Title: Pienza Holiday Homes from £81: Search Holiday Homes in Pienza | Expedia.co.uk [Pienza Travel Guide](https://expedia.co.uk/Pienza.dx6023645)[Hotels in Pienza](https://expedia.co.uk/Pienza-Hotels.d6023645.Travel-Guide-Hotels)[Holiday Rentals in Pienza](https://expedia.co.uk/Pienza-Holiday-Rentals.d6023645.Travel-Guide-HolidayRentals)[Flights to Pienza](https://expedia.co.uk/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights)[Things to do in Pienza](https://expedia.co.uk/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)[Pienza Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pienza.d6023645.Car-Hire-Guide)[Pienza Holidays](https://expedia.co.uk/Pienza.d6023645.Holidays-City-Breaks) ![Pienza featuring heritage architecture, a small town or village and a monument](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [15 May - 17 May](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pienza holiday homes ![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/7be16d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/7838807c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/59a284ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31530000/31527300/31527256/6cc52516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Acquapendente [](https://www.expedia.co.uk/Acquapendente-Hotels-Agriturismo-San-Filippo.h31527256.Hotel-Information) 8.6/10 Excellent (14 reviews) "Excellent experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £83 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Acquapendente-Hotels-Agriturismo-San-Filippo.h31527256.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123840000/123833000/123832903/a378cb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/124000000/123840000/123833000/123832903/f8b43e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/124000000/123840000/123833000/123832903/48777431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123840000/123833000/123832903/95a44b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Acquapendente [](https://www.expedia.co.uk/Acquapendente-Hotels-House-Sant-Angelo.h123832903.Hotel-Information) £92 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Acquapendente-Hotels-House-Sant-Angelo.h123832903.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123900000/123891100/123891003/b5e14ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123900000/123891100/123891003/f9579b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/124000000/123900000/123891100/123891003/76c18e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123900000/123891100/123891003/37687aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Acquapendente [](https://www.expedia.co.uk/Acquapendente-Hotels-House-Sant-Angelo.h123891003.Hotel-Information) £92 includes taxes & fees 28 Jan - 29 Jan [](https://www.expedia.co.uk/Acquapendente-Hotels-House-Sant-Angelo.h123891003.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6beb29de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/35c81468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6fa594b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/50df5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Castiglione del Lago [](https://www.expedia.co.uk/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) 8.0/10 Very good (4 reviews) "El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) RAUL £159 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37600000/37593900/37593856/8e612be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37600000/37593900/37593856/d7ed0a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/38000000/37600000/37593900/37593856/a9225886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37600000/37593900/37593856/90-72cb5332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Monterubiaglio [](https://www.expedia.co.uk/Castel-Viscardo-Hotels-Evas-House-Awaits-You.h37593856.Hotel-Information) 10/10 Exceptional (2 reviews) "L'appartement est très grand (rez-de-chaussée d'une maison) et aménagé avec bcp de goût. Tout etait fournis à l'arrivée : linges de lit, serviettes de toilette, liquide vaisselle, éponge et torchons. L'accueil des propriétaires etaient chaleureux et leurs conseils bienvenus. Chien, chat, tortues nous ont réservés un acceuil amical. Le jardin est très grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures très élevées. Les villages villes... ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) Stéphanie D. £127 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Castel-Viscardo-Hotels-Evas-House-Awaits-You.h37593856.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/adbd192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/7ff483f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/ee21b4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cortona [](https://www.expedia.co.uk/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) £83 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9b2077c6_edited_3270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9f5e957a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/abf9035c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/cf46db9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cortona [](https://www.expedia.co.uk/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) 9.0/10 Wonderful (2 reviews) "Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Anonymous traveller £87 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/871a52f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/0a829d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View | Blackout curtains, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/2eff6465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View | Living area | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/0dd33cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Acquapendente [](https://www.expedia.co.uk/Acquapendente-Hotels-Le-Roghete.h35205642.Hotel-Information) 9.4/10 Exceptional (3 reviews) "The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark £81 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Acquapendente-Hotels-Le-Roghete.h35205642.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2e32b706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/0e0b5786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/32c4f3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2850d4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Cortona [](https://www.expedia.co.uk/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information) 10/10 Exceptional (1 review) "Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller £108 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/2419483e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/456c8609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/4e76a25b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114190000/114180600/114180505/de5a02ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Toscana [](https://www.expedia.co.uk/Siena-Hotels-Cozy-Tuscan-Style-Apartment-Suitable-For-Families-Pets-Allowed.h114180505.Hotel-Information) 10/10 Exceptional (1 review) "Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable " ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) YVES A. £144 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Siena-Hotels-Cozy-Tuscan-Style-Apartment-Suitable-For-Families-Pets-Allowed.h114180505.