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Pet-friendly holiday rentals in Province of Siena

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Province of Siena pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 245 reviews

House for the Coast

SandraRating, 5 stars3 weeks ago
Superb accommodation, probably the best Airbnb we have stayed in
Guest favourite
Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 148 reviews

Nada Home

GuillermoRating, 5 stars1 week ago
The main thing is Nada' s attention to every communication you sent, she responds the same day. Anything you asks for within reason, you get from Nada. It was a new experience for us in Tuscany but her property is combiniently located within 40 minutes to an hour and 30 from all the Tuscany turistic places.
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 174 reviews

Antico Borgo Ripostena – n. 8 Old House

Ricarda MadlenRating, 5 stars3 weeks ago
We thoroughly enjoyed the stay. Everything was very clean. What a great environment. We traveled with a 1-year-old child and were very warmly welcomed. For my daughter, there were many toys, a play mat, a cot and a high chair. The small playground was also impressive. Our highlight was the great sunset and of course the most beautiful pool we have experienced so far. We can only recommend it!
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars3 weeks ago
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 received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!
Guest favourite
Home in Scrofiano
4.97 out of 5 average rating, 149 reviews

Jenny's Barn

FalcoRating, 5 stars3 days ago
Fantastic time out with panoramic views! This Airbnb accommodation was an absolute stroke of luck! The view was simply breathtaking and inspired us every morning. If you are looking for peace and relaxation, you have come to the right place - the location is wonderfully quiet and idyllic. The apartment itself is fantastically equipped and really offers all the amenities you could wish for. It was super convenient that basic things like oil, vinegar, etc. were available. This not only saves money, but also the first purchase. The only thing that took some getting used to was the bed. But that is of course a matter of taste and has not clouded our positive experience in any way. We can fully recommend this place and would come back any time!
Top guest favourite
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 199 reviews

Bed and Breakfast CASA CERNANO

AmandaRating, 5 stars6 days ago
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.
Top guest favourite
Home in Montalcino
5 out of 5 average rating, 123 reviews

Montalcino Townhouse with Private Panoramic Garden & Spa

LaurieRating, 5 stars1 month ago
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!
Superhost
Home in Monteroni d'Arbia
4.87 out of 5 average rating, 191 reviews

The Tower of Corsanello

PeterRating, 5 stars4 weeks ago
It's a really great place to stay with a great view. The bedding was clean and the bathroom was clean. There are two swings, a playground with a slide, a garden, and animals such as mountain rabbits, cats, mountain birds, snails... etc. that made the kids happy. I was grateful that the hosts were so kind and sweet. I recommend this accommodation that I want to go to again.

Pet-friendly home rentals with a pool

Guest favourite
Flat in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars2 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favourite
Apartment in Monte San Savino
4.96 out of 5 average rating, 49 reviews

La Foresteria | Granary House

LynneRating, 5 stars2 weeks ago
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!
Top guest favourite
Farm stay in Sovicille
4.98 out of 5 average rating, 204 reviews

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

EdwardRating, 5 stars2 weeks ago
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
Top guest favourite
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Explore nature in the center of Vigneti Chianti

BaileyRating, 5 stars3 days ago
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.
Top guest favourite
Hut in Poggibonsi
4.94 out of 5 average rating, 131 reviews

Lovely barn with pool between Siena and Florence

MarilynRating, 5 stars2 weeks ago
We came back to Michele’s place after having visited for 2 weeks in 2019. My dream was to return one day and find our home away from home once again. So here in May 2025 we were able to return to Nicoletta’s beautiful garden full of roses and herbs. The pool is definitely a bonus. Michele takes such care of this home….you can see how much love and commitment he has for this place. There are nearby villages such as Barbarino Val D’elsa and Tignano a short drive away. as well as San Gimignano and Siena, 30 minutes away. A wonderful experience, every time!
Superhost
Farm stay in Roccatederighi
4.92 out of 5 average rating, 136 reviews

Holiday in antique farm, Belvedere

MauriceRating, 5 stars1 week ago
What tranquility and what a view. Beautiful estate and super friendly people who try to make you feel comfortable. Also a nice and pleasant swimming pool for when it is very hot.
Top guest favourite
Cabin in Cetona
4.97 out of 5 average rating, 116 reviews

Poggio dell'orso.Traditional Casale. Amazing views

MonaRating, 5 stars1 week ago
A magical place that touches the soul! The calm atmosphere and the loving design make every moment something special. Thank you for this wonderful time.
Guest favourite
Cottage in Sovicille
4.9 out of 5 average rating, 136 reviews

Apartment for 2 with super views+pool near Siena

NickRating, 5 stars3 days ago
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.

Private, pet-friendly home rentals

Guest favourite
Flat in Siena
4.93 out of 5 average rating, 148 reviews

Sergio's House

VáninaRating, 5 stars4 weeks ago
Amorosa Marta and her dad, always attentive. Siena is beautiful and the location is fantastic. To park from 8 to 20 you have to pay parking, if not 40€ fine. Marta answered the question of where to pay. The truth, highly recommended !
Top guest favourite
Holiday home in Siena
4.97 out of 5 average rating, 60 reviews

Apartment in historic Villa in Siena_"LE CONTRADE"

PaulRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Siena
5 out of 5 average rating, 72 reviews

Casa Manori - refined and cozy two-room apartment

MatthewRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Montepulciano
4.92 out of 5 average rating, 124 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

StefanieRating, 5 stars6 days ago
We had the best time!! The cutest little apartment with a nice little balcony. Loved the exposed beams and the kitchen. It was very walkable to great restaurants and scenic views, also far enough away were you are not worried about noise at night. Host was super responsive and had excellent recommendations on where to eat and what to do!
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars3 weeks ago
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!
Superhost
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 229 reviews

il poderuccio farmhouse studio apartment

RachelRating, 5 stars1 week ago
Great stay! Initially the place was a bit further out of town than we had anticipated but we still found it very accessible to lots of the things we hoped to do! The view was amazing! So peaceful to sit on the terrace!
Guest favourite
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castello di Valle

KapoRating, 5 stars2 weeks ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Top guest favourite
Flat in Villa a Sesta
4.93 out of 5 average rating, 208 reviews

At Paola's in Chianti

RyannRating, 5 stars2 weeks ago
Paola’s place was an incredible getaway for the two of us - we played fetch with Nilde in the garden, had a night where Paola taught us to make pasta and tiramisu, and enjoyed the best sunsets. If you get a chance, definitely check out Osteria Alla Villa for dinner. We will definitely be back! Thank you Paola for the hospitality and making our first trip to Tuscany so special.

Destinations to explore