Oia Short-Term Rentals from S$245: Search Holiday Rentals

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

Thetis Cave Houses : This highly rated holiday home rental in Oia is located near the beach, and has a terrace, a private garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a stovetop, an electric kettle and kitchenware.

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Holiday Rentals in Oia

"This property so beautiful. From the moment we arrived, we were in awe of the beautiful views. The management and staff were exceptional. They were so welcoming and helpful."

"Overall great experience staying at the villa! Staff was very helpful and kind throughout our stay. The hot tub was the best part for me! Enjoyed watching the sun set. Would stay here again in the future "

includes taxes & fees

26 Jan - 27 Jan

Outdoor pool, pool umbrellas, pool loungers

"Parking was difficult"

"Lovely apt in a perfect location. Antonia is a great host! Thank you!"

"My family and I loved our stay here. Absolutely perfect location for breathtaking views slightly away from the bustle of Oia. 15 min walk to Oia. Across the street from city bus stop to Fira. Room was super clean. Delicious breakfast delivered to our terrace every morning. Pool was large and refreshing. Friendly and helpful staff. Walking distance to restaurants and grocery store. Highly recommended!!!"

"Room was great. Quiet location. Breakfast brought to the terrace each day. "

"Where do we start. I would recommend full heartedly anyone who is traveling to Santorini to stay at this property. Aside from the spectacular view, the service was exceptional. Especially our guide Mr. Chrisovalandis. Our flight got delayed, however Chris offered us an extended stay due to this which was extremely kind and helpful to us. We were given the options to book transportation, activities, etc through them as well. The cleanliness of the stay, the pool, the room, etc made the perfect...

"It was really excellent, excellent location, super clean and nice, the host was amazing friemdly and helpful. I will go back!!"

includes taxes & fees

27 Jan - 28 Jan

"Very nice. The property management was very helpful and informative."

"Excellent communication, special cave house, Johnny was helpful in Oia, our driver was excellent "

"We book the Helios house, it was actually quite cozy inside and a very interesting interior layout design, Maria the person we were in contact with was very friendly and very responsive to requests and made a lot of things easy during our stay. Also a shoutout to one of the staff John for carrying our luggage in the literal pitch darkness."

includes taxes & fees

2 Feb - 3 Feb

"Highly recommend! The house was clean, the view was fabulous, and location was great. We were welcomed with a bottle of wine and the breakfast provided was generous. Beds were comfortable. I only wish there had been a light blanket, as the nights were cool and we would’ve loved to have still sat outside on the balcony. The hot tub was a great addition, though the temp was not hot enough to enjoy it at night. We loved our stay."

"where do I start? this place is absolute perfection for a magical holiday in Santorini. it is better than advertised the photos don't do it justice. I started every morning on the terrace ended each evening on the terrace. the views are breathtaking those built in lounges were so comfortable. there was so much room inside for us for our two grown kids. loved the two floors the separation. the breakfast served each day was amazing. and I cannot say enough about the concierge who helped...

"It was a beautiful place with an amazing view. Room service was great and we had a lot of fun. Can’t wait to visit the same place again! Thank you so much keep up the good work!!"

includes taxes & fees

19 Jan - 20 Jan

"We liked the view from the suite and the breakfast every morning. We did not like the fly and ant problems. Also we had intermittent power outages throughout the stay."

"Dimitri & Maria are lovely people, very nice and quiet area. Would definitely recommend this place"

"Great location and wonderful host"

"Great service and kept clean."

Premium bedding, iron/ironing board, free WiFi, bed sheets

"This properties not as the same like what it show on pictures. The room are only fit one full bed next to open bathtub absolutely whiles sleep next to bedtub, very noise next to street. Tiny litter toilet next with door. But views was amazing. "

includes taxes & fees

23 Jan - 24 Jan

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"Loved stay. Thanks to Ms Nada Mohammed, Ms. Anna and C Mr. Christian. Wonderful experience "

includes taxes & fees

2 Feb - 3 Feb

Premium bedding, pillow-top beds, in-room safe, individually decorated

"This is one of the greatest properties I have ever stayed in, the staff is friendly and helpful and the room is spacious and something out of this world, I highly recommend ."

