Title: Montepulciano Vacation Home Rentals from CA $111: 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) # Montepulciano Vacation Rentals - ![](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 Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Montepulciano Vacation Homes ![TV, fireplace](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/3906758e.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) ![Pool](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/ff1b0468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/e525e5ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sant'Albino 10/10 Exceptional (1) "An idyllic villa in a stunning location" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen O. CA $1,520 CA $2,248 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/3d55d541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/6a211ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/d70cff47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/27c749dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Toscana 9.0/10 Wonderful (2) "Perfectly located in the center of the Heart of Tuscany. Great property with a clean and spacious interior. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa C. CA $8,117 CA $9,109 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Trequanda-Hotels-Villa-Falco-Cignella-Resort-Tuscany.h68049942.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/5ff3c1e9.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) ![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) ### Vacation Home in Castelnuovo dell'Abate 9.6/10 Exceptional (14) "Loved our stay...lovely and quiet..great location " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Lisa K. CA $162 CA $231 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8e2d77d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/5d163297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino (SI) 9.8/10 Exceptional (66) "We absolutely loved this place! We only wish we got to stay longer. Great location, quiet and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah S. CA $260 CA $351 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/373c757f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/9f5a336b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/35c81468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/934c21df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castiglione del Lago 8.0/10 Very good (4) "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) ![TV, DVD player](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/fc2934d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/501031f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/b3b7fcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/269ff2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Toscana CA $8,117 CA $9,109 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h68051629.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/e63ddb1c.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) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/0f4b4ffd.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/b169044b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino 9.6/10 Exceptional (16) "The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Andrew M. CA $260 CA $351 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![House, 2 Bedrooms, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/110000000/109150000/109144800/109144756/18884405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109150000/109144800/109144756/8158d9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Balcony | Private kitchen](https://images.trvl-media.com/lodging/110000000/109150000/109144800/109144756/47a606df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/110000000/109150000/109144800/109144756/aa81c37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Piancastagnaio CA $162 CA $178 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Piancastagnaio-Hotels-Renee-House.h109144756.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) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/640c0207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/e9d49b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in CASTIGLIONE D'ORCIA 9.4/10 Exceptional (9) "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 $234 CA $278 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/6a2b762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/a009fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/f6f7b43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/905084fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in CHIANCIANO 10/10 Exceptional (3) "Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob C. CA $351 CA $485 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/b5d9a4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/7ed60a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/62b86b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/ad4e5fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Trequanda, Siena "Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen).... ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heike K. CA $132 CA $284 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/3dabcf3e.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) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/247b8232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/f9b59b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino 10/10 Exceptional (4) "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 $195 CA $227 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119030000/119022000/119021969/c72cccfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, Garden View | Private kitchen](https://images.trvl-media.com/lodging/120000000/119030000/119022000/119021969/b258980d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119030000/119022000/119021969/debc9a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119030000/119022000/119021969/47a931e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Casamaggiore CA $100 CA $111 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Casa-Di-Cristina.h119021969.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/0248fcc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.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) ### Vacation Home in Cortona CA $114 CA $149 total includes taxes & fees Nov 25 - Nov 26 [](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/98000000/97080000/97072500/97072488/5e0bf0da.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/90daa8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Castel Rigone 10/10 Exceptional (3) "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 $143 CA $179 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/3f14cab0.