Brunello di Montalcino Wine Area Vacation Rentals

    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

Next weekend
In two weeks
In one month
In two months

Browse Select Brunello di Montalcino Wine Area Vacation Homes

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (63)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is CA $857
CA $955 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Argiano

Your dream home! In harmony with nature! Priv. Pool - fantastic views!

10.0 out of 10, Exceptional, (15)
"Tolles Haus, wahnsinnig schöner Ausblick, super Urlaub"
Your dream home! In harmony with nature! Priv. Pool - fantastic views!

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (89)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax

Eco house with pool and fantastic views

8.6 out of 10, Excellent, (7)
"Ci siamo trovati molto bene in questa struttura, spaziosa, ed accogliente. Abbiamo usata anche la piscina perfetta"
Eco house with pool and fantastic views

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (25)
"Lovely place, lovely people, lovely environment "
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (13)
"Looking for a village away from the tourist crowds, this is it!"
The price is CA $284
CA $378 total
includes taxes & fees
Aug 6 - Aug 7
The Casetta di Brunello, quiet and breathtaking views

Beautiful country cottage near the sea

Beautiful country cottage near the sea

old barn on Via Francigena

9.8 out of 10, Exceptional, (12)
" Very nice place and Sara just awesome"
old barn on Via Francigena

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (32)
"Renting this villa was a relaxing, enjoyable way to experience Siena and the surrounding countryside. Lovely pool and grounds."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

Air Conditioned 15th Century House with Pool on Wine Estate

10.0 out of 10, Exceptional, (66)
"Beautiful peaceful place to stay. Well stocked with everything we needed and comfortable living spaces."
Air Conditioned 15th Century House with Pool on Wine Estate

Stone farmhouse near Massa Marittima, with incredible view until the Elba island

9.8 out of 10, Exceptional, (39)
"Good location to be"
Stone farmhouse near Massa Marittima, with incredible view until the Elba island

Historic home in Montalcino

10.0 out of 10, Exceptional, (3)
"Excellent host, clean home, beautifully appointed, and located in the heart of Montalcino. Walkable to grocery store and many restaurants."
Historic home in Montalcino

Borgo Buio Town House, house in the historic center

10.0 out of 10, Exceptional, (17)
"The hosts were very helpful and friendly and made our stay easy! The town of Montepulciano is very special and we would gladly stay again!"
Borgo Buio Town House, house in the historic center

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
The price is CA $141
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
Exclusive Stone Tower.

Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

10.0 out of 10, Exceptional, (21)
"Location, apartment, host all top notch! Will stay again next time we are in Siena! Everything you need and in a fantastic central location."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia

9.8 out of 10, Exceptional, (14)
"Die Anreise war problemlos, da der Besitzer Massimo schon vorab den Standort geschickt hat, außerdem gibt er während des Aufenthalts immer wieder Tipps für Ausflüge. Bei der Ankunft wurden wir herzlich empfangen und uns alles wissenswerte über das Haus erklärt. Das Haus und der Garten ist super, wir und unser Hund haben uns sehr wohl gefühlt. Wir können es nur weiter empfehlen, ein optimaler Ausgangspunkt um die südliche Toskana zu erkunden. Nochmals 1000 Dank! Liebe Grüße Dani, Nicole und...
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia

Holiday Home for 8 guests

8.0 out of 10, Very good, (2)
"Fantastisch huis, alles wat je nodig hebt, mooi uitzicht, dichtbij de stad"
Holiday Home for 8 guests

Country house, really private pool A.C. 20 mn beaches facing Elba Island

7.6 out of 10, Good, (8)
"L'annonce ne correspond pas à la réalité !!!"
Country house, really private pool A.C. 20 mn beaches facing Elba Island
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