"Great"

includes taxes & fees

21 Jan - 22 Jan

Recent reviews of Oia properties

5/5 Excellent

"Great"

A verified traveller stayed at Alexander's Suites

Posted 10 days ago

5/5 Excellent

Dream vacation!

"Dream come true. Beautiful location right by the bus stand. Very central and has an excellent caldera view. Five minutes walk to the blue domes. Around 10 minutes walk to the old castle. Can actually view the sunset from below rather than going all the way to the castle. Excellent staff. Breakfast is limited but of very good quality. We went in the winter when everything was pretty much closed. Hungry donkey and Lotza are the only food restaurants open, both are very decent quality. There is also a bakery, which is open from 6 AM to 6 PM. Finally, there is a general store behind the bus stand, which is open from 9 AM to 9 PM. Room service is excellent and done without you even noticing. Hot tub has an excellent view of the Caldera and the sea. Overall, we are very glad which was this hotel."

A verified traveller stayed at Kaleidoscope Cave Houses Oia

Posted 2 weeks ago

5/5 Excellent

"The villa is perfectly positioned in an amazing location to view the sunsets and the sunrises from the patio chairs without the crowds. Even the views from the windows of the landscape and the sea are breath taking. The “cave” we stayed in was very spacious and well appointed. We relaxed with some Netflix before sleep. Easily accommodates 4 persons but we were 2. A fantastic kitchen with everything needed to cook but we are out at the recommended restaurants which were delicious. The staff were exceptionally helpful. It is best to use their advice, transfers to and from the airport, and their tours for the best pricing and the safest rides. Elvis and Yannis were lifesavers and made our stay enjoyable and memorable. They work very hard and expertly to give you the best experience. "

A verified traveller stayed at Villa Ariadni

Posted 2 weeks ago

Katikies Santorini - The Leading Hotels Of The World

5/5 Excellent

"This hotel exceeded all our expectations! Our suite was tastefully decorated and exceptionally comfortable, with a breathtaking view that made each morning unforgettable. The breakfast spread was outstanding, offering a variety of fresh, delicious options to start the day right. The staff were incredibly welcoming and attentive, always ready to help with a smile. Every detail was thoughtfully designed to make guests feel special. I highly recommend this hotel to anyone looking for a luxurious, memorable experience with top-notch service. Can’t wait to return!"

A verified traveller stayed at Katikies Santorini - The Leading Hotels Of The World

Posted 2 months ago

5/5 Excellent

A true dream vacation

"We had a wonderful time, a true dream vacation staying here (Honeymoon for me). Staff are very friendly and kind they treated us like family. The service was superb I highly recommend this place. There is an amazing restaurant in the hotel and other restaurants are only a few minutes walk. Actually everything is a few minutes away, shops, restaurants, historic buildings and great views. The hotel was the perfect place to get to see the breathtaking sunset and it has a panoramic view of the sea. We were in the sunset honeymoon suite and we had a very private patio and a 2nd floor with tanning/beach chairs which is semi-private, people can see you in certain angles ( you are top of the roof). The hotel is more private than other hotels that we saw which is one of the main reasons we love it here. I will come here again! "

A verified traveller stayed at Fanari Villas Santorini

Posted 2 months ago

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Frequently asked questions

Are there holiday rentals in Oia?

Yes, there are holiday rentals in Oia close to Tramonto ad Oia, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and churches in Oia.

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

Thetis Cave Houses: This highly rated holiday home rental in Oia is located near the beach, and has a terrace, a private garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a stovetop, an electric kettle and kitchenware.

How many holiday rentals are there in Oia?

With 130 Expedia holiday rentals, you're guaranteed 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 Amoudi Bay and Santorini Caldera are a couple of great spots to enjoy the outdoors. While here, Oia Blue Dome Church Viewpoint and Oia Castle are other places worth a visit.

What’s a holiday rental in Oia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oia. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.

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Oia Holiday Rentals

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Holiday Rentals in Oia

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Alafouzou Cave Loft

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Other types of properties in Oia you may be interested in

Ducato di Oia - Adults Only

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Caldera Premium Villas - Adults Only

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Alexander's Suites

Alexander's Suites

Recent reviews of Oia properties

Recent reviews of Oia properties

Alexander's Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions