Oia Vacation Rentals from $64: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Oia has to offer?

Luxus VIP Suites : This Oia vacation home rental has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Another good choice for your trip to Oia is Twin Cave House - Oia .

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In two weeks

In two months

In three months

In four months

Our top choices for Oia vacation rentals

Panoramic Suite, Hot Tub, Sea View | Terrace/patio

Santo Blue Horizon - The Blue Domes View

Santorini

$228 nightly

May 11 - May 12

Total with taxes and fees

Luxury Villa, 3 Bedrooms, Private Pool, Sea View | Private pool

Pink Freud Villas Santorini

Santorini

Angelito

$423 nightly

May 24 - May 25

Total with taxes and fees

ANEMOESSA VILLA

Santorini

$108 nightly

Apr 26 - Apr 27

Total with taxes and fees

Deluxe Villa | 1 bedroom, premium bedding, in-room safe, blackout drapes

Aetheria Villas

Santorini

$105 nightly

Apr 26 - Apr 27

Total with taxes and fees

Phaos at Saint John Villas with private heated pool

Santorini

"The villa was absolutely perfect and could not have wished for a better place to stay! The amazing pool, the wonderful interior, the stunning views of the sunset in the evening, the tranquility away from the busy crowds and the ideal location being a very short walk into the centre of Oia. And then there is Tassos, who is the most amazing host/owner you could wish for. He goes above & beyond to make sure you have a truly unforgettable stay. Also his knowledge of the best restaurants to eat (and...

Andrew Robert

$183 nightly

Apr 26 - Apr 27

Total with taxes and fees

Sophia Finikia Villas

Santorini

Patricia

$250 nightly

May 9 - May 10

Total with taxes and fees

Outdoor pool, pool umbrellas, sun loungers

Villa Santorini 520

Santorini

Jenna

$509 nightly

May 20 - May 21

Total with taxes and fees

Honeymoon Suite, 2 Bedrooms, Sea View | 2 bedrooms, premium bedding, memory foam beds, in-room safe

Èther suites

Santorini

$525 nightly

Apr 27 - Apr 28

Total with taxes and fees

Volcanic Arc Suites

Santorini

Carlos

$87 nightly

Apr 29 - Apr 30

Total with taxes and fees

Studio (Thetis Cave Studio) | Balcony view

Thetis Cave Houses

Santorini

"The rooftop views were amazing. Be careful of slippery floors in bathroom! The cave room experience was really cool, but be prepared that the Wi-Fi is unstable at times.. The host was responsive to my questions and his recommendations were great! The location of our room was minutes away from shopping and great restaurants. Our rooftop view had the best view of caldera.. our group was for 4. Be sure you are aware the the second bedroom is accessed by going up a ladder! May not be suitable...

MARICAR

$132 nightly

Apr 30 - May 1

Total with taxes and fees

Villa (Stellar Sun Suite) | Private spa tub

Blue Art Caves

Oia

Suresh

$241 nightly

Apr 26 - Apr 27

Total with taxes and fees

Traditional Villa, 2 Bedrooms, Private Plunge Pool, Caldera View | 2 bedrooms, in-room safe, blackout drapes, soundproofing

Lathouri Cave

Santorini

Niala

$252 nightly

Apr 29 - Apr 30

Total with taxes and fees

White Cave Villa by Caldera Houses

Santorini

Anonymous traveler

$219 nightly

May 22 - May 23

Total with taxes and fees

TRADITIONAL CAVE in the heart of old OIA

Santorini

CURTIS D.

$286 nightly

Apr 26 - Apr 27

Total with taxes and fees

Oia Mansion

Santorini

Melissa

$544 nightly

Apr 26 - Apr 27

Total with taxes and fees

Superior Cave Room with Indoor Plunge Pool & Caldera View | View from room

Sophia Oia View

Santorini

Dayna

$274 nightly

May 7 - May 8

Total with taxes and fees

Annouso Villa by Caldera Houses

Santorini

Jonathan

$325 nightly

Apr 26 - Apr 27

Total with taxes and fees

Ambassador Villa, Private Pool | Exterior

Armeni Luxury Villas

Santorini

amanda

$301 nightly

Apr 26 - Apr 27

Total with taxes and fees

Luxury House, 1 Bedroom, Hot Tub, Ocean View | View from room

Caldera's Dream Cave House with hot tub

Santorini

"It was amazing to stay here, it was a wonderful experience, it has a view like no other, the attention of the host was incredible, she gave us very good recommendations, the cave has everything you could need, you can even cook, I loved that they had many pillows hahaha and the jacuzzi was great! You have many things near the cave, such as restaurants, shops, mini market, as well as where the tours are taken. From where you leave the car or transport, you must walk for about five minutes through...

