Title: Best Villas in Pienza 2026 | 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 [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&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 two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pienza villas ![Garden](https://images.trvl-media.com/lodging/121000000/120620000/120614700/120614610/08a25fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Parking](https://images.trvl-media.com/lodging/121000000/120620000/120614700/120614610/8b230606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Patio, Garden View | Private kitchen | Fridge, stovetop, espresso maker, high chair](https://images.trvl-media.com/lodging/121000000/120620000/120614700/120614610/90dea96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Patio, Garden View | Living area | 32-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/121000000/120620000/120614700/120614610/620d6f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maria Gabriella Home & Cottage [](https://www.expedia.co.uk/Pienza-Hotels-Maria-Gabriella-Home-Cottage.h120614610.Hotel-Information) Monticchiello [](https://www.expedia.co.uk/Pienza-Hotels-Maria-Gabriella-Home-Cottage.h120614610.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12094200/12094111/fd6effb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12094200/12094111/a1f4e12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/13000000/12100000/12094200/12094111/db62bbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms (Villa Cassia) | 4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12100000/12094200/12094111/4ea180fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia [](https://www.expedia.co.uk/Pienza-Hotels-Villa-Cassia.h12094111.Hotel-Information) Pienza [](https://www.expedia.co.uk/Pienza-Hotels-Villa-Cassia.h12094111.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42690000/42689300/42689300/352c61a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/43000000/42690000/42689300/42689300/0b0e6318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42690000/42689300/42689300/5f49556d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42690000/42689300/42689300/4ab51d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Viaggiolo [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Il-Viaggiolo.h42689300.Hotel-Information) Foiano della Chiana [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Il-Viaggiolo.h42689300.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/7d69769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/w1276h853x4y0-c7c68e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/2775c3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino [](https://www.expedia.co.uk/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) Montalcino £5,537 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) Sinalunga 10/10 Exceptional (59 reviews) "Fantastic place! Great location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul Q. £137 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/126000000/125760000/125759700/125759652/f435cf36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125760000/125759700/125759652/47aa2b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125760000/125759700/125759652/a7d75d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/126000000/125760000/125759700/125759652/9da9ead1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home Croce [](https://www.expedia.co.uk/Lucignano-Hotels-Holiday-Home-Croce.h125759652.Hotel-Information) Lucignano [](https://www.expedia.co.uk/Lucignano-Hotels-Holiday-Home-Croce.h125759652.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/be1cb408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/452e835a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/717da8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122920000/122917100/122917093/w1416h960x24y0-3932821f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Tuscany Villa w/ Private Infinity Pool [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Charming-Tuscany-Villa-W-Private-Infinity-Pool.h122917093.Hotel-Information) Castel del Piano £117 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Charming-Tuscany-Villa-W-Private-Infinity-Pool.h122917093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Triple Room | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) Foiano della Chiana 8.4/10 Very good (24 reviews) "Good house for one night. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heiner £66 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22510100/22510098/9c6cc7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/23000000/22520000/22510100/22510098/8c47885d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms | 4 bedrooms, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/23000000/22520000/22510100/22510098/89707696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/23000000/22520000/22510100/22510098/a33e7a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Villa With Wifi, Private Pool, TV, Veranda, Pets Allowed, Parking, Close to Cortona [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Private-Villa-With-Wifi.h22510098.Hotel-Information) Castiglion Fiorentino [](https://www.expedia.co.uk/Castiglion-Fiorentino-Hotels-Private-Villa-With-Wifi.h22510098.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/5fda0375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/e8b12160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/67e96970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/39cefede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### '...a delicious farmhouse in the countryside where only the wind blows...' [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) Campiglia d'Orcia 10/10 Exceptional (7 reviews) "We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Li-Shen L. £1,355 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22511800/22511791/aed0a915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Bedrooms, Accessible | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/23000000/22520000/22511800/22511791/9fabec2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/23000000/22520000/22511800/22511791/fba6c827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22511800/22511791/062a8527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggiarone [](https://www.expedia.co.uk/Montepulciano-Hotels-IL-POGGIARONE.h22511791.Hotel-Information) Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-IL-POGGIARONE.h22511791.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/2e5172c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/77ee95c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/80bac273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/f7fbd539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit [](https://www.expedia.co.uk/Trequanda-Hotels-Elegant-And-Spacious-Two-Storey-Villa-Of-156-M2-Consisting-Of-A-Large-Living-Room.h98677886.Hotel-Information) Trequanda £246 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Trequanda-Hotels-Elegant-And-Spacious-Two-Storey-Villa-Of-156-M2-Consisting-Of-A-Large-Living-Room.h98677886.