Title: Brunello di Montalcino Wine Area Villas from CA $136 | Expedia.ca [Brunello di Montalcino Wine Area Travel Guide](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)[Hotels in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels.d6342620.Travel-Guide-Hotels)[Vacation Rentals in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Vacation-Rentals.d6342620.Travel-Guide-VacationRentals)[Flights to Brunello di Montalcino Wine Area](https://expedia.ca/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)[Brunello di Montalcino Wine Area Car Rentals](https://expedia.ca/Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Rental-Guide)[Brunello di Montalcino Wine Area Vacation Packages](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides) ![Montalcino showing a sunset and outdoor eating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157251-Tuscany.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Brunello di Montalcino Wine Area Villa Rentals from CA $136 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Brunello di Montalcino Wine Area Villas ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60640000/60633000/60632927/2221eb0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60640000/60633000/60632927/00759ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/61000000/60640000/60633000/60632927/2f74d12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60640000/60633000/60632927/c1b962c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Poggiarello-ripa with 3 bedrooms sleeps 5 Toscana 10/10 Exceptional (110) "We loved our stay, it was beautiful and relaxing beyond words! Francesca and her team were amazing, providing so many memorable experiences and great support! We will be back! What a wonderful time all around. " [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Villa-In-Poggiarello-Ripa-With-3-Bedrooms-Sleeps-5.h60632927.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) ![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.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) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.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 " CA $120 CA $136 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/2f21d9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/b86e5e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/0dd7cc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/3fbaa990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards Siena 9.4/10 Exceptional (64) "If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay." [](https://www.expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/38000000/37010000/37008400/37008383/a46cc114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37010000/37008400/37008383/53805381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37010000/37008400/37008383/e5339cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37010000/37008400/37008383/dc13bcf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! Siena 10/10 Exceptional (8) "Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena." [](https://www.expedia.ca/Siena-Hotels-Villa-Santa-Chiara-Apartments-To-Rent-With-Pool.h37008383.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89380000/89380000/89379940/18582214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89380000/89380000/89379940/2f5631f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89380000/89380000/89379940/7ad6dedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/90000000/89380000/89380000/89379940/b9dc909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEAUTIFUL VILLA with private Pool in the heart of Chianti castelnuovo berardenga 10/10 Exceptional (26) "Great villa great view fantastic hostage " [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-BEAUTIFUL-VILLA-With-Private-Pool-In-The-Heart-Of-Chianti.h89379940.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29500000/29491300/29491202/3f1b2b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29500000/29491300/29491202/e0846530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/30000000/29500000/29491300/29491202/86c3f785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/30000000/29500000/29491300/29491202/30f7a93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany Siena 10/10 Exceptional (103) "Property was fantastic, easily accommodated our group of 9 people. Francesca took very good care of us, arranging wine tours, dinners at the house and a cooking class which we thoroughly enjoyed. I highly recommend this place" [](https://www.expedia.ca/Siena-Hotels-Siena-Countryside-Luxury-Villa.h29491202.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18650000/18646800/18646778/e1c170e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/19000000/18650000/18646800/18646778/ad5df578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18650000/18646800/18646778/270-0564ea19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18650000/18646800/18646778/270-65e63744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool Castelnuovo Berardenga 10/10 Exceptional (55) "We had the trip of a lifetime at this wonderful home. Sherri, the property manager, made sure we had everything we needed upon arrival and organized a truffle hunt and wine tasting with her lovely local connections. She also introduced us to her favorite restaurants nearby (they were amazing) and told us where to shop. And the house itself is stunning- it should be in a movie about Tuscany. Cannot wait to go back!" [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Charming-Tuscan-Villa-Near-Siena-Capitivating-Private-Setting-Lrg-Heated-Pool.h18646778.