Oia holiday rentals

We found 2,404 holiday rentals — enter your dates for availability
Discover a selection of 131 homes, 109 apartments and other holiday rentals in Oia that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Oia

  • Stunning sunsets: Oia is famous for its breathtaking sunsets, providing a romantic backdrop for couples and photographers alike.
  • Charming architecture: The village features iconic whitewashed buildings and blue-domed churches that create picturesque scenes throughout the streets.
  • Cobblestone streets: Visitors can wander through narrow, winding paths lined with vibrant local shops and art galleries.
  • Caldera views: Enjoy stunning panoramic views of the caldera, enhancing the village's enchanting atmosphere.
  • Secluded beaches: Nearby tranquil beaches offer opportunities for relaxation and swimming in the crystal-clear Aegean Sea.

Popular types of accommodation in Oia

Oia, nestled in the enchanting Santorini of the South Aegean, is renowned for its stunning sunsets and iconic whitewashed buildings. Visitors can explore charming cobblestone streets, visit the picturesque windmills, and enjoy the breathtaking views from the caldera. For an unforgettable stay, choose from a variety of luxury villas, private holiday homes, and apartments that cater to your needs, ensuring a perfect blend of comfort and elegance while you experience the magic of Oia.

  • Villas: Luxurious and spacious residences, ideal for families or groups seeking comfort and stunning views.
  • Private Holiday Homes: Charming and inviting options offering a homely atmosphere for a more personalised experience.
  • Apartments: Convenient and often centrally located spaces perfect for couples or solo travellers.
  • Cottages: Quaint and cosy retreats that provide a unique and charming stay amidst picturesque surroundings.
  • Bed And Breakfast: Warm and friendly lodgings that offer a delightful morning meal to kickstart your day.**

Top attractions in and around Oia

Oia, Santorini, is a picturesque destination perfect for romantic and cultural holidays. Visitors can explore stunning beaches, gaze at the breathtaking caldera views, and visit symbolic landmarks that embody the island's rich heritage. The charming streets, vibrant local art, and enchanting sunsets create an unforgettable atmosphere, making Oia an ideal spot for those seeking both relaxation and adventure amidst stunning scenery.

  • Oia Blue Dome Church Viewpoint: This iconic landmark offers a stunning panoramic view of the Aegean Sea, with the famous blue domes serving as a picturesque backdrop. The cultural vibes resonate through the traditional architecture, making it a perfect spot for photographs and admiring the beauty of Oia.
  • Castle of Oia: A historic fortress that provides a romantic setting, especially at sunset. Its ruins are steeped in history and culture, offering visitors a glimpse into the past while enjoying breathtaking views of the caldera and the sea.
  • Santorini Caldera: Renowned for its dramatic scenery, this volcanic crater showcases the natural beauty of the island. The vibrant colours and unique landscape create an unforgettable experience, perfect for sightseeing and photography.

Things to do recommended for couples

Experience the enchanting allure of Oia, Santorini. Meander through ancient alleys and savour intimate moments overlooking the Aegean. Indulge in picturesque sunsets and local delights, crafting memories to cherish.

Things to do recommended for families

Families visiting Oia can explore the charming streets, enjoy local cuisine, and indulge in pottery workshops that are engaging for both adults and children.

Things to do recommended for groups

Groups visiting Oia can enjoy a breathtaking sunset view from the famous caldera, explore traditional Greek cuisine at local tavernas, and embark on a sailing excursion around the island, discovering hidden beaches and ancient ruins along the way.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oia

Whether you're journeying with a group, planning a family holiday, travelling with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for your consideration.

