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Pet-friendly holiday rentals in Castellina in Chianti

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Castellina in Chianti pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Montespertoli
4.93 out of 5 average rating, 104 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

SabineRating, 5 stars3 weeks ago
We loved our stay in this beautiful vacation home, perfectly located in the peaceful Tuscan countryside. Sandra is a very attentive host, she was always available for any questions and proactively communicated making the check in process very easy. The house is well appointed. I would like to point out though that only one of the bedrooms has total privacy as the other two bedrooms can only be closed off by a curtain. This contributed to its charm as a lot of the old features of the house were preserved, and wasn't a problem for us. We definitely would come back. Thank you Sandra.
Top guest favourite
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 246 reviews

House for the Coast

CynthiaRating, 5 stars2 weeks ago
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly local residents 🤩😍
Top guest favourite
Home in Siena
4.97 out of 5 average rating, 169 reviews

Secret Garden Siena

SadieRating, 5 stars1 week ago
This house is so beautiful. It is at the bottom of town.. if you drive it’s perfect because you can park near the house, cute coffee shop and free parking if you get lucky! View is so beautiful both from the house and walking into town. I’m really happy with location and house. He was very helpful and responsive. Would stay again!
Guest favourite
Home in Casole
4.78 out of 5 average rating, 147 reviews

House in Heart of chianti

MariRating, 5 stars1 week ago
We loved our stay in Pietro’s beautiful, unique and historical place. The house is charming, well-equipped and spacious, the scenery and view are stunning, and the peace of the mountains is soothing. The drive up the mountains is an experience too! Communication with Pietro was easy, fast and kind.
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars2 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!
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 stars6 days 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!
Top guest favourite
Home in Vaiano
5 out of 5 average rating, 223 reviews

Tuscan cottages in an ancient villa with a garden

JitendraRating, 5 stars2 weeks ago
Loved this place. Exactly what we needed after a trip in Rome. Filipo clearly has a passion for plants and we absolutely loved his gardens. We highly recommend this place for anyone looking to explore this region. We had a rental car and were able to explore and enjoy everything- Florence, Pisa, Siena, Crete senesi and San gimignano.

Pet-friendly home rentals with a pool

Top guest favourite
Guest house in Macciano
4.96 out of 5 average rating, 165 reviews

Tuscan cottage with an heavenly view

BridgetRating, 5 stars6 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
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.
Top guest favourite
Holiday home in Panzano
4.97 out of 5 average rating, 150 reviews

Fienile Santa Teresa

ZoeRating, 5 stars1 day ago
Christine and John were the best hosts, making this incredible location even more enjoyable. They went above and beyond, recommending restaurants, wineries and experiences that made our trip unforgettable. Christine also helped us get our lost luggage back, ringing the airport for us and liaising with a driver in Florence to pick it up and drop it off to us. Incredible service. Absolutely recommend!
Guest favourite
Farm stay in Castellina in Chianti
5 out of 5 average rating, 5 reviews

1st floor apartment with shared pool - 4 pax

GabrielleRating, 5 stars1 month ago
Wow wow wow. This stay was beautiful! Perfect Tuscany country side location, food was great, views spectacular, and the staff was AMAZING. Our group did not have a car (note to future guests, rent a car instead of using public transportation as we did), and the staff went above and beyond to help us. At the end of our stay, the general manager drove us to the train station herself. Truly, the kindest people. Malvi superseded our expectations. From the wine tasting, to checking to make sure we had dinner plans, to staying way later than closing one night to help new guests get settled, to texting us the morning we left to wish us happy travels, she was fantastic. We could not have asked for a better stay in Chianti.
Superhost
Flat in Castellina in Chianti
4.83 out of 5 average rating, 54 reviews

Apartment T4

KatrieRating, 5 stars1 month ago
The stay at Tommaso's farm house was perfect! I would even so it was the highlight of our visit to Tuscany 🙌 Great location near Castellina in Chianti, which made it easy to pick up supplies and visit places nearby. The swimming pool and the view were also just perfect to hang out and relax. Recommend reading the check-in instructions before you get there so you check-in at the right place in town 😅 That was our small mistake, but the people at the hotel check-in were super friendly and helpful. Can totally see us coming back again. Thanks for such an amazing stay!
Superhost
Apartment in Castelfranco di Sopra
4.83 out of 5 average rating, 251 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars6 days 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
Flat in La Presura
4.93 out of 5 average rating, 146 reviews