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/1f562450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/959ded62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/5cef1ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/aa525682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool CASTIGLIONE D'ORCIA (SI) 10/10 Exceptional (50) "We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had." [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-Vignalunga.h23663732.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27130000/27124100/27124035/6f9d8f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27124100/27124035/23ee6f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27124100/27124035/b0273b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27124100/27124035/d37a04c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with private pool, air conditioning near wineries at 3km from village CHIANCIANO terme 9.4/10 Exceptional (44) "Guido’s home in Tuscany is great! My family had an awesome time enjoying the pool, the near by wineries and a cooking class at the villa. The house is rustic, charming and in a great location. The beds are a bit old and the showers were a little small but overall the house fit all the needs of my family. The pool was also excellent and the views from the pool area are incredible. Whenever we needed anything it was always answered quickly. Thanks for an awesome stay!" [](https://www.expedia.ca/Chianciano-Terme-Hotels-Villa-With-Private-Pool.h27124035.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32820000/32817900/32817810/26d17eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32820000/32817900/32817810/7ad69d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32820000/32817900/32817810/8fa40f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32820000/32817900/32817810/ff9f401f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winery Villa in the heart of Nobile Vineyards. Toscana, IT 10/10 Exceptional (14) "We had an incredible time staying at this beautiful villa for 5 nights. Very well appointed couldn’t ask for more! Fantastic location quiet and serene located on a vineyard yet only 5 minute drive to lovely town. Christian was a wonderful host even taking the time to give us a tour of the winery. Would stay there again! Highly recommend the property!" [](https://www.expedia.ca/Montepulciano-Hotels-Winery-Luxury-Villa-In-The-Heart-Of-Nobile-Vineyards.h32817810.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/b96fbe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/c550d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/9980acef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/ea7982e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montalcino, exclusive for you, stunning view!!! Montalcino 10/10 Exceptional (84) "Lovely villa in a beautiful location. " [](https://www.expedia.ca/Montalcino-Hotels-Villa-In-Montalcino.h90300061.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/e5c35199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/4108e65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/c341d493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34030000/34024200/34024116/b43cefc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop house in the heart of Tuscany with private pool Montisi 9.8/10 Exceptional (92) "Wonderful, quiet, beautiful. Everything you could want in country stay near a small village." [](https://www.expedia.ca/Montalcino-Hotels-Hilltop-House-In-The-Heart-Of-Tuscany-With-Private-Pool.h34024116.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90440000/90430200/90430103/9a6c91dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90440000/90430200/90430103/ec3db516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/91000000/90440000/90430200/90430103/4182d1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/91000000/90440000/90430200/90430103/23e4c759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Villa: 24 guests, private SwimmingPool Ancaiano 9.8/10 Exceptional (30) "We had a fantastic time at the house, Fabio was excellent in his communication and help. The house is great with separate areas but big communal spaces. We had a couple of delicious meals cooked for us by Fabio, I would highly recommend this luxury! If I had to say one thing it would be great if the pool seating area was tiled instead of grass, but overall can't fault it." [](https://www.expedia.ca/Sovicille-Hotels-Stunning-Villa-24-Guests.h90430103.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/61000000/60670000/60669900/60669853/08667bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60670000/60669900/60669853/63c5bf5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60669900/60669853/f25e50ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/61000000/60670000/60669900/60669853/03d8b9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Siena with 4 bedrooms sleeps 8 Siena 10/10 Exceptional (43) "Beautiful location! Owners very friendly and helpful. Would suggest this place for anyone visiting Sienna." [](https://www.expedia.ca/Siena-Hotels-Villa-In-Siena-With-4-Bedrooms-Sleeps-8.h60669853.