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Oia Rentals with Pools

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356 villas in Oia with pools

Bluedome Suite

Oia villa

1 bedroom / 2 bathrooms / sleeps 3

Match: Swimming pool

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Price per night from

$506

CASA SIGALA

Oia villa

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$260

“This vacation will be hard to top.” Santorini was enchanting. The scenery was breathtaking. The Grand Canava was perfect. Plenty of room to spread out for a large group,. The breakfast was a great start to our day. Everything we needed was conveniently near. Roxanne and her staff were helpful and friendly.

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Price per night from

$1,945

Wineryhouse where dreams live......

Oia house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$234

AQUA TERRA SUPERIOR PRIVATE VILLA hot plunge pool and sea view

Oia house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$647

Winery Villa

Oia villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$441

BLUEDOME CAVEHOUSE OIA SANTORINI

Oia villa

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$960

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. 3 hours 50 minutes

Match: Swimming pool

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Price per night from

$830

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

Oia house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$647

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Price per night from

$2,491

Aurora Grace Villas, sea caldera view

Oia villa

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$481

Wineryhouse and two guest houses

Oia villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 13 minutes

Match: Swimming pool

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Price per night from

$584

Sapphire | Diamond Luxury Suites

Oia house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$1,167

Ocean Breeze Villa With Caldera Sea View

Oia villa

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$408

Cozy Nest Villa, sea caldera view

Oia villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$349

Amaya - Sentiment Villa

Oia villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 41 minutes

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Price per night from

$582

Museo Grand Hotel - Deluxe Room

Oia private room

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$196

Swinging Sunset Villa - Private Pool & Private Spa

Oia villa

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$908

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

Oia villa

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$687

Fava Eco Residences - Aloni Suites

Oia house

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$452

SantoriniParadise: Sunset Studio

Oia house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$221

Wineryhouse and two guest houses

Oia villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$584

Museo Grand Hotel - Junior Room

Oia private room

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$201

Museo Grand Hotel - Superior Suite

Oia private room

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$235

Museo Grand Hotel - Senior Suite

Oia private room

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$261

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

Oia villa

2 bedrooms / 3 bathrooms / sleeps 6

“Serene, beautiful, comfortable” After doing a lot of research on Santorini Island and looking at photos of rentals there, 270View stuck out because it seemed to be in a nice spot. As another reviewer mentioned, there are four units side-by-side. House 4 gives you the best views because it's highest us. Manny is an architect and has built the building into the hill, incorporating some of the natural rock inside. It's very cool and pleasantly cave-like in the bedroom, and airy in the kitchen and dining room area. The decor is very minimalistic, white wood, glass, and stainless steel. The view from the pool area is gorgeous. To see the caldera, you have to hike up the hill a short way, but it's worth it. The place is spotlessly maintained, with daily cleaning service. We were lucky that Manny was there to greet us when we arrived, because in addition to the other little amenities that are listed in the property description, the owner is a great source of information about where to go and what to do in Santorini. We went during early October of 2012, in what is called the "shoulder" season. It really made a difference, because the temperatures were still quite warm, but there weren't the crowds associated with the high season. Still, busloads of tourists passed by on the road below every day, going for a short visit to Oia for sunset and then back to the cruise ship. You should visit Sigalas winery if you have a car or scooter, you should go there and sample their wines. The "Crisis" is a great table wine and the assyrtiko/athiri blend is amazing. One other "amenity" that came with 270View house: Like a lot of places in Greece, the house was the territory of a particular cat. Ours was a calico who came in to see us after we go settled into the place. She always was there to see us when we got up in the morning and when we came back from being out at night, and especially when we had anything to eat! It was nice to sort of be "adopted" by a local.

Match: Swimming pool

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Price per night from

$441

Blue Sky Cave House Oia Caldera

Oia cave house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 57 minutes

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Price per night from

$286

Museo Grand Hotel - Family Suite

Oia private room

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$212

270 Oia's View Cavehouse VI

Oia villa

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$376

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

Oia villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$441

Museo Grand Hotel - Standard Room

Oia private room

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$173

Ruby | Diamond Luxury Suites

Oia house

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$908

Daphne House

Oia house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$723

Marble Sun villa with Jacuzzi in Oia

Oia villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$376

270 Oia's View Cavehouse V

Oia villa

1 bedroom / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$376

Ftelari Villa

Oia villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$2,852

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

Oia villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$687

Apanema Cavehouse

Oia cave house

2 bedrooms / 1 bathroom / sleeps 3

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Price per night from

$629

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