Oia holiday lettings

We found 2,365 holiday rentals — enter your dates for availability

Discover a selection of 128 homes, 106 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.

Find spaces that suit your style

Why visit Oia

  • Stunning sunsets: Oia is famous for its breathtaking sunsets, providing a romantic backdrop for visitors.
  • Charming architecture: The village features iconic whitewashed buildings and blue-domed churches, creating a picturesque landscape.
  • Narrow streets: Wander through quaint streets lined with local shops and cafés, immersing yourself in the local culture.
  • Historical landmarks: Explore the historic Oia Castle and traditional windmills, offering panoramic views of the caldera.
  • Art and dining: Experience a vibrant local art scene and exquisite dining options, showcasing Greek cuisine.

Popular types of accommodation in Oia

Oia, nestled in the stunning Santorini of the South Aegean, is a breathtaking destination renowned for its iconic sunsets and whitewashed buildings. Visitors can explore charming narrow streets, visit the historic windmills, and discover beautiful churches with azure domes. The vibrant local art scene and exquisite dining options further enhance the experience. For a memorable stay, consider the most popular types of accommodation, including villas, houses, and apartments, perfectly suited for an unforgettable getaway.

  • Villas: Luxurious private residences offering breathtaking views and elegant amenities, perfect for indulgent getaways.
  • Houses: Entire homes available for rental that provide a homely atmosphere, ideal for families or groups.
  • Apartments: Comfortable self-contained units suitable for couples and solo travellers seeking convenience.
  • Cottages: Quaint and charming accommodations that offer a cosy retreat amidst stunning surroundings.
  • Bed And Breakfast: Homely lodgings providing a warm welcome and hearty breakfasts, ideal for a relaxing stay.**

Top attractions in and around Oia

Oia, Santorini, is a picturesque destination renowned for its stunning sunsets and romantic ambiance. Visitors can explore the iconic Oia Castle, which offers panoramic views of the caldera, along with charming narrow streets lined with local shops and cafés. The nearby beaches provide opportunities for relaxation, while the town's rich cultural heritage offers a delightful experience for those seeking both scenic beauty and a taste of local history.

  • Castle of Oia: This historic castle, perched on the cliffs, offers a romantic atmosphere with stunning sunset views over the Aegean Sea. Its ancient architecture reflects the rich cultural heritage of Oia.
  • Oia Blue Dome Church Viewpoint: This iconic viewpoint features the famous blue-domed church, symbolising Oia. It’s a perfect spot for capturing breathtaking photographs, surrounded by the charming white-washed buildings.
  • Santorini Caldera: Although slightly outside Oia, the caldera provides dramatic scenery with its steep cliffs and sparkling waters, making it a picturesque backdrop for your Santorini experience.

Things to do recommended for couples

Searching for a romantic getaway in Oia? Experience breathtaking sunsets from the iconic caldera views, wander hand-in-hand through charming cobblestone streets, and indulge in a private wine tasting at a local vineyard. Don't forget a sunset cruise to create unforgettable memories together.

Things to do recommended for families

Families will delight in a donkey ride down the picturesque paths of Oia, explore the charming local shops, or enjoy a sunset picnic with stunning views of the caldera. Don't miss the chance to visit the nearby beaches, perfect for building sandcastles and swimming.

Things to do recommended for groups

Explore the stunning sunset views at Oia Castle, indulge in a wine tasting tour at local vineyards, and take a boat trip to the volcanic islands. Don't miss the opportunity to savour traditional Greek cuisine at a local taverna while enjoying the breathtaking caldera views.

*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

If you're planning a trip with a group, family, or even your pets, or if you're seeking extended stays, it's essential to refine your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oia with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oia with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable facilities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Oia: For many families, a holiday wouldn’t feel complete without their beloved pet by their side. If this resonates with you, take a look at the Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cosy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oia: If you're searching for holiday rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don’t forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Oia

Oia, Santorini, is a picturesque village renowned for its breathtaking sunsets and charming white-washed buildings. Wander through the narrow streets of Oia village, where you can immerse yourself in the local culture and enjoy the idyllic surroundings. The community exudes a warm, welcoming atmosphere, making it feel like home. With romantic spots perfect for couples and outdoor excursions that showcase the stunning scenery, Oia offers a truly unforgettable experience for every traveller.

  • Santorini: Santorini is a stunning island city renowned for its striking landscapes and cultural richness. Nestled in the Aegean Sea, Oia, a picturesque village, is part of this celebrated destination. Visitors flock to Santorini for its beautiful beaches, outdoor adventures, and cultural experiences. Popular activities include hiking along scenic trails and exploring the island's diverse beaches, from black sand to volcanic shores. Don't miss the chance to visit iconic landmarks, such as the ancient ruins and charming waterfronts, which showcase the island's unique beauty and history.
  • Amoudi Bay: Located a mere 483m from Oia, Amoudi Bay is a quaint village that offers a romantic atmosphere with breathtaking scenery. Known for its crystal-clear waters and stunning sunsets, this charming spot is perfect for couples looking to unwind. Enjoy a meal at one of the waterfront tavernas serving fresh seafood or take a leisurely stroll along the scenic trails that lead to the surrounding cliffs. Nearby, you'll find historic sites, including remnants of a castle, adding an intriguing layer to your visit.
  • Tholos: Just 644m from Oia, Tholos is a serene village that encapsulates the essence of Santorini’s outdoor and cultural allure. With its beautiful beaches and significant architecture, Tholos is ideal for those seeking a tranquil escape. Engage in outdoor activities such as hiking along the scenic trails that offer breathtaking views of the Aegean Sea. Take the opportunity to admire the local architecture and lookout points that provide stunning panoramas, making Tholos a delightful addition to your Santorini itinerary.

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 Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily create new journeys, resume your planning, or organise your existing itineraries. You'll find your saved or booked properties neatly arranged under the categories of Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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. Take in top local attractions such as Oia Blue Dome Church Viewpoint and Santorini Caldera. 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:

  • Tramonto ad Oia (0.1 mi / 0.1 km)
  • 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)

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)
  • Kamari Beach (8.7 mi / 13.9 km)
  • Amoudi Bay (0.3 mi / 0.5 km)
  • Skaros Rock (3.1 mi / 5.1 km)
  • Agios Nikolaos Beach (5.2 mi / 8.4 km)
  • Caldera Beach (7.1 mi / 11.5 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.
How much does it cost to rent a holiday home in Oia?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oia to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oia holiday house rentals?
You can find great discounts on house rentals in Oia on Vrbo, 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 find long-stay holiday rentals in Oia?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Oia holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Oia holiday rental?
Book your Oia holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Oia home rental booking on Vrbo?
To find Oia holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oia holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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