  • Traveling to Oia with a group: Consider how many bedrooms are required, along with amenities like a fully equipped kitchen or an outdoor space for group gatherings. Fortunately, on Stayz you can filter your search to include all these features and more.
  • Traveling to Oia with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, as well as facilities suited to their age, such as a private swimming pool. It is also advisable to consider how near you are to attractions that are friendly for families.
  • Taking your pets with you to Oia: For some, a family holiday simply isn’t complete without their furry companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Oia: If you're seeking holiday lets featuring special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly lets. Also, consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Oia

Oia, Santorini, is a picturesque village renowned for its stunning sunsets and charming whitewashed buildings. Visitors can explore the narrow cobblestone streets, indulge in local cuisine, and experience the vibrant culture. The iconic blue-domed churches and breathtaking sea views offer perfect backdrops for romantic moments. Enjoy nearby secluded beaches and the serene atmosphere that Oia has to offer, making it an ideal destination for those seeking luxury and relaxation amidst captivating scenery.

  • Santorini: As the stunning backdrop for Oia, Santorini is renowned for its dramatic cliffs and breathtaking sunsets. This island gem offers visitors a blend of outdoor adventures and rich cultural experiences. Enjoy hiking the scenic trails that connect charming villages, or relax on the beautiful beaches that dot the coastline. Notable attractions include the local beaches, family-friendly spots, and picturesque water features, all of which contribute to Santorini's allure as a top holiday destination.
  • Amoudi Bay: Just 483m from Oia, Amoudi Bay is a quaint village that enchants visitors with its romantic atmosphere and stunning scenery. This picturesque bay is perfect for those looking to enjoy a leisurely day by the water, with opportunities for swimming and sunbathing on the rocky beaches. Popular activities include hiking the trails that lead to breathtaking vistas and watching the sun dip below the horizon, casting vibrant colours across the sky. The area is also home to historic landmarks, including a charming castle that adds to its cultural significance.
  • Finikia: Located 2km from Oia, the village of Finikia is a delightful destination for those seeking cultural immersion and outdoor enjoyment. This charming village is known for its traditional architecture, offering a glimpse into the island's rich history. Explore the scenic hiking trails that wind through the area, leading to breathtaking viewpoints, and indulge in the romantic atmosphere as the sun sets. Nearby, you'll find historic sites that tell the story of Santorini's past, making Finikia a perfect spot for those looking to connect with the island's heritage.

Best time to go to Oia

If you're planning a trip to Oia, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January57.0°F (13.9°C)Light RainMostly SunnyAverageModerately Low
February57.2°F (14.0°C)Light RainMostly SunnyAverageModerately Low
March58.3°F (14.6°C)No Rain (Dry)Mostly SunnyAverageAverage
April61.7°F (16.5°C)No Rain (Dry)SunnyModerately HighAverage
May67.1°F (19.5°C)No Rain (Dry)SunnyAverageAverage
June73.4°F (23.0°C)No Rain (Dry)SunnyModerately HighModerately High
July77.2°F (25.1°C)No Rain (Dry)SunnyModerately HighModerately High
August78.1°F (25.6°C)No Rain (Dry)SunnyAverageModerately High
September75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
October70.2°F (21.2°C)No Rain (Dry)SunnyModerately LowAverage
November65.3°F (18.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December60.1°F (15.6°C)Light RainMostly SunnyModerately LowModerately Low

Booking with Stayz is a breeze

Looking to save on your upcoming break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay can often result in considerable savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly platform for crafting new journeys, resuming previous plans, or organising your travel arrangements. You can easily access your saved or booked properties, which are neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Charming Oia will entice you

Enjoy the churches and other features of Oia. Travellers especially like the island views, seaside and boating in this romantic and scenic city. Santorini Caldera and Athinios Port are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Oia

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Oia a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Santo Wines (6.2 mi / 9.9 km)
  • Venetsanos Winery (6.3 mi / 10.2 km)
  • Estate Argyros Santorini (7.4 mi / 11.9 km)
  • Domaine Sigalas Winery (1.3 mi / 2 km)
  • Vassaltis Vineyards (3.7 mi / 6 km)
  • Antoniou Winery (6.5 mi / 10.5 km)

