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Oia Rentals with Pools

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
43 rentals in Oia.
The Diamond Rock Venue - Weddings, vacation rental in Oia
The Diamond Rock Venue - Weddings, vacation rental in Oia
The Diamond Rock Venue - Weddings, vacation rental in Oia

The Diamond Rock Venue - Weddings

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
More info
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Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, vacation rental in Oia
Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, vacation rental in Oia
Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, vacation rental in Oia

Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, vacation rental in Oia
AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, vacation rental in Oia
AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, vacation rental in Oia

AQUA TERRA SUPERIOR PRIVATE VILLA hot plunge pool and sea view

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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Wineryhouse where dreams live......, vacation rental in Oia
Wineryhouse where dreams live......, vacation rental in Oia
Wineryhouse where dreams live......, vacation rental in Oia

Wineryhouse where dreams live......

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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BLUEDOME CAVEHOUSE OIA SANTORINI, vacation rental in Oia
BLUEDOME CAVEHOUSE OIA SANTORINI, vacation rental in Oia
BLUEDOME CAVEHOUSE OIA SANTORINI, vacation rental in Oia

BLUEDOME CAVEHOUSE OIA SANTORINI

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, vacation rental in Oia
SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, vacation rental in Oia
SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, vacation rental in Oia

SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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270 Oia's View Cavehouse VII private swimming pool, sunset view, vacation rental in Oia
270 Oia's View Cavehouse VII private swimming pool, sunset view, vacation rental in Oia
270 Oia's View Cavehouse VII private swimming pool, sunset view, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Pina Caldera Residence with Pool, vacation rental in Oia
Pina Caldera Residence with Pool, vacation rental in Oia
Pina Caldera Residence with Pool, vacation rental in Oia

Pina Caldera Residence with Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Luxury Villa at Oia with amazing view and  pool, vacation rental in Oia
Luxury Villa at Oia with amazing view and  pool, vacation rental in Oia
Luxury Villa at Oia with amazing view and  pool, vacation rental in Oia

Luxury Villa at Oia with amazing view and pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
More info
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270 Oia's View House III, private swimming pool, Sunset view, vacation rental in Oia
270 Oia's View House III, private swimming pool, Sunset view, vacation rental in Oia
270 Oia's View House III, private swimming pool, Sunset view, vacation rental in Oia

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

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Swinging Sunset Villa - Private Pool & Private Spa, vacation rental in Oia
Swinging Sunset Villa - Private Pool & Private Spa, vacation rental in Oia
Swinging Sunset Villa - Private Pool & Private Spa, vacation rental in Oia

Swinging Sunset Villa - Private Pool & Private Spa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Wineryhouse and two guest houses

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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270 Oia's View House I, private swimming pool, sunset view, vacation rental in Oia
270 Oia's View House I, private swimming pool, sunset view, vacation rental in Oia
270 Oia's View House I, private swimming pool, sunset view, vacation rental in Oia

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

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Ftelari Villa, vacation rental in Oia
Ftelari Villa, vacation rental in Oia
Ftelari Villa, vacation rental in Oia

Ftelari Villa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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OIA SUNSET VILLAS - villa PEARL -  Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa PEARL -  Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa PEARL -  Pools & Spa, vacation rental in Oia

OIA SUNSET VILLAS - villa PEARL - Pools & Spa

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa, vacation rental in Oia

OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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SantoriniParadise: Sunset Studio , vacation rental in Oia
SantoriniParadise: Sunset Studio , vacation rental in Oia
SantoriniParadise: Sunset Studio , vacation rental in Oia

SantoriniParadise: Sunset Studio

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Apanema Cavehouse, vacation rental in Oia
Apanema Cavehouse, vacation rental in Oia
Apanema Cavehouse, vacation rental in Oia

Apanema Cavehouse

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Blue Sky Cave House Oia Caldera, vacation rental in Oia
Blue Sky Cave House Oia Caldera, vacation rental in Oia
Blue Sky Cave House Oia Caldera, vacation rental in Oia

Blue Sky Cave House Oia Caldera

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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SUNSET STUDIO, open view from rooftop terrace/garden!, vacation rental in Oia
SUNSET STUDIO, open view from rooftop terrace/garden!, vacation rental in Oia
SUNSET STUDIO, open view from rooftop terrace/garden!, vacation rental in Oia

SUNSET STUDIO, open view from rooftop terrace/garden!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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OIA SUNSET VILLAS - villa TOPAZ - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa TOPAZ - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa TOPAZ - Pools & Spa, vacation rental in Oia

OIA SUNSET VILLAS - villa TOPAZ - Pools & Spa

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Standard Room, vacation rental in Oia
Museo Grand Hotel - Standard Room, vacation rental in Oia
Museo Grand Hotel - Standard Room, vacation rental in Oia

Museo Grand Hotel - Standard Room

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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OIA SUNSET VILLAS - villa 'EMERALD' - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa 'EMERALD' - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa 'EMERALD' - Pools & Spa, vacation rental in Oia

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Grand Suite, vacation rental in Oia
Museo Grand Hotel - Grand Suite, vacation rental in Oia
Museo Grand Hotel - Grand Suite, vacation rental in Oia

Museo Grand Hotel - Grand Suite

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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OIA SUNSET VILLAS - villa 'TURQUOISE' - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa 'TURQUOISE' - Pools & Spa, vacation rental in Oia
OIA SUNSET VILLAS - villa 'TURQUOISE' - Pools & Spa, vacation rental in Oia

