The 30 best holiday rentals in Montalcino

#1 of 79 Holiday rentals in Montalcino

• “Wonderful”
• “An amazing stay, highly recommended.”
• “Exceptional accommodation in a magical setting”
• See more reviews of il burellino

#2 of 79 Holiday rentals in Montalcino

• “Romantic and beautiful retreat in Tuscany”
• “Wonderful staff and location. Very relaxing.”
• “Perfect place in the middle of Montalcino area”
• See more reviews of Castel Brunello

#3 of 79 Holiday rentals in Montalcino

• “Best place in Italy ever. Everyone should come to this place at least once in there life.”
• “Couldn’t have been better!”
• “pool area was amazing”
• See more reviews of Mastrojanni Relais

#4 of 79 Holiday rentals in Montalcino

• “Another relaxing and enjoyable stay”
• “Beautiful place”
• “excellent!!”
• See more reviews of Borgo Canalicchio Di Sopra Relais

#5 of 79 Holiday rentals in Montalcino

• “The apartment is spacious and well equipped for a...”
• “Tranquil, relaxing stay in a beautiful location with all the comforts of home.”
• “Carmela was an excellent host!”
• See more reviews of Agriturismo MONSOLE - Montalcino

#6 of 79 Holiday rentals in Montalcino

• “Absolutely perfect.”
• “> The room was lovely and the bed was comfy ”
• “Location was amazing, with a common terrace overlooking the...”
• See more reviews of Tenuta CastelGiocondo

#7 of 79 Holiday rentals in Montalcino

• “Highly recommend to other travellers.”
• “Amazing!”
• “Beautiful accommodation in an excellent area of Montalcino.”
• See more reviews of Casa Vacanze la Pineta

#8 of 79 Holiday rentals in Montalcino

• “Highly, highly recommended. Super stay, perfect host.”
• “Go and visit!”
• “Overall a very basic accommodation, with a great view, good location, and good value.”
• See more reviews of Agriturismo Collesassi

#9 of 79 Holiday rentals in Montalcino

• “Incredible place!”
• “I can’t wait to go back. It was a dream come true.”
• “Amazing”
• See more reviews of Tenuta San Filippo

#10 of 79 Holiday rentals in Montalcino

• “We loved everything about this place and its surroundings.”
• “Our three-night stay at the vineyard was absolutely...”
• “Lovely quiet location with great views and a short drive to...”
• See more reviews of Colle al Matrichese - Historic Winery

#11 of 79 Holiday rentals in Montalcino

• “Our room was beautiful, and the view was incredible - on top...”
• “Amazing experience”
• “Beautiful property! Would highly recommend!”
• See more reviews of Capanna Suites

#12 of 79 Holiday rentals in Montalcino

• “A beautiful property up in the hill”
• “Wonderful stay in a beautiful home”
• “An excellent rural get-away.”
• See more reviews of Casa Vacanze Porta Vecchia

#13 of 79 Holiday rentals in Montalcino

• “Great place”
• “Stylish. Central and personal. A+++”
• “This is a great choice”
• See more reviews of Otello Guest House

#14 of 79 Holiday rentals in Montalcino

• “GORGEOUS PLACE AT AN INCREDIBLE VALUE. I could move in there!”
• “Excelent!”
• “Like a fairytale❤️”
• See more reviews of Casa Maria - Dimora di Charme

#15 of 79 Holiday rentals in Montalcino

• “The wine the food, but the Host and Staff most of all.”
• “Friendly staff, great breakfast, good location”
• “A fantastic, relaxing experience in a beautiful setting”
• See more reviews of Wine Estate Rooms Paradiso di Cacuci

#16 of 79 Holiday rentals in Montalcino

• “Alessio was a great host and we had a wonderful stay. In the heart of Wine Country and a short drive to see the sights a”
• “Such a beautiful home is rarely found.”
• “super clean- very nice design”
• See more reviews of CASA VACANZE ELISABETTA

#17 of 79 Holiday rentals in Montalcino

• “Memories to last a lifetime at this amazing Montalcino vineyard!”
• “Additional suggestions”
• “Very romatic location in the middle of one of the most famous vineyards, very quiet.”
• See more reviews of Podere Soccorso casa vigneto

#18 of 79 Holiday rentals in Montalcino

• “air conditioned was not working”
• “Beautiful location for a Tuscany getaway!”
• “fabulous spot in the heart of val d'orcia!”
• See more reviews of Agriturismo Val di Tufo

#19 of 79 Holiday rentals in Montalcino

• “A M A Z I N G”
• “Convenient, clean, well-maintained, large house at the heart of Tuscany”
• “Matteo was very accommodating and friendly, we loved staying...”
• See more reviews of Antica Grancia Di Quercecchio

#20 of 79 Holiday rentals in Montalcino

• “Relaxing”
• “Amazing property”
• “Wonderful property with amazing staff - love!”
• See more reviews of Casanova di Neri Relais

#21 of 79 Holiday rentals in Montalcino

• “We spent three enjoyable nights on this lovely wine farm in the Tuscan countryside.”
• “location, views, property”
• “Outstanding Villa in the vineyards”
• See more reviews of Agriturismo Podere La Casa

#22 of 79 Holiday rentals in Montalcino

• “Perfect stay. Fabolous apartment and scenery to relax in the region of Val d’Orcia.”
• “Privacy, view, quality of the house, and complimentary...”
• “This is the perfect place to stay for wine tours during the day and relaxing during the evening.”
• See more reviews of Podere Belsogno

#23 of 79 Holiday rentals in Montalcino

• “Great located in the middle of the tuscany.”
• “Everything.”
• “The synergy of the beauty of nature and the feeling of being at home”
• See more reviews of Agriturismo Montepinci

#24 of 79 Holiday rentals in Montalcino

• “the air conditioner was just in the bedroom on the second...”
• “Location was perfect - nice walk into/out of town”
• “Great view, friendly host, quiet residence.”
• See more reviews of Montalcino Holidays

#25 of 79 Holiday rentals in Montalcino

• “Tranquil & peaceful”
• “We did not really want to leave.”
• “Spectacular location (once we found it) with glorious view...”
• See more reviews of Podere Soccorso

#26 of 79 Holiday rentals in Montalcino

• “Highlights were the excellent location within Montalcino and...”
• “Spectacular terrace in the center of Montalcino”
• “We will be back”
• See more reviews of Historic Center Apartment with Private Garage

#27 of 79 Holiday rentals in Montalcino

• “Perfect stay in Montalcino if by car. Will visit again.”
• “Beautiful location.”
• “The property was beautiful and not very far into town.”
• See more reviews of Podere Il Lampo

#28 of 79 Holiday rentals in Montalcino

• “Everything was perfect!”
• “Pool,”
• “Magical place😀 Very nice family with sweet, friendly animals.”
• See more reviews of Agriturismo Biofattoria l'Upupa

#29 of 79 Holiday rentals in Montalcino

• “The place exceeded our expectations and was a real gem.”
• “Wonderf in every way”
• “What memories of those wonderful views of the Tuscan countryside!”
• See more reviews of Panoramic Nest In Montalcino

#30 of 79 Holiday rentals in Montalcino

• “Awesome pool and views, perfect to enjoy Tuscany ”
• “A Tuscan escape with older accommodations”
• “The perfect place in Tuscany”
• See more reviews of Wine Resort Colsereno