Title: The 10 Best 5 Star Hotels in Pienza - 2025 Updated Prices | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in Pienza, Tuscany ![](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 availability on Pienza 5 Star Hotels Tonight [16 Oct - 17 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [17 Oct - 18 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pienza 5 Star Hotels ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/8fbdd5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/3550a5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Giovanni Room | View from room](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/f9c54f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/3e884e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Precise Tale Poggio Alla Sala Montepulciano 9.4/10 Exceptional (115) "Loved everything about this property! The spa is a lovely experience. Next time will stay longer " £347 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information) ![Daily buffet breakfast (EUR 35 per person)](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/e75812fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/162ffd36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/9af2f543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa di Piazzano - Small Luxury Hotel of the World Cortona 9.8/10 Exceptional (226) "If you like a peaceful quiet getaway this is the place!" £478 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Couples treatment room(s), sauna, hot tub, hot springs/mineral springs](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/ea184d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/35c12d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/cb82732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fonteverde Lifestyle & Thermal Retreat San Casciano dei Bagni 9.4/10 Exceptional (182) "Incredible stay at this property! The staff is so warm, welcoming, and helpful. The spa facilities and treatments are amazing. The breakfast and dinner at the restaurant was excellent. We had such a relaxing and wonderful stay! " £302 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Terrace (UNESCO view) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/00d01fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Terrace (UNESCO view) | Living area | 50-inch LCD TV with digital channels, TV](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/9be56e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/56195c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Velona Resort Thermal SPA & Winery Montalcino 8.8/10 Excellent (333) "Absolutely stunning property and an exceptional staff. " [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/0411b3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/8d91f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room Cortona's Roofs | 1 bedroom, premium bedding, down duvets, memory-foam beds](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/025dd887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa Cortona Old Town 10/10 Exceptional (244) "Beautiful property, the staff were really friendly and helpful. " £248 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (67) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" £1,069 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Couples treatment room(s), Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/b16ad5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e302ad8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/e1b34acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/f854e266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castel Monastero - The Leading Hotels of the World Castelnuovo Berardenga 8.8/10 Excellent (144) "Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back" £422 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/16465e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/81bf5c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/e82d4f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Petriolo Siena Terme Spa Hotel Civitella Paganico 8.8/10 Excellent (231) "We had a great time. I would recommend this hotel when in Tuscany. " £110 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, free pool cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/a69a08b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area | TV](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/21a48a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Falconiere - Relais e Chateaux Cortona 9.4/10 Exceptional (119) "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " £237 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/0969c7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/7da4b709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/eac33ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/6331f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Posta Hotel & Thermal Spa San Quirico d'Orcia 9.8/10 Exceptional (68) "Beautiful property. We were able to extend a late check out as we did not want to leave but had plans in Roma. " £305 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-Albergo-Posta-Marcucci.h19361241.