
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

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.

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.

A moment of relaxation
I recommend this apartment to visit the Val d 'Orcia , the apartment is large and clean, nearby there are several shops, and the host Francesca is very helpful

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.

Stone Cottage in Tuscan Countryside
Great stay and great host!

Lovely Apartment with garden
Lovely apartment in a very cozy little town. Silvia and her husband Lorenzo were very accommodating and kind. Great place! However.. I think it is necessary to insert a fan in the bathroom as it became very foggy and humid, even with windows and door open. The moisture also sat down in the walls and you saw mold-like marks on the walls. Don't think it's anything dangerous but something that should be fixed. Otherwise, great and highly recommend! Thank you Silvia and Lorenzo for letting us stay with you!
Pet-friendly home rentals with a pool

Ulivo - Charming apartment in the countryside
Staying at Simona's in Castiglione del Lago was magical!! The apartment, back yard, terrace and most of all the view were amazing!! Simona and Yens made us feel very comfortable and for me, Nahil and Cooper (their pups) added another level of warmth. Simona was always available if we had any questions, and we had many, and also made lots of suggestions for places to visit in the area and graciously willing to help us when we needed it. Grazie Simona, arriderci a più presto!!

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.

Casa al Fiume - Villa with exclusive pool
We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!

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.
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!!

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 😊

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.

Studio in Bandita
A small peaceful oasis in the middle of the Tuscan countryside. The cottage is a small studio located in a basement equipped with all the necessary amenities. The owners are exquisite people, very helpful and hospitable. There is even a beautiful pig inside an enclosure that wags its tail at the sight of people. Super recommended We will definitely be back and we will also return to the Castiglione della Pescaia area because we still have so much to visit.
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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- Marina di Grosseto beach
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Kite Beach Fiumara
- Terme Dei Papi
- Basilica of St Francis
- Tenuta Le Velette
- Podere La Marronaia, Sosta alle Colonne
- Cantina Colle Ciocco
- Cantina de' Ricci
- Madonna del Latte
- Cantina Stefanoni
- Cala Di Forno
- Mount Subasio
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Pubblico Palace
- Cantina Contucci
- Ugolino Golf Club
- Podere Il Cocco
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Castiglion del Bosco Winery
- Casa Del Cioccolato Perugina
- Golf Club Toscana