Discover a selection of 1,500 vacation rentals in Oia that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $142 per night, and villas and houses are popular options for a stay in Oia. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Oia
Destination guide

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.

Things to do

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.

Natural features

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.

How to get there

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.

What are the top vacation rentals in or near Oia?

The heart wants what the heart wants, and right now it's craving a vacation. It's time to pack your suitcase and escape to one of these top vacation rentals in or near Oia:

  • Around 1 mile from the center of Oia, you'll love staying at "Cycladic Apartment With Jacuzzi". It has 1 bedroom and a host of amenities including an electric kettle and a hair dryer.
  • Alternatively, make a booking at "Elegant Santorini Villa | Villa Ioulia | Private Pool | Air Conditioning | 3 Bedrooms | Oia". Located around 1 mile from the heart of Oia, it has 3 bedrooms and comes with coffee and tea making facilities and internet services.

For even more great options, use the search bar at the top of the page to find the perfect Oia vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Oia?

If you're longing to relax and completely switch off for a day or two, you'll find a range of fabulous weekend getaways in and around Oia. Revive your spirit at one of these popular options:

  • Around 1 mile to the southwest of Oia, "Villa Rosaviglia Oia With Hot Tub" has all you need for a quick weekend break, including towels and free WiFi. When it's time to head out and explore, there are plenty of outdoor attractions to visit like Fykió and Tzamaria Beach.
  • "Welcome To Andora Villas" is also ideal for a whirlwind getaway. Approximately 1 mile to the southeast of Oia, this vacation rental comes with amenities like cable/satellite TV services and towels. Thirasia and Dialiskári should be on your sightseeing list if you stay here.

Can I find studio apartments for rent in and around Oia?

Take in the vibe and culture of Oia from the comfort of a studio apartment. Whether you're planning to escape on your own or have a good time with friends, you'll find the perfect studio apartment in or near Oia:

  • Explore your surroundings and then sleep soundly at "Cycladic Apartment With Jacuzzi". This vacation rental is a popular base for seeing the sights and features amenities including a water view and WiFi.
  • Another excellent choice is "Villa Rosaviglia Oia With Hot Tub". Take advantage of a TV, free WiFi and other conveniences during your vacation.

There are lots of highlights around Oia to put on your to-do list. Satisfy your inner culture fan with a visit to Art Space Santorini and Mnemossyne Gallery.

Can I find short term rentals in or near Oia?

Just because you only have a handful of days to spare doesn't mean you need to spend it in a boring hotel room. Go on vacation but still have the comforts of home at one of these short-term rentals in or around Oia:

  • Close to the center of Oia, "Bluedome Cavehouse - Luxury 2 Bedroom Villa With Outdoor Hot Tub" is ideal for a whirlwind break. While you're about, take a look at top attractions like Red Beach and Museum of Prehistoric Thira.
  • Eat, sleep and discover your surroundings from "Private Luxury Villa With Amazing Sea View And Sunset", another popular option. Archaeological Museum of Thera and Santorini Caldera should be on your must-do list when it's time to see the sights.

What are the best romantic weekend getaways in or near Oia?

Nothing says "I love you" quite like a romantic weekend escape. If you're eager to spend a couple of relaxing evenings away with your significant other, we've got some romantic getaways in and around Oia that will whisk you off your feet:

  • Sneak away on Friday afternoon for a few passionate nights at "Cycladic Apartment With Jacuzzi". Approximately 1 mile from Oia, it comes with plenty of nice touches, like winery tours and air conditioning.
  • Alternatively, spend your mini break sipping on bubbly and canoodling at "Elegant Santorini Villa | Villa Ioulia | Private Pool | Air Conditioning | 3 Bedrooms | Oia", around 1 mile from Oia. A balcony and shopping facilities will help set the scene for romance.

What are the best large group vacation rentals in or near Oia?

Take a look at these large group vacation rentals in or near Oia and forget about leaving anyone off your guest list:

  • Providing space, comfort and privacy, you'll get your guests' seal of approval at "Private Luxury Villa With Amazing Sea View And Sunset". Up to 12 people can stay at this property which has 7 bedrooms, a kitchen and a swimming pool. This group getaway is around 1 mile to the southeast of Oia.
  • Nothing is more important than spending time with the people you love, and "Unique 1868 Winery Canava - Caldera View" is the perfect place to do that. Located around 1 mile to the southwest of Oia, as many as 12 guests can stay in this vacation rental which has 6 bedrooms. An ocean view and a kitchen are among the various amenities on offer here.

What are the best houses for rent with a pool in or near Oia?

Nothing says fun times like a pool does. Grab your flamingo floatie and check out these rental houses in or near Oia that come with this vacation must-have:

  • Welcome to "Sweet L Cave House For Maximum 5 People In Great Location With Breathtaking View", where your top priority will be hanging out by the pool. Amenities such as cable/satellite TV services and coffee and tea making facilities help make this retreat a favorite with guests.
  • "Cave House Amazing View With Jacuzzi" is the sort of place you go to get away from it all and make the most of your surroundings, starting with its glorious pool. On-site watersports and free toiletries are also on hand to make your stay a memorable one.

Curious what the weather's like in Oia? It has a mediterranean climate, with average temperatures in summer ranging from 75 ºF to 75 ºF. If you're chasing more inspiration on where to stay in this amazing destination, use the search bar at the top of the page and adjust the filters to browse through our entire range of Oia vacation rentals.

What are the best large family vacation rentals in or near Oia?

Nana and Pawpaw, Great-Aunt Jean ... You can put them on your invitation list when you opt for a large family vacation rental in or near Oia. Get all your favorite people together at one of these spacious retreats:

  • Make your visit an unforgettable one at "Private Luxury Villa With Amazing Sea View And Sunset". This escape has 7 bedrooms, sleeps up to 12 guests and features many useful amenities, including coffee and tea making facilities and cable/satellite TV services. You'll find it around 1 mile southeast of Oia.
  • Also check out "My Rental Homes - Casa Daphne, Located On The Highest Point Of Oia". It's about 1 mile south of Oia, has 3 bedrooms and accommodates up to 8 guests. Useful amenities here include a TV and a dishwasher.

If you want to visit some family-friendly attractions close by, Open Air Cinema Kamari promises a great day out for young and old.

What are the best large houses to rent with indoor pools in or near Oia?

Go for a dip anytime you please when you book one of our large rental houses with an indoor pool. Pack your swimsuit and consider these properties in or near Oia that come with this premium touch:

  • With 3 bedrooms that can fit up to 7 guests, "Sunset Terrace Cave Houses" is the perfect place to take time out with your nearest and dearest. Make use of this getaway's range of amenities, including a swimming pool and a kitchen.
  • Another attractive property is "King Albus Luxury Villa With Private Pools And Sunset View". With 4 bedrooms sleeping up to 8 people, you can invite the whole crew to hang out and swim. A swimming pool and a kitchen are other amenities on offer here.

If you'd like to see even more options, use the search bar at the top of the page and adjust the filters to find the Oia vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Oia?

There sure are. There are plenty of one-bedroom vacation rentals in or near Oia. If you don't require much space, one of these popular properties is sure to tick your boxes:

  • Take a peek at "Cycladic Apartment With Jacuzzi", a great centrally located one-bedroom property. A nearby waterfront and a water view are available to guests here.
  • Also within easy reach of the center of Oia, "Villa Rosaviglia Oia With Hot Tub" is another popular one-bedroom option. After a big day of exploring, come home and take advantage of a kitchen and an oven.