Ricardo

$337 nightly

Apr 29 - Apr 30

Total with taxes and fees

Ode Villa

Santorini

Talia

$219 nightly

May 9 - May 10

Total with taxes and fees

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Top Oia Hotel Reviews

You and Me Suites Oia

10/10 Excellent

"Unbelievable views. 1 min walk to castle for sunset watching. Amazing breakfast in your room. Staff very attentive, even come get your bags as you can’t drive up to hotel. Perfect weekend. Thank you."

White Pearl Villas

10/10 Excellent

"I had an exceptional stay that exceeded nearly every expectation. From the moment I arrived, the staff made me feel genuinely welcome—warm, attentive, and always ready to help without being intrusive. Check-in was smooth and efficient, setting the tone for a stress-free visit. The room itself was spotless, thoughtfully designed, and incredibly comfortable. The bed felt like it had been engineered for perfect sleep, and I appreciated the small details—plush towels, quality toiletries, and a quiet atmosphere that made it easy to unwind. Housekeeping maintained everything to a high standard throughout my stay. The amenities were equally impressive. Whether it was the well-equipped fitness center, the relaxing common areas, or the on-site dining options, everything felt polished and well cared for. Speaking of dining, the food was excellent—fresh, flavorful, and served with care. Location-wise, the hotel couldn’t have been more convenient, with easy access to nearby attractions, dining, and transportation. It struck the perfect balance between being centrally located and still offering a peaceful retreat. What stood out most, though, was the consistency. Every interaction, every service, every detail reflected a commitment to quality. It’s clear that this hotel takes pride in creating a memorable guest experience. I would absolutely stay here again and highly recommend it to anyone looking for comfort, convenience, and top-tier service."

Just Blue

2/10 Terrible

"The ONLY positive thing about this property was its phenomenal location and that is where the positives end and the negatives begin. For starters, the property did not pay their cable bill and as a result there was no TV in our room. No big deal because we can live without TV on vacation. In fairness, the manager responded quickly and tried to “fix” a “cable” problem, but we already knew what the problem was and it wasn’t a wire, it was non-payment!!! He said it would be fixed the next day and that never happened. The real issue though was that the property blew a fuse and there was NO electricity for 12 hours and the property manager was nowhere to be found. When he did respond, instead of owning up to it, the host said the entire village was without power, which was a bold-faced LIE as ALL of Oia was LIT UP! The reality is that it was only his 4 or 5 units and within 30 seconds of the maintenance crew showing up 12 hours later, the electricity was back on!!! That is not a village problem, that is a JUST BLUE problem. We can handle no TV. We can handle a fuse blowing, but we can't handle the unresponsiveness to our requests to fix it. The worst part though is that they LIED to hide the truth AND that is unacceptable. NOBODY should have to pay their hard earned money for an accommodation that has NO POWER for half a day!!!!!! WHAT A DISAPPOINTMENT!!! I DO NOT RECOMMEND THIS PROPERTY!!!! "

Find out more about Oia

Everything you need to know about Oia vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oia. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $64 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oia rentals

At Expedia, we put the best Oia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oia vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Oia?

Yes, we have vacation rentals in Oia near Tramonto ad Oia, or you can go with a more remote option if you're looking for extra privacy while you relax. Visitors like the scenic seaside and churches in Oia.

What are some of the best vacation rentals that Oia has to offer?

Luxus VIP Suites: This Oia vacation home rental has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Another good choice for your trip to Oia is Twin Cave House - Oia.

How many vacation rentals are there in Oia?

With 123 Expedia vacation rentals, you're sure to find just the right place for your Oia stay.

What’s there to see and do in Oia?

Family-friendly attractions include Tramonto ad Oia and Maritime Museum, whereas Santorini Caldera and Amoudi Bay are a couple of great spots to enjoy the outdoors. While here, Oia Blue Dome Church Viewpoint and Castle of Oia are other places worth a visit.

What’s a vacation rental in Oia like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Oia. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.

Oia Vacation Rentals

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Check prices for these dates

Our top choices for Oia vacation rentals

Santo Blue Horizon - The Blue Domes View

Pink Freud Villas Santorini

ANEMOESSA VILLA

Aetheria Villas

Phaos at Saint John Villas with private heated pool

Sophia Finikia Villas

Villa Santorini 520

Èther suites

Volcanic Arc Suites

Thetis Cave Houses

Blue Art Caves

Lathouri Cave

White Cave Villa by Caldera Houses

TRADITIONAL CAVE in the heart of old OIA

Oia Mansion

Sophia Oia View

Annouso Villa by Caldera Houses

Armeni Luxury Villas

Caldera's Dream Cave House with hot tub

Ode Villa

Find vacation rentals that suit your style

Top Oia Hotel Reviews

You and Me Suites Oia

Find out more about Oia

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