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Holiday Rentals in Oia

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395 rentals in Oia.
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Lioyerma Windmill Villa & Pool, holiday rental in Oia
Lioyerma Windmill Villa & Pool, holiday rental in Oia
Lioyerma Windmill Villa & Pool, holiday rental in Oia

Lioyerma Windmill Villa & Pool

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, holiday rental in Oia
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, holiday rental in Oia
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck, holiday rental in Oia

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

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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3 bedroom villa with private plunge pool, holiday rental in Oia
3 bedroom villa with private plunge pool, holiday rental in Oia
3 bedroom villa with private plunge pool, holiday rental in Oia

3 bedroom villa with private plunge pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, holiday rental in Oia
Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, holiday rental in Oia
Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck, holiday rental in Oia

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

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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The Diamond Rock Venue - Weddings, holiday rental in Oia
The Diamond Rock Venue - Weddings, holiday rental in Oia
The Diamond Rock Venue - Weddings, holiday rental in Oia

The Diamond Rock Venue - Weddings

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, holiday rental in Oia
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, holiday rental in Oia
SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view, holiday rental in Oia

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Elegant Luxurious Villa with a Breathtaking View, holiday rental in Oia
Elegant Luxurious Villa with a Breathtaking View, holiday rental in Oia
Elegant Luxurious Villa with a Breathtaking View, holiday rental in Oia

Elegant Luxurious Villa with a Breathtaking View

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, holiday rental in Oia
SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, holiday rental in Oia
SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, holiday rental in Oia

SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, holiday rental in Oia
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, holiday rental in Oia
SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera, holiday rental in Oia

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Twin Cave House - Oia, holiday rental in Oia
Twin Cave House - Oia, holiday rental in Oia
Twin Cave House - Oia, holiday rental in Oia

Twin Cave House - Oia

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Rose's Cave, holiday rental in Oia
Rose's Cave, holiday rental in Oia
Rose's Cave, holiday rental in Oia

Rose's Cave

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, holiday rental in Oia
SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, holiday rental in Oia
SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, holiday rental in Oia

SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, holiday rental in Oia
AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, holiday rental in Oia
AQUA TERRA SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view, holiday rental in Oia

AQUA TERRA SUPERIOR PRIVATE VILLA hot plunge pool and sea view

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., holiday rental in Oia
Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., holiday rental in Oia
Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., holiday rental in Oia

Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Brandnew! Recently renovated from scratch with original greek island style!, holiday rental in Oia
Brandnew! Recently renovated from scratch with original greek island style!, holiday rental in Oia
Brandnew! Recently renovated from scratch with original greek island style!, holiday rental in Oia

Brandnew! Recently renovated from scratch with original greek island style!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SantoriniParadise: HELIOS cave house, amazing sunset view , holiday rental in Oia
SantoriniParadise: HELIOS cave house, amazing sunset view , holiday rental in Oia
SantoriniParadise: HELIOS cave house, amazing sunset view , holiday rental in Oia

SantoriniParadise: HELIOS cave house, amazing sunset view

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, holiday rental in Oia
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, holiday rental in Oia
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, holiday rental in Oia

SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, holiday rental in Oia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, holiday rental in Oia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, holiday rental in Oia

Aerie beautiful house, heart of Oia's traditional settlement, Caldera view

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Aqua & Terra cave house sea view  hot plunge pool, holiday rental in Oia
Aqua & Terra cave house sea view  hot plunge pool, holiday rental in Oia
Aqua & Terra cave house sea view  hot plunge pool, holiday rental in Oia

Aqua & Terra cave house sea view hot plunge pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, holiday rental in Oia
SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, holiday rental in Oia
SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace, holiday rental in Oia

SantoriniParadise: SUNSET APARTMENT, panoramic Sunset view from rooftop terrace

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Wineryhouse where dreams live......, holiday rental in Oia
Wineryhouse where dreams live......, holiday rental in Oia
Wineryhouse where dreams live......, holiday rental in Oia

Wineryhouse where dreams live......

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, holiday rental in Oia
Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, holiday rental in Oia
Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, holiday rental in Oia

Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lydia's House - indoor heated splash pool, Caldera view, holiday rental in Oia
Lydia's House - indoor heated splash pool, Caldera view, holiday rental in Oia
Lydia's House - indoor heated splash pool, Caldera view, holiday rental in Oia

Lydia's House - indoor heated splash pool, Caldera view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blu Blanco Cave House, holiday rental in Oia
Blu Blanco Cave House, holiday rental in Oia
Blu Blanco Cave House, holiday rental in Oia

Blu Blanco Cave House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BLUEDOME CAVEHOUSE OIA SANTORINI, holiday rental in Oia
BLUEDOME CAVEHOUSE OIA SANTORINI, holiday rental in Oia
BLUEDOME CAVEHOUSE OIA SANTORINI, holiday rental in Oia

