Vacation Rentals & Villas in Tholos

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482 Houses

M&B Luxury House

Tholos cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$124

Great rentals within 20 miles that match your search

Aleria Santorini Villa | Private Luxury Villa

Mesaria villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$814

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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Price per night from

$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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Price per night from

$863

Santorini Villa The Birds Apartments for 4 with F

Perissa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$272

Old Vourvoulos Houses - "L" House for 4-6 persons!

Vourvoulos house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$259

Old Vourvoulos Houses - "S" House for 2-4 persons!

Vourvoulos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$136

Hemera Holiday Home Villa on Santorini

Akrotiri villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$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

Erossea Villa Imerovigli Santorini

Imerovigli villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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Price per night from

$2,958

Santorini Flower covered nice Apartment

Megalochori apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 40 minutes

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Price per night from

$185

Magganari View Villa

Manganari villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$863

Moonstone Apartment

Fira cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$764

Simantiri Private villa

Megalochori villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$727

Sienna Resort Premium Villa with private pool

Fira villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$432

Mardanza Dome House

Imerovigli house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$469

Casa Di Mare Villa, exterior Hot Tub, Imerovigli

Imerovigli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$308

Erossea Villa / Suites level on Caldera

Imerovigli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$986

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

Akrotiri villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$286

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

Maganari moments 3 Two bedroom house

Manganari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$247

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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Price per night from

$617

Santorini Luxury Villa with stunning sea views

Akrotiri villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“A very very special property” Location is a bit out of the way versus Fira and Oia but, if you like privacy and seclusion then this location is 5 Stars. The sunset views, as well as the august moon bouncing off of the villa's ocean view are exquisite. Facilities were great: pool, patio, outdoor dining space. Pillows, towels, beddings and mattresses could definitely use an up-grade given the property's uber-positioning. Also, the wooden shutters have built-in immoveable blinds in them which allow way too much light into the bedrooms Management and staff very nice. Oh, and the state of the art sound studio in the Villa is an added bonus for the musicians in the audience! We'd go back . . . .

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Price per night from

$2,367

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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Price per night from

$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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Price per night from

$2,465

Windmill Villas-Green

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$358

Luxury Villa at Oia with amazing view and pool

Oia villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

“Discover this Jewel” After sailing around the Greek Islands on a charter we decided on a land holiday in the beautiful Oia. We are a group of 2 familes 8 persons from the moment our host met us at our transport everything we done to settle us into our very spacious accommodation the villa meanders over 3 floors with all the modern conveniences to make our stay so very comfortable. A cleaner arrives every morning you just indicate to your host what time would suit you. The vista is to die for lots of tourist make the trek to Oia jus for the sunset you can enjoy it from your own villa, there is a grocery / deli store a very short stroll along the ancient path with all your needs. The town boast up market not expensive stores and a large selection of amazing restaurants.. I also needed to get a item shipped, White house villa booked everything I just left my item in the villa on our departure and it was delivered for me. We will return

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$740

Michaela, 5 bedroom luxury villa with private pool

Akrotiri villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Excellent Stay, Best Views I have ever seen….” One of our favorite ever stay anywhere in the world, nothing less. The rooms are ideally located to provide some of the best views I have ever seen... Santorini Volcano. The sunsets are simply magical. The pool, is lovely, perfect for cooling down. The staff was very helpful! The villa has a very hospitable and welcoming environment not only because of the decoration of the rooms with colorful paintings, art objects and elegant furniture but also because of the facilities provided (satellite TV, home theater, DVD player, hi fi, lap top computer, wi fi and telephone line open to free international calls). There is also private parking at the back of the house. I would definitely to come back again!

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$1,356

3 bedroom stylish villa with outdoors jacuzzi

Imerovigli villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$838

OIA SUNSET VILLAS - villa "EMERALD" - Pools & Spa

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,110

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

Marble Sun villa with Jacuzzi in Oia

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$370

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,972

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