The 30 best holiday rentals in Montalcino

#1 of 77 Holiday rentals in Montalcino

• “Awesome stay in Montalcino”
• “Incredible stay at Il Burellino”
• “Peaceful and serene…felt very relaxed the whole time we were there.”
• See more reviews of il burellino

#2 of 77 Holiday rentals in Montalcino

• “The staff was my favorite part.”
• “Marvelous”
• “We are already planning our return and will make it an extended stay.”
• See more reviews of Mastrojanni Relais

#3 of 77 Holiday rentals in Montalcino

• “Exceeded our expectations”
• “Amazing!”
• “For what my wife and I were looking for on this trip, we agreed this was probably the most enjoyable place we’ve ever st”
• See more reviews of Castel Brunello

#4 of 77 Holiday rentals in Montalcino

• “Perfect anniversary trip”
• “One of the greatest times of my life”
• “Beautiful view, clean and exceptional interior”
• See more reviews of Borgo Canalicchio Di Sopra Relais

#5 of 77 Holiday rentals in Montalcino

• “Tranquil, relaxing stay in a beautiful location with all the comforts of home.”
• “Carmela was an excellent host!”
• “Worth a visit as we stayed for 7 nights and enjoyed every minute of it. Would recommend staying here.”
• See more reviews of Agriturismo MONSOLE - Montalcino

#6 of 77 Holiday rentals in Montalcino

• “Location was amazing, with a common terrace overlooking the...”
• “Spectacular views, luxurious rooms and wonderful wine”
• “Very romantic, scenic and above our expectations”
• See more reviews of Tenuta CastelGiocondo

#7 of 77 Holiday rentals in Montalcino

• “Wauw, this place is amazing, views, clean rooms, host, perfect!”
• “Noisiest place I have ever stayed. I requested an extra quiet room, they said it was, they lied.”
• “Excellent shower pressure with cold/hot water, perfectly...”
• See more reviews of Casa Vacanze la Pineta

#8 of 77 Holiday rentals in Montalcino

• “L'accoglienza, la gentilezza e la disponibilità della...”
• “Don't hesitate, just go! 😄”
• “A house like from a fairy tale, on a hill, among Tuscan...”
• See more reviews of Agriturismo Collesassi

#9 of 77 Holiday rentals in Montalcino

• “This was our absolute favorite location that we stayed in from all that we made through Italy!”
• “Serenity is here while enjoying the beauty around you”
• “Brilliant!”
• See more reviews of Colle al Matrichese - Historic Winery

#10 of 77 Holiday rentals in Montalcino

• “Stylish. Central and personal. A+++”
• “This is a great choice”
• “Perfect place to stay on your trip in south Tuscany.”
• See more reviews of Otello Guest House

#11 of 77 Holiday rentals in Montalcino

• “I am pleased!”
• “Amazing honeymoon stay”
• “The room and breakfast were amazing, very helpful staffs.”
• See more reviews of Capanna Suites

#12 of 77 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

#13 of 77 Holiday rentals in Montalcino

• “An excellent rural get-away.”
• “Great escape place for Tuscany lover. The property is large with garden surrounding and view.”
• “A very nice Tuscany building in a.”
• See more reviews of Casa Vacanze Porta Vecchia

#14 of 77 Holiday rentals in Montalcino

• “Always fantastic to stay here.”
• “Most relaxing few days spent next to the beautiful swimming pool and enjoying the best food and wine in Montalcino.”
• “Our dreams come trough to visit Tuscany and stay in San Filippo”
• See more reviews of Tenuta San Filippo

#15 of 77 Holiday rentals in Montalcino

• “Perfect stay!”
• “Breakfast was 20 out of 10!”
• “Too much for what it offers.”
• See more reviews of Wine Estate Rooms Paradiso di Cacuci

#16 of 77 Holiday rentals in Montalcino

• “Really nice place”
• “3 large bedrooms, each with their own ensuite.”
• “It felt like home.”
• See more reviews of Casa Maria - Dimora di Charme

#17 of 77 Holiday rentals in Montalcino

• “An ideal stop for exploring Tuscany”
• “Definitely recommended”
• “Very friendly owners, offering excelent breakfest, every...”
• See more reviews of La Vecchia Camera

#18 of 77 Holiday rentals in Montalcino

• “Additional suggestions”
• “Very romatic location in the middle of one of the most famous vineyards, very quiet.”
• “Authentic, quiet, comfortable, close to nature. Thank you Matteo for the super wine tasting!”
• See more reviews of Podere Soccorso casa vigneto

#19 of 77 Holiday rentals in Montalcino

• “Great place, but aircon didn't work, which made it impossible to sleep for 3 nights”
• “Beautiful but not worth all the inconveniences we had to deal with.”
• “Would recommend. Room was clean and comfortable. Breakfast was plentiful and very good.”
• See more reviews of Casanova di Neri Relais

#20 of 77 Holiday rentals in Montalcino

• “Great place and even better host! Worth the money if you want to relax for a short while after the tourist hotspots.”
• “Very quiet place near to Montalcino, great pool.”
• “Pure relaxation! Excellent wine! Great restaurants nearby.”
• See more reviews of Antica Grancia Di Quercecchio

#21 of 77 Holiday rentals in Montalcino

• “fabulous spot in the heart of val d'orcia!”
• “We love the location the area is so peaceful, close to town.”
• “Everything was new and nicely decorated.”
• See more reviews of Agriturismo Val di Tufo

#22 of 77 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

#23 of 77 Holiday rentals in Montalcino

• “Wonderf in every way”
• “What memories of those wonderful views of the Tuscan countryside!”
• “Great. Comfy and all the facilities I needed.”
• See more reviews of Panoramic Nest In Montalcino

#24 of 77 Holiday rentals in Montalcino

• “We will be back”
• “One of a kind location in Tuscany's wine region. A wonderful surprise.”
• “Perfect place!”
• See more reviews of Historic Center Apartment with Private Garage

#25 of 77 Holiday rentals in Montalcino

• “Wonderful”
• “Beautiful stay in the middle of Tuscany.”
• “10/10 :-)”
• See more reviews of Wine Resort Colsereno

#26 of 77 Holiday rentals in Montalcino

• “Beautiful location.”
• “The property was beautiful and not very far into town.”
• “wonderful hosts! great location! super comfortable.”
• See more reviews of Podere Il Lampo

#27 of 77 Holiday rentals in Montalcino

• “Spectacular location (once we found it) with glorious view...”
• “Great base for tasting Brunellos!”
• “amazing location and great wines at the estate”
• See more reviews of Podere Soccorso

#28 of 77 Holiday rentals in Montalcino

• “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.”
• “Stunning location with views over the Tuscan Hills close to Montalcino. Clean, quiet and cool.”
• See more reviews of Podere Belsogno

#29 of 77 Holiday rentals in Montalcino

• “Location was perfect - nice walk into/out of town”
• “Great view, friendly host, quiet residence.”
• See more reviews of Montalcino Holidays

#30 of 77 Holiday rentals in Montalcino

• “Excellent”
• “Nice house and beautiful garden.”
• “Thank you so very much for allowing us to stay at this quaint and wonderful spot.”
• See more reviews of VILLA STELLA