Title: Oia Vacation Home Rentals from CA $160: Search Top Private Vacation Homes for Rent | 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 Vacation Rentals ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oia Vacation Homes ![Villa, 2 Bedrooms (Thetis Cave Villa) | Living area](https://images.trvl-media.com/lodging/31000000/30050000/30048700/30048619/2c1feb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Thetis Cave Studio)](https://images.trvl-media.com/lodging/31000000/30050000/30048700/30048619/dbfa748d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Thetis Cave Studio)](https://images.trvl-media.com/lodging/31000000/30050000/30048700/30048619/ddeda618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms (Thetis Cave Villa) | Living area](https://images.trvl-media.com/lodging/31000000/30050000/30048700/30048619/8bfc63fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thetis Cave Houses Santorini 9.6/10 Exceptional (31) "Timis met us there at 9 pm for checkin. this place is very clean and very unique. Right in the heart where all the shopping and scenery is. We loved it!" CA $189 CA $216 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Thetis-Cave-Houses.h30048619.Hotel-Information) ![Junior Suite with Caldera-Sea View and Private Outdoor Hot Tub](https://images.trvl-media.com/lodging/97000000/96340000/96334400/96334399/e2737821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96340000/96334400/96334399/49f31bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Caldera-Sea View and Private Outdoor Hot Tub | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96340000/96334400/96334399/6d1108e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite with Caldera-Sea View and Private Outdoor Hot Tub](https://images.trvl-media.com/lodging/97000000/96340000/96334400/96334399/a24ebda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bligos Villas Santorini 10/10 Exceptional (23) "We absolutely loved this place. Anastasia is an amazing host! This property was in the middle of Oia. Steps from where a taxi can drop you off. Maybe 15 steps down from the main walk way to your room. Rooms cleaned everyday the view from your private pool is so amazing. Great view of the caldera. Quick 3 minute walk to the blue domes. Included breakfast everyday was a plus. We would definitely stay here again! " CA $299 CA $343 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Santorini-Hotels-Bligos-Villas.h96334399.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76410000/76407700/76407664/23617756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76410000/76407700/76407664/79bb7a0e_edited_1295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76407700/76407664/0aca9e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76410000/76407700/76407664/492d57cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRADITIONAL CAVE in the heart of old OIA Santorini 10/10 Exceptional (11) "Overall just an amazing experience! It was a wonderful place to stay, the view was amazing, and anything that we needed help with (luggage/transfer around island) the owners were so quick to help out!" CA $179 CA $273 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Santorini-Hotels-Sunset-CAVE-In-The-Heart-Of-OIA.h76407664.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105450000/105442100/105442010/cf0e6a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105450000/105442100/105442010/24eb60fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105450000/105442100/105442010/9d88ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105450000/105442100/105442010/c70dca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kore Cavehouse by Oias Local Cavehouses Oía CA $213 CA $309 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Santorini-Hotels-Kore-Cavehouse-By-Oias-Local-Cavehouses.h105442010.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105770000/105761800/105761714/c1570b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/106000000/105770000/105761800/105761714/778b59fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105770000/105761800/105761714/65d95b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105770000/105761800/105761714/a48f846b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tradition house in the quiet Finikià,with an outstanding view and large terrace Finikia 10/10 Exceptional (1) "would so recommend staying here! it’s in a quiet neighborhood but it’s easy to walk to oia. lots of great restaurants around. the host was great as well!!!" CA $173 CA $328 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Santorini-Hotels-Tradition-House-In-The-Quiet-Finikia.h105761714.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14930000/14926500/14926468/7fc2ab3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Heated Tub, Sea View](https://images.trvl-media.com/lodging/15000000/14930000/14926500/14926468/01bff753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Heated Tub, Sea View | Bathroom sink](https://images.trvl-media.com/lodging/15000000/14930000/14926500/14926468/65ffa0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Heated Tub, Sea View | Private kitchen](https://images.trvl-media.com/lodging/15000000/14930000/14926500/14926468/43231ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elea Casa Santorini 7.0/10 Good (7) CA $227 CA $261 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Santorini-Hotels-Elea-Casa.h14926468.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/61000000/60340000/60333400/60333374/26ce029d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/61000000/60340000/60333400/60333374/e0997932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/61000000/60340000/60333400/60333374/e915c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/61000000/60340000/60333400/60333374/6969b7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Nefeli with sea view in front of the beach !! Oia 8.0/10 Very good (1) "Nous avons été accueillies comme des reines et avons passé un bon moment à Oia. La vue est très jolie, le logement est astucieusement agencé et agréable bien qu'un peu vieillot. La piscine est très agréable. Le petit déjeuner est copieux et offre beaucoup de choix. Oia est proche en voiture mais peu accessible sinon. Nous recommandons vivement cette adresse." CA $175 CA $175 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Santorini-Hotels-Villa-Nefeli-With-Sea-View-In-Front-Of-The-Beach.h60333374.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427376/fc4a0f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427376/2b84b786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427376/07690f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427376/45fe6ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santorini Sun Villa One in Oia | Private Hot tub Oia 10/10 Exceptional (1) "Perfect spot to spend time exploring Oia and what the town offers. Clean and quiet with island charm we expected. Dmitris and Vicky are fantastic and welcoming hosts and the level of communication was exceptional. Would stay here again and again. " CA $204 CA $217 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Santorini-Sun-Villa-One-In-Oia-Private-Hot-Tub.h111427376.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777633/82987774.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/106000000/105780000/105777700/105777633/d28c209b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777633/2849134e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777633/084bb862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tradition house in the quiet Finikià,with an outstanding sunset view Santorini CA $163 CA $314 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Santorini-Hotels-Tradition-House-In-The-Quiet-Finikia.h105777633.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89840000/89830500/89830420/dc144b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89840000/89830500/89830420/0fffc180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/90000000/89840000/89830500/89830420/ca02bde3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89840000/89830500/89830420/9ab47e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anelia House invites guests to indulge unique moments of relaxation Oía 10/10 Exceptional (2) CA $228 CA $303 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Santorini-Hotels-Anelia-House-Invites-Guests-To-Indulge-Unique-Moments-Of-Relaxation.h89830420.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40200000/40191500/40191405/a4797636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/41000000/40200000/40191500/40191405/5f88b078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/41000000/40200000/40191500/40191405/82664a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/41000000/40200000/40191500/40191405/cf908347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRADITIONAL STUDIO in the heart of old OIA SANTORINI 10/10 Exceptional (4) "Gorgeous location, wonderful property and top notch service" CA $358 CA $505 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Santorini-Hotels-SUNSET-STUDIO-In-The-Center-Of-OIA.h40191405.Hotel-Information) ![Exclusive House, Patio | Interior](https://images.trvl-media.com/lodging/70000000/69380000/69377800/69377764/f3ba1d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House, Patio | View from room](https://images.trvl-media.com/lodging/70000000/69380000/69377800/69377764/7d92a48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House, Patio](https://images.trvl-media.com/lodging/70000000/69380000/69377800/69377764/19baefad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69380000/69377800/69377764/f184870e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ArcadOia Santorini 9.4/10 Exceptional (6) "Cutest property in the best location. " CA $138 CA $160 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Santorini-Hotels-ArcadOia.h69377764.