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Oia Romantic Villas

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
470 rentals in Oia.
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
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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
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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
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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
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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
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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
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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
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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
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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
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Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., vacation rental in Oia
Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., vacation rental in Oia
Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped., vacation rental in Oia

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, vacation rental in Oia
SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, vacation rental in Oia
SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!, vacation rental in Oia

SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, vacation rental in Oia
SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, vacation rental in Oia
SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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
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SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, vacation rental in Oia
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, vacation rental in Oia
SantoriniParadise: HELIOS villa, amazing sunset views, perfect dream vacation!, vacation rental in Oia

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, vacation rental in Oia
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, vacation rental in Oia
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia, vacation rental in Oia

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SantoriniParadise: HELIOS cave house, amazing sunset view , vacation rental in Oia
SantoriniParadise: HELIOS cave house, amazing sunset view , vacation rental in Oia
SantoriniParadise: HELIOS cave house, amazing sunset view , vacation rental in Oia

SantoriniParadise: HELIOS cave house, amazing sunset view

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, vacation rental in Oia
Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, vacation rental in Oia
Luxury 2 Bedroom Villa with outdoor Plunge Pool & Sea View, family friendly, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, vacation rental in Oia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, vacation rental in Oia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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
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Lydia's House - indoor heated splash pool, Caldera view, vacation rental in Oia
Lydia's House - indoor heated splash pool, Caldera view, vacation rental in Oia
Lydia's House - indoor heated splash pool, Caldera view, vacation rental in Oia

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Aqua & Terra cave house sea view  hot plunge pool, vacation rental in Oia
Aqua & Terra cave house sea view  hot plunge pool, vacation rental in Oia
Aqua & Terra cave house sea view  hot plunge pool, vacation rental in Oia

Aqua & Terra cave house sea view hot plunge pool

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, vacation rental in Oia
Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, vacation rental in Oia
Traditional villa, 3 bedrooms, big living area, romantic view, bathroom+WC, vacation rental in Oia

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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
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
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Astrea Suites: Cave Villa Valente, vacation rental in Oia
Astrea Suites: Cave Villa Valente, vacation rental in Oia
Astrea Suites: Cave Villa Valente, vacation rental in Oia

Astrea Suites: Cave Villa Valente

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury Villa in Oia, Santorini, vacation rental in Oia
Luxury Villa in Oia, Santorini, vacation rental in Oia
Luxury Villa in Oia, Santorini, vacation rental in Oia

Luxury Villa in Oia, Santorini

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Blessed Blue boutique cave suite, vacation rental in Oia
Blessed Blue boutique cave suite, vacation rental in Oia
Blessed Blue boutique cave suite, vacation rental in Oia

Blessed Blue boutique cave suite

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Blu Blanco Cave House, vacation rental in Oia
Blu Blanco Cave House, vacation rental in Oia
Blu Blanco Cave House, vacation rental in Oia

Blu Blanco Cave House

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Evmenia Luxury Cave Villa, vacation rental in Oia
Evmenia Luxury Cave Villa, vacation rental in Oia
Evmenia Luxury Cave Villa, vacation rental in Oia

Evmenia Luxury Cave Villa

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

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

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Seafront Suite With Private Plunge Pool, vacation rental in Oia
Seafront Suite With Private Plunge Pool, vacation rental in Oia
Seafront Suite With Private Plunge Pool, vacation rental in Oia

Seafront Suite With Private Plunge Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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House of the singing birds

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Sunny Winehouse, vacation rental in Oia
Sunny Winehouse, vacation rental in Oia
Sunny Winehouse, vacation rental in Oia

Sunny Winehouse

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Brandnew! Recently renovated from scratch with original greek island style!, vacation rental in Oia
Brandnew! Recently renovated from scratch with original greek island style!, vacation rental in Oia
Brandnew! Recently renovated from scratch with original greek island style!, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Exploring the Hector House Oia Cave in Santorini, vacation rental in Oia
Exploring the Hector House Oia Cave in Santorini, vacation rental in Oia
Exploring the Hector House Oia Cave in Santorini, vacation rental in Oia

Exploring the Hector House Oia Cave in Santorini

Rental Home
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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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
More info
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Armeni Beach House - with private boat service!, vacation rental in Oia
Armeni Beach House - with private boat service!, vacation rental in Oia
Armeni Beach House - with private boat service!, vacation rental in Oia

Armeni Beach House - with private boat service!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, vacation rental in Oia
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, vacation rental in Oia
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera, vacation rental in Oia

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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
More info
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Wineryhouse and two guest houses

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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'The Annouso' villa in Oia, vacation rental in Oia
'The Annouso' villa in Oia, vacation rental in Oia
'The Annouso' villa in Oia, vacation rental in Oia

'The Annouso' villa in Oia

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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
More info
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CASA SIGALA OIA SANTORINI, vacation rental in Oia
CASA SIGALA OIA SANTORINI, vacation rental in Oia
CASA SIGALA OIA SANTORINI, vacation rental in Oia

CASA SIGALA OIA SANTORINI

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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
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Santo  Blue Horizon ( Blue domes ), vacation rental in Oia
Santo  Blue Horizon ( Blue domes ), vacation rental in Oia
Santo  Blue Horizon ( Blue domes ), vacation rental in Oia

Santo Blue Horizon ( Blue domes )

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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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
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Antique Mansion, vacation rental in Oia
Antique Mansion, vacation rental in Oia
Antique Mansion, vacation rental in Oia

Antique Mansion

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Showing results 1-50 of 470