
Pet-friendly vacation rentals in Province of Siena
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Province of Siena
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Siena pet-friendly home rentals
Pet-friendly house rentals

House for the Coast
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly locals 🤩😍

Gaiole in Chianti Poggio Casabianca
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!

Charming Apartment in City Center
The apartment was even better than the description! We felt very good there right away. The apartment is lovely, very well arranged, cute, quiet and very clean. The kitchen is super welcoming. Very comfortable beds. Paolo was very responsive. All his explanations were very detailed to make it easier for us to come. The apartment is very well located. Less than 10 minutes from the central square and 4 minutes from a street that offers many restaurants! In short, everything was perfect!

Jenny's Barn
I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟

Bed and Breakfast CASA CERNANO
Catherine is a wonderful host, very friendly and helpful. We came in for business and the Airbnb was such a peaceful place to return to at the end of the day.

Montalcino Townhouse with Private Panoramic Garden & Spa
We loved staying in Montalcino at Lisa's place. Lisa was a fantastic host and responded quickly. She gave us her picks for restaurants, wine tastings, etc, which were excellent choices. The Airbnb was ideally situated right off the main square. It has a yard, which we enjoyed, and a very functional kitchen with everything we needed. The king-size bed was very comfortable and had high-quality linens. This is a hilltop city, so keep this in mind for anyone unable to walk up steeper inclines throughout the city. We enjoyed the exercise and the stunning views. We stayed for a week and I could have easily stayed longer as we got to know the restaurants, stores and the area. Montalcino is a charming place to spend your time. It was a good location from which to take day trips. There is so much to do in the general area. We highly recommend you stay here; it was the highlight of our trip, and we felt like we were in good hands. Thank you, Lisa!

The Tower of Corsanello
This accommodation has a really nice view. The bedding was clean and the bathroom was clean. There are two swings, a playground with a slide, a garden, and the kids were happy with animals such as mountain rabbits, cats, mountain birds, snails... etc. I was grateful that the hosts were so kind and sweet. I recommend this accommodation that I want to go to again.

The Loggia
Had the pleasure of staying at this Airbnb for two nights while traveling thru Italy. As previous reviews mention,the pictures do not even begin to do the view justice. The view is absolutely breathtaking. The Airbnb was spacious and unique! The shops and restaurants were a quick walk into town. The host also has a taxi driver recommendation that makes getting around a breeze, definitely inquire!! The host was flexible, we are very grateful for this experience!
Pet-friendly home rentals with a pool

La Foresteria | Granary House
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!

Antico Borgo Ripostena – n. 9 Oil Mill
Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.

La Villa farm stay - L'Olivo, Pool & Hot Tub
Giulio and the villa were wonderful. The villa is just gorgeous, very Tuscan and secluded, beautifully located and incredibly peaceful. It was lovely to have a couple of other families around during the week and Giulio was always available either in person or on Whats App. Up in the hills, the stay is no more than 20 minutes in the car to a decent supermarket, and maybe 5 minutes from the local village which had most of the essentials. We visited Siena, San Gimignano, Casole D’elsa and some other places, all easily reachable from the villa. The weather was gorgeous, our daughter loved the on site donkey and horse and cat and any other local animals 😁 We will certainly be back - a wonderful place for a family escape, we might bring friends or family next time too! Thanks so much Giulio

Explore nature in the center of Vigneti Chianti
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.

Holiday in antique farm, Belvedere
What tranquility and what a view. Beautiful estate and super friendly people who try to delight you. Also a nice and nice swimming pool for when it is very hot.

Poggio dell'orso.Traditional Casale. Amazing views
We felt comfortable from the first moment. Beautiful terrace, very, very nice pool, good facilities, everything you need. We plan to come back.

Apartment for 2 with super views+pool near Siena
Mario is a wonderful host, we had great pleasure enjoying a glass of vino or 2 and listening to his stories. At the same time he was very respectful of our time and personal space. This is a very traditional place, beautiful surroundings and very peaceful. Easy reach of Siena, plenty of local restaurants. It's an absolute pleasure staying here and will definitely return.

