Oia holiday lettings

We found 2,301 holiday rentals — enter your dates for availability

Discover a selection of 132 homes, 96 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.

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Why visit Oia

  • Breathtaking views: Oia boasts stunning vistas of the caldera, perfect for romantic sunsets and memorable photographs.
  • Charming architecture: Wander through picturesque streets filled with traditional whitewashed houses and vibrant bougainvillaea.
  • Rich cultural experiences: Discover local art, history, and cuisine at various galleries and eateries throughout the village.
  • Secluded beaches: Relax on nearby pristine beaches, ideal for sunbathing and swimming in crystal-clear waters.
  • Luxurious accommodation: Choose from exquisite villas and stylish apartments that offer comfort and unique charm for every traveller.

Popular types of accommodation in Oia

Discover the charm of Oia with our selection of holiday rentals, including exquisite villas, houses, and stylish apartments. Whether you’re seeking a romantic getaway or a family retreat, Oia offers a variety of accommodation options to suit your needs. Explore our range of Oia hotels and holiday lettings to find the perfect base for your adventures in this stunning destination.

  • Villas: The top choice for visitors in Oia, offering luxurious spaces with stunning views and private pools.
  • Houses: Ideal for families or groups seeking a homely atmosphere with the comforts of a fully-equipped property.
  • Apartments: A popular option, providing convenient locations and essential amenities for a comfortable stay.
  • Cottages: Quaint and charming, perfect for those looking for a cosy retreat amid picturesque surroundings.
  • Bed And Breakfast: A lovely choice for a personal touch, often including a hearty breakfast to start your day.**

Top attractions in and around Oia

Oia, Santorini, is ideal for outdoor enthusiasts and those seeking a romantic, culturally rich getaway. Visitors can explore a variety of attractions, including stunning beaches, the famous caldera, and fascinating archaeological sites. Whether you're looking to soak up the sun, enjoy breathtaking scenery, or delve into the local culture, Oia offers an unforgettable experience that caters to every traveller’s interests.

  • Oia Blue Dome Church Viewpoint: A renowned landmark, the Oia Blue Dome Church offers a picturesque view of whitewashed buildings and the azure sea, embodying the quintessential charm of Santorini. Its vibrant blue dome is a symbol of the island's culture.
  • Santorini Caldera: Located 2.5km from Oia, this magnificent crater presents breathtaking scenery, with cliffs that plunge into the deep blue waters, providing a stunning backdrop for unforgettable photographs.
  • Oia Castle: Overlooking the village, this historic castle is steeped in culture and romance, making it a perfect spot for sunset viewing and enjoying the magical atmosphere of Oia.

Things to do recommended for couples

Oia is perfect for couples seeking romance. Enjoy a delightful meal at Ammoudi restaurant, soak in the charm of Domaine Sigalas Winery just 1.6km away, or venture six miles to Santo Wines for exquisite views and tastings. Each spot promises a memorable experience together.

Things to do recommended for families

Families will delight in exploring the charming streets of Oia, where they can visit local shops and enjoy breathtaking sunset views. A boat trip to the volcanic islands offers an adventurous day out, while the nearby beaches provide a perfect spot for relaxation and fun in the sun.

Things to do recommended for groups

Groups visiting Oia can enjoy a delightful evening at the Open Air Cinema Kamari, just 5.0km away, perfect for family and romantic vibes. For adventure seekers, the scenic Fira to Oia Walk, located 1.9km away, offers breathtaking views and an exhilarating outdoor experience.

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

If you're travelling with a group, family, pets, or planning for an extended stay, it's important to apply the right filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oia with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Oia with young kids: Taking trips with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is advisable.
  • Taking your pets with you to Oia: For many families, a holiday just wouldn’t feel complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Oia: If you're in search of holiday rentals that offer savings for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Oia

Oia, a charming village in Santorini, is the perfect destination for a romantic and culturally rich holiday. Exploring its picturesque streets, visitors can soak in breathtaking views of the caldera, indulge in local cuisine, and experience the vibrant atmosphere. Nearby, you'll find secluded spots and friendly locals, ideal for relaxing excursions. Whether you're seeking adventure or a tranquil retreat, Oia offers a delightful blend of experiences that will make your Greek holiday truly unforgettable.

  • Amoudi Bay: Nestled a mere 186m from Oia, Amoudi Bay is a picturesque village renowned for its stunning seaside views and vibrant atmosphere. This charming spot is ideal for those seeking a blend of outdoor adventure and relaxation, with activities including sailing and indulging in local spa treatments. Visitors flock to Amoudi Bay to witness breathtaking sunsets that paint the sky in vibrant hues, all while enjoying the serene beauty of the bay and its historical landmarks. The beach here is perfect for a leisurely day by the water, making it a must-visit during your stay.
  • Tholos: Located just 249m from Oia, Tholos offers a delightful escape for travellers seeking outdoor adventure and romance. This quaint village is a gateway to an array of hiking trails that provide access to stunning lookouts and significant architectural sites. Tholos is perfect for those who enjoy exploring nature whilst taking in the picturesque landscape. The symbolic landmarks scattered throughout the area make for a memorable experience, whether you’re hiking with a partner or embarking on a solo adventure.
  • Finikia: Situated approximately 621m from Oia, Finikia is a charming village steeped in culture and romance. This idyllic destination invites visitors to enjoy leisurely walks while admiring its unique architecture and beautiful landscapes. The village is renowned for its spectacular sunsets, which can be savoured at various scenic spots. With a beach, an ancient crater, and tranquil water features nearby, Finikia is perfect for those looking to immerse themselves in the natural beauty and cultural richness of Santorini.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 simple

Are you hoping to make savings on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can achieve 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 cutting-edge Trip Board provides you with a dedicated space to plan new adventures, pick up right where you left off, and easily manage your travel arrangements. You can now find properties you've previously saved and booked neatly organised under Potential, Upcoming, or Current Trips. To start 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. 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)
  • Tramonto ad Oia (0.1 mi / 0.1 km)
  • Domaine Sigalas Winery (1.3 mi / 2 km)
  • Venetsanos Winery (6.3 mi / 10.2 km)
  • Estate Argyros Santorini (7.4 mi / 11.9 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:

  • Amoudi Bay (0.3 mi / 0.5 km)
  • Baxedes Beach (1.7 mi / 2.7 km)
  • Pori Beach (2.9 mi / 4.7 km)
  • Skaros Rock (3.1 mi / 5.1 km)
  • Santorini Caldera (3.6 mi / 5.8 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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