Title: Holiday Rentals Cortona from £83: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Cortona Travel Guide](https://expedia.co.uk/Cortona.dx601360)[Hotels in Cortona](https://expedia.co.uk/Cortona-Hotels.d601360.Travel-Guide-Hotels)[Flights to Cortona](https://expedia.co.uk/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights)[Things to do in Cortona](https://expedia.co.uk/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities)[Cortona Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Cortona.d601360.Car-Hire-Guide)[Cortona Holidays](https://expedia.co.uk/Cortona.d601360.Holidays-City-Breaks) ![Medieval Old town of Cortona. Tuscany, Italy, Europe](https://images.trvl-media.com/place/601360/fa0f0956-db52-4f77-b501-41f8b74cd6ee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Cortona - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=601360&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=601360&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=601360&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=601360&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cortona holiday rentals ![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Balcony | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/45d9565e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) 9.8/10 Exceptional (86 reviews) "Staff is great and many good restaurants in short walking distance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.co.uk/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2260000/2256300/2256280/fa7d01c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256300/2256280/d723f155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2260000/2256300/2256280/88cbd942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room | View from room](https://images.trvl-media.com/lodging/3000000/2260000/2256300/2256280/e4b1b6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Perugia [](https://www.expedia.co.uk/Perugia-Hotels-Castello-Di-Monterone.h2256280.Hotel-Information) 9.8/10 Exceptional (303 reviews) "Staff was great, the castle itself is incredible." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin [](https://www.expedia.co.uk/Perugia-Hotels-Castello-Di-Monterone.h2256280.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/38f51959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Double Bed | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Trequanda [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) 8.8/10 Excellent (166 reviews) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £53 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Pienza [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) 9.4/10 Exceptional (134 reviews) "Such friendly staff, loved Pienza and the property was such a good location! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bethan £125 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/ebbc46be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillow-top beds, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/9b46c6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/bcab148b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/f199e1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Cetona [](https://www.expedia.co.uk/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information) 9.2/10 Wonderful (5 reviews) "A lovely hotel and very welcoming staff. Cetona is a delight. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Julian [](https://www.expedia.co.uk/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information) ![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/26e5f82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) 9.8/10 Exceptional (131 reviews) "Great room-great staff-great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £128 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/93858826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Chiusi [](https://www.expedia.co.uk/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) 8.8/10 Excellent (8 reviews) "This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery [](https://www.expedia.co.uk/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/98406b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/521d6cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/13e470bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/a8ce016d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Monte San Savino [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information) 9.2/10 Wonderful (39 reviews) "All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information) ![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5467h3644x6y6-bfae763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/81c3f8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5470h3644x0y0-9c1f6ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/936c2188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Monte San Savino [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information) 10/10 Exceptional (27 reviews) "Amazing, warm, sweet, lovely, such a gem of a place!" ![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg) Melissa Hyun Joo £71 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/24000000/23250000/23248300/23248245/0ff06650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/24000000/23250000/23248300/23248245/f5e5bb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/24000000/23250000/23248300/23248245/b71dbc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23248300/23248245/f0143ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Sansepolcro [](https://www.expedia.co.uk/Sansepolcro-Hotels-Locanda-Guidi.h23248245.Hotel-Information) 9.0/10 Wonderful (2 reviews) "No one in reception on arrival or departure. Only one small bottle of water in the room. ID cards left in the entry hall with no supervision. Very nice room, excellent location, very clean but totally lacking in "accoglienza"." ![Ireland](https://a.travel-assets.com/egds/marks/flags/ie.svg) Michael [](https://www.expedia.co.uk/Sansepolcro-Hotels-Locanda-Guidi.h23248245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/4a018351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/41636195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/b87c70b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Arezzo [](https://www.expedia.co.uk/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information) 9.2/10 Wonderful (9 reviews) "Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bart [](https://www.expedia.co.uk/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/0d27663a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Jetted Tub | Deep-soaking bathtub](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/188597d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/da2f0709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Premium