Vacation Rentals & Villas in Tholos

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337 Houses

M&B Luxury House

Tholos cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$124

Great rentals within 20 miles that match your search

Blanca Luxury Villa

Megalochori villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$493

Elea Casa with hot tub in Oia

Oia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$617

ZuziM Villa

Imerovigli villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

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Price per night from

$740

Floras House Santorini Pyrgos

Pyrgos house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$308

PRIVATE -SEA FRONT VILLA WITH POOL by Santorini Fira beach!

Karterádhos villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 16 minutes

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$863

"Sea" luxurious sea front villa with large private pool !

Karterádhos villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 16 minutes

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$495

Hemera Holiday Home Villa on Santorini

Akrotiri villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$555

One-Bedroom Apartment with Vineyard & Sea View

Pyrgos house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 10 minutes

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Price per night from

$210

Sienna Resort Premium Villa with private pool

Fira villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$432

Mardanza Dome House

Imerovigli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$469

Aqua & Terra cave house sea view hot plunge pool

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$678

Luxurious Villa, Private Pool, Aegean Sea View

Vourvoulos villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$370

Windmill Villas - Master Blue Windmill

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$407

Ananda Retreat Villa M private pool sunset view

Pyrgos villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$617

Ananda Retreat Villa T private pool sunset view

Pyrgos villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$617

Windmill Villas-Lilac

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

“A Wonderful Relaxing Experience at the "Lilac" Windmill” My wife, 3 daughters (11,12 &14) and I stayed at the Lilac windmill for a week at the end of July 2010. The welcome, quality of accommodation and attention to detail, not to forget our welcome meal from Nikos all lived up-to and extended our expectation. A truly relaxing experience enjoyed by us all in a wonderful location on Santorini.

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$358

“Santorini Sensation @ Grand Canava” Lost in the captivating whites of the island, Grand Canava offered an unforgettable stay, we awoke on the beautiful scenery overlooking the volcano with the delicious aromas of traditional greek home-made breakfast and enjoyed the warm welcome of our lovely host Roxanne and her team. She made sure to make us feel right at home, this made saying our goodbyes a little harder. Grand Canava was equipped with all amenities necessary, the rooms have a lovely traditional feel, some cycladic and some rustic chic, each had their own character and flavor to them. The staff made sure they did their very best to accommodate our needs and provide us with the support to book our leisure activities and reserve in best dinner spots. A definite unforgettable stay, that we will repeat in the near future.

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$2,465

Windmill Villas-Green

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$358

Azalea Houses Suite - Finikia Traditional Houses

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$247

Azalea Houses Cave - Finikia Traditional Houses

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$345

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,972

SantoriniParadise: HELIOS cave house, amazing sunset view

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Magical Love” The host gave us access to the rooftop to celebrate my parents 40th anniversary with a surprise of the renewal of their vows. We decorated the space with green wreath and roses that the Host helped us with. The rate was perfect. If you need anything she can provide. The sunset was a spectacular one and we were extremely happy with the ceremony. We thank you Maria for making this happen -- THANK YOU SO MUCH!!

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$265

“On The Rocks - The Two Rocks”, Luxury Villa

Ios villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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$1,171

6 Bedroom house with 2 pools and stunning views

Firostefani b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$2,157

“perfect.” location was perfect, view was breathtaking, decor was colorful and interesting. comfortable bed. quiet area of oia. this place is even more beautiful than the photos. i can't imagine a better experience

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$235

“Paradise of the paradise!” The stay in this apt was a great experience. The staff was really nice and came by everyday for laundry. The view from the balcony was perfect for the sunset in Oia. The location was 5 min walk from the Duomo plaza but very quite and cozy. The decoration in the house was beautiful and very comfortable. My friends and I love it very much!

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$210

Eos Santorini villa with private pool

Imerovigli villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 16

“Excellent place and great hosts” A very nice place to stay and great view of the Airport side of Santorini. The breakfast was located at the main hotel around 5 minutes away but was good food. The owners were very helpful with any questions about things to do. We would definately come again.

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$1,642

SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Living in a cloud” How can I express the wonderful feeling I had when I arrived to the home. We were received by Maria who has a heart of gold. She delivered and gave beyond what she had. We sat perched on the edge of a cliff overlooking the island and Fira dripping from the edge in white. As Maria went through all the best the island had to offer. The home was clean and beautifully decorated. It was a home that made you feel not only on vacation but also embodied the culture and style of Greece. You felt loved and at peace. You can be in that home to relax but in my case, I was surprising my parents with renewal of their vows so I was in close contact with Maria. I honestly did not expect the help she offered, and it was a lot. Making several calls and running around helping us with the details of a wedding. The catering, the flowers, the space. It was a full job for her. She seemed to do it all. Every morning our space was clean and we had fresh towels. If there was a request she was a phone call away. We had hotel amenities. Which is rare for a home rental to have. Over all - A spectacular home, amazing Service, Memorable time. We would go back again and can't wait to see Maria, this time to spend time with-- We highly recommend you go visit the black beach. If you have a concern ask Maria she is a wealth of knowledge. Do rent a car its easy to park and cheap to rent if you plan to check out the j

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$272

360 Santorini

Imerovigli villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,712

Maganari Moments 2 (Relaxing Beach Holidays)

Manganari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$93

Santorini Apartments For Rent - Extra Large Size

Pyrgos house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$28

Santorini Apartments For Rent - Medium size

Pyrgos house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$21

Absolute peace in a beautiful setting

Oia villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$161

Windmill Villas-Master Blue

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$395

White Cave Private Villa

Pyrgos villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$740

Villa Athena with 2 (two) Private Jacuzzi's Santorini

Akrotiri villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$274

Villa Ios Blue, luxurious, waterfront, sunsets

Ios villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$370

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