Title: Montalcino Villas from CA $115 | Expedia.ca [Montalcino Travel Guide](https://expedia.ca/Montalcino.dx6025631)[Hotels in Montalcino](https://expedia.ca/Montalcino-Hotels.d6025631.Travel-Guide-Hotels)[Vacation Rentals in Montalcino](https://expedia.ca/Montalcino-Vacation-Rentals.d6025631.Travel-Guide-VacationRentals)[Flights to Montalcino](https://expedia.ca/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights)[Things to do in Montalcino](https://expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)[Montalcino Car Rentals](https://expedia.ca/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide)[Montalcino Vacation Packages](https://expedia.ca/Montalcino.d6025631.Destination-Travel-Guides) ![Montalcino which includes heritage architecture and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157252-Tuscany.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Montalcino Villa Rentals from CA $115 ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Montalcino Villas ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/7d69769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24 Montalcino CA $9,629 CA $10,438 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/b294561e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living room](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/12277fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living room](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/80c82a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/675c208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Brunello Montalcino CA $10,681 CA $11,765 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Montalcino-Hotels-Antico-Brunello.h34180027.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/97000000/96930000/96929600/96929584/b8becf6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96930000/96929600/96929584/391c8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96930000/96929600/96929584/67e881db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96930000/96929600/96929584/dc1accab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Moro, splendid landscapes in the heart of Tuscany Montalcino 10/10 Exceptional (2) "What an absolute gem in the Tuscan hills. Beautiful home, all the comforts we needed, well stocked kitchen, lots of bathrooms, lovely pool and spectacular views. Caretake Luca is on site which is very helpful. Stella made check-in a breeze. Would not hesitate to come back " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sharon E. [](https://www.expedia.ca/Montalcino-Hotels-Villa-Il-Moro.h96929584.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/c2fdac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, internet](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2513fe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 Siena CA $9,683 CA $9,683 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/96d102cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism Foiano della Chiana 8.4/10 Very good (24) "Ottimo agriturismo silenzioso con persone molto gentilissime " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) GIANCARLO CA $99 CA $113 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/d88438f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/w745h499x12y7-5d6f59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/6b4bd921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/31ed4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### panoramica casa con piscina privata siena 7.0/10 Good (10) "We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany.... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Olivier B. CA $132 CA $244 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chiusdino-Hotels-Panoramica-Casa-Con-Piscina-Privata.h27125149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/ae26ba3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/2d07f094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/12f2ed0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/f8538ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi Roccastrada GR CA $1,796 CA $1,901 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian K. CA $191 CA $223 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/4b0b6e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/0379f724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/eeb3fa7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/40b449e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Manafiore - historical villa with swimming pool Monticchiello 10/10 Exceptional (1) "the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline R. [](https://www.expedia.ca/Pienza-Hotels-Podere-Manafiore-Historical-Villa-With-Swimming-Pool.h102314787.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/1654ecb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/82eb762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/24ff1535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi Rapolano Terme 9.0/10 Wonderful (4) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Toon M. CA $793 CA $1,195 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98680000/98677800/98677769/72e09659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98677800/98677769/eef86726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98677800/98677769/be154898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98680000/98677800/98677769/16b8143f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Viila on two floors of 221 m2 consisting of a double dining room with kitchen equipped with dishwasher, microwave oven, electric oven, fridge and freezer.Comfortable sofas, fireplace, large breakfast bar, two double bedrooms with private bathro Trequanda CA $630 CA $768 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98677769.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/44930fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/e9dc4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/67aa0495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. Trequanda CA $890 CA $1,484 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/9fb80fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/7401c4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/37ad3847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/9824ffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Tiberini - Casale Il Pecino' with Lake View, Private Pool and Wi-Fi Torrita di Siena CA $1,024 CA $1,027 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Villa-Tiberini-Casale-Il-Pecino-With-Lake-View.h122085615.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/49dac994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/2fe48870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/16de6fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/eb9c2d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Rosanna - wonderful villa with swimming pool Siena [](https://www.expedia.ca/Siena-Hotels-Villa-Rosanna-Wonderful-Villa-With-Swimming-Pool.h101518460.