with great vistas and includes breakfast in your room. If you're an active couple, you can go snorkelling, canoeing or horse riding together.
  • Pool, spa, and linens are the most popular holiday rental property amenities in Oia
  • Holiday rentals in Oia are around 71% cheaper than hotels on average. Search here to compare prices for all accommodation types in Oia.
  • The best holiday rental properties in Oia are Villa Oasis Oia with Caldera View (10.0, 22 reviews), Blessed Blue Boutique Cave Suite (10.0, 71), and Saint John Oia-Exclusive Private Heated Pool Villas (10.0, 112), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Oia for 3 days.
See more tips

FAQs when booking a holiday home in Oia

  • What types of holiday rentals are available in Oia?

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

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Charisma Suites.

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

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

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

    In the last 72 hours, users have found Oia holiday rentals for tonight for as low as AED 390. Search here for similar prices

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

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

  • What rentals offer the best sea views?

    Sea views are possible from many Oia holiday homes, but it's hard to beat the ones from Trieris Villa & Suites in the Thera area of the Kontochori neighbourhood. The upper pool deck has loungers from which you can look out across the sea to other Aegean islands. There are also lots of luxurious facilities, like a spa offering massages and hot tubs, and complimentary breakfasts served to your room.

  • Where should I look for more affordable rentals in Oia?

    Accommodation can be expensive in this sought-after resort town on the island of Santorini. You can still find more affordable rentals in the central district, however. Have a look at Thetis Cave Houses, for one example. It's nicely situated near the beach with a kitchen for self-catering. It doesn't skimp on amenities either, offering daily housekeeping, breakfast in your room and full room service. You can request special diet menus too.

  • Which area has good family-friendly rentals?

    The Perivolas neighbourhood has a number of very attractive family-friendly rentals. Check out Maryloujohn Villas. It has good sized family rooms stocked with music, DVDs and books for children. You can self-cater in the shared kitchen for meals and make lighter family snacks in your own kitchenette. The beach is within easy walking distance for kids. You can also spend some time to yourselves by using the babysitting or child care services.

  • Are there rentals near the main tourist attractions in Oia?

    Look for accommodation in the south-west of Oia, towards the coast to be in the midst of the town's main tourist landmarks. Here you can stay at Villa Ariadni and easily walk to the Maritime Museum, Oia Castle and Mnemossyne Artists House, to name but a few. This is an affordable rental for families or small groups, and has a full kitchen with a comfortable seating and dining areas.

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 holiday rental.

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

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