Montalcino Holiday 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

Holiday Rentals in Montalcino

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (60)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

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

10.0 out of 10, Exceptional, (52)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is AU$380
includes taxes & fees
30 July - 31 July
Corte Francigena

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (88)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool

Montalcino Villa - Breathtaking Views of the Val d'Orcia

9.8 out of 10, Exceptional, (42)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Montalcino Villa - Breathtaking Views of the Val d'Orcia

Historic Villa Ferrano has modern amenities, ideal for medium-sized events.

10.0 out of 10, Exceptional, (1)
"Amazing property. Very well run"
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is AU$432
includes taxes & fees
24 July - 25 July
The House of Alice, charm and relaxation

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (61)
"Excellent views and the property was overall lovely. The nearby town San Quirico d'Orcia also had a good selection of restaurants and was a nice place to stroll in the evening."
The price is AU$327
includes taxes & fees
21 July - 22 July
Casanova - Panoramic Rooms and Suites

Bosco della Spina

9.6 out of 10, Exceptional, (158)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

ApartHotel Anghel

8.2 out of 10, Very good, (316)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
ApartHotel Anghel

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

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (119)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
Hotel San Gregorio

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (173)
"Excellent staffing, nice facility and great location"
The price is AU$268
includes taxes & fees
29 July - 30 July
Il Battistero Siena - Residenza d'Epoca

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very good, (151)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is AU$243
includes taxes & fees
20 July - 21 July
Abbadia Sicille Relais

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (69)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

agriturismo la roggiola

9.8 out of 10, Exceptional, (103)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
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 Montalcino Hotel Reviews

Frequently asked questions

Are there holiday rentals in Montalcino?

Yes, there are holiday rentals in Montalcino close to Bosco della Ragnaia, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Montalcino is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Montalcino has to offer?

Il Palazzetto: This holiday home rental outside of Montalcino is located in a rural location, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and an espresso maker. Make the most of garden in this rental home to help you unwind. Another good choice for your trip to Montalcino is The House of Alice, charm and relaxation.

How many holiday rentals are there in Montalcino?

With 35 Expedia holiday rentals, you're guaranteed to find just the right place for your Montalcino stay.

What’s there to see and do in Montalcino?

Enjoy the outdoors at Val di Chiana and Val di Merse, or simply take in cultural attractions like Museum of Brunello and Civic and Diocesan Museum of Sacred Art of Montalcino. Other places in town to visit include Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi.

What’s a holiday rental in Montalcino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montalcino. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.