
Pet-friendly holiday rentals in Asciano
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Top-rated pet-friendly home rentals in Asciano
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Pet-friendly house rentals

Casa del Passerino
Great flat to explore Cortona! Excellent location and had everything you need

La Perla del Lago Holiday home
We cannot express how much we loved our stay at Saverio’s. It was absolutely PERFECT! From the moment we arrived, we felt completely at home. The home itself was beautiful in construction, clean, stylishly decorated, and thoughtfully stocked with everything we needed, including little extras like fresh coffee, teas, local advertisements for restaurants, and also recommended the local grocery for toiletries or food items. Saverio’s home couldn’t be in a better location, tucked in a charming part of the countryside with views that will take your breath away and make you fall in love with this part of Italy. Even being out-of-town, you are close to everything. The town of Magione has a wonderful and friendly restaurant with fantastic pizza and entrees- I Cento Passi. Saverio, thank you for allowing us to stay in your beautiful home, we are grateful for the experience.

Podere Piazza house with panoramic view
Sofia and her husband Jorgen were amazing hosts. They were extremely friendly and welcoming to our entire group and were very helpful in every aspect of our stay. They could not have been more accommodating and friendly hosts. If I come back to Siena I will definitely stay with them again!

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

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
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
We truly enjoyed staying in Catherine’s place. It was the perfect spot after being in Rome for a week. Her hospitality, peaceful days and the Tuscan landscape were just what we needed! Catherine was also so helpful at recommending things to do in the area, and we enjoyed them all! We hope to be back to her place one day!

Infinity view
We spent a week in this house and were completely satisfied. The location is quiet and idyllic, with a wide view of the Tuscan landscape - a real highlight, especially from the infinity pool. The pool is very well maintained and offers enough space for swimming and relaxing. The house is clean, well equipped and tastefully furnished – modern. Kitchen, bathroom and bedroom were in perfect condition. The hostess was very friendly, easily accessible and responded quickly to questions. The check-in went smoothly, all important information was provided in advance. Feel free to come back anytime!
Pet-friendly home rentals with a pool

Belforti Tower
What a wonderful week we had with Luca and Emilia at the tower! It was amazing to see all the pictures in real life - it was even more amazing in person. And the garden is just magical. I had no idea the beauty of the pool area. Laying by the pool and listening to nature we felt transported to a simpler time. To top it off Luca was so delightful. We enjoyed his company and hearing more about the story of the tower and the town. I would recommend this as a stop on anyone’s vacation to Italy. Wonderful hosts in a magical setting!

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
Giulio’s place is the most perfect, relaxing, Tuscan escape. Myself, husband and 2 children had the best week there. The accommodation itself is very clean and comfy and has everything you need. The outside area and pool were beautiful!! It’s in a great location to explore the lovely towns and scenery that Tuscany has to offer. Giulio was the perfect host…so helpful and always there to answer any questions we had. We will definitely be back 😊

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.

house with pool between Siena and Valdorcia
We had a lovely week with the family at Luana's place. There was plenty of room for 8. We felt very comfortable. The kids had a lot of fun, especially splashing in the pool. The hosts were very friendly and welcomed us warmly. Especially the garden and the large dining table outside invite you to linger. You can also do a lot here with Siena and Arezzo in the nearby area. We even spent a day by the sea (Castigliano della Pescaia). Glad to come back!

Palazzo Monaci - Crete Senesi - casa
Our experience at Manuela's home in Tuscany was simply fantastic. The house has met expectations, immersed in a breathtaking landscape that offers peace and relaxation. Manuela was a super helpful host, kind and helpful, always ready to help us and give us great advice. An unforgettable stay, we would never have wanted to leave, we will definitely be back!

Podere on the Crete Senesi
We could not have asked for a more beautiful setting to celebrate my partner’s 40th birthday. Our week was perfectly balanced between visiting nearby Montalcino wineries & surrounding villages, a day trip to Siena, and lazing about the pool & villa. Monica was kind, generous & helpful from the time of booking. She accommodated all requests and even left a gift for my partner to celebrate his birthday! Will be back! Would rate this 6 stars if we could.

Country house 9 km to Florence-2+1g,free parking
Very nice quiet accommodation in Tuscan flair. Great complex with pool and great views. Quickly in Florence and on the roads to the excursion destinations. Definitely recommend! We'll be back. :)

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.
Private, pet-friendly home rentals

Amazing Tuscany Villa, FREE parking
We had a wonderful stay at pierre luigis home. It looks just like the pictures and is a very homey, relaxing place to stay. Has everything you need on hand. We loved the porch and its view and enjoyed the o of the hot tub. Great location to explore surrounding towns! Had a great time!

The charming cottage in Tuscany with breathtaking views
So Beautyful location and views. House is charming and clean. we recommend.

Beautiful tuscan country house
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.

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.

The twigs
Pictures don’t do it justice, prettier in person. Very relaxing get away after spending a few days in Florence.

La Casetta
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.

"La Luna" Apartment with pool
We were two with a dog on a round trip and spontaneously booked with Mery. Mery welcomed us very warmly and was very eager, so that you immediately felt welcome. She was always available to us when we needed help or provided us with tips about the area. The apartment was very large and very clean. The pool was wonderful, and we enjoyed the view very much.

Luxurious Medieval Tower & Private Concierge
Can’t recommend this enough. Beautiful and unique accommodations in a picturesque setting. Leonie and Nico and their family are wonderful, and make you feel like part of a local family in Tuscany. We will definitely be back one day.
Quick stats about holiday rentals that are pet-friendly in Asciano
Total rentals
360 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
220 properties are a good fit for families
Rentals with a pool
240 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Cala Di Forno