La Casetta
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!
Private, pet-friendly home rentals

Casa Borgianni at Villa Caprera
Loved Simona’s beautiful flat, lots of gorgeous gardens around, picture perfect view of Siena. You’re in the countryside yet <10 min drive or taxi or Siena. Lots of space, our toddler loved it too!

Apartment in historic Villa in Siena_"LE CONTRADE"
Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

Casa Manori - refined and cozy two-room apartment
Nora’s apartment is simple wonderful. Located just a stone’s throw outside the Siena old city wall, the location is perfectly quiet but walkable to the entire town, and affords much more space than average. This is a very large one bedroom, with plenty of lounge space, plus an actual washer plus separate dryer! The bed was super comfortable and the Nespresso machine was lovely. Nora was a fantastic host, helping answer questions before arrival and during the trip. Would definitely stay here again on our next trip to Siena.

Wine Loft in the vineyards
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

A view from the top, Montepulciano
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!

Traditional Apartment next to Piazza del Campo
This was the most amazing apartment right in the middle of everything! Literally just behind the Piazza del Campo we walked out our door and had everything right there. And the apartment was so cool! Everywhere you look there’s cool features. It was so unique and charming. We loved having the windows open to the view of a restaurant below and the rolling hills beyond. Fabio was very helpful as well. We would definitely stay here again.

Casa Bonari - a paradise for the eyes
This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Giuliano is a treasure. Thank you very much for your warm welcome and for taking such great care of us upon arrival. Having a parking spot reserved for us and assisting us with our luggage was so gracious. Your home is more beautiful than we could have imagined. We loved taking in the gorgeous view throughout the day as we enjoyed all the amazing treats you provided for us. We so hope to come again and stay and will tell everyone at home that they must make a visit here soon. Thanks again for all you did to make our anniversary celebration extra special. Hope to see you again soon
Destinations to explore
- Rentals with a fire pit Province of Siena
- Tiny house rentals Province of Siena
- Smoking-friendly rentals Province of Siena
- Rentals with a fireplace Province of Siena
- Rentals with pools Province of Siena
- Villa rentals Province of Siena
- Townhouse rentals Province of Siena
- Barn rentals Province of Siena
- Loft rentals Province of Siena
- Bed and breakfasts Province of Siena
- Rentals with breakfast Province of Siena
- Castle rentals Province of Siena
- Condo rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- Serviced apartment rentals Province of Siena
- Private suite rentals Province of Siena
- Guesthouse rentals Province of Siena
- Cottage rentals Province of Siena
- Rentals with a hot tub Province of Siena
- Rentals with a kayak Province of Siena
- Fitness-friendly rentals Province of Siena
- Vacation home rentals Province of Siena
- Rentals with an EV charger Province of Siena
- Apartment rentals Province of Siena
- Nature eco lodge rentals Province of Siena
- Rentals with a washer and dryer Province of Siena
- Rentals with a balcony Province of Siena
- Rentals with lake access Province of Siena
- Rentals with a sauna Province of Siena
- Rentals with a home theater Province of Siena
- Luxury rentals Province of Siena
- Rentals with a patio Province of Siena
- Rentals with an accessible height bed Province of Siena
- Kid-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Hotel rentals Province of Siena
- House rentals Province of Siena
- Boutique hotel rentals Province of Siena
- Family-friendly rentals Province of Siena
- Farmstay rentals Province of Siena
- Pet-friendly rentals Tuscany
- Pet-friendly rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- Things to do Province of Siena
- Art and culture Province of Siena
- Tours Province of Siena
- Sightseeing Province of Siena
- Food and drink Province of Siena
- Nature and outdoors Province of Siena
- Things to do Tuscany
- Wellness Tuscany
- Tours Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Food and drink Italy
- Entertainment Italy
- Wellness Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy
- Art and culture Italy