Oia vacation rentals

We found 2,402 vacation rentals — enter your dates for availability

Welcome to Oia, a mesmerizing village on Santorini, where white-washed buildings cascade down cliffs, and breathtaking sunsets paint the sky in vibrant hues. Stroll through charming streets lined with boutique shops and local art galleries, or explore the historic ruins of Oia Castle for panoramic views. With cozy villas and stylish apartments perfect for family gatherings, your vacation rental offers the ideal blend of space, amenities, and that home-like comfort for unforgettable adventures together.

Holiday rentals with weekly discounts - Oia

Showing deals for:Dec 11 - Dec 18

Outdoor dining
Outdoor spa tub
Interior
Dining
Exceptional
(17 reviews)

Private And Secluded Luxury Villa With Pristine Sea/Volcano View

Santorini

9% off
$1,613
$11,293 for 7 nights
All fees included
Private And Secluded Luxury Villa With Pristine Sea/Volcano View
Interior
Property grounds
Pool
Exterior detail
Exceptional
(28 reviews)

Seahorse Residence and wedding venue : If you seek only the best !!

Santorini

9% off
$3,435
$24,046 for 7 nights
All fees included
Seahorse Residence and wedding venue : If you seek only the best !!
Pool
third balcony from the third room
Living area
Exterior detail
Exceptional
(14 reviews)

Private Luxury Villa with amazing sea view and sunset

Santorini

9% off
$1,448
$10,133 for 7 nights
All fees included
Private Luxury Villa with amazing sea view and sunset
Living area
Pool
Room
Terrace/patio
Exceptional
(28 reviews)

Breathtaking view, luxury, privacy, style and much more !

Santorini

9% off
$2,085
$14,596 for 7 nights
All fees included
Breathtaking view, luxury, privacy, style and much more !
Dining
Pool
Exterior
Private kitchen
Exceptional
(6 reviews)

Luxury 2 bedroom villa with private swimming pool and hydromassage

Santorini

9% off
$219
$1,532 for 7 nights
All fees included
Luxury 2 bedroom villa with private swimming pool and hydromassage
LOUNGE
Pool
Property grounds
ENTRANCE 1
Exceptional
(14 reviews)

QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN

Santorini

13% off
$695
$4,864 for 7 nights
All fees included
QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN
Room
Pool
Property grounds
Interior
Exceptional
(10 reviews)

Villa Murat Santorini

Santorini

5% off
$948
$6,638 for 7 nights
All fees included
Villa Murat Santorini
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    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Oia

Why visit Oia

  • Stunning Views: Oia is renowned for its breathtaking sea views, especially during sunset, making it a perfect romantic destination.
  • Charming Village Atmosphere: Explore the picturesque streets lined with old houses and vibrant shops in the heart of Oia.
  • Iconic Oia Castle: Visit the historic Oia Castle for panoramic views and a glimpse into the area's rich history.
  • Beautiful Beaches: Relax at stunning beaches like Livadia Beach, offering both adventure and tranquility.
  • Welcoming Local Culture: Immerse yourself in the warm atmosphere and friendly locals, enhancing your overall experience.

Popular types of accommodation in Oia

Looking for the perfect getaway in Oia? You're in the right place. Our vacation rentals offer a variety of options to suit your needs, including stunning villas, cozy houses, and spacious apartments. Whether you’re interested in vacation home rentals, house rentals, or villa rentals, we provide transparent information to help you make the best choice for your stay in this beautiful destination.

  • Villas: The top choice for visitors in Oia, these luxurious homes often feature stunning views and private amenities for an unforgettable stay.
  • Houses: A fantastic option for families and groups, these homes provide comfort and privacy, making them a popular choice.
  • Apartments: Ideal for solo travelers or couples, these cozy spaces offer convenience and a taste of local life.
  • Cottages: Charming and quaint, cottages provide a unique and picturesque experience in the heart of Oia.
  • Bed And Breakfast: Perfect for those seeking a more personal touch, these establishments offer warm hospitality and a delicious breakfast.**

Top attractions in and around Oia

Oia, Santorini is perfect for a romantic getaway filled with outdoor and cultural experiences. Explore stunning beaches, visit the iconic Oia Castle, and wander through the charming Oia village. This picturesque destination offers a blend of scenic beauty and rich culture, making it ideal for travelers seeking memorable experiences. Don't miss the breathtaking views and the chance to immerse yourself in the local atmosphere while enjoying all that Oia has to offer.

