
Pet-friendly holiday rentals in Province of Siena
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Top-rated pet-friendly home rentals in Province of Siena
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Pet-friendly house rentals

House for the Coast
Superb accommodation, probably the best Airbnb we have stayed in

Nada Home
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.

Antico Borgo Ripostena – n. 8 Old House
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!

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 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!

Jenny's Barn
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!

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
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

Borgo Iesolana Suite Superior
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!

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!

Agriturismo La Villa - 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.

Lovely barn with pool between Siena and Florence
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!

Holiday in antique farm, Belvedere
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.

Poggio dell'orso.Traditional Casale. Amazing views
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.

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.
Private, pet-friendly home rentals

Sergio's House
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 !

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.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
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!

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!

il poderuccio farmhouse studio apartment
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!

Suite in Castello di Valle
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!

At Paola's in Chianti
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.
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- 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
- Fortezza da Basso
- Cala Violina
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Spiaggia Marina di Cecina
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