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Pet-friendly vacation rentals in Gaiole in Chianti

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Gaiole in Chianti pet-friendly home rentals

Pet-friendly house rentals

Superhost
An exterior view of a rustic house showcases a spacious patio surrounded by lush greenery. Potted flowers and plants line the wooden fence, enhancing the inviting atmosphere. A gazebo can be seen on the patio, providing shade for outdoor relaxation.
Home in Borgo San Lorenzo
4.83 out of 5 average rating, 310 reviews

Country house in Mugello

Ubaid UrRating, 5 stars2 weeks ago
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.
Guest favorite
A vibrant pink villa is framed by lush greenery, while a spacious gravel area leads to the entrance. Surrounding views of the Tuscan hills are visible in the background, complementing the rural charm of the setting.
Home in San Miniato
4.92 out of 5 average rating, 123 reviews

Private villa/swimming pool in Tuscany

MichelleRating, 5 stars3 weeks ago
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.
Top guest favorite
A serene garden area features well-maintained grass bordered by lush trees and shrubs. Two lounge chairs are positioned for relaxation under the dappled sunlight, while a terracotta pot with a plant adds a decorative touch. The peaceful ambiance is complemented by the surrounding greenery.
Home in Bagno A Ripoli
4.99 out of 5 average rating, 158 reviews

Tuscany .Countryhouse on the Florence's hills

OpherRating, 5 stars1 week ago
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!
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars6 months ago
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
Guest favorite
Home in Scrofiano
4.96 out of 5 average rating, 142 reviews

Jenny's Barn

SusanRating, 5 stars1 week ago
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❤️
Guest favorite
Aerial view of a quaint village nestled in lush green hills, characterized by charming stone buildings with terracotta roofs. The layout of the village is visible, with winding paths and patches of greenery interspersing the homes.
Home in Quota
5 out of 5 average rating, 18 reviews

Casa Merli - Le case di Quota

GiovanniRating, 5 stars4 days ago
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.
Guest favorite
The exterior of a restored stone house is showcased, featuring natural stone walls adorned with potted plants and flowers. A wooden bench sits invitingly near the entrance, and a soft curtain sways in the light breeze, adding a touch of charm to the peaceful setting.
Home in Casamona
4.87 out of 5 average rating, 142 reviews

Stone Cottage in Tuscan Countryside

BasRating, 5 stars2 weeks ago
Great stay and great host!
Superhost
A private garden area features a wooden dining table surrounded by chairs. Climbing greenery provides shade, while colorful flowers add natural beauty. The entrance to the apartment is visible, showcasing large windows with shutters, highlighting a peaceful outdoor setting.
Home in Capraia e Limite Capraia e Limite
4.85 out of 5 average rating, 238 reviews

Lovely Apartment with garden

LukasRating, 5 stars1 month ago
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

Superhost
A large outdoor swimming pool is visible under a clear blue sky, surrounded by lush greenery. The tranquil water reflects the sunlight, creating a calming atmosphere. Vegetation frames the scene, enhancing the privacy of the pool area.
Home in Montespertoli
4.83 out of 5 average rating, 70 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

WernerRating, 5 stars7 months ago
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
Guest favorite
A lush garden is foregrounded with vibrant lavender flowers, leading to a private pool surrounded by manicured grass. Tall cypress trees stand in the background, complementing the greenery and the relaxing atmosphere of the outdoor space.
Home in Florence
5 out of 5 average rating, 9 reviews

The Limonaia della Torretta

OksanaRating, 5 stars5 days ago
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!
Superhost
A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.
Apartment in Castiglione del Lago
4.91 out of 5 average rating, 137 reviews

Ulivo - Charming apartment in the countryside

SteveRating, 5 stars2 days ago
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!
Superhost
A large outdoor swimming pool with a surrounding tiled area is featured, furnished with sun loungers and umbrellas. In the background, a rustic stone building is visible, with a shaded terrace offering additional seating, set against a backdrop of greenery and a bright blue sky.
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
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.
Superhost
An aerial view captures expansive green fields stretching across the landscape. A tree-lined road divides the fields, leading to a cluster of buildings, including a house with a terracotta roof. Nearby, a serene pool is visible within the property's surroundings.
Apartment in Bibbiena
5 out of 5 average rating, 4 reviews

Cosy small apt, old farm - pool

NazarRating, 5 stars11 months ago
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.
Superhost
Apartment in Cicogna
4.8 out of 5 average rating, 10 reviews

Maria Chiara, Pool & Botanical Park

SaraRating, 5 stars20 months ago
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
Superhost
Apartment in Terranuova Bracciolini
5 out of 5 average rating, 4 reviews

Villa Piandarca "Glicine"-Tuscany-Chianti-pool

NateRating, 5 stars6 months ago
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.
Superhost
Farm stay in Montepulciano
4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars7 months ago
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

Guest favorite
A narrow staircase made of stone features wooden handrails along the walls, leading to an open doorway at the top. A rustic wooden bench is positioned against the left wall, with artwork framed above it, adding character to the inviting entryway.
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
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.
Top guest favorite
An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.
Apartment in Pienza
4.9 out of 5 average rating, 163 reviews

Back Home - Apartment in Pienza

MorganRating, 5 stars1 month ago
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!
Superhost
Vacation home in Greve in Chianti
5 out of 5 average rating, 3 reviews

Robin - Rifugium

EvaRating, 5 stars45 months ago
*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!
Guest favorite
Farm stay in Bucine
4.98 out of 5 average rating, 43 reviews

Boggina. Private villa with pool, walk to village

AnnaRating, 5 stars7 months ago
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 😊
Guest favorite
A breathtaking panoramic view of rolling hills enveloped in morning mist can be seen at sunrise. Soft pastel hues of orange and blue fill the sky, creating a serene atmosphere. Lush green trees frame the image, enhancing the sense of tranquility.
Condo in San Miniato
4.91 out of 5 average rating, 107 reviews

Renaissance Residence In San Miniato with a view

TomaszRating, 5 stars1 week ago
polecam
Superhost
A spacious bedroom features a comfortable bed with a quilted cover, flanked by windows that provide natural light. A small desk and chair are situated adjacent to one window. Wooden furniture adds a rustic feel to the warm-toned room.
Home in Montefollonico
4.89 out of 5 average rating, 18 reviews

[15 min da Montepulciano] Villa Chiara

JoeRating, 5 stars7 months ago
Great location and the 2 full size bathrooms were nice!
Guest favorite
A bright bedroom features a spacious bed adorned with natural-toned linens and decorative pillows. A large window allows light to fill the space, showcasing a view of greenery outside. A wooden cabinet and bookshelf are positioned against the wall, enhancing the room's functionality.
Condo in Arezzo
4.76 out of 5 average rating, 29 reviews

Cozy house in the vineyard -Fogliadalloro-

LeonardoRating, 5 stars4 months ago
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!!!
Superhost
An inviting swimming pool is surrounded by lush greenery, offering serene views of the rolling hills. Sun loungers are positioned nearby, providing a comfortable space for relaxation. The clear blue sky complements the picturesque landscape, enhancing the tranquil ambiance of the area.
Apartment in Pontassieve
4.8 out of 5 average rating, 15 reviews

Casa Bruna

MonikaRating, 5 stars6 months ago
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

Destinations to explore