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37900000/37898200/37898193/69f2a201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37900000/37898200/37898193/357b8f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37900000/37898200/37898193/79d4e1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/38000000/37900000/37898200/37898193/c1258edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom Cave Suite in Ammoudi Bay Santorini 10/10 Exceptional (3) "We absolutely loved the property and the pool. The location is spectacular, a truly unique Santorini experience tucked away from the crowds of Oia above. Great access to sunset spots, restaurants and to the sail tours. We would definitely stay again." CA $312 CA $399 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Santorini-Hotels-2-Bedroom-Cave-Suite-In-Ammoudi-Bay.h37898193.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427386/0276ad24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427386/b6cdc876.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/112000000/111430000/111427400/111427386/w1999h1334x1y0-a7c14f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111430000/111427400/111427386/cc109f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santorini Sun Villa Two in Oia | Private Hot Tub Oia CA $196 CA $209 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Santorini-Sun-Villa-Two-In-Oia-Private-Hot-Tub.h111427386.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/a1184072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/3c0d55bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/06d6df1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36199000/36198914/4d530b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SantoriniParadise: TRADITIONAL APARTMENT in old Oia Oia 10/10 Exceptional (20) "Maria was just what our family needed for our stay in Oia. Her cave houses are beautiful and she attends to every detail needed for a visit to Santorini. You won’t regret visiting her cave houses and exploring Oia!" CA $277 CA $414 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-Sunset-APARTMENT-In-The-Center-Of-Oia.h36198914.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/14000000/13460000/13459500/13459422/0dc8fa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House | Living area](https://images.trvl-media.com/lodging/14000000/13460000/13459500/13459422/d463ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House | In-room dining](https://images.trvl-media.com/lodging/14000000/13460000/13459500/13459422/07ad836d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13460000/13459500/13459422/71a70d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pina Caldera Residence Santorini 9.4/10 Exceptional (6) "This is the coolest home. It has a wonderful balcony type view from an awesome outdoor porch/patio. We had help with our bags from the parking area at arrival and departure. The parking is rough, unpaved, dirty, yet free. Just around corner though is a cleaner, paved pay option if free parking is full. Over night cost was only 17€. " CA $570 CA $651 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Santorini-Hotels-Pina-Caldera-Residence.h13459422.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37900000/37891500/37891413/440051e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/38000000/37900000/37891500/37891413/6d55d543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/38000000/37900000/37891500/37891413/a7c2eadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37900000/37891500/37891413/89e6e7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seafront Suite With Private Plunge Pool Santorini 10/10 Exceptional (10) "We loved the location and the facilities here. The service was great as was the restaurants and location. Many thanks" CA $311 CA $397 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Santorini-Hotels-Seafront-Suite-With-Private-Plunge-Pool.h37891413.Hotel-Information) ![Blue Dome Double Room with Caldera View](https://images.trvl-media.com/lodging/65000000/64190000/64187700/64187698/f8d1672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blue Dome Double Room with Caldera View](https://images.trvl-media.com/lodging/65000000/64190000/64187700/64187698/cf16e4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blue Dome Cave Suite with Hot Tub and Caldera View | Balcony](https://images.trvl-media.com/lodging/65000000/64190000/64187700/64187698/546a5382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blue Dome Cave Suite with Hot Tub and Caldera View](https://images.trvl-media.com/lodging/65000000/64190000/64187700/64187698/b1bed07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxus VIP Suites Santorini 9.8/10 Exceptional (52) "Breathtaking view of the blue dome churches overlooking the sea from the suites. The breakfast is delicious and adds to the charm. Would stay here again if I come back to Santorini." CA $581 CA $663 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Santorini-Hotels-Luxus-VIP-Suites.h64187698.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40200000/40192400/40192379/a3765a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/41000000/40200000/40192400/40192379/ab503171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40200000/40192400/40192379/ae2de902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40200000/40192400/40192379/69085862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twin Cave House - Oia Santorini 10/10 Exceptional (92) "The house was great. Had a good view. Lots of amenities. Close to everything you want to see in Oia. The best was our host Nicoletta. She helped us with everything from transfers with help with our luggage through all those stairs in Oia, to making reservations for restaurants to sharing the history of Oia. Made for the best experience. THANK YOU VERY MUCH. " CA $297 CA $377 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Santorini-Hotels-Twin-Cave-House-Oia.h40192379.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82990000/82988400/82988338/f625f2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82990000/82988400/82988338/e2ddd3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82990000/82988400/82988338/15e58a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82990000/82988400/82988338/9eab3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terracotta Cave House (2) Santorini 10/10 Exceptional (4) "In the heart of Oia, minutes walk to all the fine dining establishments in Oia. By far the most iconic view of Santorini, picturesque, bother sunrise and sunset views from the roof top. This quaint and gorgeous rental is perfect of a romantic getaway, perfect for 2. We'll definitely rent again if we go back to Santorini, Oia... The host was amazing at communication and helping setup transfers and suggestions to do, see and eat, amazing!!!" CA $312 CA $399 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Santorini-Hotels-Terracotta-Cave-House.h82988338.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=2025-10-30&endDate=2025-10-31®ionId=6051970&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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-Private-Vacation-Homes.d6051970-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOia-Private-Vacation-Homes.d6051970-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oia Hotel Reviews ![Katikies Santorini - The Leading Hotels Of The World](//images.trvl-media.com/lodging/5000000/4060000/4056100/4056090/509645bf_y.jpg) ### Katikies Santorini - The Leading Hotels Of The World 10/10 Excellent "Excellent hotel. The staff are amazing and helpful. The complimentary breakfast is excellent. The views cannot be beat. The spa was fantastic. Would love to be back!" [](https://expedia.ca/Santorini-Hotels-Katikies-Santorini-The-Leading-Hotels-Of-The-World.h4056090.Hotel-Information) ![Santo Pure Oia Suites & Villas](//images.trvl-media.com/lodging/13000000/12780000/12771200/12771180/19d7ffef_y.jpg) ### Santo Pure Oia Suites & Villas 10/10 Excellent "Amazing views and property! Loved the private hot tub and spacious suite. Loved the location, 5 minutes via footpath to Oia. Great sunset views. Dinner was good but took super long to get the food. Check in process could have been shortened and been smoother. Having said all that, wonderful property and would come back again! " [](https://expedia.ca/Santorini-Hotels-Santo-Pure-Oia-Suites-Villas.h12771180.Hotel-Information) ![Esperas Santorini](//images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/1a81e24f_y.jpg) ### Esperas Santorini 10/10 Excellent "This stay was the most incredible experience. The view alone is worth every penny. The staff is extremely friendly, attentive and helpful. The room was great, the location is convenient. If I had to pick one complaint, it’s that the shower has about 30 seconds of hot water before it turns colder. But who wants to be in the shower longer than that anyway when you could be in your private plunge pool overlooking the sea and sunset!" [](https://expedia.ca/Santorini-Hotels-Esperas-Santorini.h2761704.Hotel-Information) ![Caldera Premium Villas - Adults Only](//images.trvl-media.com/lodging/5000000/4800000/4799200/4799190/156fcbe5_y.jpg) ### Caldera Premium Villas - Adults Only 10/10 Excellent "The room was amazing! The views from our room and private hot tub were beautiful. It was quiet, clean, and the staff were so helpful and kind. It was the perfect hotel for the Santorini