Title: Oia Villas from CA $83 | Expedia.ca [Oia Travel Guide](https://expedia.ca/Oia.dx6051970)[Hotels in Oia](https://expedia.ca/Oia-Hotels.d6051970.Travel-Guide-Hotels)[Vacation Rentals in Oia](https://expedia.ca/Oia-Vacation-Rentals.d6051970.Travel-Guide-VacationRentals)[Flights to Oia](https://expedia.ca/Cheap-Flights-To-Oia.d6051970.Travel-Guide-Flights)[Things to do in Oia](https://expedia.ca/Things-To-Do-In-Oia.d6051970.Travel-Guide-Activities)[Oia Car Rentals](https://expedia.ca/Car-Rentals-In-Oia.d6051970.Car-Rental-Guide)[Oia Vacation Packages](https://expedia.ca/Oia.d6051970.Destination-Travel-Guides) ![Oia which includes a coastal town and a sunset](https://images.trvl-media.com/place/6051970/e5da4ab9-ff0a-4eb1-97d9-49548b308721.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Oia Villa Rentals from CA $83 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oia villas ![Cave Traditional Villa, Jetted Tub, Sea View | Private spa tub](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/c13da3b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Senior Villa, Hot Tub, Sea View | Balcony view](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/6d034a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Villa, 2 Bedrooms, Private Pool, Sea View](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/defd9735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Villa, 2 Bedrooms, Private Pool, Sea View | Beach/ocean view](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/e75a89e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Santa-Irini-Nano-Oia-Villa.h20043451.Hotel-Information) 9.8/10 Exceptional (51) "Our location had a beautiful view. It was centrally located to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristo CA $188 CA $214 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Santorini-Hotels-Santa-Irini-Nano-Oia-Villa.h20043451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121370000/121361300/121361265/1c0ae62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121370000/121361300/121361265/ea90734e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Duplex, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121370000/121361300/121361265/2ef2bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Double Room](https://images.trvl-media.com/lodging/122000000/121370000/121361300/121361265/0c235a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-ANEMOESSA-VILLA.h121361265.Hotel-Information) CA $153 CA $175 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Santorini-Hotels-ANEMOESSA-VILLA.h121361265.Hotel-Information) ![Elite Villa](https://images.trvl-media.com/lodging/42000000/41490000/41485300/41485292/5b644e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Villa | Private kitchen](https://images.trvl-media.com/lodging/42000000/41490000/41485300/41485292/4bdfa64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Terrace/patio](https://images.trvl-media.com/lodging/42000000/41490000/41485300/41485292/41df7a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Terrace/patio](https://images.trvl-media.com/lodging/42000000/41490000/41485300/41485292/e822fb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-The-A-Collection-By-KK.h41485292.Hotel-Information) 9.4/10 Exceptional (19) "Very clean & beautiful cave home. Everything that we needed was provided to us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kailee CA $183 CA $222 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Santorini-Hotels-The-A-Collection-By-KK.h41485292.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/7443c23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/e721d790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 4 Bedrooms, Hot Tub, Sea Facing | View from room](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/2c533c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/e03bc80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Oia-Mansion.h14654900.Hotel-Information) 9.8/10 Exceptional (8) "This place was amazing! Beautiful property and Lily and her family were amazing hosts! The breakfast every morning was perfect and everyone was helpful and friendly. Highly recommend this property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa [](https://www.expedia.ca/Santorini-Hotels-Oia-Mansion.h14654900.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/5db635ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/98578fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/d09fb9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/bf0302fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in santorini [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information) 9.8/10 Exceptional (121) "Location was incredible and the view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra D. CA $290 CA $472 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104940000/104936100/104936067/325d9579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Living area](https://images.trvl-media.com/lodging/105000000/104940000/104936100/104936067/acf89602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa | Living area](https://images.trvl-media.com/lodging/105000000/104940000/104936100/104936067/39987d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Villa, Sea View | Bathroom](https://images.trvl-media.com/lodging/105000000/104940000/104936100/104936067/f27119e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Rhenia-Suites-Prive-JacuzziCaldera-View.h104936067.Hotel-Information) 7.6/10 Good (4) "Excellent stay, in the middle of action" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ihsan CA $365 CA $416 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Santorini-Hotels-Rhenia-Suites-Prive-JacuzziCaldera-View.h104936067.