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/21c57ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/b51f884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/2b578eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/534b658d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning Cortona CA $501 CA $569 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/e798aee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/7c2379ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/83ae9e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/e54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse with Swimming Pool in Montepulciano Montepulciano CA $1,560 CA $1,560 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/7fe649ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/e50cbe12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/64ad74f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/1fea1aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful villa with private pool near Arezzo Foiano della Chiana CA $1,845 CA $2,573 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Wonderful-Villa-With-Private-Pool-Near-Arezzo.h106903701.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/44ea1d67.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/77000000/76770000/76763300/76763235/7061eedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/437a59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/2aab4956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi Roccastrada GR CA $1,796 CA $1,901 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Etrusco-With-Mountain-View.h76763235.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/22a359b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/451977ca.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/77000000/76770000/76763300/76763237/e92b7ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/c1ae5cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi Roccastrada GR CA $1,796 CA $1,901 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Flores-With-Mountain-View.h76763237.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/2286bb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/ac26b7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/6071653e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/4d692cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi Roccastrada GR CA $1,796 CA $1,901 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Lucente-With-Mountain-View.h76763242.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=2025-11-13&endDate=2025-11-14®ionId=6025631&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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%2FMontalcino-Villas.d6025631-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontalcino-Villas.d6025631-aaVillas.Travel-Guide-Accommodation) ## Top Montalcino Hotel Reviews ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "We loved the staff, they were super friendly and great service. Location is great!! We would definitely stay here again!!" [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](//images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "Everything was 5 star. It’s like living in a castle in the sky with hot thermal pools everywhere and amazing food. We loved our outdoor patio with the sunset view of the panorama." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Drogheria & Locanda Franci](//images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772_y.jpg) ### Drogheria & Locanda Franci 10/10 Excellent "Nice room on a perfect location to walk around Montalcino with easy parking!" [](https://expedia.ca/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "It’s a lovely hotel. Reception was nice and the room very clean with an incredible view out the window of the valley behind. No balcony but a Juliet railing with large opening windows. The breakfast buffet was excellent, self serve with exception of coffee which was served by a very pleasant waiter. Parking is a bit of challenge in a steeply sloped narrow driveway beside the hotel.Take the time to line up the car to go straight through the narrow gate and you’ll be fine. Also very nice sitting area beside the restaurant. " [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Monastero di Cortona Hotel & Spa](//images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. " [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![SI Montalcino Hotel](//images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "Quiet, staff was professional and friendly, lots of parking" [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Private and cozy retreat in Montalcino with private pool surrounded by vineyards](//images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62_y.jpg) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards 10/10 Excellent "Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!" [](https://expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](//images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel " [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ## Find out more about Montalcino ## Montalcino Villas information | Number of reviews | 95 | | --- | --- | | Accommodation | 1815 Villas | | Lowest Price | CA $115 | | Highest Price | CA $11,765 | ## Frequently asked questions ### How much do villas in Montalcino cost? > Prices for villas in Montalcino range between CA $115 and CA $11,765 per night. Whatever your budget, you can find a place that matches your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many villas are there in Montalcino? > You'll find 1815 villas in Montalcino. No matter if you're taking a trip with the kids or organizing a weekend break with friends, Expedia will help you find the ideal base for your squad. ### Why book your villa in Montalcino with Expedia? > Reserving a villa in Montalcino is as simple as clicking on your travel dates and picking a place that has what you need. Looking for something upscale or budget friendly, or a stay that also includes WiFi and a hot tub? Use Expedia's search filters to narrow your results and find the ideal fit at the right price. ### How can I find cheap villas in Montalcino? > Expedia is here to help you narrow your search for cheap villas in Montalcino. Simply use our convenient filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in a few quick keystrokes. ### What is there to do near my villa in Montalcino? > Montalcino has enough sights to keep you on the hop for weeks, starting with [Castello Banfi](https://www.expedia.ca/Castello-Banfi-Montalcino.d6103264.Vacation-Attraction). [Museo del Tartufo](https://www.expedia.ca/Museo-Del-Tartufo-Montalcino.d553248621562144604.Vacation-Attraction), [Tenuta Greppo Franco Biondi Santi](https://www.expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction) and [Fortress of Montalcino](https://www.expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction) are other popular attractions. If you're staying a while longer, [Abbazia di Sant'Antimo](https://www.expedia.ca/Abbazia-Di-SantAntimo-Montalcino.d6077912.Vacation-Attraction) and [Poggio Antico](https://www.expedia.ca/Poggio-Antico-Montalcino.d553248621533000901.Vacation-Attraction) will cap off your itinerary nicely. ## Explore a world of travel with Expedia - More ways to book - [Book Villas in Montalcino on Expedia.it](https://www.expedia.it/Montalcino-Ville.d6025631-aaVille.Guida-Viaggi-Alloggi)