Search Villas in Brunello di Montalcino Wine Area

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 341 Villas in Brunello di Montalcino Wine Area with updated reviews, rates, and availability.

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Terrace/patio
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (93)
"We had the most amazing stay at this beautiful villa. Everything about it was picturesque and relaxing. This villa has all of the modern amenities but still exudes Tuscan charm. Pre- visit communication was smooth and very prompt. The highlight of the stay was the dinner cooked for us the first night by Chef Vanna and Francesca. I am not exaggerating when I say it was by far the best meal we had during our trip to Tuscany and we ate at many very nice restaurants. If you are booking a stay I...
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Tuscan stone villa with private pool surrounded by greenery
Pool
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (89)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Pool
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Pool
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
10.0 out of 10, Exceptional, (7)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (19)
"We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and...
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking
Water, Plant, Sky, Building, Swimming Pool, Azure, Tree, Shade, Outdoor Furniture, Grass
Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking
9.8 out of 10, Exceptional, (28)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking
Villa luna with pool and garden near the center of Siena
Outdoor dining
Villa luna with pool and garden near the center of Siena
9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Pool
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, (45)
"It's hard to imagine what could have been better. The villa is stunning. On a hilltop will amazing views. Well appointed and with 12 rooms, all with ensuites. A large kitchen and dining space and loads more outside space than the pictures really show. Morning coffee on the lower sun terrace, the afternoon spent by the pool, the evening in the jacuzzi, and then wine (SO MUCH WINE) from the provided supplies to talk as the night grew around us. Not to mention the small gym, or table...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Living area
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.6 out of 10, Exceptional, (37)
"Our family had a fantastic time in this rural villa. The space was very clean and well-kept as were the grounds (almost too much as they were there mowing grass several times during our stay and for most of the day). The surroundings were very peaceful and quiet and the countryside views were breathtaking with many outdoor areas on the property to enjoy - perfect for meals al fresco! Property is wonderfully located and ideal for day trips in Tuscany/Umbria from this home base but made sure we...
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
Garden, Park
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
10.0 out of 10, Exceptional, (104)
"We really enjoyed our stay. We loved the small town feel and the welcome that Valerio gave us. We wish the weather could have been better so that we could’ve enjoyed the views more, but still an excellent time. We especially enjoyed cooking a meal in the kitchen together using ingredients we found at the local vendors in cetona! We hope to be back soon!"
Tuscan villa pool spa Siena, Montepulciano Montalcino Pienza Florence
Double room with private parking within walking distance of downtown!
Outdoor dining
Double room with private parking within walking distance of downtown!
7.6 out of 10, Good, (5)
"Easy Walking to all there is to see in Siena!!! Car is parked safely in front of villa no extra charge. Quiet Apartment is in the basement bathroom is upstairs. Monica is very welcoming and informative. "
The price is SAR 435
SAR 522 total
includes taxes & fees
24 Nov - 25 Nov
Double room with private parking within walking distance of downtown!
Charming Villa with private pool <br>Villaventotto
Exterior
Charming Villa with private pool <br>Villaventotto
9.8 out of 10, Exceptional, (16)
"We had a great time. We stayed for two days"
The price is SAR 1,306
SAR 1,998 total
includes taxes & fees
1 Dec - 2 Dec
Charming Villa with private pool <br>Villaventotto
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
The property has a private road and gate
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Villa Piandisette - Four Bedroom Villa, Sleeps 10
Pool
Villa Piandisette - Four Bedroom Villa, Sleeps 10
9.0 out of 10, Wonderful, (7)
"I really liked the villa. The rooms were ready, the beds were made. The owner welcomed us very kindly, showed us all the rooms and the pool. We were on vacation for 8 days and we really liked it, but there were a few details that spoiled our vacation a little or maybe not a little: The villa is suitable for a large number of people up to 10, but it is not very suitable for a longer stay, as I think longer than 3-4 days, because for a longer stay you want the first floor, which is the main one...
Villa Piandisette - Four Bedroom Villa, Sleeps 10
Villa with unique view of Siena with private pool
Pool
Villa with unique view of Siena with private pool
10.0 out of 10, Exceptional, (6)
"I booked Letizia's amazing Villa for a week-long birthday celebration and we loved every minute of our time in the Tuscan sun! It was great to be able to relax by the pool in the peace of the countryside amongst the olive groves while still being only a short walk away from Siena, we just wish we could have stayed for longer!"
Villa with unique view of Siena with private pool
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Pool
15th century barn fully renovated in a stylish style with gorgeous swimming pool
10.0 out of 10, Exceptional, (5)
"Clean and modern home. My husband and I spent 3 nights at the villa. We had a blast playing fuzz ball. It was a little cold to swim but the pool is lovely. First day we relaxed at the villa and enjoyed a bottle of bubbly, compliments of Mido. We travel to Florence one day and toured wineries another. Mido was great to work with. We got an amazing recommendation to visit Brancaia winery; we had a wonderful tour and tasting. If you like cool, modern/rustic homes with a great location, you’ll...
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Exterior
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
The price is SAR 1,781
SAR 2,117 total
includes taxes & fees
19 Nov - 20 Nov
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Pool
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
Outdoor
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
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.
Don't see what you're looking for?
See all available properties in Brunello di Montalcino Wine Area
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Brunello di Montalcino Wine Area

A private luxury retreat in Montalcino
The veranda at sunset
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
A private luxury retreat in Montalcino
The House of Alice, charm and relaxation
Living area
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (54)
"Amazing"
The price is SAR 514
SAR 712 total
includes taxes & fees
18 Nov - 19 Nov
The House of Alice, charm and relaxation
The Gelda house, relax with a view
Room
The Gelda house, relax with a view
9.6 out of 10, Exceptional, (11)
"Loved our stay...lovely and quiet..great location "
The price is SAR 396
SAR 562 total
includes taxes & fees
18 Nov - 19 Nov
The Gelda house, relax with a view
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.

Frequently asked questions

How much do villas in Brunello di Montalcino Wine Area cost?
Prices for villas in Brunello di Montalcino Wine Area range between SAR 435 and SAR 1,781 per night. No matter your budget, you’ll find someplace that suits your needs on 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 Brunello di Montalcino Wine Area?
Pick from 341 villas in Brunello di Montalcino Wine Area. Whether you’re traveling with the little ones or planning a getaway with some friends, Expedia can help you find the right space for your crew.
Why book your villa in Brunello di Montalcino Wine Area with Expedia?
Booking a villa in Brunello di Montalcino Wine Area is as easy as entering your travel dates and picking a place that has what you need. Want something affordable or luxurious, or a stay that also features a laundry and kitchen? Use Expedia’s search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Brunello di Montalcino Wine Area?
Expedia is here to help you search for cheap villas in Brunello di Montalcino Wine Area. Use the filter tool to select budget, amenities and star rating to refine your search and find the perfect stay in just a few keystrokes.