bedding, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/d191efd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information) 9.6/10 Exceptional (128 reviews) "Great hosts, central location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander [](https://www.expedia.co.uk/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/12afb28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/a1afa9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/1def40b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence in Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) 8.8/10 Excellent (95 reviews) "gorgeous historical property, very attentive host, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah £75 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/12000000/11650000/11645900/11645872/d2dd8e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/12000000/11650000/11645900/11645872/cf061f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11650000/11645900/11645872/199eaac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/12000000/11650000/11645900/11645872/5cf4b285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Arezzo Centro Storico [](https://www.expedia.co.uk/Arezzo-Hotels-Cameracaffe-Centro.h11645872.Hotel-Information) 8.6/10 Excellent (179 reviews) "Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith £76 includes taxes & fees 5 Feb - 6 Feb [](https://www.expedia.co.uk/Arezzo-Hotels-Cameracaffe-Centro.h11645872.Hotel-Information) ![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Pienza [](https://www.expedia.co.uk/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) 9.8/10 Exceptional (51 reviews) "This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenise [](https://www.expedia.co.uk/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast ](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/dac9c270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | Minibar, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/6530f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/148c0133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Castiglion Fiorentino [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information) 9.8/10 Exceptional (9 reviews) "Excellent staff and tasty breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vern £94 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information) ![Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room](https://images.trvl-media.com/lodging/14000000/13420000/13417400/13417360/a5bf3d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Jetted Tub, City View | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13420000/13417400/13417360/6a1cdc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13420000/13417400/13417360/84103a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room](https://images.trvl-media.com/lodging/14000000/13420000/13417400/13417360/9785f44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Arezzo Centro Storico [](https://www.expedia.co.uk/Arezzo-Hotels-BB-52cento.h13417360.Hotel-Information) 8.0/10 Very good (73 reviews) "Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward £61 includes taxes & fees 19 Jan - 20 Jan [](https://www.expedia.co.uk/Arezzo-Hotels-BB-52cento.h13417360.Hotel-Information) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/149caecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/66106825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/a4335088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/97766a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in San Quirico d'Orcia [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-Camaldoli-Historic-Capitano-Collection.h13451695.Hotel-Information) 9.0/10 Wonderful (46 reviews) "Our stay was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elena [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-Camaldoli-Historic-Capitano-Collection.h13451695.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/a55be04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/e9d13b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | 1 bedroom, premium bedding, minibar, individually furnished](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/d5986ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/056f2668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Sansepolcro [](https://www.expedia.co.uk/Sansepolcro-Hotels-Dolce-Rosa-Centro-Storico.h27060322.Hotel-Information) 9.6/10 Exceptional (13 reviews) "Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Sergio [](https://www.expedia.co.uk/Sansepolcro-Hotels-Dolce-Rosa-Centro-Storico.h27060322.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/7fc2c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast ](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/c32d3de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/e040eb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/29beacc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Townhouse in Subbiano [](https://www.expedia.co.uk/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information) 9.6/10 Exceptional (5 reviews) "Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Philippe [](https://www.expedia.co.uk/Subbiano-Hotels-Villa-La-Ginestra.h15434499.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.co.uk/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26®ionId=601360&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCortona-Holiday-Rentals.d601360.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCortona-Holiday-Rentals.d601360.Travel-Guide-HolidayRentals) ## Top Cortona Hotel Reviews ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Everything was great! Lovely hotel " [](https://expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Relais La Corte dei Papi](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/cb864c26_y.jpg) ### Relais La Corte dei Papi 10/10 Excellent "Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!" [](https://expedia.co.uk/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Locanda del Molino](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/5ae043c7_y.jpg) ### Locanda del Molino 10/10 Excellent "family run business with great hospitality and excellent food" [](https://expedia.co.uk/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) ![Hotel Villa Marsili](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg) ### Hotel Villa Marsili 10/10 Excellent "The hotel is conveniently located just a short distance downhill from Piazza Garibaldi (the entry to the main pedestrian zone of Cortona). However, parking is on-street nearby and arriving on a fine Saturday afternoon, it was challenging to find a space. I had to park in a paid space located a distance away for check-in, and only managed to find a free spot later when the day tourists had left. Parking issues