Title: Montepulciano Vacation Home Rentals from CA $142: 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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-05-15&endDate=2026-05-17&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) ![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) ![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/584bcb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double room with private bathroom in the countryside 5 minutes from Montepulciano [](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information) Toscana CA $175 CA $259 total includes taxes & fees Jan 26 - Jan 27 [](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) ![Pool](https://images.trvl-media.com/lodging/75000000/74750000/74740100/74740028/e4aded98.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) ### Villa - Podere Monti [](https://www.expedia.ca/Montepulciano-Hotels-Villa-Podere-Monti.h74740028.Hotel-Information) Sant'Albino 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 $1,511 CA $2,228 total includes taxes & fees Jan 29 - Jan 30 [](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) ![Dining](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d9f4c787.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) ![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) ### The Gelda house, relax with a view [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) Castelnuovo dell'Abate 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 $162 CA $230 total includes taxes & fees Jan 27 - Jan 28 [](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 | Living area](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205642/0dd33cdc.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) ### Le Roghete [](https://www.expedia.ca/Acquapendente-Hotels-Le-Roghete.h35205642.Hotel-Information) Acquapendente 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/73fff45b.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) ### Poggio del Sole [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) Castiglione del Lago 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) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/90089355.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) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/f4b5c97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House of Alice, charm and relaxation [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) Montalcino (SI) 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) ![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) ![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/37000000/36370000/36364900/36364803/824ca8c4.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) ### "Il Focolare" Superior Apartment in Monticchiello [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) Monticchiello 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 $162 CA $197 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.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) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.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/fc018cfb.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) ### Independent house in the historic center [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) CASTIGLIONE D'ORCIA 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 $233 CA $275 total includes taxes & fees Jan 23 - Jan 24 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.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) ### The Casetta di Brunello, quiet and breathtaking views [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) Montalcino 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 27 - Jan 28 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.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) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/8c44b07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Offices](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/020b6380.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) ### Dolce Casa 2 Summary: [](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information) Arezzo CA $130 CA $179 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.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) ![Exterior](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/f1af60e2.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) ![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 La Perla del Lago-All the comfort of your own home with a lake view! [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) Castel Rigone 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 $213 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2e32b706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/180c79d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2850d4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/0e0b5786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information) Cortona 10/10 Exceptional (1 review) "Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller CA $195 CA $202 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/cf46db9b.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) ![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9f5e957a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) Cortona 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 $163 total includes taxes & fees Jan 23 - Jan 24 [](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/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) ![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) ![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) ### Podere Belsogno-camera Lavanda [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information) Montalcino 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 25 - Jan 26 [](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.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) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/63933730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday home with panoramic terrace ideal for families and couples [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) Cortona CA $113 CA $142 total includes taxes & fees Jan 23 - Jan 24 [](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/93000000/92610000/92602300/92602233/4e30c32f.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) ![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/93000000/92610000/92602300/92602233/193d68f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Borghetto - The House of Elba, rooftop panoramic terrace [](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.Hotel-Information) Castelnuovo dell'Abate CA $194 CA $263 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.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) ### Charming Siena Countryside Stay [](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information) Monterongriffoli CA $323 CA $457 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.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) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/ff10e0c0.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) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center [](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information) Montalcino 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 $728 CA $1,364 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/639c2d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/86eb136f.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) ### La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia [](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) Radicofani CA $131 CA $215 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/d819075f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/8c19f886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/e565654b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/9c45c989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning [](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.Hotel-Information) Buonconvento CA $207 CA $210 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.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=2026-02-05&endDate=2026-02-06®ionId=601351&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy®ionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=VILLA) 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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&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 ![Meublé Il Riccio](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072_y.jpg) ### Meublé Il Riccio 10/10 Excellent "Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town." [](https://expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.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 "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) ![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 "You will be staying at an inn with fantastic staff, breathtaking views and just wonderful. Caveat, not easy for people with mobility issues. " [](https://expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ## Find out more about Montepulciano ## Montepulciano Vacation Homes information | Number of reviews | 128 | | ----------------- | ----------------- | | Accommodation | 40 Vacation Homes | | Lowest Price | CA $142 | | Highest Price | CA $2,228 | ## 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) - 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