
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

In Tuscany between Siena Arezzo, near Chianti
We had a perfect break in Lorenzaās 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.

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

Casa del Giardino
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.

La Perla del Lago Holiday home
What a spot!! Stunning views and Saverio is an amazing host, waited to let us in personally and was super friendly š

Casa Al Poggio & Chianti view
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 āhomeā 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 hereā¦you wonāt want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We canāt wait to go back.

Podere Piazza house with panoramic view
Canāt 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!!!

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!

Tuscany House | View Breathtaking
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

Tuscan cottage with an heavenly view
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!!

GUIDI POWER
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 ā for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hostsā home-cooked meal. It is a culinary experience in the very best sense.

Relax between Siena and Valdorcia
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!

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.

Apartment in Farmhouse with swimming pool Tuscany 2
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.

"La Luna" Apartment with pool
Nice place with beautiful pool and view for the price. Mary is responsive and helpful

The Farmhouse Cottage
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

Il Nido - a romantic fire pit
This is a phenomenal place. One of the best Airbnbās Iāve stayed at (and Iāve 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 youāre debating. A+ in every way
Private, pet-friendly home rentals

The Biricocolo Cottage
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

Fede and Romy's Nest
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 !

Casa Ora d"Oro - Panoramic Views
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!

L'Oliviera, 2 bedrooms stylish apartment
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!

Amazing Tuscany Villa, FREE parking
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.

Resort Panoramic view - Free parking
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.

"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!

Your Tuscan oak tree house, enchanting Val d'Orcia
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
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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
- Kite Beach Fiumara
- Marina di Grosseto beach
- 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