Vacation Rentals & Villas in Oia

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178 villas

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

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Match: Private pool

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Price per night from

$747

BLUEDOME CAVEHOUSE OIA SANTORINI

Oia villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$921

“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!

Match: Private pool

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Price per night from

$212

270 Oia's View House III, private swimming pool, Sunset view

Oia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,307

270 Oia's View Cavehouse VII private swimming pool, sunset view

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$610

AQUA TERRA SUPERIOR PRIVATE VILLA hot plunge pool and sea view

Oia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private pool

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Price per night from

$996

270 Oia's View Cavehouse VI

Oia villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$486

270 Oia's View House II, private swimming pool, sunset view

Oia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,432

Marble Sun villa with Jacuzzi in Oia

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$374

SantoriniParadise: Sunset Studio

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$212

Blue Sky Cave House Oia Caldera

Oia cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$436

Bluedome Suite

Oia villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: Private pool

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Price per night from

$486

Daphne House

Oia house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$740

Apanema Cavehouse

Oia cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Private pool

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Price per night from

$610

270 Oia's View House I, private swimming pool, sunset view

Oia villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$859

Aqua & Terra loft house with caldera view and hot plunge pool

Oia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Private pool

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Price per night from

$747

“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.

Match: Private pool

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Price per night from

$2,490

Ftelari Villa

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$1,743

Swinging Sunset Villa - Private Pool & Private Spa

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,382

Pina Caldera Residence with Pool

Oia villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$1,121

The Diamond Rock Venue - Weddings

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$1,432

Ruby | Diamond Luxury Suites

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Private pool

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Price per night from

$872

Sapphire | Diamond Luxury Suites

Oia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$1,121

Great rentals within 20 miles that match your search

Deluxe Two Bedroom Suite with Private Heated Pool

Akrotiri hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$475

Grand Family Villa with Private Heated Pool

Akrotiri hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$624

Premium Suite with Private Heated Pool

Akrotiri hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private pool

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Price per night from

$312

Sunset Master Villa with Private Heated Pool and outdoor Hot Tub

Akrotiri hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$624

Almarossa-Signature Villa with Private Heated Pool

Vourvoulos villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$747

Erossea Villa / Villa level Imerovigli

Imerovigli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private pool

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Price per night from

$2,116

Zafira Residence

Mesaria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$778

Luxurious Villa, Private Pool, Aegean Sea View

Vourvoulos villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$374

Windmill Villas - Master Blue Windmill

Imerovigli villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$411

Newest Luxury Villa in Santorni

Pyrgos villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$621

ABELOMILOS EXCLUSIVE VILLA

Imerovigli villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Private pool

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Price per night from

$200

Our Island OASIS ! (3000 sq ft) Walk to Fira

Firostefani villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$589

Sienna Resort

Exo Gialos Thiras villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$809

Monolithos Pool Villa by the Beach

Monolithos villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$473

The Painters House

Fira villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$630

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rentals in Oia

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