BLUEDOME CAVEHOUSE OIA SANTORINI

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Santo  Blue Horizon ( Blue domes ), holiday rental in Oia
Santo  Blue Horizon ( Blue domes ), holiday rental in Oia
Santo  Blue Horizon ( Blue domes ), holiday rental in Oia

Santo Blue Horizon ( Blue domes )

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Astrea Suites: Cave Villa Valente, holiday rental in Oia
Astrea Suites: Cave Villa Valente, holiday rental in Oia
Astrea Suites: Cave Villa Valente, holiday rental in Oia

Astrea Suites: Cave Villa Valente

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, holiday rental in Oia
Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, holiday rental in Oia
Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, holiday rental in Oia

Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Villa in Oia, Santorini, holiday rental in Oia
Luxury Villa in Oia, Santorini, holiday rental in Oia
Luxury Villa in Oia, Santorini, holiday rental in Oia

Luxury Villa in Oia, Santorini

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, holiday rental in Oia
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, holiday rental in Oia
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, holiday rental in Oia

Incredible caldera views! Full sunset, private, spacious - in the heart of Oia

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, holiday rental in Oia
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, holiday rental in Oia
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, holiday rental in Oia

Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!, holiday rental in Oia
Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!, holiday rental in Oia
Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!, holiday rental in Oia

Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Blessed Blue boutique cave suite, holiday rental in Oia
Blessed Blue boutique cave suite, holiday rental in Oia
Blessed Blue boutique cave suite, holiday rental in Oia

Blessed Blue boutique cave suite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Evmenia Luxury Cave Villa, holiday rental in Oia
Evmenia Luxury Cave Villa, holiday rental in Oia
Evmenia Luxury Cave Villa, holiday rental in Oia

Evmenia Luxury Cave Villa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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270 Oia's View Cavehouse VII private swimming pool, sunset view, holiday rental in Oia
270 Oia's View Cavehouse VII private swimming pool, sunset view, holiday rental in Oia
270 Oia's View Cavehouse VII private swimming pool, sunset view, holiday rental in Oia

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Villa at Oia with amazing view and  pool, holiday rental in Oia
Luxury Villa at Oia with amazing view and  pool, holiday rental in Oia
Luxury Villa at Oia with amazing view and  pool, holiday rental in Oia

Luxury Villa at Oia with amazing view and pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Pina Caldera Residence with Pool, holiday rental in Oia
Pina Caldera Residence with Pool, holiday rental in Oia
Pina Caldera Residence with Pool, holiday rental in Oia

Pina Caldera Residence with Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ftelari Villa, holiday rental in Oia
Ftelari Villa, holiday rental in Oia
Ftelari Villa, holiday rental in Oia

Ftelari Villa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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270 Oia's View House III, private swimming pool, Sunset view, holiday rental in Oia
270 Oia's View House III, private swimming pool, Sunset view, holiday rental in Oia
270 Oia's View House III, private swimming pool, Sunset view, holiday rental in Oia

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Swinging Sunset Villa - Private Pool & Private Spa, holiday rental in Oia
Swinging Sunset Villa - Private Pool & Private Spa, holiday rental in Oia
Swinging Sunset Villa - Private Pool & Private Spa, holiday rental in Oia

Swinging Sunset Villa - Private Pool & Private Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'The Annouso' villa in Oia, holiday rental in Oia
'The Annouso' villa in Oia, holiday rental in Oia
'The Annouso' villa in Oia, holiday rental in Oia

'The Annouso' villa in Oia

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hector Cave House Oia Santorini, holiday rental in Oia
Hector Cave House Oia Santorini, holiday rental in Oia
Hector Cave House Oia Santorini, holiday rental in Oia

Hector Cave House Oia Santorini

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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270 Oia's View House I, private swimming pool, sunset view, holiday rental in Oia
270 Oia's View House I, private swimming pool, sunset view, holiday rental in Oia
270 Oia's View House I, private swimming pool, sunset view, holiday rental in Oia

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Seafront Suite With Private Plunge Pool, holiday rental in Oia
Seafront Suite With Private Plunge Pool, holiday rental in Oia
Seafront Suite With Private Plunge Pool, holiday rental in Oia

Seafront Suite With Private Plunge Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Armeni Beach House - with private boat service!, holiday rental in Oia
Armeni Beach House - with private boat service!, holiday rental in Oia
Armeni Beach House - with private boat service!, holiday rental in Oia

Armeni Beach House - with private boat service!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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SiskosPlace Elias Cottage, Oia Santorini, holiday rental in Oia
SiskosPlace Elias Cottage, Oia Santorini, holiday rental in Oia
SiskosPlace Elias Cottage, Oia Santorini, holiday rental in Oia

SiskosPlace Elias Cottage, Oia Santorini

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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