OIA SUNSET VILLAS - villa 'TURQUOISE' - Pools & Spa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Winery Villa , vacation rental in Oia
Winery Villa , vacation rental in Oia
Winery Villa , vacation rental in Oia

Winery Villa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Ruby | Diamond Luxury Suites, vacation rental in Oia
Ruby | Diamond Luxury Suites, vacation rental in Oia
Ruby | Diamond Luxury Suites, vacation rental in Oia

Ruby | Diamond Luxury Suites

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Marble Sun villa with Jacuzzi in Oia, vacation rental in Oia
Marble Sun villa with Jacuzzi in Oia, vacation rental in Oia
Marble Sun villa with Jacuzzi in Oia, vacation rental in Oia

Marble Sun villa with Jacuzzi in Oia

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
Bluedome Suite, vacation rental in Oia
Bluedome Suite, vacation rental in Oia
Bluedome Suite, vacation rental in Oia

Bluedome Suite

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps, All pools
More info
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Sapphire | Diamond Luxury Suites, vacation rental in Oia
Sapphire | Diamond Luxury Suites, vacation rental in Oia
Sapphire | Diamond Luxury Suites, vacation rental in Oia

Sapphire | Diamond Luxury Suites

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Wineryhouse  and two guest houses, vacation rental in Oia
Wineryhouse  and two guest houses, vacation rental in Oia
Wineryhouse  and two guest houses, vacation rental in Oia

Wineryhouse and two guest houses

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
Daphne House, vacation rental in Oia
Daphne House, vacation rental in Oia
Daphne House, vacation rental in Oia

Daphne House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
Wineryhouse and two guest houses, vacation rental in Oia
Wineryhouse and two guest houses, vacation rental in Oia
Wineryhouse and two guest houses, vacation rental in Oia

Wineryhouse and two guest houses

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
Aqua & Terra loft house with caldera view and hot plunge pool, vacation rental in Oia
Aqua & Terra loft house with caldera view and hot plunge pool, vacation rental in Oia
Aqua & Terra loft house with caldera view and hot plunge pool, vacation rental in Oia

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
270 Oia's View Cavehouse VI, vacation rental in Oia
270 Oia's View Cavehouse VI, vacation rental in Oia
270 Oia's View Cavehouse VI, vacation rental in Oia

270 Oia's View Cavehouse VI

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
Museo Grand Hotel - Senior Suite, vacation rental in Oia
Museo Grand Hotel - Senior Suite, vacation rental in Oia
Museo Grand Hotel - Senior Suite, vacation rental in Oia

Museo Grand Hotel - Senior Suite

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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270 Oia's View Cavehouse V, vacation rental in Oia
270 Oia's View Cavehouse V, vacation rental in Oia
270 Oia's View Cavehouse V, vacation rental in Oia

270 Oia's View Cavehouse V

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Affiliated with FlipKey
270 Oia's View House II, private swimming pool, sunset view, vacation rental in Oia
270 Oia's View House II, private swimming pool, sunset view, vacation rental in Oia
270 Oia's View House II, private swimming pool, sunset view, vacation rental in Oia

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

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Affiliated with FlipKey

Blue Sky Cave House Oia Caldera

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Superior Suite, vacation rental in Oia
Museo Grand Hotel - Superior Suite, vacation rental in Oia
Museo Grand Hotel - Superior Suite, vacation rental in Oia

Museo Grand Hotel - Superior Suite

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Junior Room, vacation rental in Oia
Museo Grand Hotel - Junior Room, vacation rental in Oia
Museo Grand Hotel - Junior Room, vacation rental in Oia

Museo Grand Hotel - Junior Room

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Deluxe Room, vacation rental in Oia
Museo Grand Hotel - Deluxe Room, vacation rental in Oia
Museo Grand Hotel - Deluxe Room, vacation rental in Oia

Museo Grand Hotel - Deluxe Room

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Museo Grand Hotel - Family Suite, vacation rental in Oia
Museo Grand Hotel - Family Suite, vacation rental in Oia
Museo Grand Hotel - Family Suite, vacation rental in Oia

Museo Grand Hotel - Family Suite

Private Room
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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The following properties match some of your filters:
Lioyerma Windmill Villa & Pool, vacation rental in Oia
Lioyerma Windmill Villa & Pool, vacation rental in Oia
Lioyerma Windmill Villa & Pool, vacation rental in Oia

Lioyerma Windmill Villa & Pool

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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3 bedroom villa with private plunge pool, vacation rental in Oia
3 bedroom villa with private plunge pool, vacation rental in Oia
3 bedroom villa with private plunge pool, vacation rental in Oia

3 bedroom villa with private plunge pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, vacation rental in Oia
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, vacation rental in Oia
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, vacation rental in Oia

Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Elegant Luxurious Villa with a Breathtaking View, vacation rental in Oia
Elegant Luxurious Villa with a Breathtaking View, vacation rental in Oia
Elegant Luxurious Villa with a Breathtaking View, vacation rental in Oia

Elegant Luxurious Villa with a Breathtaking View

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, vacation rental in Oia
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, vacation rental in Oia
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, vacation rental in Oia

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, vacation rental in Oia
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, vacation rental in Oia
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, vacation rental in Oia

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Twin Cave House - Oia, vacation rental in Oia
Twin Cave House - Oia, vacation rental in Oia
Twin Cave House - Oia, vacation rental in Oia

Twin Cave House - Oia

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Showing results 1-50 of 470