Title: Contignano Vacation Rentals from $94: Search Short-Term Rentals | Expedia.com [Contignano Travel Guide](https://expedia.com/Contignano.dx6285829)[Hotels in Contignano](https://expedia.com/Contignano-Hotels.d6285829.Travel-Guide-Hotels)[Flights to Contignano](https://expedia.com/Cheap-Flights-To-Contignano.d6285829.Travel-Guide-Flights)[Car Rentals in Contignano](https://expedia.com/Car-Rentals-In-Contignano.d6285829.Car-Rental-Guide)[Contignano Vacation Packages](https://expedia.com/Contignano.d6285829.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6285829&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 [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6285829&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 [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6285829&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 [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=6285829&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 Contignano vacation rentals ![Pool](https://images.trvl-media.com/lodging/125000000/124120000/124118000/124117919/3f1a04d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124120000/124118000/124117919/w2400h1796x0y0-3edc3200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124120000/124118000/124117919/b7cd3159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124120000/124118000/124117919/39e0f79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villetta Pia overlooking Val d'Orcia [](https://www.expedia.com/Radicofani-Hotels-Villetta-Pia-Overlooking-Val-DOrcia.h124117919.Hotel-Information) Radicofani $158 nightly $163 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Radicofani-Hotels-Villetta-Pia-Overlooking-Val-DOrcia.h124117919.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124120000/124117900/124117843/232a217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124120000/124117900/124117843/754a1457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124120000/124117900/124117843/0a9d1ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124120000/124117900/124117843/0bdd7fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Terrazza Sulla Val D'Orcia' with Shared Pool, Private Terrace and Wi-Fi [](https://www.expedia.com/Radicofani-Hotels-Apartment-Terrazza-Sulla-Val-DOrcia-With-Shared-Pool.h124117843.Hotel-Information) Radicofani $141 nightly $146 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Radicofani-Hotels-Apartment-Terrazza-Sulla-Val-DOrcia-With-Shared-Pool.h124117843.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/2f7e4438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/94cc9724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/093f1a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/29e7195d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Saracina [](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information) Pienza $326 nightly $364 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information) ![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Cottage, 1 Bedroom | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affitacamere Maria Gabriella [](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) Pienza 9.8/10 Exceptional (51 reviews) "This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenise $127 nightly $145 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information) ![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0ce3602b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Locanda di San Francesco [](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) Montepulciano 9.8/10 Exceptional (133 reviews) "Spotless, clean. Staff were friendly. Location and view was spectacular" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Kim $162 nightly $183 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/995e1594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/1fc9e602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, a rooftop pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/d7a7d777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms (ROSMARINO) | Living area | Table tennis](https://images.trvl-media.com/lodging/23000000/22250000/22240200/22240167/0aa8a534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Casale Le Crete [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-Casale-Le-Crete.h22240167.Hotel-Information) Acquapendente 10/10 Exceptional (2 reviews) "Buongiorno, abbiamo soggiornato al Casale Le Crete per due notti e ci siamo trovati molto bene. Eline è stata molto accogliente e disponibile e ci ha messo subito a nostro agio e ci siamo sentiti subito a nostro agio! torneremo sicuramente" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Francesca $149 nightly $164 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Acquapendente-Hotels-Agriturismo-Casale-Le-Crete.h22240167.Hotel-Information) ![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Terrace, Valley View | Minibar, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casanova - Panoramic Rooms and Suites [](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) San Quirico d'Orcia 9.2/10 Wonderful (79 reviews) "Fantastic place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifford $165 nightly $187 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/f0bca152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/08c45c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/5c9c109c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/65f08668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury resort in the Tuscan countryside [](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information) Trequanda $212 nightly $237 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Double Bed | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abbadia Sicille Relais [](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) Trequanda 8.8/10 Excellent (169 reviews) "Room was beyond expectations. Helpful staff and overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $83 nightly $95 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/93858826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Piccola Locanda [](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) Chiusi 8.6/10 Excellent (9 reviews) "This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery $115 nightly $129 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/644ef42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d9f4c787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gelda house, relax with a view [](https://www.expedia.com/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) Castelnuovo dell'Abate 9.6/10 Exceptional (14 reviews) "Loved our stay...lovely and quiet..great location " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Lisa K. $160 nightly $164 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room (L'Orologio) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/e537c142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Le Scalette di Piazza [](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) Montalcino 9.4/10 Exceptional (91 reviews) "Great location, nice room, and great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris $112 nightly $127 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/45d9565e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Balcony | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meublé Il Riccio [](https://www.expedia.com/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) Montepulciano 