Exploring the natural landscape of Oia

Oia is famous for its breathtaking sunsets, island views and seaside. Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Oia. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Santorini Caldera (3.6 mi / 5.8 km)
  • Amoudi Bay (0.3 mi / 0.5 km)
  • Ammoudi (0.3 mi / 0.5 km)
  • Skaros Rock (3.1 mi / 5.1 km)
  • Caldera Beach (7.1 mi / 11.5 km)
  • White Beach (7.7 mi / 12.4 km)

Travelling to and around Oia

The nearest airport is in Thira (JTR-Santorini National), located 6.8 mi (10.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Oia when booking a holiday rental?
When considering the best area to stay in Oia, South Aegean, Greece for a holiday rental, the charming neighbourhoods along the cliffside offer stunning views of the caldera and the Aegean Sea. Oia is renowned for its picturesque whitewashed buildings and stunning sunsets, making it a popular choice for those looking to experience the quintessential beauty of Santorini.One particularly delightful area to explore is the central part of Oia, where you'll find a plethora of rental options, ranging from luxury villas to cosy apartments. This area is not only convenient for accessing local shops and restaurants, but it also places you within walking distance of famous attractions like the Maritime Museum and the iconic blue-domed churches that dot the landscape.Another appealing section is the pathway leading to Oia Castle, which provides a great vantage point for watching the sunset. This area tends to have a variety of properties that blend traditional architecture with modern amenities, suiting different tastes and budgets. With a diverse selection of around 500 properties in total within Oia, visitors are sure to find something that suits their needs, whether it be a romantic getaway or a family holiday.Staying in Oia allows you to immerse yourself in the local culture while enjoying easy access to beautiful beaches and the vibrant setting of nearby Fira.
When is the best time to visit Oia for a holiday rental?
The best time to visit Oia for a holiday rental is during the peak season from May to July. This period is particularly popular among travellers seeking the enchanting beauty of the Aegean Sea, with July being the most sought-after month. Expect warm weather, with temperatures typically ranging from 25 to 30 degrees Celsius, superb for sun-soaked days by the beach and leisurely strolls through the charming streets adorned with iconic whitewashed buildings.During these months, Oia comes alive with vibrant tourist activity, offering a number of outdoor adventures such as hiking along the stunning caldera and enjoying breathtaking sunsets. The atmosphere is festive, with numerous local events and opportunities to sample delicious Greek cuisine at outdoor tavernas.For those looking for a more budget-friendly option, consider visiting in November. This quieter month allows you to experience Oia's incredible landscapes without the crowds, and the milder temperatures, averaging around 15 to 20 degrees Celsius, still provide a pleasant climate for exploring. It's a wonderful time for scenic walks and engaging with the local culture at a more leisurely pace.Ultimately, your choice of when to visit Oia will depend on whether you prefer the bustling energy of the peak season or the tranquil charm found during the low season.
What are the top attractions in Oia?
In Oia, visitors can experience firsthand breathtaking views and stunning sunsets, particularly from the famous Oia Castle, which offers a panoramic perspective of the caldera. The charming streets of Oia are lined with whitewashed buildings and boutique shops, making it a delightful area to explore on foot. Holiday rentals in this neighbourhood often provide easy access to local tavernas where guests can savour traditional Greek cuisine.The Maritime Museum is another highlight, showcasing the rich seafaring history of the island, while the beautiful Byzantine Castle Ruins offer a glimpse into the past. For those interested in art, the numerous galleries featuring local artists add to the cultural experience. The nearby beaches, such as Amoudi Bay, are superb for a relaxing day by the sea, where visitors can enjoy fresh seafood at waterfront restaurants.
Are all fees included in the Oia holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oia holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oia with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oia holiday homes?
You can find great discounts on holiday homes in Oia on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oia holiday home booking on Stayz?
To find Oia holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oia?
A long-stay holiday home in Oia is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oia holiday home?
Book your Oia holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oia?
Prices for holiday homes in Oia vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oia to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas