Title: Book the Best Hotels with POOL in Oia in 2026 | 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) # Find Hotels with a Pool in Oia from CA $102 - ![](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 availability on Oia Hotels with a Pool Tonight [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-02&endDate=2026-01-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-03&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6051970&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oia hotels with a pool ![La Cour Junior Suite | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114930000/114929900/114929854/876533d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terracote Grand Suite Sea View with Outdoor Jetted Tub | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114930000/114929900/114929854/0ea9945a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terra Luxury Junior Suite Sea View | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114930000/114929900/114929854/22f315b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ochre Suite Split Level](https://images.trvl-media.com/lodging/115000000/114930000/114929900/114929854/bd66f5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terra Verde Oia by K&K [](https://www.expedia.ca/Santorini-Hotels-OIAS-SUNSET-HOTEL-By-KK.h114929854.Hotel-Information) Santorini 9.8/10 Exceptional (26) "Beautiful resort awesome people" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek CA $89 CA $102 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Santorini-Hotels-OIAS-SUNSET-HOTEL-By-KK.h114929854.Hotel-Information) ![Seasonal outdoor pool, open 11:00 AM to 9:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/e316e6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/ad5b6c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (Caldera View) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/5608eb71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3540000/3531100/3531057/d7db147f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander's Suites [](https://www.expedia.ca/Santorini-Hotels-Alexanders-Suites.h3531057.Hotel-Information) Santorini 8.6/10 Excellent (717) "Cleanliness staff was very polite and attentive and the location and view was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marquia CA $141 CA $161 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Santorini-Hotels-Alexanders-Suites.h3531057.Hotel-Information) ![Grand Suite with Plunge Pool and Caldera View](https://images.trvl-media.com/lodging/17000000/16130000/16125500/16125460/b26a7608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Hot Tub and Caldera View | View from room](https://images.trvl-media.com/lodging/17000000/16130000/16125500/16125460/cf112d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Hot Tub and Caldera View | Private spa tub](https://images.trvl-media.com/lodging/17000000/16130000/16125500/16125460/c3db4508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16130000/16125500/16125460/914b6772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ducato di Oia - Adults Only [](https://www.expedia.ca/Santorini-Hotels-Ducato-Di-Oia.h16125460.Hotel-Information) Santorini 9.4/10 Exceptional (332) "We enjoyed the stay. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kazuiku CA $185 CA $215 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Santorini-Hotels-Ducato-Di-Oia.h16125460.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14650000/14648200/14648199/bb3226a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/15000000/14650000/14648200/14648199/7d38de8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Jetted Tub, Sea View | View from property](https://images.trvl-media.com/lodging/15000000/14650000/14648200/14648199/ca6eda51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Jetted Tub, Sea View](https://images.trvl-media.com/lodging/15000000/14650000/14648200/14648199/fa392270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cleo's Dream Villa [](https://www.expedia.ca/Santorini-Hotels-Cleos-Dream-Villa.h14648199.Hotel-Information) Santorini 10/10 Exceptional (61) "Absolutely dreamy location with stunning views! Annamaria was exceptional with communication and managing the property! Absolute stunning location and apartment." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert CA $153 CA $175 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Santorini-Hotels-Cleos-Dream-Villa.h14648199.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) ![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) ![Classic Duplex, Sea View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121370000/121361300/121361265/fb1d7b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ANEMOESSA VILLA [](https://www.expedia.ca/Santorini-Hotels-ANEMOESSA-VILLA.h121361265.Hotel-Information) Santorini CA $153 CA $175 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Santorini-Hotels-ANEMOESSA-VILLA.h121361265.Hotel-Information) ![Deluxe Room, 1 Queen Bed, Ocean View | Interior](https://images.trvl-media.com/lodging/101000000/100350000/100349200/100349169/c2eb0df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Ocean View | Interior](https://images.trvl-media.com/lodging/101000000/100350000/100349200/100349169/27b3dafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Apartment, Ensuite, Sea View (Theodora) | Lounge](https://images.trvl-media.com/lodging/101000000/100350000/100349200/100349169/48b7a327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Apartment, Ensuite, Sea View (Theodora) | Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100350000/100349200/100349169/b923345d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kyrkos Residency [](https://www.expedia.ca/Santorini-Hotels-Kyrkos-Residency.h100349169.Hotel-Information) Santorini 9.8/10 Exceptional (28) "Great place, clean, amazing views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Herberth Manuel CA $268 CA $305 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Santorini-Hotels-Kyrkos-Residency.h100349169.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/58000000/57210000/57202100/57202045/adea2605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/58000000/57210000/57202100/57202045/62e17cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Blue Dome Suite) | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57210000/57202100/57202045/79504147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Blue Dome Suite)](https://images.trvl-media.com/lodging/58000000/57210000/57202100/57202045/52bdc8b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kaleidoscope Oia Suites [](https://www.expedia.ca/Santorini-Hotels-Kaleidoscope-Oia-Suites.h57202045.Hotel-Information) Santorini 9.4/10 Exceptional (25) "Great memorable stay . Beautiful breath taking view from balcony. Clean room. All people are very professional and kind. Owner is accommodating us above and beyond. Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) miyuki CA $336 CA $383 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Santorini-Hotels-Kaleidoscope-Oia-Suites.h57202045.Hotel-Information) ![Amaya Sensational Villa Caldera View - Outdoor Hot Tub | Jetted tub](https://images.trvl-media.com/lodging/9000000/8400000/8397300/8397208/beeeb297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Amaya Castro Villa, Caldera View-Outdoor Hot Tub | Private kitchen](https://images.trvl-media.com/lodging/9000000/8400000/8397300/8397208/67b3040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Amaya Castro Villa, Caldera View-Outdoor Hot Tub | Beach/ocean view](https://images.trvl-media.com/lodging/9000000/8400000/8397300/8397208/b2577267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Amaya Sentiment Villa, Caldera View-Outdoor Hot Tub | Private kitchenette](https://images.trvl-media.com/lodging/9000000/8400000/8397300/8397208/f2068e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amaya Selection of Villas [](https://www.expedia.ca/Santorini-Hotels-Amaya-Selection-Of-Villas.h8397208.Hotel-Information) Santorini 9.0/10 Wonderful (199) "Perfect view outlook the Aegean Sea. Steps away from the old castle great for sunset view. The host (Castro) is extremely helpful - he even helped us to get the luggage from airport (it’s delayed by airline). We love this hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zhiqiang CA $301 CA $343 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Santorini-Hotels-Amaya-Selection-Of-Villas.h8397208.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34383100/34383012/69638bd6.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) ### SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information) santorini 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 $470 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Santorini-Hotels-SantoriniParadise-PARADISE-Cave-House.h34383012.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/1f15a82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/14660000/14654900/14654900/7443c23c.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) ![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) ### Oia Mansion [](https://www.expedia.ca/Santorini-Hotels-Oia-Mansion.h14654900.Hotel-Information) Santorini 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) 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=2026-01-16&endDate=2026-01-17®ionId=6051970&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Oia Hotel Reviews ![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 "The staff were genuinely friendly and helpful throughout, and the breakfast was very good. The location is perfect—right in Oia and close to all the main viewpoints. Would happily stay again." [](https://expedia.ca/Santorini-Hotels-Ducato-Di-Oia.h16125460.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) ![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) ![Katikies Santorini - The Leading Hotels Of The World](https://images.trvl-media.com/lodging/5000000/4060000/4056100/4056090/509645bf_y.jpg) ### Katikies Santorini - The Leading Hotels Of The World 10/10 Excellent "Phenomenal all the way around. Beautiful, exquisite, excellent 👌 " [](https://expedia.ca/Santorini-Hotels-Katikies-Santorini-The-Leading-Hotels-Of-The-World.h4056090.Hotel-Information) ![Aethrio Sunset Village - Oia](https://images.trvl-media.com/lodging/3000000/2610000/2608500/2608408/8f6591cd_y.jpg) ### Aethrio Sunset Village - Oia 10/10 Excellent "The hotel is located in an area close to everything. It is nice and in good condition and clean. The breakfast is good with healthy food and the main thing to start the day is fruit, eggs, cheeses, yogurt, pastries, juices, and coffee. Our room was for three people. My husband, my son, and I were traveling to celebrate my 50th birthday. It was cozy. We had a terrace with a view of part of the ocean. The only detail I didn't like was that there was no hair conditioner and the shower needs to be cleaned more thoroughly. The rest of the room was very comfortable. As an Expidia VIP member, I received my wine and a 20% discount on drinks. At the reception, Angela was very helpful with information and was very friendly. I would gladly stay with you again if I had the opportunity. Thank you Aethrio Team!" [](https://expedia.ca/Santorini-Hotels-Aethrio-Sunset-Village-Oia.h2608408.Hotel-Information) ![Andronis Boutique Hotel](https://images.trvl-media.com/lodging/6000000/5250000/5249200/5249188/a80d7c47_y.jpg) ### Andronis Boutique Hotel 10/10 Excellent "Great view. Very clean and romantic. " [](https://expedia.ca/Santorini-Hotels-Andronis-Boutique-Hotel.h5249188.Hotel-Information) ![Fanari Villas Santorini](https://images.trvl-media.com/lodging/3000000/2460000/2450100/2450089/148175d9_y.jpg) ### Fanari Villas Santorini 10/10 Excellent "I normally don’t do reviews but this was a great experience hence giving it. They gave a free upgrade to summer suite which provided a great view to the sunset. The staff was excellent, breakfast was included and was decent (however they do require notifications of breakfast items in advance). The only issue (which we didn’t face but can foresee) is hotel location - it is not accessibility friendly, so it is likely very hard for people in wheelchairs, older folks with joint issues etc." [](https://expedia.ca/Santorini-Hotels-Fanari-Villas-Santorini.h2450089.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Oia cost? ### Are there hotels in Oia with outdoor pool activities or events? > For couples dreaming of a romantic getaway, Santorini Secret Suites & Spa is a top choice. Its caldera-view infinity pool sets the stage for unforgettable moments, complemented by a small spa and an award-winning restaurant. The suites with private pools or hot tubs ensure that you can enjoy intimate evenings under the stars. > > > Families will appreciate the amenities at Domes Novos – Oia, which is just outside Oia. This hotel features a heated infinity pool and a kids' club with both indoor and outdoor play areas, making it ideal for families. Guests can also partake in activities like sunrise yoga or painting lessons, ensuring that everyone, from toddlers to parents, enjoys their stay. > > > For those who crave culinary delights alongside their poolside lounging, Filotera Suites provides an all-day Greek restaurant and pool bar with spectacular views. Enjoy a leisurely breakfast delivered to your suite or unwind with in-room massages after a day of exploring. > > > Newer options like Santo Mine Oia Suites, which opened in 2024, offer modern luxury with private pools in each suite and a fitness centre. The pool bar/lounge invites you to relax while taking in the panoramic views of the Aegean Sea. > > > Oia boasts a variety of hotels that not only feature outdoor pools but also enhance your experience with wellness spas and organised activities such as yoga sessions and wine tastings. ### Is it cheaper to book flights and a hotel in Oia as a package? ### How can I save on a hotel in Oia with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - [Luxury Hotels in Akrotiri ](https://www.expedia.ca/Akrotiri-Hotels-Luxury-Hotel.0-0-d6051761-tLuxuryHotel.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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