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://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.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 [30 Nov - 1 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-11-30&endDate=2025-12-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [1 Dec - 2 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-12-01&endDate=2025-12-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023645&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pienza 5 Star Hotels ![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) ![Deluxe Valley View | Down duvets, minibar, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/5365dd6c.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 (184) "Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly £284 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.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) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa Cortona Old Town 10/10 Exceptional (254) "Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Florence and Robert £253 includes taxes & fees 14 Dec - 15 Dec [](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) ![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) ![Villa (Sant'Anna) | Premium bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.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 (69) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) IOSEFIN £1,105 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/56195c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/5f1c53d5.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) ### Castello di Velona Resort Thermal SPA & Winery Montalcino 9.0/10 Wonderful (339) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.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) ![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/a2d4428e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Sant'Ambrogio Resort Trequanda 9.8/10 Exceptional (95) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £89 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.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) ![Deluxe Double Room | Egyptian cotton sheets, premium bedding, down duvets, minibar](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/9df6b8f2.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) ### Villa di Piazzano - Small Luxury Hotel of the World Cortona 9.8/10 Exceptional (228) "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melodee [](https://www.expedia.co.uk/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![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) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/3e884e38.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) ![Lobby](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/19cc20b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Precise Tale Poggio Alla Sala Montepulciano 9.4/10 Exceptional (123) "Loved everything about this property! The spa is a lovely experience. Next time will stay longer " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann Marie [](https://www.expedia.co.uk/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.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) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/7291d20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/1db6e2f1.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) ### Mercure Petriolo Siena Terme Spa Hotel Civitella Paganico 8.8/10 Excellent (235) "We had a great time. I would recommend this hotel when in Tuscany. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike £96 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.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) ![Junior Suite | View from room](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/cda9c123.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) ![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 - Relais et Chateaux Montalcino 10/10 Exceptional (126) "The setting, scenery and hotel were 5 star plus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana [](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.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) ![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) ![Hypo-allergenic bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/3000000/2590000/2589400/2589383/9db7bc16.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) ### 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" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John £417 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Castelnuovo-Berardenga-Hotels-Castel-Monastero.h2589383.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) ![Interior](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/a7313f76.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) ![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 9.6/10 Exceptional (70) "Enjoyed our stay to the fullest!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna £324 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/San-Quirico-DOrcia-Hotels-Albergo-Posta-Marcucci.h19361241.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/c02fb06d.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) ![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 (122) "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. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) jacques [](https://www.expedia.co.uk/Cortona-Hotels-Relais-Il-Falconiere.h528472.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) ![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) ![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) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/6c0f926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte dei Papi Cortona 9.6/10 Exceptional (64) "Beautiful with an amazing restaurant. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Frithjof £228 includes taxes & fees 8 Dec - 9 Dec [](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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1160000/1150400/1150311/314f62c0.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) ![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 & Spa Resort Siena, Curio Murlo 8.4/10 Very good (116) "This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Eric [](https://www.expedia.co.uk/Murlo-Hotels-Royal-Golf-La-Bagnaia.h1150311.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) ![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/f0062d86.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) ### ADLER Spa Resort Thermae San Quirico d'Orcia 9.4/10 Exceptional (68) "Wonderful stay in Tuscany - marvellous staff and great food." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller [](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) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/efb60018.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) ![Sun deck](https://images.trvl-media.com/lodging/110000000/109760000/109750200/109750159/37bfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Cavalbianco Monte San Savino 10/10 Exceptional (4) "Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edith [](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) ![Free daily cooked-to-order breakfast ](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661497/26d2a18c.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) ### 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." ![Finland](https://a.travel-assets.com/egds/marks/flags/fi.svg) Joona [](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) ![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 | 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) ![Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524548/af4169fb.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..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](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 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true®ionId=6023645) 8.6/10 Excellent! (610 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Certosa Di Maggiano Strada di Certosa, 82/86 Siena SI £169 17 Dec - 18 Dec includes taxes & fees 9.8/10 Exceptional! (180 reviews) [](https://expedia.co.uk/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Grand Hotel Terme](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289175/3fd53b10_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Grand Hotel Terme Piazza Italia, 8 Chianciano Terme SI £77 1 Dec - 2 Dec includes taxes & fees 7.8/10 Good! (62 reviews) [](https://expedia.co.uk/Chianciano-Terme-Hotels-Grand-Hotel-Terme.h1289175.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=01%2F12%2F2025&endDate=02%2F12%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=01%2F12%2F2025&endDate=02%2F12%2F2025®ionId=6023645&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F12%2F2025&endDate=02%2F12%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=01%2F12%2F2025&endDate=02%2F12%2F2025®ionId=6023645&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F12%2F2025&endDate=02%2F12%2F2025®ionId=6023645&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F12%2F2025&endDate=02%2F12%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=2025-12-14&endDate=2025-12-15&adults=2®ionId=6023645) ![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=900&h=506&p=1&q=high) ## Top Pienza Hotel Reviews ![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) ![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 "Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally got to our amazing suite and befriending two amazing individuals in the hotel bar. The roof top suite was absolutely amazing! The room is quiet, private and much larger than described on the site. We absolutely loved the room and the privacy. The rooftop suite is the best in the house! Claudio in the bar and Salvatore the sommelier are stellar to guests, they turned around the entire experience! I let them know what had happened upon arrival and they immediately got the GM to reach out to us. Lara, the GM is amazing and quickly made our experience turn into something so special, as we wanted! She is an incredible woman and turned our stay into an incredible experience! The breakfast is nothing less than wonderful and the service in their restaurants are so attentive and the food was delicious. Hands down, I would love to go back again. They certainly made things right by making our romantic stay, exactly what I wanted. They made us feel heard and valued and welcomed at this once in a lifetime experience. We made friends that we will cherish and memories that we will never forget! Claudio, Lara and Salvatore really made our stay exactly what we needed and wanted! " [](https://expedia.co.uk/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.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) ![Fonteverde Lifestyle & Thermal Retreat](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg) ### Fonteverde Lifestyle & Thermal Retreat 10/10 Excellent "Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year." [](https://expedia.co.uk/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.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 £77 ### 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)