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Vacation rentals in Oia

Vacation rentals in Oia

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Top-rated holiday rentals in Oia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Oia Home II in the heart of Oia!
SUPERHOSTEntire flat · 4 guests · 2 beds · 2 bathrooms
Oia Home II in the heart of Oia!

Oia Home II is a spacious and gorgeous house, comfortable to live in and beautiful to look at! Also renovated with respect to its history, Oia Home I is an OPEN SPACE apartment (there are no doors except for the bathrooms and kitchen), has a large living room,one double bedroom and a loft room with a semi - double sofa bed), a fully equipped kitchen and two shower bathrooms. It can accommodate families, couples and friends. Five steps take you to its beautiful balcony overlooking the volcano.

What guests are saying:

“Look no further - if you are looking to stay in Oia and be in the middle of the action and have a close proximity to everything Oia has to offer, stay here! The bed on the main level was amazing! We did not use the bed upstairs as it was only the 2 of us. I am hoping I can find the bed and purchase it for our home it was that great! The location is wonderful - you get to watch all the action below on the main pathway through Oia from the deck/balcony. It's a prime location to peacefully watch the sunrises and only about a 1 minute walk to the main sunset watching spot. If you walk further towards the windmill, you'll find some more spacious sunset watching locations which I would recommend. This location is also blocked from the wind so even on a super windy day, you don't have it too much and can enjoy sitting on the balcony. They have an amazing maid who comes and cleans the place daily and they update the towels and sheets every other day. You truly feel like you're getting the hotel experience, but with the luxuries of a home including a kitchen if you don't feel like eating every single meal out. The kitchen had all the cooking basics which was great for us as we ate breakfast here each morning and cooked a few lunches which we then ate on the balcony. Kyriakos, the owner of the cave house, stopped by on our 2nd day and helped us plan out the remainder of our trip which was super helpful as we didn't plan anything ahead of time. I truly can't say enough amazing things about this location! We will most certainly return and will stay again at this cave house!”

Unique Architecture Cave House
SUPERHOSTCycladic house · 4 guests · 2 beds · 1 bathroom
Unique Architecture Cave House

This spacious, unparalleled cave house, hanging on the cliffs of the caldera in the center of Oia, is part of a traditional complex of cave houses, owned & renovated by a family of architects.

What guests are saying:

“Words can not describe how special Laskarina made us feel for our anniversary. From start to finish she has been the greatest host we could ever ask for on our 5th year anniversary. Her place is phenomenal and location is exquisite. She went above and beyond to make our stay the best while we were in Santorini. If you are trying to make a lasting impression or just want to visit Santorini then look no further Laskarina’s place is for you. It was worth the stay. Thank me later.”

Terracotta Cave House (2)
SUPERHOSTCycladic house · 4 guests · 3 beds · 1 bathroom
Terracotta Cave House (2)

Step in a real life Santorini postcard while staying in this unique traditional cave house that offers an unobstructed and captivating caldera view! You can spot the cave house on most of the photos of Oia, due to its distinctive terracotta colour!

What guests are saying:

“Since our stay was impacted by the travel ban and closures being put into place during our stay, I can truly speak to the outstanding nature of our hosts. Our hosts not only provided current up to date info in regards to the Coronavirus closures they also provided reassurance and helped us to navigate these unprecedented ever changing times. Thanks to their help we were still able to enjoy the local food as takeout on our picturesque balcony and tour the beautiful sights. We were still able to enjoy ourselves despite the growing fear and uncertainty related to these bans. The cave house was wonderful in every way! Everything was super clean and the porter did an amazing job with our super early check out that was not originally planned for. I pray for the people of Santorini to stay safe! I hope to return again in better times, and will stay here again for sure!”

Holiday rentals for every style

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Popular amenities for Oia holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Oia

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View
SUPERHOSTCave
Lava Cave suite 1BR/Private Plunge Pool+Panoramic View
Price:$ 691 SGD / night
Melitini Studio with Plunge Pool - Oia Spirit
SUPERHOSTEntire guest house
Melitini Studio with Plunge Pool - Oia Spirit
Price:$ 494 SGD / night
Divine View Collection
SUPERHOSTEntire house
Divine View Collection
Price:$ 265 SGD / night
The 'Top Caldera view' villa in Oia
SUPERHOSTEntire villa
The 'Top Caldera view' villa in Oia
Price:$ 546 SGD / night
Sunset Views From Sideras House in Oia Center
PLUSCycladic house
Sunset Views From Sideras House in Oia Center
Price:$ 260 SGD / night
Artia Mansion
SUPERHOSTCave
Artia Mansion
Price:$ 371 SGD / night
Blu Bianco Cave House by Blu Bianco Vacation Renta
SUPERHOSTHotel room
Blu Bianco Cave House by Blu Bianco Vacation Renta
Price:$ 203 SGD / night
Private house in the Heart Of Oia
SUPERHOSTEntire house
Private house in the Heart Of Oia
Price:$ 150 SGD / night
Aqua loft  cave  house caldera view, hot plunge
SUPERHOSTCycladic house
Aqua loft cave house caldera view, hot plunge
Price:$ 522 SGD / night
CASA SOFIA-VOLCANO VIEW
SUPERHOSTEntire house
CASA SOFIA-VOLCANO VIEW
Price:$ 211 SGD / night
Oia -Studio caldera view from bedroom
SUPERHOSTEntire guest suite
Oia -Studio caldera view from bedroom
Price:$ 135 SGD / night
Aspa Suites, Traditional studio with caldera view!
SUPERHOSTCave
Aspa Suites, Traditional studio with caldera view!
Price:$ 293 SGD / night
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