Search Holiday Rentals in Montalcino

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May 15 - May 16
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May 16 - May 17
This weekend
May 17 - May 19
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May 24 - May 26

Top Holiday Rentals in Montalcino

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.4 out of 10, Exceptional, (18)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is ฿6,434
per night
29 May - 30 May
Casanova - Panoramic Rooms and Suites
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (116)
"Center of everything. Great service and communication. "
The price is ฿4,496
per night
21 May - 22 May
Il Battistero Siena - Residenza d'Epoca
Seasonal outdoor pool, pool loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (98)
"Very nice staff, great service, super clean. Will stay again."
The price is ฿6,887
per night
19 May - 20 May
Hotel San Gregorio
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Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (275)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is ฿3,849
per night
23 May - 24 May
ApartHotel Anghel
Seasonal outdoor pool, pool umbrellas
Borgo San Lorenzo a Linari
8.4 out of 10, Very good, (86)
"Just a nice quiet property to enjoy some relaxation and close to Siena. Front desk agents were very nice and helped me efficiently. "
The price is ฿5,623
per night
19 May - 20 May
Borgo San Lorenzo a Linari
Executive Suite, Hot Tub, Garden View | Terrace/patio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (142)
"Great experience "
The price is ฿4,584
per night
19 May - 20 May
Abbadia Sicille Relais
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is ฿3,547
per night
16 May - 17 May
Bosco della Spina
Property entrance
Il Tosco
10.0 out of 10, Exceptional, (87)
"Il Tosco is a quiet, clean and charming place to stay while traveling in Tuscany. The common rooms are cozy and the elegant breakfasts are the best we encountered in Italy. This is a wonderful place to stay with a local quality. Well worth the higher cost. "
The price is ฿11,489
per night
31 May - 1 Jun
Il Tosco
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is ฿4,469
per night
17 May - 18 May
La Terrazza Sul Campo Rooming House
Terrace/patio
Borgo Argiano
10.0 out of 10, Exceptional, (50)
"Beautiful small hotel. We received a nice upgrade without asking for it. The apartments are very comfortable and has complete kitchens. They received us with a bottle of wine and some groceries. The hotel doesn't have a restaurant but there are some options nearby. I would only recommend staying here if you have a car. Good option to stay here and make day trips to different Tuscan towns."
Borgo Argiano
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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.

Other types of properties in Montalcino you may be interested in

Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is ฿59,081
per night
29 May - 30 May
Rosewood Castiglion del Bosco
Indoor pool, 2 outdoor pools, pool loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (285)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is ฿31,144
per night
16 May - 17 May
Castello di Velona Resort Thermal SPA & Winery
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (274)
"Great discovery! Although it is a few minutes outside the town, it has wonderful installations and ample rooms."
The price is ฿4,935
per night
27 May - 28 May
SI Montalcino Hotel
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.

Search for holiday rentals in Montalcino on Expedia! You can easily find your home rentals, villas, holiday apartments in Montalcino using one of the methods below:

  • View our selection of featured holiday rentals in Montalcino
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  • Enter your travel dates to view the best deals on holiday rentals in Montalcino while they last

Look no further and take a look at our great range of rental properties in Montalcino!

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.

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 Basso Merse Nature Reserve and Val di Chiana, 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.

Recent reviews of Montalcino properties
Expedia verified reviews

Hotel Chiusarelli

Hotel Chiusarelli

5/5 Excellent
"Our room was very comfortable and the bed was very comfortable. The bathroom was very clean and the shower was great. We really enjoyed our stay. "
A verified traveller from Scottsdale stayed at Hotel Chiusarelli
Posted 2 days ago
Hotel Chiusarelli