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/64000000/63870000/63867200/63867118/e730fa6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63870000/63867200/63867118/548bdcb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63870000/63867200/63867118/4abf9751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/64000000/63870000/63867200/63867118/efc36530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Podere Belvedere Pienza 9.8/10 Exceptional (14) "Thank you for making our trip so enjoyable - great hospitality!" [](https://www.expedia.ca/Sarteano-Hotels-Villa-Podere-Belvedere.h63867118.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34060000/34051400/34051378/6dfa6443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34060000/34051400/34051378/a176aec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34060000/34051400/34051378/w1256h850x0y0-123993f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34060000/34051400/34051378/6e0c02e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with unique view of Siena with private pool Ascarello 9.8/10 Exceptional (7) "Property was big with fantastic views of siena. The host was wonderful and very accommodating. She gave us a lot of information and recommendations" [](https://www.expedia.ca/Siena-Hotels-Villa-With-Unique-View-Of-Siena-With-Private-Pool.h34051378.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34410000/34404200/34404188/e603fbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34410000/34404200/34404188/a4b7a2eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34410000/34404200/34404188/f38b18cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34410000/34404200/34404188/e4c1bf98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday house with private garden and pool in a typical Tuscan hamlet. Monticiano 8.4/10 Very good (5) "We had a lovely stay at La Pergola. We were greeted at the property by Alessio who toured us through the house and hosted us to a warm welcome. The property had lots of room for our group of 8. The host directed us to some wonderful sites in the region and made arrangements for us to dine at the Scalvaia restaurant. That is an experience that you should not miss. The food was fantastic. We found the help at the property to be prompt and supportive. The pool was a huge hit for us all as the... [](https://www.expedia.ca/Monticiano-Hotels-Holiday-House-With-Private-Garden-And-Pool-In-A-Typical-Tuscan-Hamlet.h34404188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18763300/18763241/2e267da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18763300/18763241/8537092c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/19000000/18770000/18763300/18763241/180-cc695577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18763300/18763241/c442dec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View! San Gusme 9.8/10 Exceptional (99) "🌟 A Perfect Stay in a Beautiful Villa 🌟 We had a wonderful time staying at this villa! It was incredibly spacious and comfortably accommodated all six of us. The house was thoughtfully equipped with everything we could possibly need, making it feel like a true home away from home. The shared pool—only between three villas—was clean, peaceful, and felt very private, which was a lovely bonus. One of our favorite parts of the stay was exploring the scenic walking trails through the surrounding... [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Enchanting-Private-Villa-In-Chianti-Rolling-HillsFree-WiFi.h18763241.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114340000/114333100/114333033/30888369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114340000/114333100/114333033/ac725d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/115000000/114340000/114333100/114333033/03270638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114340000/114333100/114333033/9f537bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### XIII Century Tower with Private Panoramic Pool Toscana [](https://www.expedia.ca/Siena-Hotels-XIII-Century-Tower-With-Private-Panoramic-Pool.h114333033.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91040000/91034700/91034679/d365028b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91034700/91034679/99ff9b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/92000000/91040000/91034700/91034679/414edc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/92000000/91040000/91034700/91034679/44109f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Larniano, With Private Pool And View On Vineyard Siena 10/10 Exceptional (65) "Our stay was absolutely delightful. The house is perched atop a hill, offering sweeping views of the surrounding vineyards—pure Tuscan magic. There’s plenty of outdoor seating to soak in the scenery, and the spacious porch made the perfect setting for unforgettable family dinners while watching the sunset. The kitchen is exceptionally well-equipped, ideal for preparing large, home-cooked meals to share with loved ones. Check-in was seamless, and communication with the owner via WhatsApp was... [](https://www.expedia.ca/Siena-Hotels-Panoramic-Villa-Larniano-Private-Pool.h91034679.