Holiday Homes in Montalcino

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Montalcino and around

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is €603
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano
Il Palazzetto
Premium Apartment, 2 Bedrooms, 2 Bathrooms, Annex Building | Lanai

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto
Private House with Exclusive Swimming Pool Heated and Amazing View
Indoor pool, a heated pool

Private House with Exclusive Swimming Pool Heated and Amazing View

9.6 out of 10, Exceptional, (53)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
Private House with Exclusive Swimming Pool Heated and Amazing View
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (90)
"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
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel cot

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY
Eco house with pool and fantastic views
Pool

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
The Casetta di Brunello, quiet and breathtaking views
Exterior detail

The Casetta di Brunello, quiet and breathtaking views

9.6 out of 10, Exceptional, (15)
"Looking for a village away from the tourist crowds, this is it!"
The price is €246
includes taxes & fees
13 Aug - 14 Aug
The Casetta di Brunello, quiet and breathtaking views
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere
Outdoor pool

Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere

10.0 out of 10, Exceptional, (6)
"Wir haben die alleinlage genossen und uns gut erholt. Das Haus ist sehr liebevoll und komplett eingerichtet, man fühlt sich direkt wohl. Die anfänglichen Probleme mit dem Internet, wurden sofort von einem Techniker behoben. Die Lage am Waldrand, bietet die Möglichkeit für schöne Wanderungen und Sparziergänge mit dem Hund. Das Kieswerk hat uns nicht gestört."
Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere
Beautiful country cottage near the sea
Property grounds

Beautiful country cottage near the sea

10.0 out of 10, Exceptional, (1)
"We were so very happy with every aspect of this home, from the beautiful setting to the well outfitted kitchen, comfortable furniture, and huge bathroom and shower that included a bathtub. More importantly, our host, Eleanor, was a wonderful host whose family used to live in the home and whose family runs a local (incredible) restaurant in the area. In all, this was by far the best rental we explored in Maremma, Tuscany, as we looking for authentic housing for our permanent stay and this was the...
Beautiful country cottage near the sea
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
5 bedrooms, desk, iron/ironing board, travel cot

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
Interior

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
The Old Fashion House
Smart TV

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House
Borgo Buio Town House, house in the historic center
Fridge, microwave, oven, stovetop

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
Relaxing Margherita Home Private Garden, Bucine, Italy
Property grounds

Relaxing Margherita Home Private Garden, Bucine, Italy

10.0 out of 10, Exceptional, (1)
"Our stay was awesome. Thank you very much.Only complaint: there was no toilet paper when we arrived. Although our host hopped on the problem right away, he brought us 2 rolls. Total. 1 for each bathroom. There were 5 of us and we stayed Mon-Thu. Kind of odd…Other than that, it was great. Would do it again."
Relaxing Margherita Home Private Garden, Bucine, Italy
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia
Terrace/patio

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
Pool

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
Borgo Santa Lucia, Casa Legnaia
House, 2 Bedrooms, Microwave | Pool

Borgo Santa Lucia, Casa Legnaia

Borgo Santa Lucia, Casa Legnaia
Charming house in historical Chianti Estate
Terrace/patio

Charming house in historical Chianti Estate

Charming house in historical Chianti Estate
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.
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Top Montalcino Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Great hotel and lovely staff in a perfect location. Will book here again next time in Siena "
David 2-night trip
Posted 2 days ago
Hotel Chiusarelli