
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.

Private villa/swimming pool in Tuscany
We are 2 couples from Australia and we don’t want to tell you how much we loved this place in case it’s not available for us to book again! Everything about Lorenzo’s place was perfect. The rain had caused a few problems but it was all sorted v. quickly. His instructions to arrive via Google Maps worked v. well. We felt like we were truely at home in a luxury hotel. The fireplace was fun - outdoor bbq great -beds so comfortable- showers lovely. Just note:- one bathroom is downstairs from the bedrooms. Everything we needed for cooking in the kitchen for 2wks. The restaurants in San Miniato however are fabulous especially our favourite bar Ethan’s. It’s a 10 minute easy walk into the old centre. We enjoyed an amazing Farm-cooking experience at Francesco’s place - ask Lorenzo about it.

Tuscany .Countryhouse on the Florence's hills
Staying at Flora's was nothing short of magical! We spent a week at Flora's with our kids (3.5 and 6.5) during April and had a lovely time. The unit is comfortable, well kept and cosy. The surroundings are quiet and picturesque. The location makes it easy to travel around northern Tuscany in a rental car, and you can also park at the town nearby (2 mins drive) and take the bus to Florence (which takes about 30 minutes). Flora herself is a kind and attentive host and made us feel so welcome. Our kids loved playing with Goofy the dog and watching the chickens from across the fence. The fresh eggs, olive oil, cookies and sweet wine were a nice and welcoming touch. We feel lucky to have had the opportunity to say at Flora's and would wholeheartedly recommend it!

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

Jenny's Barn
The Vacation was a dream😍 We visited Jennys Airbnb with out Dog Falko and he absolutely loved it. The View was breathtaking and Jenny was always available and cared for us in the best way. If you want a relaxed vacation without any doubts and worries Jennys House is the perfect place for that. Thank you for that nice vacation Jenny and Marco❤️

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 is 10 minutes from the town of Poppi along a well-maintained road of hairpin bends accessible to all, among other things in the town of Poppi you can find all possible services. A special mention to the Host Claudia, a wonderful person as well as the apartment. But I think words are not enough for a place like this, you have to experience it, and I'll add that the food in the area is really good. At Dimenticato a Quota, you'll also find a well-stocked shop run by special people.

Stone Cottage in Tuscan Countryside
Great stay and great host!

Lovely Apartment with garden
Lovely apartment in a very cozy little town. Silvia and her husband Lorenzo were very accommodating and kind. Great place! However.. I think it is necessary to insert a fan in the bathroom as it became very foggy and humid, even with windows and door open. The moisture also sat down in the walls and you saw mold-like marks on the walls. Don't think it's anything dangerous but something that should be fixed. Otherwise, great and highly recommend! Thank you Silvia and Lorenzo for letting us stay with you!
Pet-friendly home rentals with a pool

Vacation immersed in the Tuscan countryside 'Canaiolo'
We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria

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!

Ulivo - Charming apartment in the countryside
Wow, what a beautiful spot, secluded but centrally located so that it is an easy drive to so much of the umbira/tuscany area. Simona was so helpful, responsive, and generous and we felt right at home. Highly recommended!

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.

Cosy small apt, old farm - pool
It's a nice place away from the city. I can fit you if you want just lay down all days and relax on the sum without walking or driving anywhere.

Maria Chiara, Pool & Botanical Park
We had a nice weekend in the tranquility of the Tuscan hills in an area not far from Arezzo. The pool is quite large and you can relax quietly on the sun loungers. The apartment is very cozy and equipped with everything you need with an outdoor patio to have breakfast or meals. Finally, another plus point goes to Marika for the hospitality, hospitality and description of the place with the various activities to do. A truly impeccable host from whom you can see a true passion for her work by taking care of the maintenance of common spaces

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.

La Manonera Farmhouse "La Casa Rosa for families"
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)
Private, pet-friendly home rentals

Casa Fattore - Tuscan countryside house
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

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
polecam

[15 min da Montepulciano] Villa Chiara
Great location and the 2 full size bathrooms were nice!

Cozy house in the vineyard -Fogliadalloro-
quiet place both for us and for our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will return as soon as possible!!!

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
ﺩ.ﺇ220 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
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- CavallinoMatto
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Stadio Artemio Franchi
- Mercato Centrale
- Piazza della Repubblica
- The Boboli Gardens
- Teatro Verdi
- Pitti Palace
- Basilica di Santa Croce
- Pinocchio Park
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Tuscanyhall
- Palazzo Vecchio
- Cavallino Matto