Title: Montepulciano Vacation Home Rentals from CA $148: Search Top Private Vacation Homes for Rent | Expedia.ca [Montepulciano Travel Guide](https://expedia.ca/Montepulciano.dx601351)[Hotels in Montepulciano](https://expedia.ca/Montepulciano-Hotels.d601351.Travel-Guide-Hotels)[Vacation Rentals in Montepulciano](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals)[Flights to Montepulciano](https://expedia.ca/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights)[Things to do in Montepulciano](https://expedia.ca/Things-To-Do-In-Montepulciano.d601351.Travel-Guide-Activities)[Montepulciano Car Rentals](https://expedia.ca/Car-Rentals-In-Montepulciano.d601351.Car-Rental-Guide)[Montepulciano Vacation Packages](https://expedia.ca/Montepulciano.d601351.Destination-Travel-Guides) ![Montepulciano featuring landscape views, heritage architecture and a city](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=601351&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 four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montepulciano vacation homes ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/bb8ca846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/5ac7a07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/90dbcace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/96da398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Toscana [](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information) CA $174 CA $258 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/3906758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/da91467f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/7831fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/37195b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sant'Albino [](https://www.expedia.ca/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.Hotel-Information) 10/10 Exceptional (1 review) "An idyllic villa in a stunning location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen O. CA $1,509 CA $2,225 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.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) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/0e2468c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castelnuovo dell'Abate [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) 9.6/10 Exceptional (14 reviews) "Comfortable apartment in a quiet picturesque area. Would be challenging for anyone who has difficulty climbing stairs or walking up steep inclines. Was fine for us on a brief stay for two nights. Lamia was very helpful and responded quickly to all communications." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John D. CA $161 CA $229 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/871a52f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/0a829d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/2eff6465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View | Living area](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/0dd33cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Acquapendente [](https://www.expedia.ca/Acquapendente-Hotels-Le-Roghete.h35205642.Hotel-Information) 9.4/10 Exceptional (3 reviews) "The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.ca/Acquapendente-Hotels-Le-Roghete.h35205642.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6beb29de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/73fff45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/50df5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6fa594b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castiglione del Lago [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) 8.0/10 Very good (4 reviews) "El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) RAUL [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/a4b435e1.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/19000000/18980000/18976500/18976420/9d4401b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/f4b5c97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/65605df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino (SI) [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) 9.8/10 Exceptional (69 reviews) "Really enjoyed our stay. Loved the town and the accommodation was superb. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Michelle C. CA $242 CA $326 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/8d8688c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/65910cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/f1af60e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/b46bdfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castel Rigone [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) 10/10 Exceptional (3 reviews) "The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam H. CA $145 CA $181 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f746b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/ddcd9ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f9a7f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in CASTIGLIONE D'ORCIA [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) 9.4/10 Exceptional (9 reviews) "Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Graham S. CA $232 CA $274 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/d9c4aea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/3b9ae1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/1f2f52d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) 9.6/10 Exceptional (17 reviews) "Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David & Teri B. CA $242 CA $326 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/7a76889c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/7a804f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/2bbc57b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/3ad9c28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cortona [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Grande-With-Shared-Pool-Wi-Fi.h89137894.Hotel-Information) CA $236 CA $243 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Grande-With-Shared-Pool-Wi-Fi.h89137894.