  • Oia Castle: A historic site that offers a romantic atmosphere and stunning views of the Aegean Sea. It’s the perfect spot to experience the rich culture of Oia while enjoying breathtaking sunsets.
  • Oia Blue Dome Church Viewpoint: This iconic landmark is known for its picturesque blue domes set against the whitewashed buildings. It embodies the local culture and provides a fantastic backdrop for memorable photos.
  • Santorini Caldera: A magnificent volcanic crater located about 4 miles from Oia, offering dramatic scenery and panoramic views of the island's landscape and the sparkling sea.

Things to do recommended for couples

Experience the romance of Oia, Santorini. Dine at Ammoudi's charming restaurant, then savor exquisite wines at Domaine Sigalas and Venetsanos Winery, both offering enchanting views and a perfect atmosphere for couples. Enjoy unforgettable moments together in this picturesque paradise.

Things to do recommended for families

Families visiting Oia can explore the stunning beaches, take a boat tour around the caldera, and enjoy a sunset picnic with breathtaking views. Kids will love the local markets and trying delicious Greek treats, while parents can relax in the charming atmosphere of this picturesque village.

Things to do recommended for groups

Groups visiting Oia can enjoy a scenic hike along the Fira to Oia Trail, indulge in a movie night at the Open Air Cinema Kamari, and experience local culture at the Odysseas Elytis Theatre—all perfect for creating unforgettable memories together.

*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 traveling with a group, family, or pets, or if you're planning an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Oia with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Oia with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Oia: For many, a family vacation wouldn't be the same without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oia: If you're searching for vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like 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 perfect for a romantic getaway or cultural exploration. Stroll through its charming old houses, enjoy breathtaking sea views, and relax at stunning beaches like Livadia Beach. This enchanting destination offers a unique blend of excursions and tranquility, making it an ideal spot for both adventure and relaxation. Experience the warm atmosphere and friendly locals as you uncover the beauty of Oia and its surroundings.

  • Santorini: Santorini is a stunning island city known for its dramatic cliffs and breathtaking sunsets. Located in the Aegean Sea, this iconic destination offers visitors a blend of rich culture, beautiful beaches, and outdoor adventures. Popular activities include exploring hiking trails that lead to spectacular viewpoints, enjoying the local beaches, and indulging in golf. Santorini's charming architecture and vibrant local markets create an inviting atmosphere for tourists looking to immerse themselves in Greek culture. Don’t miss the chance to see the famous caldera views and the picturesque villages that dot the island.
  • Amoudi Bay: Just 0.3 miles from Oia, Amoudi Bay is a charming coastal village that boasts stunning scenery and a laid-back atmosphere. Travelers flock to this picturesque spot to enjoy the captivating sunsets and indulge in sailing adventures. The bay is lined with delightful seafood tavernas where you can savor fresh catches of the day. Explore the local beach and visit historic sites nearby to enrich your experience. Amoudi Bay is perfect for those seeking relaxation and natural beauty, making it a must-visit destination during your Santorini trip.
  • Tholos: Located 0.4 miles from Oia, Tholos is a quaint village that offers an adventurous and romantic atmosphere. This hidden gem is perfect for outdoor enthusiasts, with access to excellent hiking trails and breathtaking lookout points. As you explore Tholos, you’ll encounter significant architecture and symbolic landmarks that tell the story of the area. The combination of stunning landscapes and tranquil surroundings makes Tholos an ideal spot for couples and adventure seekers alike, ensuring a memorable experience on your Santorini getaway.

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

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Introducing Vrbo's user-friendly Trip Board, where you can easily plan new adventures, pick up right where you left off, or manage your travel arrangements all in one place. You can now find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips. Enjoy seamless trip planning.

**Based on Vrbo properties bookings.

Views that will have you saying "Mamma mia!"

Nestled into the cliffside of Santorini's northwestern coast, this whitewashed village is postcard-perfect. Peeking out onto the Aegean Sea with expansive caldera views, the houses are built and carved into the rock of the cliff face, making for some incredibly unique Oia vacation rentals. Explore the entire village on foot, weaving in and out of cobblestoned streets, or rent a car or ATV for the day and explore the rest of the island. Oia is the perfect gateway to Santorini, and your travel crew will quickly understand just what Meryl Streep was singing about.

Any time can be wine time on the island of Santorini

Santorini's stunning weather means most of your time will likely be spent outside, enjoying Greece's famous blues and whites. But should the Aegean winds kick up, Oia and Santorini are host to a variety of art and history museums, dedicated to the culture of the island. Santorini also features a growing local wine scene, with both private and small group winery tours available. Cap off the day with a bottle of your own in your Oia vacation rental, and consider giving it all up for the island life.

