
Pet-friendly holiday rentals in Montalcino
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Top-rated pet-friendly home rentals in Montalcino
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Pet-friendly house rentals

Casa Fattore - Tuscan countryside house
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.

Holiday in the Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Siena private house with garden 300m from the center
my partner and I stayed 2 weeks during the Christmas holidays. The apartment was very clean , cozy and related to all the comforts. Perfect location for a couple near Piazza del Campo, a 10 12-minute walk away. Carlo and Maria Teresa were two perfect hosts and made our stay perfect

Farmhouse winery
Piero was very responsive. The property was very well equipped and located on beautiful land - surrounded by vineyards and open space across a valley. It was centrally located for our daily trips around Umbria and surrounding regions. It was very easy to get there from Rome airport. Loved the ability to buy / taste their wine which was wonderful. We would definitely stay there again in our travels through Italy.

Comfortable house Greve in Chianti
Our stay here was perfect! It is such a lovey Tuscan place that made us feel right at home. It is a short 10 minute walk from the center of Greve and it provides lovely views of the surrounding areas. Luana is very kind and quick to respond to our questions. We highly recommend this place for future guests! The only advice we can give for guests staying anywhere in Tuscany is to pick up some mosquito spray - they are everywhere.

Romantic cosy flat - Toscana Italy
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz

Beatiful renovated Tuscan farmhouses
We used two apartments because we were a group. Clean, quiet, with fenced garden and very close to the Arezzo Equestrian Center. We had a good time and plan to come back in the summer to take advantage of the pool. Luca is a very friendly and fair owner.

Casa Merli - Le case di Quota
Claudia was wonderful, welcoming us and helpful during our stay. Very helpful and friendly made us feel at home, as a family. The places are beautiful, both from a landscape/naturalistic point of view (the Casentino National Park is an enchanting place) and historical cultural (Arezzo is about 40 minutes by car and several villages nearby, in addition to the Hermitage and the monastery of Camaldoli). If we have a chance to return to the area, we will choose Claudia's house again.
Pet-friendly home rentals with a pool

Casa Uliveto with infinity pool, garden, barbecue.
We had a great stay at Casa Uliveto! The grounds are spectacular- so much space, beautiful views, gorgeous pool (which was too cold to use when we were there but was still nice to look at), and my kids loved the tennis court and soccer field. They would never have left the grounds if we’d let them! The house had plenty of room for our larger group and was comfortable and clean, though not fancy. Andrea was extremely responsive and helpful before and during our stay. He arranged a chef to cook for us one night and give us a cooking class the next day. Both got rave reviews. But the highlight for me was the private wine tasting with Paulo! Absolutely fabulous! I would definitely stay here again.

Villa Piandarca "Glicine"-Tuscany-Chianti-pool
We had a great stay at Piandarca. Davide met us at check-in and showed us to our apartment. After check-in offered welcome drinks which we enjoyed in the nearby veranda. The entire property is beautiful, with plenty to explore. Very pet friendly as well (a few dogs, cats, chickens, etc.). Plenty of amenities available, including optional extra's. We took advantage of a cooking class on-site one rainy afternoon, which was led by Anna and Davide in their on-site kitchen. As a group of Americans who can't speak any Italian, taking a cooking class led by the lovely Anna who can't speak English, was a very entertaining evening (it's all in the hand movements!). Luckily we had Davide to translate for us when needed. Our stay was the first week in October, and while the pool was open, it was too cold to use.

Casa al Fiume - Villa with exclusive pool
Ciao, This house and his environment are amazing. It's a real paradise world. A realm of peace and well being. The garden is wonderful, the swimming pool is excellent with the diving and long enough to swim a lot, the river and the forest all around look like a fairy tale. The place is so calm and relaxing. Each morning, when we woke up, we went outside to have our breakfast under nature noises such as birds, trees and waterfall... And what about Barbara and Fulvio? They're so nice and so helpful without being intrusive. They're always available and ready to improve our stay. They are concerned by our confort and they don't hesitate to make us discover typical meals. Thanks to them and we're so happy to meet italian people like them.

Oleandro real farm house in the Tuscan countryside
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.

CountryHouse: Romantic Studio Apt AirCo and pools
This is a jewel of a property. We were looking for a restful and relaxing place in the Italian countryside and this is it!! The amenities are great, Ilario and his wife and their son, Ricardo are lovely people and they are so grateful for your business and make you feel right at home! Our rental unit was spotless and the kitchen has everything you need to cook meals in house of which we did. The bed is very comfortable!! Even though you are out in the country you are still close enough for many of the beautiful sights of this part of Italy. We will definitely return!!

Holiday Home in Umbria with shared pool
Very peaceful place, just what we needed. Paolo was very friendly and helpful.

Agriturismo Palazzi del Papa Val d 'Orcia Pienza
Nice agriturismo, very chill place and beautiful surroundings

Holiday home The little retreat
Host always present and available to solve any need, cozy house, clean, nothing is missing, the kitchen is super equipped,including a dishwasher. Nice fenced garden for those who want to travel with their dog. I recommend it!!
Private, pet-friendly home rentals

Medieval Cottage near Cortona
Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!

Pettirosso - Rifugium
*Super super nice and relaxing* We had a great time and, above all, the relaxation we were longing for. The view was even more beautiful than we expected from the photos. Daniele was a perfect and very nice host. The accommodation inside and outside was also 100% what we had hoped for. Highly recommended!

Boggina. Private villa with pool, walk to village
Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊

Cozy house in the vineyard -Fogliadalloro-
quiet place for both us and our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will be back as soon as possible!!!

VILLA ANNA,relax between Umbria and Tuscany
Great place as pictured. We had trouble finding it at first, but it was our GPS issues. Giulio was responsive when I contacted him. Unfortunately it rained every day we were there. So we didn’t get to enjoy the beautiful outdoor areas.

Edera
Beautiful house, parking, attention to detail, really to be recommended. A breathtaking sunset! Just a small problem with the hot water, maybe a switch in the bathroom not touched not reported, but the house is really worth how much paid

Stunning Villa with heated pool
Alina was extremely helpful and always willing to help. The house was perfect for our family of 10. The kitchen was well equipped and the house was very clean. We would definitely recommend it and looking forward to staying here again in the future.

Pompana Rustic Charm Casale
Everything was just perfect and even better than it looks in the pictures. Scenic views, beautiful bedrooms, both has it's private bathrooms - kitchen is fully equiped, we didn't miss anything at all! The village is super small, we didn't meet any people during our stay, it seemed that we were alone:) would definitelly recommend it to friends!
Quick stats about holiday rentals that are pet-friendly in Montalcino
Total rentals
510 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
290 properties are a good fit for families
Rentals with a pool
240 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
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