Search Brunello di Montalcino Wine Area Villa Accommodation

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Villas in Brunello di Montalcino Wine Area

Our top choices for Brunello di Montalcino Wine Area villas

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (83)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (52)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 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. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

Winery Villa in the heart of Nobile Vineyards.

10.0 out of 10, Exceptional, (14)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (90)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"We celebrated our baby turning 1 with family and friends and this property was an absolute dream! It comfortably fit our large group! We had a private chef host a dinner for us that Alessandro requested which was incredible! We are grateful for the family memories and would 100% return! Thank you for being such a great host! "
BEAUTIFUL VILLA with private Pool in the heart of Chianti

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 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"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

10.0 out of 10, Exceptional, (54)
"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!"
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (29)
"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."
Stunning Villa: 24 guests, private SwimmingPool

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (42)
"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!"
Villa with private pool, air conditioning near wineries at 3km from village

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (54)
"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."
The price is AU$250
includes taxes & fees
12 Sept - 13 Sept
Il Poggio dell'Eremita

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (54)
"The views from this charming villa, the beautifully manicured grounds, the outdoor eating space, made our stay fantastic. The living area and kitchen were comfortable and functional. Bedrooms are not super bright but opening the shutters during the day helps immensely and each room has a great view! Luigi was very friendly and responsive. Would 100% book this place again. "
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (47)
"I have rented many villas and this stay was up there among the best. Wonderful villa, everything was clean and worked properly and I can’t emphasize enough how great the location was. When you stay there go to Casa Newton for cocktails, beautiful boutique hotel a six minute drive away. "
Charming Villa with private pool between Pienza and Montepulciano

Villa Podere Belvedere

9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere

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

WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

10.0 out of 10, Exceptional, (50)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

9.8 out of 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...
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

Holiday house with private garden and pool in a typical Tuscan hamlet.

10.0 out of 10, Exceptional, (4)
"We had such a great time here! The house is beautiful, with a large and closed garden where our dog could run freely. The pool was stunning and gave us many relaxing moments under the Tuscan sun. We felt immediately welcome. Upon arrival we were warmly greeted by the host and toasted together to a great holiday. During our stay, any questions we had were answered quickly and kindly. A place to look back on and hopefully to return to one day!"
Holiday house with private garden and pool in a typical Tuscan hamlet.

Villa Larniano, With Private Pool And View On Vineyard

10.0 out of 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...
Villa Larniano, With Private Pool And View On Vineyard

Private Villa in Tuscany 30%OFF

10.0 out of 10, Exceptional, (12)
"Loved this place just driving thru Tuscan countryside to get there! Large house perfect for group. Has everything you need. Great restaurants in Lucignano. Lucignano is great walking walled town. Very quiet & beautiful! You’re 30-40 minutes from Siena, Cortona, Montepulciano. Close to great hiking, biking & great wineries, I didn’t want to leave! Hostess was very friendly & helpful & even helped us with reservations. Any say enough good things about it!!"
Private Villa in Tuscany 30%OFF
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Brunello di Montalcino Wine Area Hotel Reviews

Find out more about Brunello di Montalcino Wine Area

Find out more about Brunello di Montalcino Wine Area

Brunello di Montalcino Wine Area Villas information

Number of reviews
Accommodation
314 Villas
Lowest Price
AU$250
Highest Price
AU$250

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do villas in Brunello di Montalcino Wine Area cost?
Villas in Brunello di Montalcino Wine Area cost between AU$250 and AU$250 per night. These escapes offer the privacy of your own space at a price that fits your budget. This price was 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?
There are 314 villas in Brunello di Montalcino Wine Area. No matter if you're holidaying with the family or organising a weekend break with some friends, Expedia can help you find the right space for your squad.
What is there to do near my villa in Brunello di Montalcino Wine Area?
You'll find tons of terrific things that'll fill up your itinerary in Brunello di Montalcino Wine Area. Make tracks to major attractions like Castello Banfi, Tenuta Greppo Franco Biondi Santi and Civic and Diocesan Museum of Sacred Art of Montalcino. Castello di Montepescini, Capanna of Cencioni and Basso Merse Nature Reserve are also on many to-do lists.