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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 Siena
4.99 out of 5 average rating, 178 reviews

Podere Piazza house with panoramic view

NicoleRating, 5 stars1 month ago
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!
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 :)
Top guest favourite
Home in Simignano
4.97 out of 5 average rating, 129 reviews

Casa al Gianni - The Simignano Barn

VivekRating, 5 stars1 week ago
Cristina was a fantastic host and was always available to provide us with anything we needed. The house is perfect for a family getaway and the location is idealic. Would definitely recommend staying in Cristinas wonderful home
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!
Top guest favourite
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 200 reviews

Bed and Breakfast CASA CERNANO

KarlaRating, 5 stars6 days 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 Monteroni d'Arbia
4.88 out of 5 average rating, 192 reviews

The Tower of Corsanello

RobRating, 5 stars2 weeks ago
We loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.
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

Guest favourite
Flat in Castiglione del Lago
4.91 out of 5 average rating, 143 reviews

Ulivo - Charming apartment in the countryside

CharlotteRating, 5 stars1 week ago
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!
Top guest favourite
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 118 reviews

Belforti Tower

JoyRating, 5 stars1 day 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 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!
Superhost
Apartment in Castelfranco di Sopra
4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 week ago
We were immediately enchanted by this property. Everything here makes up the image that one can have of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll 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
Flat in La Presura
4.93 out of 5 average rating, 147 reviews

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

TimRating, 5 stars6 days 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
Home in Castelmuzio
4.95 out of 5 average rating, 41 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Guest favourite
Apartment in Monte San Savino
4.88 out of 5 average rating, 57 reviews

La Foresteria | Betto House

AdrianRating, 5 stars1 month ago
An amazing super-authentic place in the middle of the Tuscan nature & fields ! The hacienda style accommodation truly offers a unique experience of the Tuscan country side. The accommodation is very authentic while also offering on-site restaurant with excellent food and excellent wine. The hosts are truly amazing and will go the extra mile to make your stay unique. The location is also very good as it is easily connected with main points of interest (i.e. places to visit, eat, etc).
Guest favourite
Home in Asciano
4.92 out of 5 average rating, 79 reviews

Relax at Palazzo Monaci - Crete Senesi - home

SaraRating, 5 stars4 weeks 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
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.
Guest favourite
Holiday home in Asciano
4.91 out of 5 average rating, 11 reviews

Apartment in Farmhouse with swimming pool Tuscany 2

IngridRating, 5 stars8 months ago
Our stay was amazing! We stayed here with out 1.5year old daughter and it was great. We were able to drive an hour or less to different cities/ towns. It was perfect for us to visit many different places… The property and the surrounding nature was just breath taking. Host and family were very helpful and nice. I highly recommend and I will be sure to come back and stand again.
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.
Top guest favourite
Cottage in Osteria delle Noci
5 out of 5 average rating, 95 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

SamRating, 5 stars1 day ago
This beautiful, private, peaceful property is a must-stay if you're in the area. Breathtaking views out of every window. Short drive to a few nearby towns with great food and wine.
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars3 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

Quick stats about holiday rentals that are pet-friendly in Asciano

  • Total rentals

    360 properties

  • Nightly prices starting at

    $52 SGD 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