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/06c0aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/e78584cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) Siena £5,133 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/97000000/96730000/96722500/96722498/561333f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/97000000/96730000/96722500/96722498/3e439e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | 3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96730000/96722500/96722498/2bd2b3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Dining room](https://images.trvl-media.com/lodging/97000000/96730000/96722500/96722498/b75a5c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orcia Panoramic View With Pool [](https://www.expedia.co.uk/Sarteano-Hotels-Podere-Vallocchie.h96722498.Hotel-Information) Sarteano [](https://www.expedia.co.uk/Sarteano-Hotels-Podere-Vallocchie.h96722498.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/e9dc4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/67aa0495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. [](https://www.expedia.co.uk/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) Trequanda £796 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123820000/123815000/123814999/789a48fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123820000/123815000/123814999/4d80803a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123820000/123815000/123814999/099525ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123820000/123815000/123814999/2e207150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning [](https://www.expedia.co.uk/Cinigiano-Hotels-Villa-In-Antico-Borgo-Medievale-With-Mountain-View.h123814999.Hotel-Information) Porrona £464 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Cinigiano-Hotels-Villa-In-Antico-Borgo-Medievale-With-Mountain-View.h123814999.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78340000/78331700/78331640/bbce41d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78340000/78331700/78331640/318799bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/79000000/78340000/78331700/78331640/a1740772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78340000/78331700/78331640/d51cd1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi [](https://www.expedia.co.uk/Piancastagnaio-Hotels-Holiday-Home-Casale-I-Cascetti-With-Pool.h78331640.Hotel-Information) Siena 10/10 Exceptional (1 review) "Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annarosa m. £707 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Piancastagnaio-Hotels-Holiday-Home-Casale-I-Cascetti-With-Pool.h78331640.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92730000/92725600/92725590/9594f701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92730000/92725600/92725590/cea7cba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92730000/92725600/92725590/cf55916f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92730000/92725600/92725590/e2266c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prestige Tuscan Country Residence for 7 Guests - Ideal for Groups [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Vecchio-Casale-Quercetino-Tuscany-Vacation-Rentals-7pl-Countryside.h92725590.Hotel-Information) Montenero £640 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Castel-Del-Piano-Hotels-Vecchio-Casale-Quercetino-Tuscany-Vacation-Rentals-7pl-Countryside.h92725590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22512000/22511901/200205ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 5 Bedrooms | 5 bedrooms, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/23000000/22520000/22512000/22511901/4fb2c0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22520000/22512000/22511901/e231e21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/23000000/22520000/22512000/22511901/f2afc6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano [](https://www.expedia.co.uk/Montepulciano-Hotels-Wonderful-Private-Villa-With-Private-Pool.h22511901.Hotel-Information) Montepulciano 8.8/10 Excellent (3 reviews) "Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.co.uk/Montepulciano-Hotels-Wonderful-Private-Villa-With-Private-Pool.h22511901.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=2026-04-09&endDate=2026-04-10®ionId=6023645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy®ionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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-Villas.d6023645-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPienza-Villas.d6023645-aaVillas.Travel-Guide-Accommodation) ## Top Pienza Hotel Reviews ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd_y.jpg) ### Hotel San Gregorio 10/10 Excellent "A wonderful hotel - great location, friendly staff, comfortable rooms. " [](https://expedia.co.uk/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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 "I cannot say enough good things! The room, the staff, the surroundings were all amazing! I will recommend Certosa to all of our friends traveling to Italy!" [](https://expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee_y.jpg) ### Hotel Corsignano 10/10 Excellent "La pulizia della camera, così come la gentilezza e la professionalità del personale, sono senza dubbio le migliori tra tutte le strutture in cui ho soggiornato durante il mio viaggio. " [](https://expedia.co.uk/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Fonteverde Lifestyle & Thermal Retreat](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/11ad8811_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Great place! Excellent service by everyone we encountered. " [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_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) ![Affitacamere Maria Gabriella](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6_y.jpg) ### Affitacamere Maria Gabriella 10/10 Excellent "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. " [](https://expedia.co.uk/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.co.uk/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg) ### Precise Tale Poggio Alla Sala 10/10 Excellent "Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany" [](https://expedia.co.uk/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information) ![Relais Val d'Orcia](https://images.trvl-media.com/lodging/32000000/31160000/31159200/31159153/73b63c2f_y.jpg) ### Relais Val d'Orcia 10/10 Excellent "Fantastic stay " [](https://expedia.co.uk/Pienza-Hotels-Relais-Val-DOrcia.h31159153.Hotel-Information) ## Find out more about Pienza ## Pienza Villas information | Number of reviews | 70 | | ----------------- | ----------- | | Accommodation | 1527 Villas | | Lowest Price | £66 | | Highest Price | £5,537 | ## Frequently asked questions ### How much do villas in Pienza cost? ### How many villas are there in Pienza? ### Why book your villa in Pienza with Expedia? ### How can I find cheap villas in Pienza? ### What is there to do near my villa in Pienza? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - 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