Title: Montepulciano Vacation Home Rentals from CA $140: 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)

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## Check prices for these dates

In two weeks

[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 two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-06-26&endDate=2026-06-28&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/124000000/123700000/123697500/123697439/96da398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/90dbcace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/5ac7a07c.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 $171

CA $256 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Montepulciano-Hotels-Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.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)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/ccd617eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/d34ca53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114490000/114488800/114488726/b0ed52b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monterongriffoli

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.Hotel-Information)

CA $357

CA $495 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h114488726.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)

![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/37000000/36080000/36077800/36077744/3b9ae1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](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)

"Love this apartment and the quiet little town. Great place to spend a week. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stan F.

CA $238

CA $321 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.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)

### Vacation Home in Castelnuovo dell'Abate

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"Loved our stay...lovely and quiet..great location "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Lisa K.

CA $159

CA $225 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.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)

![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)

### Vacation Home in Montalcino (SI)

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

9.8/10

Exceptional

(69 reviews)

"This was a most wonderful and amazing place! Great location and beautiful furnishings."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeremy H.

CA $238

CA $321 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/7998cd17.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)

![2 bedrooms, 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)

![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

[](https://www.expedia.ca/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.Hotel-Information)

10/10

Exceptional

(3 reviews)

"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 $318

CA $452 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.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)

![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 $111

CA $140 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/63f9a000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/d0d9aa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/f06f717a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/85461a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Trequanda

[](https://www.expedia.ca/Trequanda-Hotels-Zampugna.h21136264.Hotel-Information)

9.2/10

Wonderful

(5 reviews)

"Beautiful and host is great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

August

[](https://www.expedia.ca/Trequanda-Hotels-Zampugna.h21136264.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)

![Offices](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/020b6380.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)

### Vacation Home in Arezzo

[](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information)

CA $110

CA $157 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.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)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.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)

### 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 $856

CA $1,472 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.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/fc018cfb.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)

![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 $229

CA $270 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.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)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/2a33aa4d.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)

![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

[](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 $556

CA $632 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125080000/125075900/125075856/a00d6b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125075900/125075856/425bdf72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125080000/125075900/125075856/fafed550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/126000000/125080000/125075900/125075856/4bc35a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h125075856.Hotel-Information)

CA $5,955

CA $5,955 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h125075856.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)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124230000/124223100/124223006/4af65790.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)

![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)

### Vacation Home in Radicofani

[](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.Hotel-Information)

CA $157

CA $192 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Radicofani-Hotels-La-Casa-Del-Viandante-Holiday-Apartment-In-Radicofani.h124223006.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)

![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)

![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)

![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)

### 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 $159

CA $194 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/f8b8a4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/0e7012b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/w2534h1690x0y0-6dfa4245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92310500/92310484/55477a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sinalunga

[](https://www.expedia.ca/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.Hotel-Information)

CA $191

CA $298 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Sinalunga-Hotels-The-Little-Magicians-Secret-Corner.h92310484.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)

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92602300/92602233/193d68f2.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)

### Vacation Home in Castelnuovo dell'Abate

[](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.Hotel-Information)

CA $191

CA $259 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Montalcino-Hotels-Il-Borghetto-Elbas-House.h92602233.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)

![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/4b443108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/6b68301b.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)

### Vacation Home in Trequanda, Siena

[](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information)

8.0/10

Very good

(1 review)

"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 $129

CA $275 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.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)

![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)

![Dining](https://images.trvl-media.com/lodging/102000000/101060000/101055400/101055376/e565654b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Buonconvento

[](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.Hotel-Information)

CA $219

CA $222 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Buonconvento-Hotels-Holiday-Home-La-Casa-Gialla-Di-Buonconvento-With-Wi-Fi-And-Air-Conditioning.h101055376.Hotel-Information)

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## Find vacation rentals that suit your style

Villas

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Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy&regionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME)

Residences

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Aparthotels

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Cottages

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Condos

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Montepulciano%2C+Tuscany%2C+Italy&regionId=601351&latLong=43.098636%2C11.787107&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CHALET)

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## Top Montepulciano Hotel Reviews

![Palazzo Mosela Alla Porta](https://images.trvl-media.com/lodging/17000000/16640000/16637400/16637373/f5180a53_y.jpg)

### Palazzo Mosela Alla Porta

10/10 Excellent

"Clean room, good location!"

[](https://expedia.ca/Montepulciano-Hotels-Palazzo-Mosela-Alla-Porta.h16637373.Hotel-Information)

![Meublé Il Riccio](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072_y.jpg)

### Meublé Il Riccio

10/10 Excellent

"Lovely, family owned palazzo with warm and welcoming hosts who treat you like family from arrival to departure. We enjoyed our stay very much. Clean and comfortable room and delicious breakfast. Delicious cappuccinos and wonderful strudel! "

[](https://expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.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

"Beautiful hotel with incredible views. Super friendly hosts. Highly recommend. "

[](https://expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.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

"Simply amazing!"

[](https://expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information)

![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c_y.jpg)

### Albergo San Biagio

10/10 Excellent

"Muy amable "

[](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information)

![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86_y.jpg)

### Residenza Fabroni

6/10 Okay

"The parking states “on site”, as if there was a parking lot easy and close to get to and from, especially with luggage. The parking lot is a maze to get to and quite difficult to navigate to through the tiny streets. Other then that, place was clean, staff was great Very old school italy Also the views were great and very nice and convenient location to walk around "

[](https://expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.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)

![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg)

### Hotel La Terrazza di Montepulciano

8/10 Good

"Clean room, great location, good helpful hospitality "

[](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.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)

## Find out more about Montepulciano

## Montepulciano Vacation Homes information

| Number of reviews | 133               |
| ----------------- | ----------------- |
| Accommodation     | 40 Vacation Homes |
| Lowest Price      | CA $140           |
| Highest Price     | CA $5,955         |

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- [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)