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/6e91d9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/49bf4281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/64e505a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/824ca8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Monticchiello [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) 10/10 Exceptional (8 reviews) "An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Dan CA $153 CA $189 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/0ff1b26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/3dabcf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/247b8232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/fbd3a173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information) 10/10 Exceptional (4 reviews) "The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!" ![Austria](https://a.travel-assets.com/egds/marks/flags/at.svg) Johannes S. CA $194 CA $226 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/25737385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/d8fc72da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/8c44b07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/47257042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Arezzo [](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) CA $131 CA $180 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9b2077c6_edited_3270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/abf9035c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/cf46db9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/61bd92db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cortona [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) 9.0/10 Wonderful (2 reviews) "Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Anonymous traveller CA $156 CA $162 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/adbd192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/63933730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/ee21b4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/7ff483f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cortona [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) CA $113 CA $148 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/cff65ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/87505345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/72ce7109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/2a33aa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information) 10/10 Exceptional (1 review) "Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David P. CA $565 CA $646 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.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) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/714a9a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Monterongriffoli [](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) CA $323 CA $457 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/4e30c32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/24054039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/99d0c01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/c327be4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castelnuovo dell'Abate [](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.Hotel-Information) CA $194 CA $261 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/f947675b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/e4527367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/cbdc6743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/e1e9e31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Radicofani [](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) CA $131 CA $215 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6a6edf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/92c73dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6788761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino [](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information) 10/10 Exceptional (2 reviews) "Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert K. CA $725 CA $1,357 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.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.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02®ionId=601351&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.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APART_HOTEL) Residences [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=RESIDENCE) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMontepulciano-Private-Vacation-Homes.d601351-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontepulciano-Private-Vacation-Homes.d601351-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Montepulciano Hotel Reviews ![Palazzo Nobile di San Donato](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/25d78afd_y.jpg) ### Palazzo Nobile di San Donato 10/10 Excellent "Great location, friendly, good breakfast" [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information) ![Palazzo Mosela Alla Porta](https://images.trvl-media.com/lodging/17000000/16640000/16637400/16637373/f5180a53_y.jpg) ### Palazzo Mosela Alla Porta 10/10 Excellent "Great" [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Mosela-Alla-Porta.h16637373.Hotel-Information) ![Il Tosco](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1_y.jpg) ### Il Tosco 10/10 Excellent "Best stay of my life!" [](https://expedia.ca/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information) ![Agriturismo Merigge Wellness & Spa](https://images.trvl-media.com/lodging/41000000/40030000/40021900/40021883/3652c4a4_y.jpg) ### Agriturismo Merigge Wellness & Spa 10/10 Excellent "Friendly staff and super accommodating. We would highly recommend staying there!!!" [](https://expedia.ca/Montepulciano-Hotels-Merigge.h40021883.Hotel-Information) ![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4_y.jpg) ### Residenza Fabroni 10/10 Excellent "gorgeous historical property, very attentive host, great location" [](https://expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "gorgeous spot below the town, what an incredible view from the balcony " [](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Villa Svetoni Wine Resort](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/576cc1e4_y.jpg) ### Villa Svetoni Wine Resort 10/10 Excellent "What a wonderful villa wine resort in Tuscany. Great restaurant Michelin star attached and easy access . Staff was very attentive and available at Al times. 10 min drive to Montepulciano " [](https://expedia.ca/Montepulciano-Hotels-Villa-Svetoni-Wine-Resort.h100989748.Hotel-Information) ![Podere La Rocca](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/26ddd5ee_y.jpg) ### Podere La Rocca 10/10 Excellent "Awesome.place to be and Antonio is a star at the restaurant." [](https://expedia.ca/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information) ## Find out more about Montepulciano ## Montepulciano Vacation Homes information | Number of reviews | 128 | | ----------------- | ----------------- | | Accommodation | 40 Vacation Homes | | Lowest Price | CA $148 | | Highest Price | CA $2,225 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Val d'Orcia ](https://www.expedia.ca/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [5 Star Hotels in La Foce ](https://www.expedia.ca/5Star-La-Foce-Hotels.s50-0-d6077925.Travel-Guide-Filter-Hotels) - [Acquaviva Hotels ](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - [Amorosa Hotels ](https://www.expedia.ca/Amorosa-Hotels.d3000438909.Travel-Guide-Hotels) - [Farmstay in Bagno Vignoni ](https://www.expedia.ca/Bagno-Vignoni-Agritourism.d6142908-aaAgritourism.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Bettolle ](https://www.expedia.ca/Bettolle-Hotels-LGBT-Friendly-Hotel.0-0-d6285815-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bettolle Hotels ](https://www.expedia.ca/Bettolle-Hotels.d6285815.Travel-Guide-Hotels) - [B&B in Camucia ](https://www.expedia.ca/Camucia-Bed-And-Breakfast.d6289367-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castelmuzio Hotels ](https://www.expedia.ca/Castelmuzio-Hotels.d6285810.Travel-Guide-Hotels) - [Castiglioncello del Trinoro Hotels ](https://www.expedia.ca/Castiglioncello-Del-Trinoro-Hotels.d3000028419.Travel-Guide-Hotels) - [Spa Hotels in Chianciano Terme ](https://www.expedia.ca/Chianciano-Terme-Hotels-Spa-Hotel.0-0-d55277-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chianciano Terme Hotels ](https://www.expedia.ca/Chianciano-Terme-Hotels.d55277.Travel-Guide-Hotels) - [Farmstay in Cortona ](https://www.expedia.ca/Cortona-Agritourism.d601360-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Cortona ](https://www.expedia.ca/Cortona-Apart-Hotels.d601360-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Cortona ](https://www.expedia.ca/Cortona-Apartments.d601360-aaApartments.Travel-Guide-Accommodation) - [B&B in Cortona ](https://www.expedia.ca/Cortona-Bed-And-Breakfast.d601360-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Cortona ](https://www.expedia.ca/Cortona-Cabins.d601360-aaCabins.Travel-Guide-Accommodation) - [Country Houses in Cortona ](https://www.expedia.ca/Cortona-Country-House.d601360-aaCountryHouse.Travel-Guide-Accommodation) - [Vacation Homes in Cortona ](https://www.expedia.ca/Cortona-Private-Vacation-Homes.d601360-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Cortona ](https://www.expedia.ca/Cortona-Resort-Hotels.d601360-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Cortona ](https://www.expedia.ca/Cortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Crete Senesi ](https://www.expedia.ca/Crete-Senesi-Agritourism.d6342453-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Crete Senesi ](https://www.expedia.ca/Crete-Senesi-Bed-And-Breakfast.d6342453-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Crete Senesi ](https://www.expedia.ca/Crete-Senesi-Castles.d6342453-aaCastles.Travel-Guide-Accommodation) - [Palaces in Crete Senesi ](https://www.expedia.ca/Crete-Senesi-Palaces.d6342453-aaPalaces.Travel-Guide-Accommodation) - [Hotels near Dome of Montepulciano ](https://www.expedia.ca/Dome-Of-Montepulciano-Hotels.0-l553248621532500181-0.Travel-Guide-Filter-Hotels) - [Gracciano Hotels ](https://www.expedia.ca/Gracciano-Hotels.d3000027885.Travel-Guide-Hotels) - [La Foce Hotels ](https://www.expedia.ca/La-Foce-Hotels.d6077925.Travel-Guide-Hotels) - [B&B in Montalcino ](https://www.expedia.ca/Montalcino-Bed-And-Breakfast.d6025631-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Montefollonico Hotels ](https://www.expedia.ca/Montefollonico-Hotels.d6285797.Travel-Guide-Hotels) - [Montepulciano Stazione Hotels ](https://www.expedia.ca/Montepulciano-Stazione-Hotels.d6285775.Travel-Guide-Hotels) - [Rv Parks in Montepulciano Stazione ](https://www.expedia.ca/Montepulciano-Stazione-RV-Parks.d6285775-aaRVParks.Travel-Guide-Accommodation) - [Monticchiello Hotels ](https://www.expedia.ca/Monticchiello-Hotels.d6285816.Travel-Guide-Hotels) - [Montisi Hotels ](https://www.expedia.ca/Montisi-Hotels.d3000027304.Travel-Guide-Hotels) - [Nottola Hotels ](https://www.expedia.ca/Nottola-Hotels.d6285782.Travel-Guide-Hotels) - [Osteria delle Noci Hotels ](https://www.expedia.ca/Osteria-Delle-Noci-Hotels.d6285795.Travel-Guide-Hotels) - [Petroio Hotels ](https://www.expedia.ca/Petroio-Hotels.d6285804.Travel-Guide-Hotels) - [Historic Hotels in Pienza ](https://www.expedia.ca/Pienza-Hotels-Historic-Hotel.0-0-d6023645-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Pienza ](https://www.expedia.ca/Pienza-Hotels-Winery-Hotel.0-0-d6023645-tWineryHotel.Travel-Guide-Filter-Hotels) - [Pienza Hotels ](https://www.expedia.ca/Pienza-Hotels.d6023645.Travel-Guide-Hotels) - [Sant'albino Hotels ](https://www.expedia.ca/SantAlbino-Hotels.d6285823.Travel-Guide-Hotels) - [Resorts in Sinalunga ](https://www.expedia.ca/Sinalunga-Resort-Hotels.d603293-aaResortHotels.Travel-Guide-Accommodation) - [Torrita di Siena Hotels ](https://www.expedia.ca/Torrita-Di-Siena-Hotels.d6046345.Travel-Guide-Hotels) - [Farmstay in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Agritourism.d6047918-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Apart-Hotels.d6047918-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Bed-And-Breakfast.d6047918-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Chalets.d6047918-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Country-House.d6047918-aaCountryHouse.Travel-Guide-Accommodation) - [Guest Houses in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Guest-Houses.d6047918-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Adults-Only-Resorts.0-0-d6047918-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Beach-Hotel.0-0-d6047918-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Boutique-Hotel.0-0-d6047918-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Family-Hotel.0-0-d6047918-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Luxury-Hotel.0-0-d6047918-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Mountain-Hotels.0-0-d6047918-tMountainHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Hotels-Winery-Hotel.0-0-d6047918-tWineryHotel.Travel-Guide-Filter-Hotels) - [Val d'Orcia Hotels ](https://www.expedia.ca/Val-DOrcia-Hotels.d6047918.Travel-Guide-Hotels) - [Inns in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Inns.d6047918-aaInns.Travel-Guide-Accommodation) - [Lodges in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Lodges.d6047918-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Private-Vacation-Homes.d6047918-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Resort-Hotels.d6047918-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Townhomes.d6047918-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Villas.d6047918-aaVillas.Travel-Guide-Accommodation) - [Valiano Hotels ](https://www.expedia.ca/Valiano-Hotels.d6047297.Travel-Guide-Hotels) - [Flights to Montefollonico ](https://www.expedia.ca/Cheap-Flights-To-Montefollonico.d6285797.Travel-Guide-Flights) - [Flights to Pienza ](https://www.expedia.ca/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights) - [Flights to Val d'Orcia ](https://www.expedia.ca/Cheap-Flights-To-Val-DOrcia.d6047918.Travel-Guide-Flights) - [Flights from Chianciano Terme ](https://www.expedia.ca/lp/flights/55277/flights-from-chianciano-terme) - [Flights from Valiano ](https://www.expedia.ca/lp/flights/6047297/flights-from-valiano) - [Flights from Val d'Orcia ](https://www.expedia.ca/lp/flights/6047918/flights-from-val-dorcia) - [Visit Amorosa ](https://www.expedia.ca/Amorosa.dx3000438909) - [Art Studio di Adelina Quadri ](https://www.expedia.ca/Art-Studio-Di-Adelina-Quadri-Pienza.d553248621562145321.Vacation-Attraction) - [Cantina del Redi ](https://www.expedia.ca/Cantina-Del-Redi-Montepulciano.d553248621533004765.Vacation-Attraction) - [Visit Cervognano Montenero ](https://www.expedia.ca/Cervognano-Montenero.dx6342401) - [Visit Chianciano Terme ](https://www.expedia.ca/Chianciano-Terme.dx55277) - [Church of St. Augustine ](https://www.expedia.ca/Church-Of-St-Augustine-Montepulciano.d553248621532500216.Vacation-Attraction) - [Consorzio del Vino Nobile di Montepulciano ](https://www.expedia.ca/Consorzio-Del-Vino-Nobile-Di-Montepulciano-Montepulciano.d6105000.Vacation-Attraction) - [Visit Montefollonico ](https://www.expedia.ca/Montefollonico.dx6285797) - [Visit Montepulciano Stazione ](https://www.expedia.ca/Montepulciano-Stazione.dx6285775) - [Palazzo Ricci ](https://www.expedia.ca/Palazzo-Ricci-Montepulciano.d553248621532500182.Vacation-Attraction) - [Visit Petroio ](https://www.expedia.ca/Petroio.dx6285804) - [Pienza Cathedral ](https://www.expedia.ca/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction) - [Pienza Vacations ](https://www.expedia.ca/Pienza.d6023645.Destination-Travel-Guides) - [Visit Pienza ](https://www.expedia.ca/Pienza.dx6023645) - [Piscine Termali Theia ](https://www.expedia.ca/Piscine-Termali-Theia-Chianciano-Terme.d553248621555471462.Vacation-Attraction) - [Tenuta Valdipiatta ](https://www.expedia.ca/Tenuta-Valdipiatta-Montepulciano.d6105004.Vacation-Attraction) - [Terme di Montepulciano Spa ](https://www.expedia.ca/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction) - [Val d'Orcia Vacations ](https://www.expedia.ca/Val-DOrcia.d6047918.Destination-Travel-Guides) - [Auto Rent Rental Cars in Val d'Orcia ](https://www.expedia.ca/Auto-Rent-Car-Rentals-In-Val-DOrcia.d6047918-c1006.Car-Rental-Guide-Suppliers) - [Car rental Chianciano Terme ](https://www.expedia.ca/Car-Rentals-In-Chianciano-Terme.d55277.Car-Rental-Guide) - [Car rental Montepulciano Stazione ](https://www.expedia.ca/Car-Rentals-In-Montepulciano-Stazione.d6285775.Car-Rental-Guide) - [Car rental Pienza ](https://www.expedia.ca/Car-Rentals-In-Pienza.d6023645.Car-Rental-Guide) - [Car rental Torrita di Siena ](https://www.expedia.ca/Car-Rentals-In-Torrita-Di-Siena.d6046345.Car-Rental-Guide) - [Car rentals near Val d'Orcia ](https://www.expedia.ca/Car-Rentals-In-Val-DOrcia.d6047918.Car-Rental-Guide) - [Ilha Verde Rental Cars in Val d'Orcia ](https://www.expedia.ca/Ilha-Verde-Car-Rentals-In-Val-DOrcia.d6047918-c1130.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Val d'Orcia ](https://www.expedia.ca/Van-Car-Rentals-In-Val-DOrcia.d6047918-tVan.Car-Rental-Guide-Class) - [Pienza Vacation Rentals ](https://www.expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals) - [Val d'Orcia Vacation Rentals ](https://www.expedia.ca/Val-DOrcia-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals) - [Things to do in Montefollonico ](https://www.expedia.ca/Things-To-Do-In-Montefollonico.d6285797.Travel-Guide-Activities) - [Things to do in Pienza ](https://www.expedia.ca/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities) - [Book Vacation Homes in Montepulciano on Expedia.it ](https://www.expedia.it/Montepulciano-Case-Vacanze-Private.d601351-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)