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/29bd720d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/95cc2a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Sant'Ambrogio Resort Trequanda 9.8/10 Exceptional (93) "I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany." £116 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Suite Exclusive with SPA | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/cb864c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Exclusive with SPA | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/475d9752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/fc8cca77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/6590bf1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte dei Papi Cortona 9.6/10 Exceptional (64) "The property is outstanding and the owner David couldn't do enough for us. Looking forward to returning in the future." £266 includes taxes & fees 17 Oct - 18 Oct [](https://www.expedia.co.uk/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/90365739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/f4a341e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Horse riding](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/d0ff253a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/803b047d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Bagnaia Golf Resort Murlo 8.4/10 Very good (116) "I LOVE this resort. I’ve stayed all three times I’ve visited Italy. The room was beautiful and had a view of the Tuscan hills, the village and the golf course. The hotel staff was fabulous, the breakfast is wonderful. The restaurant menu is limited, but the food has always been wonderful. I’ve never seen any US tourists, but lots of Italians. " [](https://www.expedia.co.uk/Murlo-Hotels-Royal-Golf-La-Bagnaia.h1150311.Hotel-Information) ![2 restaurants, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/91a951f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/09b92259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/554821c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo Montalcino 10/10 Exceptional (123) "The setting, scenery and hotel were 5 star plus!" £741 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232499/f48ee625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232499/7b526713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232499/85394594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232499/f66b0061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ADLER Spa Resort Thermae San Quirico d'Orcia 9.4/10 Exceptional (66) "ADLER Spa Resort Thermae is exceptional. From the warm welcome to the first-class property, everything exceeded expectations. Meals were outstanding, and as someone gluten free, I appreciated the wide range of safe, clearly marked options. The spa and thermal pool are incredible, and the 50km guided e-bike ride through the countryside was unforgettable. The daily sound bath was a unique highlight, and a rainy afternoon wine tasting and lunch turned into a cozy, memorable experience. Ask for... [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-ADLER-Spa-Resort-Thermae.h2232499.Hotel-Information) ![Luxury Apartment, 5 Bedrooms, Air conditioning, Hill View | Living area | 60-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/w3567h2417x0y0-b64b8d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/37bfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/606bcadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/efb60018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Cavalbianco Monte San Savino 10/10 Exceptional (3) "Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more" £351 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Monte-San-Savino-Hotels-Podere-Cavalbianco.h109750159.Hotel-Information) ![Sauna, hot tub, steam room, Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661497/21d7ddba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661497/0290f1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Garden view](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661497/2b3d6f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661497/31ae7257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castel Porrona Relais & Spa Cinigiano 9.6/10 Exceptional (7) "Stayed here for one night in August. Fantastic and helpful staff offered welcome drinks and showed around the beautiful property. Was offered a complimentary upgrade. Pool area is really nice and quiet with spa facilities right next to it. Restaurant perfect for a romantic dinner. Will definitely plan for a longer visit in the future." [](https://www.expedia.co.uk/Cinigiano-Hotels-Castel-Porrona-Relais-Spa.h1661497.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/efe45d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/92d1c208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/f917eaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/832ceb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo San Fabiano Monteroni d'Arbia 10/10 Exceptional (1) "I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..." [](https://www.expedia.co.uk/Monteroni-DArbia-Hotels-Agriturismo-San-Fabiano.h2524548.Hotel-Information) ![](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%2F5Star-Pienza-Hotels.s50-0-d6023645.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pienza-Hotels.s50-0-d6023645.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pienza. ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Relais II Chiostro di Pienza Corso Rossellino 26, Pienza, SI £58 28 Oct - 29 Oct includes taxes & fees 8.6/10 Excellent! (600 reviews) [](https://expedia.co.uk/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Corsignano Via Della Madonnina 11, Pienza, SI £112 16 Nov - 17 Nov includes taxes & fees 9.4/10 Exceptional! (318 reviews) [](https://expedia.co.uk/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Hotel San Michele](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/cd5b1ca8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel San Michele Via Guelfa 15, Cortona, AR [Get rates](https://expedia.co.uk/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=984435&PinnedHotelID=984435&HadPinnedHotel=true®ionId=6023645) 9/10 Wonderful! (267 reviews) [](https://expedia.co.uk/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) Still don't see what you're looking for? [See all properties in Pienza.