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/12000000/11050000/11046500/11046404/dceddbda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11050000/11046500/11046404/ea430823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/12000000/11050000/11046500/11046404/b5616a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11050000/11046500/11046404/a36e5a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Poseidon-Mansion.h11046404.Hotel-Information) 9.6/10 Exceptional (21) "Perfect Oia sunset location! Also perfect for family with kids. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jas CA $513 CA $589 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Santorini-Hotels-Poseidon-Mansion.h11046404.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112830000/112827200/112827196/w4996h3333x0y0-eb152458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112830000/112827200/112827196/164d05b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112830000/112827200/112827196/310156f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112830000/112827200/112827196/281f7431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oía [](https://www.expedia.ca/Santorini-Hotels-Amalthea-Villa-By-KK.h112827196.Hotel-Information) CA $338 CA $383 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Santorini-Hotels-Amalthea-Villa-By-KK.h112827196.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39990000/39986300/39986250/b5304e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39990000/39986300/39986250/08f8522d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39990000/39986300/39986250/925bf650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39990000/39986300/39986250/b636fdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Oia-Mansion-4-Bedroom-Villa-With-Panoramic-Sunset-View.h39986250.Hotel-Information) 9.4/10 Exceptional (3) "The best place to stay in Oia, the location is perfect! The house is beautiful with lots of historic charm. Lily was also very pleasant and helpful to work with. We will be staying here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan G. CA $1,094 CA $1,094 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Santorini-Hotels-Oia-Mansion-4-Bedroom-Villa-With-Panoramic-Sunset-View.h39986250.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116580000/116574400/116574353/b56bc9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116580000/116574400/116574353/4a9bb58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116580000/116574400/116574353/f38bdf46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116580000/116574400/116574353/6f1f889f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Thira - Santorini [](https://www.expedia.ca/Santorini-Hotels-First-FloorPanoramic-2-Bedroom-Caldera-Residence-With-Rooftop-Oasis-Adults-Only.h116574353.Hotel-Information) CA $2,575 CA $2,575 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Santorini-Hotels-First-FloorPanoramic-2-Bedroom-Caldera-Residence-With-Rooftop-Oasis-Adults-Only.h116574353.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116580000/116571200/116571151/e226c838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116580000/116571200/116571151/18e421f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116580000/116571200/116571151/71464326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116580000/116571200/116571151/80495fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oia [](https://www.expedia.ca/Santorini-Hotels-Ground-Floor-Three-Bedroom-Heritage-Residence-With-Jacuzzi-And-Private-Terrace.h116571151.Hotel-Information) CA $1,931 CA $1,931 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Santorini-Hotels-Ground-Floor-Three-Bedroom-Heritage-Residence-With-Jacuzzi-And-Private-Terrace.h116571151.Hotel-Information) ![Junior Villa | Terrace/patio](https://images.trvl-media.com/lodging/91000000/90860000/90854800/90854759/f4132c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Villa](https://images.trvl-media.com/lodging/91000000/90860000/90854800/90854759/eb8126ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90860000/90854800/90854759/aca50ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Villa | Living room](https://images.trvl-media.com/lodging/91000000/90860000/90854800/90854759/f49d3554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Black-Rock-Villas.h90854759.Hotel-Information) 9.2/10 Wonderful (19) "We stayed here during the off-season and enjoyed tiptop rates and a very nice place to sleep. Safe and comfortable and modern and a great host with lots of local information." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $72 CA $83 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Santorini-Hotels-Black-Rock-Villas.h90854759.Hotel-Information) ![Luxury Suite, Patio, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/db5c3d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Patio, Sea View | Living area](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/56b77440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Patio, Sea View | Living area](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/7893777e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Patio, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/107000000/106910000/106901000/106900963/bab82b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Yiota-Collection-3Suites3Prive-Jacuzzi.h106900963.Hotel-Information) 10/10 Exceptional (8) "Nice little town, way to navigate. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amanda CA $163 CA $189 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Santorini-Hotels-Yiota-Collection-3Suites3Prive-Jacuzzi.h106900963.