9.6/10 Exceptional (90 reviews) "Staff is great and many good restaurants in short walking distance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark $165 nightly $186 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information) ![Suite, 2 Bedrooms | Courtyard view](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/b9cf6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/17f0963e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/972c2d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/w988h640x75y0-aad06d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Olmo [](https://www.expedia.com/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) Pienza 10/10 Exceptional (22 reviews) "Absolutely first class and friendly Perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $462 nightly $513 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-LOlmo.h12569107.Hotel-Information) ![Classic Apartment, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/9142c384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/2c20c3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/bd01288a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15920000/15919700/15919621/93516f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FonteLiving [](https://www.expedia.com/San-Casciano-Dei-Bagni-Hotels-FonteLiving.h15919621.Hotel-Information) San Casciano dei Bagni 10/10 Exceptional (8 reviews) "Excellent experience, location, and environment." ![Taiwan](https://a.travel-assets.com/egds/marks/flags/tw.svg) Chia-Hung $75 nightly $85 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/San-Casciano-Dei-Bagni-Hotels-FonteLiving.h15919621.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, 1 Bedroom | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio [](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) Pienza 9.4/10 Exceptional (139 reviews) "This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a must come back for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edison $149 nightly $171 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/4fa84c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/d34ca53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/b0ed52b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/07ee2fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Siena Countryside Stay [](https://www.expedia.com/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) Monterongriffoli $339 nightly $350 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/8dbfb990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/c7f9cf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/7531d9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/fbb1db35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Diffuso Borgo Santo [](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information) Asciano $216 nightly $244 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1589x0y0-ab9335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casa Olivieri, vista città, 1 piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/61781dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/5ded1ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/d953c731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Gioia - Casa Olivieri [](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information) Pienza $90 nightly $104 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information) ![Studio | Terrace/patio](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/7a189336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/546417d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Free WiFi](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/372edad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/5a787434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Dimora di Dida [](https://www.expedia.com/Seggiano-Hotels-La-Dimora-Di-Dida.h123325917.Hotel-Information) Seggiano $59 nightly $65 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Seggiano-Hotels-La-Dimora-Di-Dida.h123325917.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.com/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10®ionId=6285829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Contignano%2C+Radicofani%2C+Tuscany%2C+Italy®ionId=6285829&latLong=42.976983%2C11.740904&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=RESIDENCE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FContignano-Vacation-Rentals.d6285829.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FContignano-Vacation-Rentals.d6285829.Travel-Guide-VacationRentals) ## Top Contignano Hotel Reviews ![Castiglion del Bosco, A Rosewood Hotel](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/fd17fc16_y.jpg) ### Castiglion del Bosco, A Rosewood Hotel 10/10 Excellent "Everything was perfect " [](https://expedia.com/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![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.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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.com/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c_y.jpg) ### Albergo San Biagio 10/10 Excellent "Room was a good size and had a lovely view of Montepulciano old town from the balcony. Staff were friendly. Evening meal in restaurant was good and therecwas a good choice for breakfast. Excellent location and vety good value for money. " [](https://expedia.com/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg) ### Mastrojanni Relais 10/10 Excellent "Perfect location and views. Close to Montalcino. Staff went above and beyond. " [](https://expedia.com/Montalcino-Hotels-Relais-Mastrojanni.h42576161.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.com/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.com/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Borgo Sant'Ambrogio Resort](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/ec2d862b_y.jpg) ### Borgo Sant'Ambrogio Resort 10/10 Excellent "It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!" [](https://expedia.com/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![SI Montalcino Hotel](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/04b8b26d_y.jpg) ### SI Montalcino Hotel 8/10 Good "Beautiful ground, good breakfast, not much service, " [](https://expedia.com/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ## Find out more about Contignano **Everything you need to know about Contignano vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Contignano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Contignano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Contignano vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Contignano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Contignano in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Contignano rentals** At Expedia, we put the best Contignano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Contignano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Contignano vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Contignano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) ## Frequently asked questions ### Can I find vacation rentals in Contignano? ### What are some of the best vacation home rentals in Contignano? ### What can I see and do in Contignano? ### What are vacation rentals like in Contignano? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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