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=2025-10-03&endDate=2025-10-04®ionId=6342620&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%2FBrunello-Di-Montalcino-Wine-Area-Villas.d6342620-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBrunello-Di-Montalcino-Wine-Area-Villas.d6342620-aaVillas.Travel-Guide-Accommodation) ## Top Brunello di Montalcino Wine Area Hotel Reviews ![Precise Tale Poggio Alla Sala](//images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/8fbdd5cc_y.jpg) ### Precise Tale Poggio Alla Sala 10/10 Excellent "Wonderful surroundings, buildings and pools. The staff were attentive and the food just marvellous, both breakfast and evening meals. The only downside for us was that my elderly mother was visiting with us who found it difficult to get about as the buildings and pool are separate, it would have been good to have had an option for mum to be moved around in one of their electrical vehicles, and steps around the villa had no handrails so assistance was always required, but everything else was wonderful. " [](https://expedia.ca/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "This was a fantastic place to stay while visiting Montalcino. Spectacular views from our room and from the breakfast area and pool deck. Staff was very hospitable, and the breakfast buffet was really good. Mimosa’s restaurant recommendations were on point😎. I picked this place somewhat randomly for me and my dad and did not regret it. Walking distance to great restaurants and gelato. Rooms are not elaborate, but you’re not there to stay in your room. A couple of suggestions: - if you put this place into Apple Maps or Google Maps, IT WILL SEND YOU UP A GRAVEL AGRICULTURAL ROAD WITH 20% GRADE, the Strada Communale Del Canaliccio. OMG, my heart was in my throat driving up this and we narrowly avoided an accident. Instead, ask Maps app to take you to Via Pietro Strozzi, then to the hotel. We made it safely, but there was some stress!! - there is very little permanent parking at the hotel. Drive there, drop your stuff, and they will give you a parking pass and directions to parking. - this may not be the place for those with severely limited mobility. The cobblestone roads are pretty steep. - if you need suggestions for wineries, there are so many, but Col D’Orcia won’t let you down. Book ahead.🍷" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Nuovo Etruria Resort](//images.trvl-media.com/lodging/114000000/113750000/113748300/113748275/5960f205_y.jpg) ### Nuovo Etruria Resort 10/10 Excellent "Excellent attention " [](https://expedia.ca/Montepulciano-Hotels-Nuovo-Etrurua-Resort.h113748275.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "The staff was wonderful and helpful. They helped us make dinner reservations at a wonderful restaurant- Osteria da Divo. They have a very nice breakfast in the morning. There also is a very nice terrace to enjoy the view from Siena. We got a room with a wonderful view of countryside. The location was also very good as it was a short walk from the Duomo. I would highly recommend Palazzo Ravizza" [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.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 "Me and my wife stayed there for our honeymoon. We had an exceptional time. The service was exceptional. The pools and amenities were very nice. Great! Breakfast was just free. Located close to montel Chino and many great wineries. Specifically, we really enjoyed the wine tasting. The entire staff were great but here were some standouts , We were helped by Kristian who made us feel extremely welcomed and Morris who performed our wine tasting and he was an exceptional. Strong recommendation, great value." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Smoky the best hotel in Siena, if not all of Tuscany! Friendly, classy, elegant and just totally indulgent! ❤️" [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Fantastic friendly staff, great location at the top of the hill overbooking Siena. Breakfast buffet included, fantastic. " [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg) ### NH Siena 10/10 Excellent "Great" [](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information) ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Lovely hotel in a beautiful city. Very friendly reception staff and great breakfast. " [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ## Find out more about Brunello di Montalcino Wine Area ## Brunello di Montalcino Wine Area Villas information | Number of reviews | 707 | | --- | --- | | Accommodation | 341 Villas | | Lowest Price | CA $136 | | Highest Price | CA $136 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Montalcino](https://www.expedia.ca/5Star-Montalcino-Hotels.s50-0-d6025631.Travel-Guide-Filter-Hotels) - [Hotels near Abbazia di Sant'Antimo](https://www.expedia.ca/Abbazia-Di-SantAntimo-Hotels.0-l6077912-0.Travel-Guide-Filter-Hotels) - [Argiano Hotels](https://www.expedia.ca/Argiano-Hotels.d3000028975.Travel-Guide-Hotels) - [Bagni di Petriolo Hotels](https://www.expedia.ca/Bagni-Di-Petriolo-Hotels.d6285692.Travel-Guide-Hotels) - [Farmstay in Bagno Vignoni](https://www.expedia.ca/Bagno-Vignoni-Agritourism.d6142908-aaAgritourism.Travel-Guide-Accommodation) - 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