V is for volcanoes, villages, vistas, and views

Oia's top activities involve the water, from boat trips to the caldera, complete with dolphin spottings, to a hike up the active volcano, offering a new perspective of the village. Walk down to the port of Ammoudi to admire the colorful fishing boats, and hitch a donkey ride back into town. Cap off the day with a sunset cruise around the caldera, paired with a bottle of locally made wine. Or, scrap it all in favor of renting a scooter to drive around the island, and explore the lesser-known villages.

"Summers in Santorini" just has a nice ring to it, right?

Santorini and Oia's peak season lasts all summer, from June through September, with July serving as the hottest and most crowded month of all. The shoulder seasons of March through June, and September through November are most ideal for visiting, thanks to smaller crowds and temperate weather. Winters are becoming increasingly more popular, with more hotels staying open each year to accomodate the growing number of off-peak visitors. But be warned, February is the island's coldest and windiest month, making some of the island's popular sites a bit more difficult to enjoy.

Rough and rugged coastlines meet hot and heavy sunsets

Oia's unique cliffside location offers some of the most famous sunsets in the world, as well as an expansive view of the caldera. This is a vast volcanic crater, filled with water and surrounded by hot springs, warmed naturally by the volcanic activity. There are a few beaches along the island's rocky coastline, some with black sand. The vast majority of the village's houses are carved into the stone of the cliff and painted white to reflect the sun, making a Oia vacation rental look like nowhere else in the world.

Traveling to and around Oia

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

Frequently asked questions

What is the most popular type of vacation rental accommodation in Oia?
Villas are the most popular type of vacation rental in Oia, according to our data. Even if you've got a different vision in mind, Vrbo has vacation homes in all shapes and sizes. Look over our options to find your ideal fit.
How much does it cost to rent a vacation rental in Oia?
A number of factors can influence what you'll pay for your vacation rental in Oia, like the length of stay, type of property and season. Still, all of our vacation homes have one thing in common — exceptional value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Oia?
Prices for beach houses in Oia differ depending on the size and style of the property and time of year you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to tailor your search results by ratings, amenities and more.
Are there pet-friendly vacation rentals in Oia?
Good news! Yes. You'll have a choice of 413 vacation rentals that allow pets in Oia. Plenty of our pet-friendly vacation rentals have an outdoor space for your furry pal to play in, doggie beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your place on Vrbo.
Can I rent a house with a pool in Oia?
Grab your swimming gear and goggles, because there are 185 houses with a private pool in Oia. Kick back at one of these terrific vacation rentals and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Oia?
When it comes to rental amenities that guests are on the lookout for in Oia, ski-in/ski-out facilities, a firepit and a lake view are the most popular. With Vrbo vacation rentals, you'll enjoy choices to suit your style and taste, whether you're vacationing with family members, friends or even pets.
Are there large group vacation rentals in Oia?
Pick from eight vacation homes in Oia that can host a group of 10 or more people. Whether you're planning time away with the family or a celebration like an anniversary, there's enough space to get your favorite people together under the same roof.
Are there vacation rentals in Oia that welcome kids?
Gather your whole family for a fun-filled adventure in Oia at one of our 391 family-friendly vacation rentals. Many of these stays offer amenities that are perfect for trips with youngsters, including laundry facilities, extra bedrooms and pools. Simply click on the "Properties good for families" filter box and choose your favorite.
Are there one-bedroom vacation rentals in Oia?
Oia has 198 one-bedroom rentals available. Often situated in desirable areas thanks to their smaller size, a one-bedroom rental is perfect if you're getting away with a friend or your partner. And with home comforts such as full kitchens and more privacy than a standard hotel, you'll be able to kick back while discovering this amazing destination.
Can I find two-bedroom vacation rentals in Oia?
Gather your nearest and dearest and relax in total privacy and comfort in one of the 132 two-bedroom vacation rentals Oia has to offer.
Are there vacation rentals with WiFi in Oia?
Oia has 167 vacation rentals with WiFi, so you'll be able to stay connected while you're traveling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to writing and sending emails, these Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in Oia?
You can choose from 362 Vrbo vacation rentals with air conditioning in Oia giving you that cool, cool breeze and extra comfort level. Simply enter your preferred travel dates and then use our handy filter tool to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Oia?
The minimum age can vary across properties on Vrbo, so double-check the rules of the vacation home in Oia you want to book. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Oia for?
The length of time you can book a vacation rental in Oia is down to the property. Just enter your preferred dates to look at a list of options offering extended stays. With a range of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find a perfect place to call your home away from home in Oia.
Does Vrbo offer discounts for vacation homes in Oia?
On Vrbo, we've got plenty of amazing bargains and discounts for Oia. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a short getaway or an extended escape, Vrbo has a variety of options for every budget and style.

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