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/f947675b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/e4527367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/cbdc6743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/668671ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Radicofani [](https://www.expedia.co.uk/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) £118 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/cb24f428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/f35937ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/a978fac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40230000/40221500/40221427/e641bc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Casciano [](https://www.expedia.co.uk/Murlo-Hotels-Exclusive-Stone-Tower.h40221427.Hotel-Information) 9.8/10 Exceptional (7 reviews) "The accommodation was clean, comfortable and really unique. The hosts were very accessible and accommodating. We went to dinner in town, walking distance to the tower. We had a great stay and enjoyed the uniqueness of the property." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) nancy m. £125 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Murlo-Hotels-Exclusive-Stone-Tower.h40221427.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f746b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/ddcd9ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, Internet](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f9a7f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in CASTIGLIONE D'ORCIA [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) 9.4/10 Exceptional (9 reviews) "Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Graham S. £150 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/e579aad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/15a49dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/a3f3867c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/de4a46e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Vallone Pip [](https://www.expedia.co.uk/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information) £88 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/0cf49d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/dd03f600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/9baf88ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/w636h611x0y0-ad5cabc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Fratticciola [](https://www.expedia.co.uk/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information) 10/10 Exceptional (1 review) "Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy F. £97 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/d9c4aea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/3b9ae1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Montalcino [](https://www.expedia.co.uk/Montalcino-Hotels-The-Casetta-Di-Brunello.h36077744.Hotel-Information) 9.6/10 Exceptional (17 reviews) "Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David & Teri B. £178 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Montalcino-Hotels-The-Casetta-Di-Brunello.h36077744.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27670000/27666700/27666653/79001e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27670000/27666700/27666653/9cb0c91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27670000/27666700/27666653/90-b0574775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27670000/27666700/27666653/90-ae25f562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Casaltondo [](https://www.expedia.co.uk/Citta-Della-Pieve-Hotels-Farmhouse-In-A-Medieval-Village-Between-Umbria-And-Tuscany.h27666653.Hotel-Information) 9.0/10 Wonderful (2 reviews) "This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edit K. £97 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Citta-Della-Pieve-Hotels-Farmhouse-In-A-Medieval-Village-Between-Umbria-And-Tuscany.h27666653.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=2026-02-02&endDate=2026-02-03®ionId=6023645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VILLA) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APARTMENT) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=RESIDENCE) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=COTTAGE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CHALET) ![](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%2FPienza-Private-Holiday-Homes.d6023645-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPienza-Private-Holiday-Homes.d6023645-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Pienza 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) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "A little tired, extremely clean, with an amazing staff" [](https://expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "The best in Siena." [](https://expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.co.uk/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "gorgeous spot below the town, what an incredible view from the balcony " [](https://expedia.co.uk/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect" [](https://expedia.co.uk/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Wonderful stay " [](https://expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg) ### Hotel Santa Caterina 10/10 Excellent "Amazing staff, great food and an even better view from the garden. " [](https://expedia.co.uk/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." [](https://expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ## Find out more about Pienza ## Pienza Holiday Homes information | Number of reviews | 53 | | ----------------- | ------------------ | | Accommodation | 1083 Holiday Homes | | Lowest Price | £81 | | Highest Price | £178 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Montisi ](https://www.expedia.co.uk/4Star-Montisi-Hotels.s40-0-d3000027304.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Val d'Orcia ](https://www.expedia.co.uk/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Val d'Orcia ](https://www.expedia.co.uk/5Star-Val-DOrcia-Hotels.s50-0-d6047918.Travel-Guide-Filter-Hotels) - [Villas in Amorosa ](https://www.expedia.co.uk/Amorosa-Villas.d3000438909-aaVillas.Travel-Guide-Accommodation) - [Villas in Argiano ](https://www.expedia.co.uk/Argiano-Villas.d3000028975-aaVillas.Travel-Guide-Accommodation) - 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