aside, the hotel itself is lovely and cosy, and all the staff I met, from reception to restaurant, were genuinely warm and attentive. The breakfast was a standout – instead of the usual dry scrambled eggs and limp bacon, there was asparagus wrapped in bacon, baked eggplant topped with diced tomato, baked stuffed tomatoes, fried eggs with avocado slides, and many more visually appealing dishes I did not have space in my stomach to sample. I have never had such a unique and delicious hotel breakfast anywhere. The hotel also offered some small bites for happy hour in the evening, but these were not as good as breakfast and were quickly gone without being replenished. I got a very good deal on Expedia, visiting in the off-season in late November. If the price is right, I would definitely stay at Hotel Villa Marsili again if I return to Cortona or its vicinity. Highly recommended hotel!" [](https://expedia.co.uk/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg) ### Hotel Italia 10/10 Excellent "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " [](https://expedia.co.uk/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Villa Santa Margherita](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/0897360d_y.jpg) ### Villa Santa Margherita 10/10 Excellent "The room was large and very clean. Breakfast was very good. Will stay there if I return to Cortona" [](https://expedia.co.uk/Cortona-Hotels-Villa-Santa-Margherita.h83480427.Hotel-Information) ![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Excellent staff and experiences! We had a wonderful time." [](https://expedia.co.uk/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![B&B Piccolo Hotel](https://images.trvl-media.com/lodging/13000000/12240000/12234700/12234603/ab339a34_y.jpg) ### B&B Piccolo Hotel 10/10 Excellent "We were able to drive up to the door and leave our car with staff. Staff was amazing. Breakfast had many options and always replenished. It is right off the main piazza. Would stay again for sure!" [](https://expedia.co.uk/Cortona-Hotels-BB-Piccolo-Hotel.h12234603.Hotel-Information) ![Hotel San Luca](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/5cf5bba0_y.jpg) ### Hotel San Luca 10/10 Excellent "great view, very clean, friendly staff" [](https://expedia.co.uk/Cortona-Hotels-Hotel-San-Luca.h2691302.Hotel-Information) ## Find out more about Cortona **Everything you need to know about** **Cortona** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cortona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Cortona holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cortona. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cortona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Cortona holiday rentals we have selected for you start as low as £83 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Cortona rentals** At Expedia, we put the best Cortona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Cortona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cortona holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cortona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Cortona ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Villas in Cortona ](https://expedia.co.uk/Cortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Cortona ](https://expedia.co.uk/Cortona-Agritourism.d601360-aaAgritourism.Travel-Guide-Accommodation) - [Cottages in Cortona ](https://expedia.co.uk/Cortona-Cottages.d601360-aaCottages.Travel-Guide-Accommodation) - [B&B in Cortona ](https://expedia.co.uk/Cortona-Bed-And-Breakfasts.d601360-aaBedAndBreakfasts.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find holiday rentals in Cortona? ### How many holiday rentals are there in Cortona? ### What’s there to see and do in Cortona? ### What’s a holiday rental in Cortona like? ### Expedia's Latest Trends Hotels - [Montepulciano Winery Hotels](https://expedia.co.uk/Montepulciano-Hotels-Winery-Hotels.0-0-d601351-tWineryHotels.Travel-Guide-Filter-Hotels) - [Viareggio Accommodation](https://expedia.co.uk/Viareggio-Hotels.d4894.Travel-Guide-Hotels) - [Barga Accommodation](https://expedia.co.uk/Barga-Hotels.d6123404.Travel-Guide-Hotels) - [5 Star Hotels in Volterra](https://expedia.co.uk/5Star-Volterra-Hotels.s50-0-d603154.Travel-Guide-Filter-Hotels) - [Siena Accommodation](https://expedia.co.uk/Siena-Hotels.d9821.Travel-Guide-Hotels) - [Livorno Beach Resorts & Hotels](https://expedia.co.uk/Livorno-Hotels-Beach-Hotels.0-0-d178013-tBeachHotels.Travel-Guide-Filter-Hotels) - [Lucca Accommodation](https://expedia.co.uk/Lucca-Hotels.d8481.Travel-Guide-Hotels) - [Pisa Accommodation](https://expedia.co.uk/Pisa-Hotels.d2877.Travel-Guide-Hotels) - [Florence Accommodation](https://expedia.co.uk/Florence-Hotels.d1222.Travel-Guide-Hotels) - [San Gimignano Accommodation](https://expedia.co.uk/San-Gimignano-Hotels.d11091.Travel-Guide-Hotels) Flights - [Flights to PSA](https://expedia.co.uk/Cheap-Flights-To-Lucca.d8481.Travel-Guide-Flights) - [Flights to PSA](https://expedia.co.uk/Cheap-Flights-To-Pisa.d2877.Travel-Guide-Flights) - [Flights to FLR](https://expedia.co.uk/Cheap-Flights-To-Florence.d1222.Travel-Guide-Flights) - [Flights to PSA](https://expedia.co.uk/Cheap-Flights-To-Livorno.d178013.Travel-Guide-Flights) - [Flights to PEG](https://expedia.co.uk/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights) - [Flights to PSA](https://expedia.co.uk/Cheap-Flights-To-Montecarlo.d6123159.Travel-Guide-Flights) Cars - [Car rental in Pisa](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pisa.d2877.Car-Hire-Guide) Activities - [Things to do in San Vincenzo](https://expedia.co.uk/Things-To-Do-In-San-Vincenzo.d6034161.Travel-Guide-Activities) - [Things to do in Montecatini Terme](https://expedia.co.uk/Things-To-Do-In-Montecatini-Terme.d4956.Travel-Guide-Activities) - [Things to do in Pisa](https://expedia.co.uk/Things-To-Do-In-Pisa.d2877.Travel-Guide-Activities) - [Things to do in Viareggio](https://expedia.co.uk/Things-To-Do-In-Viareggio.d4894.Travel-Guide-Activities) - [Things to do in Forte dei Marmi](https://expedia.co.uk/Things-To-Do-In-Forte-Dei-Marmi.d4943.Travel-Guide-Activities) - [Things to do in Piombino](https://expedia.co.uk/Things-To-Do-In-Piombino.d6034142.Travel-Guide-Activities) Packages - [Trips to Pisa](https://expedia.co.uk/Pisa.d2877.Holidays-City-Breaks) - [Trips to Florence](https://expedia.co.uk/Florence.d1222.Holidays-City-Breaks) - [Trips to Viareggio](https://expedia.co.uk/Viareggio.d4894.Holidays-City-Breaks) - [Trips to Lucca](https://expedia.co.uk/Lucca.d8481.Holidays-City-Breaks) - [Trips to Siena](https://expedia.co.uk/Siena.d9821.Holidays-City-Breaks) General - [Visit Follonica](https://expedia.co.uk/Follonica.dx6123914) - [Visit Castiglione della Pescaia](https://expedia.co.uk/Castiglione-Della-Pescaia.dx6035388) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app