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) ![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/3ee75121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/8d2de3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montalcino 10/10 Exceptional (1) "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 $568 CA $651 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/0459e4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/e00d1488.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) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/8c44b07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Arezzo CA $132 CA $181 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/92000000/91790000/91782300/91782207/2e5fc023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/92000000/91790000/91782300/91782207/4f08693d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/92000000/91790000/91782300/91782207/3d8fec8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91790000/91782300/91782207/3bc34b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in montalcino CA $244 CA $555 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Montalcino-Hotels-Agritourism-In-Val-Dorcia.h91782207.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/8477e2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/9ee300f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/5d93306f.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/a8b308d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Monticchiello 10/10 Exceptional (8) "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 $154 CA $187 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/4c9dc305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/f92088fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/ea734e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/90-1ae59b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Montecchio 9.0/10 Wonderful (2) "Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Monica S. CA $97 CA $127 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Cortona-Hotels-Montecchio-Di-Cortona.h32631932.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=2025-12-08&endDate=2025-12-09®ionId=601351&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_601351) ![](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 ![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg) ### Hotel La Terrazza di Montepulciano 10/10 Excellent "Perfect location - could walk everywhere. Roberto and his wife were incredible hosts. They treated us like family. They served us a delicious breakfast, gave us information about restaurants and wine tastings, provided help with transportation. We hope to return soon. This place is a gem. The hosts make it very special. " [](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![Meublé Il Riccio](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072_y.jpg) ### Meublé Il Riccio 10/10 Excellent "This historic hotel is a wonderful location for touring Montepulciano and Tuscany. The staff was eager to help with dinner and vineyard tour reservations. Our room was off the breakfast room and we didn't hear the other guests at all. " [](https://expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.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 "Great room and service" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![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 "An absolute gem in every way imaginable! TLDR: If you are looking for authentic, yet elegant accommodations in a prime location with a staff that makes you feel like family, this is the place. We visited Montepulciano to visit my son (traveling for a semester abroad). The staff was attentive and helpful before we even arrived, ensuring we could get our baggage to the hotel and our rental car parked close by (the hotel, along with most of the city, is in the ZTL). When we finally arrived, we were treated with kindness and patience (my son surprised us & bolted in the door, and they were incredibly gracious while we had our little reunion). Our suite was on the top floor, so it was a bit of a hike up multiple flights of stairs. But we were prepared for that (especially given the historical nature of the building), and we quickly grew accustomed to it. The rooms were absolutely gorgeous, and the view from the windows-- breathtaking. Many visitors ventured to the overlook beneath our windows to take pictures (even a couple taking wedding photos-- it's that picturesque). But our very favorite part of our stay was the daily breakfast. The staff was incredible. The food was incredible-- simple, but top-quality and always perfectly executed. It was unexpected, but a comfort we came to treasure and look forward to each day. The hotel was also very well-kept, overall. Clean, elegant, and charming. We will definitely stay again. Grazie mille, alla prossima!" [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information) ![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4_y.jpg) ### Residenza Fabroni 10/10 Excellent "We had a great stay! Beautiful on the roof top terrace!" [](https://expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.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 location and breakfast " [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Mosela-Alla-Porta.h16637373.Hotel-Information) ![Nuovo Etruria Resort](https://images.trvl-media.com/lodging/114000000/113750000/113748300/113748275/5960f205_y.jpg) ### Nuovo Etruria Resort 10/10 Excellent "Friendly and efficient desk clerk. Beautifully designed rooms. " [](https://expedia.ca/Montepulciano-Hotels-Nuovo-Etrurua-Resort.h113748275.Hotel-Information) ![La Locanda di San Francesco](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc_y.jpg) ### La Locanda di San Francesco 10/10 Excellent "Spotless, clean. Staff were friendly. Location and view was spectacular" [](https://expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![AgriHotel Villa Ambra](https://images.trvl-media.com/lodging/3000000/2530000/2524000/2523911/ec6cd8ea_y.jpg) ### AgriHotel Villa Ambra 10/10 Excellent "The staff was wonderful and the room was clean and spacious. Location is beautiful, breakfast is wonderful, restaurant is also great. Best part of our trip!" [](https://expedia.ca/Montepulciano-Hotels-Villa-Ambra.h2523911.Hotel-Information) ## Find out more about Montepulciano ## Montepulciano Vacation Homes information | Number of reviews | 122 | | --- | --- | | Accommodation | 40 Vacation Homes | | Lowest Price | CA $111 | | Highest Price | CA $9,109 | ## 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) - 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[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)