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Pet-friendly vacation rentals in Montalcino

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Montalcino pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A large terracotta vase is positioned beside a stone building, partially shaded by a lush tree. Surrounding greenery complements the natural setting, with a clear blue sky visible overhead, featuring a few scattered clouds.
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
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.
Superhost
A serene pool reflects the vibrant colors of the sunset, with gentle waves suggesting a peaceful ambiance. Lush greenery surrounds the area, creating a natural setting. The silhouette of a building and a lone tree can be seen in the background against the colorful sky.
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars8 months ago
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.
Superhost
A table set for six is located on a grassy area beneath an umbrella, surrounded by lush greenery. A vibrant shrub adds color to the scene, while a hut can be seen in the background, enhancing the outdoor space's privacy.
Home in Siena
4.78 out of 5 average rating, 46 reviews

Siena house with private garden 300m from the center

ArgillaRating, 5 stars2 weeks ago
we had a great time the private garden then a treat ....our son was very happy with the two separate rooms...in the center in 15 min walk and fantastic location to visit the area ...in the kitchen there are a lot of things from breakfast to a plate of pasta in case you arrive late...really great thanks Carlo
Superhost
A charming exterior of a single-story building is framed by lush green grass and colorful flowering plants. A covered porch welcomes guests, while loungers are placed on the lawn. The space is surrounded by garden areas, enhancing the tranquil environment.
Home in Castiglione della Pescaia
4.92 out of 5 average rating, 25 reviews

Monte Regio

BarbaraRating, 5 stars9 months ago
I was in Castiglione della Pescaia for a week with my family and dog. I had a really good time at Flavia's place, very clean, very nice location and well-kept garden. I have to say that it is the ideal place to relax and enjoy the tranquility of a vacation.
Guest favorite
Home in Orvieto
4.97 out of 5 average rating, 257 reviews

Farmhouse on a winery

MicheleRating, 5 stars6 months ago
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.
Superhost
A stone villa is framed by lush greenery, showcasing a welcoming entrance with an ornate gate. Large windows with green shutters invite natural light into the home. A small balcony is visible on the upper level, adding to the charm of the exterior.
Home in Montefollonico
4.89 out of 5 average rating, 18 reviews

[15 min da Montepulciano] Villa Chiara

JoeRating, 5 stars7 months ago
Great location and the 2 full size bathrooms were nice!
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars6 months ago
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
Guest favorite
A view framed by vibrant yellow leaves and trees showcases the glimmering waters of Lake Trasimeno. Soft sunlight filters through the foliage, illuminating nearby houses and the serene landscape. The scene reflects a calm and inviting outdoor atmosphere.
Home in Passignano sul Trasimeno
4.85 out of 5 average rating, 40 reviews

Typical stone farmhouse

StefanoRating, 5 stars3 months ago
Rossella's accommodation is comfortable, spacious, well structured and with everything you need. There were 6 of us and we had a great time, the rooms are very large, a nice garden that is very well maintained, as well as the fireplace and barbecue. We can certainly only recommend Rossella's place.

Pet-friendly home rentals with a pool

Superhost
A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.
Apartment in Castiglione del Lago
4.9 out of 5 average rating, 136 reviews

Ulivo - Charming apartment in the countryside

AvaRating, 5 stars6 months ago
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!!
Superhost
Apartment in Terranuova Bracciolini
5 out of 5 average rating, 4 reviews

Villa Piandarca "Glicine"-Tuscany-Chianti-pool

NateRating, 5 stars6 months ago
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.
Superhost
A serene swimming pool is positioned outdoors, with two individuals relaxing at the edge. An expansive view of rolling hills and distant mountains can be seen in the background, accompanied by scattered clouds in a blue sky. Sun loungers and umbrellas dot the pool area.
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
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.
Superhost
An aerial view displays a lush green landscape featuring two swimming pools surrounded by comfortable sun loungers and umbrellas. The area includes several fruit trees and landscaped gardens, alongside cozy accommodations styled with traditional roofs.
Apartment in Paciano
4.83 out of 5 average rating, 41 reviews

CountryHouse: Romantic Studio Apt AirCo and pools

MarkRating, 5 stars6 months ago
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!!
Superhost
Farm stay in Montepulciano
4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars7 months ago
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)
Superhost
Farm stay in Pienza
4.94 out of 5 average rating, 170 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

BradRating, 5 stars1 week ago
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.
Superhost
The sleeping area features a spacious bed adorned with a patterned blanket and decorative pillows. Natural light filters through curtained windows, illuminating the room. A wardrobe and shelves provide storage, and the wooden flooring adds warmth to the space.
Vacation home in Figline Valdarno
4.86 out of 5 average rating, 90 reviews

Vacation home Il piccolo rifugio

ClaireRating, 5 stars4 days ago
We had a lovely stay at Annalisa's. She had nice touches for us and we thank her. She is also very responsive.
Superhost
Villa in Torrita di Siena
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars35 months ago
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

Superhost
A rustic stone building is partially visible behind lush green trees and vibrant pink flowers in the foreground. The building features a traditional roof and multiple windows, set against a backdrop of rolling hills.
Apartment in Cortona
4.6 out of 5 average rating, 5 reviews

Medieval Cottage near Cortona

AnneRating, 5 stars44 months ago
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!!
Superhost
Apartment in Abbadia San Salvatore
4.33 out of 5 average rating, 3 reviews

La Palazzinetta bike and motorcycle

ClaudiaRating, 5 stars3 months ago
Everything is fine.
Top guest favorite
An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Superhost
Vacation home in Greve in Chianti
5 out of 5 average rating, 3 reviews

Robin - Rifugium

EvaRating, 5 stars45 months ago
*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!
Guest favorite
Farm stay in Bucine
4.98 out of 5 average rating, 43 reviews

Boggina. Private villa with pool, walk to village

AnnaRating, 5 stars7 months ago
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 😊
Guest favorite
A bright bedroom features a spacious bed adorned with natural-toned linens and decorative pillows. A large window allows light to fill the space, showcasing a view of greenery outside. A wooden cabinet and bookshelf are positioned against the wall, enhancing the room's functionality.
Condo in Arezzo
4.76 out of 5 average rating, 29 reviews

Cozy house in the vineyard -Fogliadalloro-

LeonardoRating, 5 stars4 months ago
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!!!
Guest favorite
An aerial view showcases a private villa surrounded by lush greenery. A serene swimming pool is situated in the garden, accompanied by several lounge chairs. The landscape includes rolling hills and vineyards, emphasizing the natural beauty of the area.
Home in Cortona
4.99 out of 5 average rating, 80 reviews

VILLA ANNA, relax between Umbria and Tuscany

BarbaraRating, 5 stars6 months ago
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.
Guest favorite
A pristine travertine pool is surrounded by well-maintained greenery and a stone patio. A covered seating area with chairs is visible nearby, providing a comfortable space to relax. The rustic stone house stands elegantly in the background, framed by lush vegetation.
Villa in Murlo
5 out of 5 average rating, 12 reviews

Pompana Rustic Charm Casale

OronRating, 5 stars2 weeks ago
One of the best places we have been at! so quite and relaxing. the house is so beautiful 😍 🤩

Quick stats about vacation rentals that are pet-friendly in Montalcino

  • Total rentals

    530 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    300 properties are a good fit for families

  • Rentals with a pool

    250 properties have a pool

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montalcino
  6. Pet-friendly rentals