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29280000/29271200/29271102/fa166176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cave Suite Seaview Private Heated Jetted tub | Balcony](https://images.trvl-media.com/lodging/30000000/29280000/29271200/29271102/0c14d9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/30000000/29280000/29271200/29271102/bde7ec89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa Vinsanto with outdoor Private heated Pool](https://images.trvl-media.com/lodging/30000000/29280000/29271200/29271102/30c8c1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Santorini [](https://www.expedia.ca/Santorini-Hotels-Theano-Apartment.h29271102.Hotel-Information) 9.6/10 Exceptional (15) "Loved the unique quiet location of the property. Elizabeth was amazing and super friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viral [](https://www.expedia.ca/Santorini-Hotels-Theano-Apartment.h29271102.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96700000/96697700/96697646/8c0e65cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/97000000/96700000/96697700/96697646/fb442ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96700000/96697700/96697646/6377cbe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96700000/96697700/96697646/087476e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in monolithos [](https://www.expedia.ca/Santorini-Hotels-Peaceful-Place.h96697646.Hotel-Information) 10/10 Exceptional (1) "Nice waterfront location. This place is minutes away from the airport. From the place, different parts of Santorini are very accessible. The house was clean and the host was very friendly. It’s great if you have a rental car to go to different parts of the island." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara C. CA $193 CA $222 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Santorini-Hotels-Peaceful-Place.h96697646.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/9a229f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/493dbc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/f44b474a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27340000/27330400/27330335/5e641171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in fira [](https://www.expedia.ca/Santorini-Hotels-Quiet-Part-OF-Fira-Very-Central-3-Bedroom-2-Bathrooms-Spacious-Tradition-Modern.h27330335.Hotel-Information) 10/10 Exceptional (13) "Our stay was wonderful great location, clean, well stocked and easy check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara s. CA $322 CA $599 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Santorini-Hotels-Quiet-Part-OF-Fira-Very-Central-3-Bedroom-2-Bathrooms-Spacious-Tradition-Modern.h27330335.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113910000/113904000/113903921/3c1e6214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113910000/113904000/113903921/478412b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113910000/113904000/113903921/c035fa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113910000/113904000/113903921/a29b97bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Pyrgos Kallistis [](https://www.expedia.ca/Santorini-Hotels-Panoramic-And-Sunset-View-In-A-Cave-House-At-Pirgos-Kallisti.h113903921.Hotel-Information) 10/10 Exceptional (1) "This was at the end of a family European vacation and the best accommodation experience! From ease of personalized check in to amenities better than listed, we loved this cave house! But our favorite part was the undeniable most classic view imaginable! Walking access to a wonderful assortment of restaurants and cafes, we would stay here again in a heart beat!If you're debating at all, don't, and book this immediately!! Loved, loved, loved this stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna B. CA $217 CA $319 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Santorini-Hotels-Panoramic-And-Sunset-View-In-A-Cave-House-At-Pirgos-Kallisti.h113903921.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34370000/34368800/34368743/f34f2313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34370000/34368800/34368743/46bf93b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34370000/34368800/34368743/2d7f55af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, WiFi](https://images.trvl-media.com/lodging/35000000/34370000/34368800/34368743/163fea13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in SANTORINI [](https://www.expedia.ca/Santorini-Hotels-Gold-Suite-Private-Hot-Tub-Panoramic-Caldera-View.h34368743.Hotel-Information) 10/10 Exceptional (2) "Perfect Santorini Stay – Couldn’t Have Asked for More!From the moment we arrived, our experience in Santorini was nothing short of exceptional, and that was entirely thanks to the villa’s wonderful owner and his incredible team. They took care of every single request with genuine warmth and efficiency, making us feel truly at home throughout our stay.The villa itself was a dream – equipped with everything you could possibly want in a vacation rental. Every detail was thoughtfully arranged, but... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmanouil M. CA $378 CA $481 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Santorini-Hotels-Gold-Suite-Private-Hot-Tub-Panoramic-Caldera-View.h34368743.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34370000/34369100/34369040/53ca2bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/35000000/34370000/34369100/34369040/fad28050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34370000/34369100/34369040/efc989e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34370000/34369100/34369040/50b84245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in SANTORINI [](https://www.expedia.ca/Santorini-Hotels-Silver-Suite-Outdoor-Pool-Hot-Tub-Panoramic-Caldera-View.h34369040.Hotel-Information) 10/10 Exceptional (1) "I can't say enough good things about our stay. Check in was a breeze. Viria the concierge contacted us the day before via Whatsapp, facilitated an early check-in and met us on site. She was very helpful offering to book excursions, make restaurant reservations or provide any other assistance that we needed. The villa was lovely. The beds were comfortable, nice to have two full bathrooms. The kitchen was small and very basic. There was a cooktop, oven, small fridge and basic utensils and... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Geoff R. CA $492 CA $625 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Santorini-Hotels-Silver-Suite-Outdoor-Pool-Hot-Tub-Panoramic-Caldera-View.h34369040.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/62000000/61540000/61534900/61534856/43524af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61540000/61534900/61534856/fb35aa0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/62000000/61540000/61534900/61534856/08f4cbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61540000/61534900/61534856/3b2fa61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Thera [](https://www.expedia.ca/Santorini-Hotels-Elegant-Two-Bedroom-Duplex-With-Hot-Tub.h61534856.Hotel-Information) 10/10 Exceptional (1) "We wanted a property with a view and we got more . . .. a property with a view and hot tub overlooking the caldera. George, the manager, was there to help us get our bags down the pathway to the suite and attentive by text to everything we needed. We would definitely stay there again. As an additional note, i left my leather jacket in the suite and he drove it to the airport for me. Great experience and worth every penny!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles S. CA $613 CA $700 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Santorini-Hotels-Elegant-Two-Bedroom-Duplex-With-Hot-Tub.h61534856.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11®ionId=6051970&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOia-Villas.d6051970-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOia-Villas.d6051970-aaVillas.Travel-Guide-Accommodation) ## Top Oia Hotel Reviews ![Kaleidoscope Cave Houses Oia](https://images.trvl-media.com/lodging/16000000/15450000/15446700/15446631/9e07d4ec_y.jpg) ### Kaleidoscope Cave Houses Oia 10/10 Excellent "Very nice location! Great service!" [](https://expedia.ca/Santorini-Hotels-Kaleidoscope-Cave-Houses-Oia.h15446631.Hotel-Information) ![Charisma Suites](https://images.trvl-media.com/lodging/9000000/8420000/8411600/8411554/33f5d0cc_y.jpg) ### Charisma Suites 10/10 Excellent "Extremly great " [](https://expedia.ca/Santorini-Hotels-Charisma-Suites.h8411554.Hotel-Information) ![Alexander's Suites](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/249391c3_y.jpg) ### Alexander's Suites 10/10 Excellent "Pro;Customer service is excellent since they will try their best to satisfy your need. Room is very clean and the location is about 10 min walk to central Oia. Con: The couple of things that I would like them to improve are the stability of WiFi connection and the bath hot water not lasting long enough. It is because it is the room in the cave. If you go deeply inside the room, there will be not any internet connection on the phone. So the stability of Wifi connection has to be good, or you don’t have any internet service. " [](https://expedia.ca/Santorini-Hotels-Alexanders-Suites.h3531057.Hotel-Information) ![Ducato di Oia - Adults Only](https://images.trvl-media.com/lodging/17000000/16130000/16125500/16125460/b26a7608_y.jpg) ### Ducato di Oia - Adults Only 10/10 Excellent "We enjoyed the stay. Thank you." [](https://expedia.ca/Santorini-Hotels-Ducato-Di-Oia.h16125460.Hotel-Information) ![Terra Verde Oia by K&K](https://images.trvl-media.com/lodging/115000000/114930000/114929900/114929854/2eb394cb_y.jpg) ### Terra Verde Oia by K&K 10/10 Excellent "Beautiful resort awesome people" [](https://expedia.ca/Santorini-Hotels-OIAS-SUNSET-HOTEL-By-KK.h114929854.Hotel-Information) ![Caldera Premium Villas - Adults Only](https://images.trvl-media.com/lodging/5000000/4800000/4799200/4799190/156fcbe5_y.jpg) ### Caldera Premium Villas - Adults Only 10/10 Excellent "Best hotel in santorini The staff was wonderful" [](https://expedia.ca/Santorini-Hotels-Caldera-Premium-Villas-Adults-Only.h4799190.Hotel-Information) ![Santo Pure Oia Suites & Villas](https://images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/19d7ffef_y.jpg) ### Santo Pure Oia Suites & Villas 10/10 Excellent "The entire staff made us feel welcomed and they made our trip very enjoyable. The room was very clean and private. " [](https://expedia.ca/Santorini-Hotels-Santo-Pure-Oia-Suites-Villas.h12771180.Hotel-Information) ![Nano Oia Villas](https://images.trvl-media.com/lodging/21000000/20050000/20043500/20043451/c13da3b3_y.jpg) ### Nano Oia Villas 10/10 Excellent "Great service provided by Vasilis all through the stay. Actually before the stay even started by answering key questions and providing valuable advice. Everything worked like clockwork. Villa was pretty. Oia is beautiful " [](https://expedia.ca/Santorini-Hotels-Santa-Irini-Nano-Oia-Villa.h20043451.Hotel-Information) ![Armenaki - Adults Only](https://images.trvl-media.com/lodging/52000000/51310000/51304000/51303968/d92aaea0_y.jpg) ### Armenaki - Adults Only 10/10 Excellent "Great location and staff was amazing and helpful. " [](https://expedia.ca/Santorini-Hotels-Armenaki-Adults-Only.h51303968.Hotel-Information) ## Find out more about Oia ## Oia Villas information | Number of reviews | 237 | | ----------------- | ---------- | | Accommodation | 427 Villas | | Lowest Price | CA $83 | | Highest Price | CA $2,575 | ## Frequently asked questions ### How much do villas in Oia cost? ### What are the best villas in Oia? ### How many villas are there in Oia? ### Are there any family-friendly villas in Oia? ### Are there any 5-star villas in Oia? ### Why book your villa in Oia with Expedia? ### How can I find cheap villas in Oia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Imerovigli ](https://www.expedia.ca/4Star-Imerovigli-Hotels.s40-0-d6051972.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Imerovigli ](https://www.expedia.ca/5Star-Imerovigli-Hotels.s50-0-d6051972.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Amoudi Bay ](https://www.expedia.ca/Amoudi-Bay-Hotels-Beach-Hotel.0-0-d6324292-tBeachHotel.Travel-Guide-Filter-Hotels) - 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