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=17%2F10%2F2025&endDate=18%2F10%2F2025®ionId=6023645&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Pienza The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II. [See all hotels in Pienza](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&adults=2®ionId=6023645) ![Pienza featuring heritage architecture, a small town or village and a monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Pienza Hotel Reviews ![Villa di Piazzano - Small Luxury Hotel of the World](//images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I was here for some mother/daughter time and we loved making this our base to visit the surrounding towns. Timeless elegance!" [](https://expedia.co.uk/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Monastero di Cortona Hotel & Spa](//images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend this property enough." [](https://expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Precise Tale Poggio Alla Sala](//images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/8fbdd5cc_y.jpg) ### Precise Tale Poggio Alla Sala 10/10 Excellent "Loved everything about this property! The spa is a lovely experience. Next time will stay longer " [](https://expedia.co.uk/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information) ![Fonteverde Lifestyle & Thermal Retreat](//images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Fine" [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](//images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "Me and my wife stayed there for our honeymoon. We had an exceptional time. The service was exceptional. The pools and amenities were very nice. Great! Breakfast was just free. Located close to montel Chino and many great wineries. Specifically, we really enjoyed the wine tasting. The entire staff were great but here were some standouts , We were helped by Kristian who made us feel extremely welcomed and Morris who performed our wine tasting and he was an exceptional. Strong recommendation, great value." [](https://expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Rosewood Castiglion del Bosco](//images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal." [](https://expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ## Find out more about Pienza ## Frequently asked questions ### What are the best 5-star hotels in Pienza? > If you're seeking a 5-star experience, [ADLER Spa Resort Thermae](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-ADLER-Spa-Resort-Thermae.h2232499.Hotel-Information) offers one of the best of them according to reviews by our customers. Book a room at this Pienza escape and you'll get the highest standard of service, upscale furnishings and top-notch facilities. ### How much does it cost to stay in a 5-star hotel in Pienza? > There are a variety of pricing options for 5-star hotels in Pienza on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare available accommodation for your chosen dates and make use of our pricing and other filters to find the perfect upscale stay. > > > > - Search for the lowest price per night from £58 ### What makes a hotel 5 stars in Pienza? > In Pienza, a hotel needs to provide a certain level of upscale amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like in-room massages, nightly turn-down services and concierge services. 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[Flights from Monticchiello](https://www.expedia.co.uk/lp/flights/6285816/flights-from-monticchiello) - [Art Studio di Adelina Quadri](https://www.expedia.co.uk/Art-Studio-Di-Adelina-Quadri-Pienza.d553248621562145321.Attraction) - [Bagno Vignoni Holidays](https://www.expedia.co.uk/Bagno-Vignoni.d6142908.Holidays-City-Breaks) - [Enoteca Di Ghino](https://www.expedia.co.uk/Enoteca-Di-Ghino-Pienza.d553248621562145316.Attraction) - [Visit Montefollonico](https://www.expedia.co.uk/Montefollonico.dx6285797) - [Visit Monticchiello](https://www.expedia.co.uk/Monticchiello.dx6285816) - [Museo Diocesano](https://www.expedia.co.uk/Museo-Diocesano-Pienza.d553248621532500175.Attraction) - [Palazzo Borgia](https://www.expedia.co.uk/Palazzo-Borgia-Pienza.d6105116.Attraction) - [Palazzo Chigi](https://www.expedia.co.uk/Palazzo-Chigi-San-Quirico-dOrcia.d553248621532500170.Attraction) - [Palazzo Piccolomini](https://www.expedia.co.uk/Palazzo-Piccolomini-Pienza.d6105120.Attraction) - [Palazzo Ricci](https://www.expedia.co.uk/Palazzo-Ricci-Montepulciano.d553248621532500182.Attraction) - [Pienza Cathedral](https://www.expedia.co.uk/Pienza-Cathedral-Pienza.d6105122.Attraction) - [San Biagio](https://www.expedia.co.uk/San-Biagio-Montepulciano.d553248621532500177.Attraction) - [San Quirico d'Orcia Holidays](https://www.expedia.co.uk/San-Quirico-DOrcia.d602606.Holidays-City-Breaks) - [Visit San Quirico d'Orcia](https://www.expedia.co.uk/San-Quirico-DOrcia.dx602606) - [Val d'Orcia Holidays](https://www.expedia.co.uk/Val-DOrcia.d6047918.Holidays-City-Breaks) - [Visit Val d'Orcia](https://www.expedia.co.uk/Val-DOrcia.dx6047918) - [Romantic Holiday Packages Val d'Orcia](https://www.expedia.co.uk/lp/theme-holidays/romantic-holidays/6047918/Val-DOrcia) - [Car hire San Quirico d'Orcia](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-San-Quirico-DOrcia.d602606.Car-Hire-Guide) - [Car hire near Val d'Orcia](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Val-DOrcia.d6047918.Car-Hire-Guide) - [Thai Cars Rental Cars in Val d'Orcia](https://www.expedia.co.uk/Thai-Cars-Car-Rentals-In-Val-DOrcia.d6047918-c1027.Car-Rental-Guide-Suppliers) - [Montefollonico Holiday Rentals](https://www.expedia.co.uk/Montefollonico-Holiday-Rentals.d6285797.Travel-Guide-HolidayRentals) - [Val d'Orcia Holiday Rentals](https://www.expedia.co.uk/Val-DOrcia-Holiday-Rentals.d6047918.Travel-Guide-HolidayRentals) - [Things to do in Bagno Vignoni](https://www.expedia.co.uk/Things-To-Do-In-Bagno-Vignoni.d6142908.Travel-Guide-Activities) - [Things to do in Montefollonico](https://www.expedia.co.uk/Things-To-Do-In-Montefollonico.d6285797.Travel-Guide-Activities) - [Things to do in Montisi](https://www.expedia.co.uk/Things-To-Do-In-Montisi.d3000027304.Travel-Guide-Activities) - [Things to do in San Quirico d'Orcia](https://www.expedia.co.uk/Things-To-Do-In-San-Quirico-DOrcia.d602606.Travel-Guide-Activities) - [Book 5 Star Hotels in Pienza on Expedia.it](https://www.expedia.it/5Stelle-Pienza-Hotel.s50-0-d6023645.Guida-Viaggi-Filtro-Hotel)