
Pet-friendly vacation rentals in Gaiole in Chianti
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Top-rated pet-friendly home rentals in Gaiole in Chianti
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Pet-friendly house rentals

Country house in Mugello
Lucrezia is a great person and she welcomed us at the entrance. We had a pleasant and peaceful stay. The only thing I would highlight is to be careful of any consumables as most of the stuffs expired many years ago and she still kept it, I don’t know for what reasons.

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT
We had a great time at this place in a great location, with simply beautiful views! The sunsets were awesome. The accommodation is very well equipped, comfortable and perfectly suited to feel at home. A big thank you to Isabella for her warm welcome and valuable advice throughout the stay.

Antico Borgo Ripostena – n. 8 Old House
Tucked away from the bustling tourist trails, this place in the Tuscan hills was a serene haven that exceeded our expectations in every way. It offered the perfect blend of tranquility and activity, making it an ideal choice for those seeking a genuine Tuscan experience without the crowds. Perched on a hill, the apartment provided breathtaking views of the rolling Tuscan landscape. The surrounding countryside, dotted with vineyards and olive groves, was a feast for the eyes and a haven for nature lovers. Despite its secluded location, the apartment was well-connected to nearby towns, allowing for easy day trips to explore the region's rich history and culture. The apartment itself was immaculately clean and well-maintained, with comfortable furnishings that made us feel right at home. The spacious rooms were tastefully decorated, reflecting the traditional Tuscan style while offering all the modern amenities one could need.

Romantic cosy flat - Toscana Italy
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz

Casa Merli - Le case di Quota
A dream come true, one of the most beautiful villages in Italy where peace ,tranquility and simplicity reign. Borgo di Quota 10 minutes from the village Poppi along a well-maintained bending road accessible to everyone,among other things in the village of Poppi you can find all the services possible. A special mention to Host Claudia , a wonderful person as well as the apartment. But I think words are not enough for a place so you have to live it,and I add that you eat really well in the area. Forgotten in Quota you will also find a very well-stocked shop run by special people.

The Tower of Corsanello
Filippo and Theresa were so sweet and accommodating. We had some travel delays and they went out of their way to accommodate. The house and land around it is spectacular. We were able to take lots of photos for senior pictures for our daughter and landscape photos. Overall it’s a beautiful place

LETIZIA'S HOUSE
It was a great hosting Home offers everything you need. Enzo is a wonderful host. We received instructions and tips on everything we needed. Perfect location in the Village. Excellent utensils, linens and towels. We recommend and will be back! Thank you Enzo and Mioara.

Stone Cottage in Tuscan Countryside
Great stay and great host!
Pet-friendly home rentals with a pool

The Limonaia della Torretta
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!

Villa for 22 people w/private pool
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.

Villa Piandarca "Glicine"-Tuscany-Chianti-pool
We had a great stay at Piandarca. Davide met us at check-in and showed us to our apartment. After check-in offered welcome drinks which we enjoyed in the nearby veranda. The entire property is beautiful, with plenty to explore. Very pet friendly as well (a few dogs, cats, chickens, etc.). Plenty of amenities available, including optional extra's. We took advantage of a cooking class on-site one rainy afternoon, which was led by Anna and Davide in their on-site kitchen. As a group of Americans who can't speak any Italian, taking a cooking class led by the lovely Anna who can't speak English, was a very entertaining evening (it's all in the hand movements!). Luckily we had Davide to translate for us when needed. Our stay was the first week in October, and while the pool was open, it was too cold to use.

Cozy first floor apartment
A fantastic time. We were very satisfied with our 2 toddlers. The apartment looked much better than in the photos. Sparkling clean and well equiped kitchen. We had the most fun by the pool, beautiful views, and super quiet. Only 45 min. from Pisa Tower. The hostess was very nice and helpful. Will definitely visit again.

Tuscan country apartment in a lovely olive grove
Deborah is a great hostess. She took great care of us. We've never had such a great host. The surroundings are very nice for a relaxing stay in Tuscany and a good base to explore the area. We can only recommend Deborah and Katia's apartment.

Oleandro real farm house in the Tuscan countryside
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.

CountryHouse: Romantic Studio Apt AirCo and pools
This is a jewel of a property. We were looking for a restful and relaxing place in the Italian countryside and this is it!! The amenities are great, Ilario and his wife and their son, Ricardo are lovely people and they are so grateful for your business and make you feel right at home! Our rental unit was spotless and the kitchen has everything you need to cook meals in house of which we did. The bed is very comfortable!! Even though you are out in the country you are still close enough for many of the beautiful sights of this part of Italy. We will definitely return!!

Casa Liliana
We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.
Private, pet-friendly home rentals

Medieval Cottage near Cortona
Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!

Back Home - Apartment in Pienza
Valeria is always kind and available. Arriving with bicycles was super flexible on check-in time and made us fix the bikes in the house without any problem. Clean and comfortable apartment and just outside the walls of Pienza, therefore foreign to the tourist hustle and bustle. I recommend it

Robin - Rifugium
*Super super nice and relaxing* We had a great time and, above all, the relaxation we were longing for. The view was even more beautiful than we expected from the photos. Daniele was a perfect and very nice host. The accommodation inside and outside was also 100% what we had hoped for. Highly recommended!

Boggina. Private villa with pool, walk to village
Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊

Renaissance Residence In San Miniato with a view
Incredible location and views.

Two-room apartment by Gigi
⸻ Perfect stay! The house is really super tidy, with attention to detail, small but with everything you need: comfortable, cozy and with all the comforts. They also made us find a breakfast kit that was a very welcome surprise! The hosts were exceptional: super attentive, helpful, and kind. They guided us step by step on how to access the house. At the end of the stay we left the keys to the father, a really exquisite and friendly person, he made us feel at home. A very positive experience, highly recommended! We would definitely come back.

Romantic and cozy two-room apartment
Beautiful place between Cecina and Volterra to stay in complete tranquility and relaxation in the Tuscan hills, panora and fantastic sunset. Convenient to visit medieval villages and not far from the famous Etruscan coast and for those who love cities you can reach Pisa and Siena. Fausto is a fantastic host, accurate and very helpful, but not intrusive, he gave us directions to places to visit, typical beaches and also very nice restaurants nearby. Our stay was pleasant and relaxing what we wanted was to stay away from the confusion and daily stress, if this is what you are looking for here you can find it... you will only hear the "noise" of cicadas.

Casa Bruna
Giulietta and her family treated us very courteously and warmly welcomed us. Unfortunately, we arrived very late, possibly which we could not influence. Giulietta's husband was waiting for us extra late at night. Everything else we were able to clarify the next day. All our questions were answered and unfortunately the hot water was missing, which was resolved immediately. Unfortunately, we were only able to spend two nights in this accommodation as we were passing through with friends in the area. We can recommend the place and would book again. You just have to know that the roads to the house are quite adventurous. But you get used to it. :-) Thank you for all the understanding and kindness!
Quick stats about vacation rentals that are pet-friendly in Gaiole in Chianti
Total rentals
20 properties
Nightly prices starting at
$83 CAD before taxes and fees
Total number of reviews
520 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Castello di Spaltenna, Osteria Al Ponte, and Comune Di Gaiole In Chianti
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Mercato Centrale
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- The Boboli Gardens
- Pinocchio Park
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Santa Maria della Scala
- Casa Barthel
- Teatro Verdi