Over 1,000 homes

Villa in Pirgos Kallistis
Sensation Villa with outdoor heated plunge pool
3 beds
Oct 31 – Nov 5
$156 per night, originally $197
Superhost
Cycladic home in Cyclades
The Nook Clay Villa with Heated Pool
1 queen bed
Nov 17 – 23
$185 per night
Hotel room in Exo Katikies
Senior Two Bedroom Suite With Pool And Sea View
2 queen beds
Nov 6 – 11
$239 per night, originally $284
Superhost
Guest suite in Oia
Blue Dome Suite with Terrace
1 queen bed
Nov 5 – 10
$235 per night, originally $287
Superhost
Villa in Imerovigli
Villa Anita Cliff Suite 4, Private
2 beds
Oct 4 – 9
$127 per night, originally $240
Superhost
Villa in Megalochori
Ambeli Sunset Villa/private heated pool
2 beds
Apr 7 – 12
$399 per night, originally $459
Superhost
Cycladic home in Oía
Helianthus Honeymoon House
1 queen bed
Feb 10 – 16
$588 per night
Superhost
Home in Oia
Oia Nautical Dreams with Caldera View and Jacuzzi
1 queen bed
Nov 2 – 8
$221 per night
Superhost
Cycladic home in Imerovigli
White Rook Cave House with two Hot Tubs
1 double bed
Oct 15 – 21
$265 per night, originally $325
Superhost
Cave in Oia
Sunset Cave House by Spitia Santorini
1 queen bed
Nov 2 – 7
$417 per night
Superhost
Apartment in Oía
ArmonOia Studio with Panoramic view
1 bed
Oct 13 – 18
$387 per night, originally $460
Superhost
Home in Oia
Cave Jaccuzzi House in Oia with Sea & Caldera View
1 double bed
Oct 14 – 19
$342 per night
Superhost
Home in Oía
DAY DREAM 2
1 bed
Oct 27 – Nov 1
$235 per night, originally $458
Superhost
Cycladic home in Imerovigli
Pura Vida Villa
4 beds
Nov 5 – 10
$397 per night, originally $529
Superhost
Cycladic home in Oía
Aerie House in Oia
4 beds
Oct 20 – 26
$331 per night
Cycladic home in Imerovigli
Villa Vinea Imerovigli Santorini
4 beds
Nov 3 – 8
$309 per night
Superhost
Cycladic home in Finikia
Feggera Traditional House
2 beds
Oct 13 – 19
$97 per night, originally $110
Superhost
Cycladic home in Oia
Terracotta Cave House (2)
3 beds
Nov 4 – 9
$223 per night, originally $252
Superhost
Apartment in Oía
Alexi's Place by Thireon
4 beds
Oct 24 – 30
$244 per night, originally $313
Apartment in Oia
Oia Lucky Sapphire Residence
2 beds
Feb 13 – 19
$480 per night
Superhost
Cycladic home in Oia
Twin Cave House
3 beds
Oct 28 – Nov 2
$255 per night
Superhost
Apartment in Thera
Beautiful Double Room (basement level)
1 bed
Oct 4 – 9
$39 per night
Home in Oia
Sky blue, beach villa with private pool
5 beds
Nov 8 – 13
$294 per night
Superhost
Home in Oia
Sailing blue, beach villa with private pool
6 beds
Oct 9 – 14
$392 per night
Superhost