Montalcino Vacation Rentals

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

Vacation Rentals in Montalcino

The Gelda house, relax with a view
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (6)
"This apartment is in a charming medieval village just outside Montalcino that brings you back in time. The views are phenomenal. The apartment is very comfortable and with all the amenities! The host Francesco is amazing and helped us with planning some outings while in town. Highly recommend!"
The price is CA $148
CA $204 total
includes taxes & fees
May 20 - May 21
The Gelda house, relax with a view
Il Tosco
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 CA $427
CA $476 total
includes taxes & fees
May 26 - May 27
Il Tosco
Terre di Maremma, Ciclamino Apartment, Tuscany
Property grounds
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, (2)
"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...
Terre di Maremma, Ciclamino Apartment, Tuscany
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A cozy nest for a pair
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Independent house in the hills of the Sienese countryside
Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (64)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Borgo Argiano
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
Magnificent stone farmhouse in the heart of Tuscany
Exterior
Magnificent stone farmhouse in the heart of Tuscany
10.0 out of 10, Exceptional, (24)
"The property has beautiful views and a peaceful, remote location. It is well equipped for cooking meals and they conveniently provide a starter supply of necessities (kitchen spices, hand soap, laundry soap, toilet paper, etc.). The property owner, as well as the local property manager, were both very responsive to our questions and the check in and out processes are simple. We thoroughly enjoyed our stay."
Magnificent stone farmhouse in the heart of Tuscany
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
wrapped in the scent of Mediterranean flowers and herbs
Exterior
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, (43)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
agriturismo la roggiola
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (79)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"This is a wonderful property in a quiet area, but only a short walk to the piazza and restaurants. The only improvement I would recommend is the shower caddy; all of my travel sized items kept falling out of it."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
The House of Alice, charm and relaxation
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (43)
"This place was so pretty and away from the touristy areas. We were able to see San Giamigano (sp?). Siena, Montepulciano, Montalcino was very close by. This place is in the middle of the prettiest part of Tuscany!! The place was very nice but could use some racks or hooks for your towels and a place to put your shampoo etc. by the shower. 😁"
The price is CA $192
CA $263 total
includes taxes & fees
May 20 - May 21
The House of Alice, charm and relaxation
Il Battistero Siena - Residenza d'Epoca
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 CA $167
CA $190 total
includes taxes & fees
May 21 - May 22
Il Battistero Siena - Residenza d'Epoca
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
La Terrazza Sul Campo Rooming House
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"La Terrassa is great! The location and view over Il Campo in Siena is simply spectacular. The welcome from host Viola is brilliant (so many hotels could learn from her skills and warmth). The Suite is huge, feels like your own apartment. Breakfast snacks and lots of drinks provided. Highly recommended! "
The price is CA $229
CA $258 total
includes taxes & fees
Jun 11 - Jun 12
La Terrazza Sul Campo Rooming House
A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Casanova - Panoramic Rooms and Suites
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 CA $240
CA $268 total
includes taxes & fees
Jun 3 - Jun 4
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is CA $146
CA $161 total
includes taxes & fees
May 16 - May 17
Bosco della Spina
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See all available properties in Montalcino
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

Rosewood Castiglion del Bosco
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 CA $2,247
CA $2,487 total
includes taxes & fees
May 29 - May 30
Rosewood Castiglion del Bosco
Castello Banfi - Il Borgo
2 restaurants, lunch, dinner served; Italian cuisine
Castello Banfi - Il Borgo
5.0 star property
10.0 out of 10, Exceptional, (100)
"Spectacular is the only word for it !"
The price is CA $1,663
CA $1,844 total
includes taxes & fees
May 20 - May 21
Castello Banfi - Il Borgo
SI Montalcino Hotel
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 CA $184
CA $214 total
includes taxes & fees
May 27 - May 28
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.

Frequently asked questions

Are there vacation rentals in Montalcino?

Yes, you can find vacation rentals in Montalcino close to Bosco della Ragnaia, or you can choose 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's the top vacation rental that Montalcino has to offer?

The House of Alice, charm and relaxation: This highly rated vacation home rental in Montalcino is located in a rural location and has a fireplace, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Our travelers also rate The Gelda house, relax with a view as a favorite home for rent in Montalcino.

How many vacation rentals are there in Montalcino?

With 35 Expedia vacation rentals, you're sure 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 vacation rental in Montalcino like?

Vacation rentals are privately owned properties you can book for several days or longer in Montalcino. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.