Montalcino Holiday Rentals

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Holiday Rentals in Montalcino

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 HK$847
per night
28 May - 29 May
The Gelda house, relax with a view
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
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
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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
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
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
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
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
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 HK$2,422
per night
26 May - 27 May
Il Tosco
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (80)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
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
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.
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, (43)
"Loved our stay at House of Alice. It’s very centrally located in Tuscany. Francesco was wonderful and took care of reservations and recommendations for us. The village itself is very small. The house was clean and well appointed. Small recommendations are; it could have used more efficient seating in the living room, a few more kitchen items, larger coffee maker etc. Also the bathrooms could use hooks and a shelf. Overall a wonderful and charming place! I would highly recommend!"
The price is HK$1,101
per night
28 May - 29 May
The House of Alice, charm and relaxation
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (117)
"The staff is friendly and helpful, an asset to this hotel. "
The price is HK$1,677
per night
27 May - 28 May
Il Battistero Siena - Residenza d'Epoca
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
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 HK$1,314
per night
17 Jun - 18 Jun
La Terrazza Sul Campo Rooming House
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
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 HK$1,377
per night
30 May - 31 May
Casanova - Panoramic Rooms and Suites
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is HK$899
per night
22 May - 23 May
Bosco della Spina
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 HK$1,357
per night
24 May - 25 May
Hotel San Gregorio
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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

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 HK$10,261
per night
3 Jun - 4 Jun
Rosewood Castiglion del Bosco
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 HK$9,546
per night
26 May - 27 May
Castello Banfi - Il Borgo
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, (277)
"Great discovery! Although it is a few minutes outside the town, it has wonderful installations and ample rooms."
The price is HK$1,058
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:

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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

La Certosa di Pontignano

La Certosa di Pontignano

5/5 Excellent
"Superb location for relaxing. Great breakfast. We needed a room for a quick stay and ended up here with a whole apartment with private garden, 3 bedrooms, kitchen, dining room, and more. Highly recommended. "
A verified traveller stayed at La Certosa di Pontignano
Posted 2 days ago
La Certosa di Pontignano