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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

Superhost
Home in Monte San Savino
4.82 out of 5 average rating, 202 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 stars1 month ago
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Guest favourite
Home in Cortona
4.94 out of 5 average rating, 202 reviews

Casa del Passerino

JonathanRating, 5 stars1 week ago
Great flat to explore Cortona! Excellent location and had everything you need
Guest favourite
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars3 weeks ago
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.
Top Guest favourite
Home in Perugia
4.98 out of 5 average rating, 122 reviews

La Perla del Lago Holiday home

DonRating, 5 stars4 days ago
What a spot!! Stunning views and Saverio is an amazing host, waited to let us in personally and was super friendly 😃
Top Guest favourite
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 296 reviews

Casa Al Poggio & Chianti view

KathyRating, 5 stars2 weeks ago
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming ā€œhomeā€ to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.
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!!!
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!
Top Guest favourite
Home in Torreone
4.97 out of 5 average rating, 102 reviews

Tuscany House | View Breathtaking

AudreyRating, 5 stars2 months ago
We loved our stay. The host was amazing, and the house had everything we needed. The internet was very fast and supported my work requirements back in the USA. The views are spectacular, and the property is very private. Thank you, Irene, and family. I especially appreciated your help in getting me my new computer charger after mine broke. Have a great spring!

Pet-friendly home rentals with a pool

Top Guest favourite
Guesthouse in Macciano
4.96 out of 5 average rating, 164 reviews

Tuscan cottage with an heavenly view

BridgetRating, 5 stars3 days ago
I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go back!!
Top Guest favourite
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 147 reviews

GUIDI POWER

TerryRating, 5 stars1 week ago
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.
Guest favourite
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars1 week ago
I stayed at this place for 4 nights with my partner at the beginning of June 2025. It was so homely, very tidy and clean, with lots of amenities and the host was very welcoming. The views were incredible. We had a car which made visiting other places super convenient. We definitely recommend and would love to come back one day!
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.
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.
Guest favourite
Apartment in Asciano
4.88 out of 5 average rating, 17 reviews

"La Luna" Apartment with pool

AltynaiRating, 5 stars8 months ago
Nice place with beautiful pool and view for the price. Mary is responsive and helpful
Guest favourite
Villa in Castellina in Chianti
4.93 out of 5 average rating, 215 reviews

The Farmhouse Cottage

WilliamRating, 5 stars2 weeks ago
Had an excellent time this place is an absolute gem highly recommend staying as well as visiting the nearby villages and enjoying walking along the hiking trail. Also consider renting a Vespa in the nearby town
Guest favourite
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 233 reviews

Il Nido - a romantic fire pit

MattRating, 5 stars1 week ago
This is a phenomenal place. One of the best Airbnb’s I’ve stayed at (and I’ve stayed at many). Gabrielle was an excellent host and curated a perfect experience. The views are breathtaking, the cooking class onsite is an authentic Italian experience, and the pool/property are the perfect Tuscan escape. Book this if you’re debating. A+ in every way

Private, pet-friendly home rentals

Top Guest favourite
Home in Bucine
4.96 out of 5 average rating, 80 reviews

The Biricocolo Cottage

PaulRating, 5 stars3 weeks ago
Serene, tranquil, verdant: a profoundly beautiful place. We just loved it. Chiara and her mother could not have been more friendly and helpful. We were there a few days for a wedding nearby. We can't wait to return for a full holiday. Well done super hosts! Thank you. Paul and Bridget
Top Guest favourite
Holiday home in Castelnuovo Berardenga
5 out of 5 average rating, 25 reviews

Fede and Romy's Nest

KarlyRating, 5 stars4 weeks ago
Federico is a wonderful host, very friendly, proactive and offers local recommendations. We had a wonderful time at his place. It is very close to Siena, Florence and many other cities/towns/villages of Tuscany (by car). It is spotless, beautifully designed/decorated, very comfortable, close to local restaurants, grocery stores and Castlenuevo tourist attractions. We really appreciated all the special touches, snacks, toys, bed, bath products and highchair for baby, etc. Would highly reccomend !
Guest favourite
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars2 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!
Superhost
Condo in San Gimignanello
5 out of 5 average rating, 11 reviews

L'Oliviera, 2 bedrooms stylish apartment

BenjaminRating, 5 stars9 months ago
Our family had a fantastic time at Paolo's podere. The apartment was very clean and comfortable for a family of 4; the backyard and pool area were fantastic for relaxing, and we barbecued multiple times during our stay. Would definitely return and recommend!
Guest favourite
Villa in Montepulciano
4.95 out of 5 average rating, 218 reviews

Amazing Tuscany Villa, FREE parking

StephenRating, 5 stars2 weeks ago
A super cute place to stay, while it was just outside of the main town of Montepulciano, it was very peaceful and lovely home with plenty of character. Pier Luigi was a gracious host and even gave us welcome and departing gifts. We loved our stay here, Thank you Pier for your hospitality.
Top Guest favourite
Apartment in Sinalunga
4.99 out of 5 average rating, 271 reviews

Resort Panoramic view - Free parking

KaanRating, 5 stars5 days ago
The place was very great. The room was decorated with many luxurious stuff, made us feel like we are staying at a 5-star hotel. They were also many snacks and food in the kitchen for free. Elena was also very kind and helpful during the whole stay. Location wise it is a bit far from some tourist attractions in Tuscany, but if you have a car you will not have a huge problem. And finally I suggest you spare some time of yours in the morning to enjoy the view of the house.
Guest favourite
Condo in Montepulciano
4.92 out of 5 average rating, 125 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

StefanieRating, 5 stars1 week 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
Cottage in Osteria delle Noci
5 out of 5 average rating, 94 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

LuziaRating, 5 stars1 week ago
This house with the surrounding garden, embedded in a dreamlike landscape, is an absolute paradise. The garden is huge, beautifully landscaped and very well maintained. The view is breathtaking and we went on hiking trips and bike tours every day directly from the house. The peace and quiet is incredible, you can usually only hear birds and when it gets dark, the nightingale. The house itself also leaves nothing to be desired. Extremely clean, including in the cupboards and drawers. Everything you need is there, but (despite very tasteful decoration) not overcrowded. Just right and everything is very high quality. Super comfortable bed & sofa and beautiful bathroom. Veronica is an outstanding host and her mother (who welcomed us) is very sympathetic. We received gifts directly from the garden and Veronica is responsive and extremely accommodating in communication. You can tell from the beginning to the end how much love is in this house.

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

  • Total rentals

    360 properties

  • Nightly prices starting at

    $62Ā AUD 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