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Pet-friendly holiday rentals in Asciano

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Asciano pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Cortona
4.94 out of 5 average rating, 202 reviews

Casa del Passerino

JonathanRating, 5 stars2 weeks ago
Great flat to explore Cortona! Excellent location and had everything you need
Top Guest favourite
Home in Perugia
4.98 out of 5 average rating, 125 reviews

La Perla del Lago Holiday home

KaseyRating, 5 stars4 days ago
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.
Top Guest favourite
Home in Siena
4.99 out of 5 average rating, 179 reviews

Podere Piazza house with panoramic view

OliviaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 175 reviews

Antico Borgo Ripostena – n. 8 Old House

LucyRating, 5 stars2 weeks ago
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 :)
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month 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, 150 reviews

Jenny's Barn

ChaiRating, 5 stars1 week ago
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! 🌟
Top Guest favourite
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 200 reviews

Bed and Breakfast CASA CERNANO

KarlaRating, 5 stars1 week ago
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!
Superhost
Home in Casale
4.88 out of 5 average rating, 179 reviews

Infinity view

JannisRating, 5 stars1 week ago
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

Top Guest favourite
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 118 reviews

Belforti Tower

JoyRating, 5 stars3 days ago
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!
Top Guest favourite
Farm stay in Sovicille
4.98 out of 5 average rating, 205 reviews

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

JoRating, 5 stars2 weeks ago
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 😊
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 stars1 week 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.
Guest favourite
Home in Asciano
4.88 out of 5 average rating, 16 reviews

house with pool between Siena and Valdorcia

LeoniRating, 5 stars1 month ago
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!
Guest favourite
Home in Asciano
4.92 out of 5 average rating, 79 reviews

Palazzo Monaci - Crete Senesi - casa

SaraRating, 5 stars1 month ago
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!
Top Guest favourite
Villa in Asciano
4.95 out of 5 average rating, 79 reviews

Podere on the Crete Senesi

NahkitaRating, 5 stars3 weeks ago
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.
Top Guest favourite
Apartment in La Presura
4.93 out of 5 average rating, 147 reviews

Country house 9 km to Florence-2+1g,free parking

TimRating, 5 stars1 week ago
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. :)
Superhost
Farm stay in Roccatederighi
4.92 out of 5 average rating, 136 reviews

Holiday in antique farm, Belvedere

MauriceRating, 5 stars2 weeks 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.

Private, pet-friendly home rentals

Guest favourite
Villa in Montepulciano
4.95 out of 5 average rating, 219 reviews

Amazing Tuscany Villa, FREE parking

JoAnnRating, 5 stars5 days ago
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!
Top Guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars1 week ago
So Beautyful location and views. House is charming and clean. we recommend.
Guest favourite
Villa in Buonconvento
5 out of 5 average rating, 12 reviews

Beautiful tuscan country house

AlexRating, 5 stars4 days ago
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.
Top Guest favourite
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 44 reviews

Wine Loft in the vineyards

HilaryRating, 5 stars2 weeks ago
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.
Top Guest favourite
Villa in Sinalunga
5 out of 5 average rating, 45 reviews

The twigs

JeffreyRating, 5 stars2 weeks ago
Pictures don’t do it justice, prettier in person. Very relaxing get away after spending a few days in Florence.
Superhost
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

JonasRating, 5 stars2 weeks ago
Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.
Guest favourite
Apartment in Asciano
4.89 out of 5 average rating, 19 reviews

"La Luna" Apartment with pool

RebeccaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Tower in San Quirico d'Orcia
5 out of 5 average rating, 87 reviews

Luxurious Medieval Tower & Private Concierge

MatthewRating, 5 stars2 weeks ago
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

Destinations to explore

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