Vacation Rentals & Villas in Tholos

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548 Houses

M&B Luxury House

Tholos cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$125

Great rentals within 20 miles that match your search

Sunhaus

Perissa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$150

The Diamond Rock Venue - Weddings

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$1,432

La Maltese Master Villa with plunge pool

Imerovigli villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$2,471

Luna Santorini Suites

Pyrgos villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$498

ΤΟΥΡΙΣΤΙΚΗ ΕΠΙΠΛΟΜΕΝΗ ΚΑΤΟΙΚΙΑ

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$212

villa Aelia Santorini

Mesaria villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$312

ZuziM Villa

Imerovigli villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

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$747

Floras House Santorini Pyrgos

Pyrgos house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$312

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

Karterádhos villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$499

Hemera Holiday Home Villa on Santorini

Akrotiri villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$626

Helianthus Suites/Superior Caldera Cave

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$747

Helianthus Suites/Premium Caldera Cave

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$346

One-Bedroom Apartment with Vineyard & Sea View

Pyrgos house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 11 minutes

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$212

Santorini Flower covered nice Apartment

Megalochori apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 40 minutes

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$187

Moonstone Apartment

Fira cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$772

traditional house

Emporio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$81

Sienna Resort Premium Villa with private pool

Fira villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$436

Mardanza Dome House

Imerovigli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$473

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

$685

Erossea Villa / Suites level on Caldera

Imerovigli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$996

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

Akrotiri villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$286

Maganari moments 3 Two bedroom house

Manganari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$249

Ananda Retreat Villa M private pool sunset view

Pyrgos villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$623

VILLA AEGEON GRANDE

Megalochori villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$436

Newest Luxury Villa in Santorni

Pyrgos villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$621

Windmill Villas-Green

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$361

Azalea Houses Suite - Finikia Traditional Houses

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$249

Azalea Houses Cave - Finikia Traditional Houses

Oia cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$349

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,992

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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$268

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

Ios villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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$1,183

6 Bedroom house with 2 pools and stunning views

Firostefani b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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$2,178

“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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$237

“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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$212

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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$1,658

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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$274

Luxury villa in Imerovigli

Imerovigli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Elegance is in the simplicity” Located in the heart of Immerovigli, Malteza House is your charming home away from home. With its private walled garden, this self-contained villa comes complete with your very own splash pool and breathtaking views of sunrises and sunsets from anyone of two rooftop terraces. Vivi and Johan provide all the comforts of home. This simple, yet elegant 3 bedroom/3 bath villa comes complete with a welcoming gift basket, a music and video library, internet connection, fresh linens, beach towels, and a fully equipped kitchen to create quiet dinners at home, or for entertaining. Set just off of Malteza Square, there are no steps to navigate, as is often the case with accommodations located on the caldera side of Santorini. Parking is available on the street near the square and there is plenty of public parking nearby. If Immerovigli is one of Santorini's best kept secrets, then the Malteza House holds the key. Away from the crowds, yet within walking distance to Fira & Firastafani, you will discover welcoming tavernas, neighborhood grocery stores and warm, friendly shopkeepers hidden in the many secret passageways and paths of the caldera.

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$996

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