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

AndreaRating, 5 stars2 weeks ago
This was such an amazing stay! Very quiet, peaceful, and relaxing stay far away from the major cities. Beautiful views from everywhere! Would recommend doing their wine tour on site. It was fun, informative, and delicious! You definitely will need a car to get to this place in addition to restaurants and grocery stores. Would highly recommend this place!
Guest favourite
Flat in Greve in Chianti
4.9 out of 5 average rating, 106 reviews

casa mezzomonte Apt Timo

JisunRating, 5 stars1 week ago
I had a happy time in a house that looked like it was in a movie in a beautiful natural environment. I think I'll keep my time in Kian Tti as a good memory thanks to the kind and friendly host who responds so quickly. It was a little difficult at first for the city girls who were new to the road to the accommodation, but it wasn't difficult when they got used to it. It's perfect for watching the sunrise and sunset. I left today, but I want to go again.

Private, pet-friendly home rentals

Superhost
Home in Castellina in Chianti
4.77 out of 5 average rating, 13 reviews

Calcinaia Power

HollyRating, 5 stars9 months ago
We had a beautiful stay at Alessandro’s property. The property is in the middle of the Tuscan hills with gorgeous views on all sides and feels very undisturbed and untouched. We were super lucky to have the place to ourselves the whole time and felt totally at peace. The apartment was beautiful and incredibly spacious with everything we needed, with lots of space in the grounds to go for walks and sit outside and enjoy the views and weather. Panzano is only a 7 minute drive away for supermarkets (small Co-op and village shop etc) and restaurants, and Alessandro was very responsive when we had any questions or if we needed anything. We couldn’t have been happier and will definitely be back next year!
Guest favourite
Flat in Castellina in Chianti
4.81 out of 5 average rating, 21 reviews

At the Poggio della Capannina in Castellina in Chianti

StephanRating, 5 stars1 day ago
We enjoyed staying in Laura's place.
Superhost
Flat in Castellina in Chianti
4.87 out of 5 average rating, 46 reviews

Old farm in the heart of Chianti Merlot apartment

LachlanRating, 5 stars2 months ago
Beautiful farm house in the heart of Tuscany. It was perfect to stay at during my running race in Radda. I would love to stay here during summer! Instructions were slightly confusing in getting to the accomodation (do not follow google maps, they tell you turn off at the wrong road). Also late notification of tourist tax amount made us spend ~1hr going to neighbouring towns to get the money and drop back off.
Top guest favourite
Flat in Sinalunga
4.99 out of 5 average rating, 274 reviews

Resort Panoramic view - Free parking

JamesRating, 5 stars1 day ago
A highly recommended stay! This appartmenrs are located a short drive from the town and are quiet, peaceful, and have stunning views. The apartment was spacious, modern, clean and very comfortable. We would loved to have stayed longer and would definitely book again. The value for the quality of this stay is incredible!
Top guest favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars2 weeks ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Top guest favourite
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 59 reviews

Casa Giulia di Sopra Farmhouse

DarioRating, 5 stars2 weeks ago
What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars1 day 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.
Top guest favourite
Flat in Castellina in Chianti
5 out of 5 average rating, 24 reviews

The memory of Chianti

JuanRating, 5 stars1 month ago
This is by far one of the best apartments we have ever stayed over on vacations, just the right size for a couple, great location close to everything you need in town, Majka was a very helpful, proactive and responsive host, provided accurate and clear instructions, and a flexible check-in/out process. I would recommend Majka's place to anyone without hesitation, the historic downtown is just a block away, easy access to safe parking very close by, a safe and private setting with a beatufull garden courtyard view from our room, lovely, just lovely... we will surely come back and repeat in Castellina in Chianti with Majka.

Quick stats about holiday rentals that are pet-friendly in Castellina in Chianti

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹3,471 before taxes and fees

  • Total number of reviews

    630 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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