experience." [](https://expedia.ca/Santorini-Hotels-Caldera-Premium-Villas-Adults-Only.h4799190.Hotel-Information) ![Charisma Suites](//images.trvl-media.com/lodging/9000000/8420000/8411600/8411554/33f5d0cc_y.jpg) ### Charisma Suites 10/10 Excellent "Everyone was charming and friendly! Loved the entire staff! " [](https://expedia.ca/Santorini-Hotels-Charisma-Suites.h8411554.Hotel-Information) ![Katikies Kirini Santorini - The Leading Hotels Of The World](//images.trvl-media.com/lodging/2000000/1360000/1356500/1356495/3580b419_y.jpg) ### Katikies Kirini Santorini - The Leading Hotels Of The World 10/10 Excellent "The staff were all very friendly and helpful. The breakfast was delicious. The view was exceptional! " [](https://expedia.ca/Santorini-Hotels-Katikies-Kirini-Santorini-The-Leading-Hotels-Of-The-World.h1356495.Hotel-Information) ![Canaves Ena - Small Luxury Hotels of the World](//images.trvl-media.com/lodging/1000000/990000/980600/980526/0e6273e1_y.jpg) ### Canaves Ena - Small Luxury Hotels of the World 10/10 Excellent "My husband and I had an amazing stay here! The hotel staff were kind, helpful and accommodating! The hotel itself was everything you would want staying in Oia Santorini! With the white and blue domes, stunning views of the Caldera, excellent food and rooms! We were so happy with our choice to stay there and highly recommend! ☀️" [](https://expedia.ca/Santorini-Hotels-Canaves-Ena-Small-Luxury-Hotels-Of-The-World.h980526.Hotel-Information) ![Anemomilos Hotel & Apartments](//images.trvl-media.com/lodging/5000000/4100000/4099700/4099689/d369d593_y.jpg) ### Anemomilos Hotel & Apartments 10/10 Excellent "Todo excelente en especial Lenna hizo que nuestra estancia se sintiera como en casa. " [](https://expedia.ca/Santorini-Hotels-Anemomilos-Hotel-Apartments.h4099689.Hotel-Information) ![Canaves Epitome - Small Luxury Hotels of the World](//images.trvl-media.com/lodging/21000000/20270000/20260400/20260377/956f2eb2_y.jpg) ### Canaves Epitome - Small Luxury Hotels of the World 10/10 Excellent "Outstanding hotel, outstanding property, outstanding service, and staff" [](https://expedia.ca/Santorini-Hotels-Canaves-Oia-Epitome.h20260377.Hotel-Information) ## Find out more about Oia ## Oia Vacation Homes information | Number of reviews | 236 | | --- | --- | | Accommodation | 124 Vacation Homes | | Lowest Price | CA $160 | | Highest Price | CA $663 | ## 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) - 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Nomikos Conference Centre](https://www.expedia.ca/Petros-M-Nomikos-Conference-Centre-Santorini.d6062305.Vacation-Attraction) - [Skaros Rock](https://www.expedia.ca/Skaros-Rock-Santorini.d6323759.Vacation-Attraction) - [Visit Therasia](https://www.expedia.ca/Therasia.dx6320746) - [Visit Tholos](https://www.expedia.ca/Tholos.dx6359663) - [Visit Vourvoulos](https://www.expedia.ca/Vourvoulos.dx6035032) - [Avis Rental Cars in Imerovigli](https://www.expedia.ca/Avis-Car-Rentals-In-Imerovigli.d6051972-c41.Car-Rental-Guide-Suppliers) - [Buchbinder Germany Rental Cars in Imerovigli](https://www.expedia.ca/Buchbinder-Germany-Car-Rentals-In-Imerovigli.d6051972-c1053.Car-Rental-Guide-Suppliers) - [Budget Canaries Rental Cars in Imerovigli](https://www.expedia.ca/Budget-Canaries-Car-Rentals-In-Imerovigli.d6051972-c1136.Car-Rental-Guide-Suppliers) - [Car rental Imerovigli](https://www.expedia.ca/Car-Rentals-In-Imerovigli.d6051972.Car-Rental-Guide) - [Centauro Rental Cars in Imerovigli](https://www.expedia.ca/Centauro-Car-Rentals-In-Imerovigli.d6051972-c1015.Car-Rental-Guide-Suppliers) - [Goldcar Key’n Go Rental Cars in Imerovigli](https://www.expedia.ca/Goldcar-Keyn-Go-Car-Rentals-In-Imerovigli.d6051972-c1044.Car-Rental-Guide-Suppliers) - [Record Rent A Car Rental Cars in Imerovigli](https://www.expedia.ca/Record-Rent-A-Car-Car-Rentals-In-Imerovigli.d6051972-c30.Car-Rental-Guide-Suppliers) - [Imerovigli Vacation Rentals](https://www.expedia.ca/Imerovigli-Vacation-Rentals.d6051972.Travel-Guide-VacationRentals) - [Ormos Armenis Vacation Rentals](https://www.expedia.ca/Ormos-Armenis-Vacation-Rentals.d855580816909426688.Travel-Guide-VacationRentals) - [Panagia Kalou Vacation Rentals](https://www.expedia.ca/Panagia-Kalou-Vacation-Rentals.d855580416869294080.Travel-Guide-VacationRentals) - [Paradisos Vacation Rentals](https://www.expedia.ca/Paradisos-Vacation-Rentals.d855581720263942144.Travel-Guide-VacationRentals) - [Things to do in Amoudi Bay](https://www.expedia.ca/Things-To-Do-In-Amoudi-Bay.d6324292.Travel-Guide-Activities) - [Things to do in Firostefani](https://www.expedia.ca/Things-To-Do-In-Firostefani.d6342055.Travel-Guide-Activities) - [Things to do in Imerovigli](https://www.expedia.ca/Things-To-Do-In-Imerovigli.d6051972.Travel-Guide-Activities) - [Things to do in Therasia](https://www.expedia.ca/Things-To-Do-In-Therasia.d6320746.Travel-Guide-Activities)