
Pet-friendly vacation rentals in Montepulciano
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Top-rated pet-friendly home rentals in Montepulciano
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Pet-friendly house rentals

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.

Antico Borgo Ripostena – n. 8 Old House
Tucked away from the bustling tourist trails, this place in the Tuscan hills was a serene haven that exceeded our expectations in every way. It offered the perfect blend of tranquility and activity, making it an ideal choice for those seeking a genuine Tuscan experience without the crowds. Perched on a hill, the apartment provided breathtaking views of the rolling Tuscan landscape. The surrounding countryside, dotted with vineyards and olive groves, was a feast for the eyes and a haven for nature lovers. Despite its secluded location, the apartment was well-connected to nearby towns, allowing for easy day trips to explore the region's rich history and culture. The apartment itself was immaculately clean and well-maintained, with comfortable furnishings that made us feel right at home. The spacious rooms were tastefully decorated, reflecting the traditional Tuscan style while offering all the modern amenities one could need.

#sologoodvibes
We had a lovely time in your apartment. The amenities were very good, dishwasher, stove with oven, modern furniture. The apartment is quietly located near the beach, with a small garden. A good starting point for things to do in the surrounding area.

A moment of relaxation
As soon as we entered, the feeling was that of being at home. Spacious, clean and equipped with everything you need. In addition, Francesca was very nice to leave us a fantastic and abundant breakfast. Also recommended for the location.

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

Casa Merli - Le case di Quota
A dream come true, one of the most beautiful villages in Italy where peace, tranquility and simplicity reign. Borgo di Quota is 10 minutes from the town of Poppi along a well-maintained road of hairpin bends accessible to all, among other things in the town of Poppi you can find all possible services. A special mention to the Host Claudia, a wonderful person as well as the apartment. But I think words are not enough for a place like this, you have to experience it, and I'll add that the food in the area is really good. At Dimenticato a Quota, you'll also find a well-stocked shop run by special people.

The Tower of Corsanello
Filippo and Theresa were so sweet and accommodating. We had some travel delays and they went out of their way to accommodate. The house and land around it is spectacular. We were able to take lots of photos for senior pictures for our daughter and landscape photos. Overall it’s a beautiful place

Stone Cottage in Tuscan Countryside
Great stay and great host!
Pet-friendly home rentals with a pool

Villa for 22 people w/private pool
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.

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.

Fantastic vieuw House
We were guests of Wim for a special occasion and our stay was well beyond expectations! The villa offers a spectacular view of both the mountains and the lake, it offers a beautiful pool with deck chair available, a large green part where you can relax and many beds to spend time together! We recommend all these stays! Wim is an attentive and caring host, super responsive and available for any need. Thank you for helping to make our stay enjoyable and peaceful!

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!!

Agriturismo Palazzi del Papa Val d 'Orcia Pienza
Sabrina and her family were very accommodating and amazing host! The whole stay was superb In every way and my whole family as well as myself noted it couldn’t have been a better experience. From the amazing home cooked breakfast, to the cleanliness of the house, and the well thought out and led cooking class/dinner we enjoyed every aspect. Sabrina was very welcoming and made you feel like family :) I would highly recommend to anyone looking for a peaceful farm style stay that wants to experience Tuscany.

Vacation home Il piccolo rifugio
We had a lovely stay at Annalisa's. She had nice touches for us and we thank her. She is also very responsive.

Villa Scianellone
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
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!!

La Palazzinetta bike and motorcycle
all good

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

Robin - 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 😊

Renaissance Residence In San Miniato with a view
We regret not staying longer at Leonardo's. We loved his home and his unobstructed life. Leonardo's super hosting and availability. We felt at home and didn't want to leave.

Cozy house in the vineyard -Fogliadalloro-
quiet place both for us and for our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will return 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.
Quick stats about vacation rentals that are pet-friendly in Montepulciano
Total rentals
130 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Lake Trasimeno
- Lake Bolsena
- Marina di Grosseto beach
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Terme Dei Papi
- Basilica of St Francis
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Mount Subasio
- Cantina Colle Ciocco
- Pubblico Palace
- Cantina Stefanoni
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Contucci
- Madonna del Latte
- Cantina de' Ricci
- Golf Club Toscana
- Ugolino Golf Club
- Podere Il Cocco
- Castiglion del Bosco Winery
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita