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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, 309 reviews

Country house in Mugello

FionaRating, 5 stars2 weeks ago
We had a lovely relaxing stay. The apartment had everything we needed, and we felt very welcome.
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.
Guest favorite
Home in San Marcello Piteglio
4.92 out of 5 average rating, 71 reviews

Le Panche Stone House, Detached with Pool

JoeRating, 5 stars3 months ago
Lovely place and host !
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
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 stars3 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.
Superhost
Home in Monteroni d'Arbia
4.87 out of 5 average rating, 187 reviews

The Tower of Corsanello

DiegoRating, 5 stars2 weeks ago
Filippo and Teresa were great. They made us feel at home and the place was amazing. Recommend it to anyone looking for an authentic Tuscan stay.
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 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 stars4 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 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
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
A shared panoramic swimming pool features clear turquoise water and is surrounded by lounge chairs and umbrellas. Lush greenery and gently sloping hills create a peaceful backdrop, enhancing the outdoor experience for guests.
Farm stay in Palaia
4.72 out of 5 average rating, 25 reviews

Cozy first floor apartment

BahriyeRating, 5 stars8 months ago
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. We will definitely come back.
Superhost
A serene outdoor pool with a stone border is surrounded by lush greenery, offering a peaceful view of the rolling hills in the distance. The bright blue water contrasts beautifully with the natural elements, providing a refreshing spot for relaxation.
Condo in Uzzano
4.81 out of 5 average rating, 21 reviews

Tuscan country apartment in a lovely olive grove

VeraRating, 5 stars8 months ago
The place is really a dream! We had a lovely, relaxing time with Deborah. The pool and location are great and Deborah gives great recommendations, is totally warm and you feel right at home. And we liked it so much that we want to come back!
Superhost
A serene swimming pool is positioned outdoors, with two individuals relaxing at the edge. An expansive view of rolling hills and distant mountains can be seen in the background, accompanied by scattered clouds in a blue sky. Sun loungers and umbrellas dot the pool area.
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
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.
Superhost
An aerial view displays a lush green landscape featuring two swimming pools surrounded by comfortable sun loungers and umbrellas. The area includes several fruit trees and landscaped gardens, alongside cozy accommodations styled with traditional roofs.
Apartment in Paciano
4.83 out of 5 average rating, 41 reviews

CountryHouse: Romantic Studio Apt AirCo and pools

MarkRating, 5 stars6 months ago
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!!
Superhost
Farm stay in Pienza
4.94 out of 5 average rating, 171 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

BradRating, 5 stars1 week ago
Sabrina and her family were very accommodating and amazing host! The whole stay was superb In every way and my whole family as well as myself noted it couldn’t have been a better experience. From the amazing home cooked breakfast, to the cleanliness of the house, and the well thought out and led cooking class/dinner we enjoyed every aspect. Sabrina was very welcoming and made you feel like family :) I would highly recommend to anyone looking for a peaceful farm style stay that wants to experience Tuscany.

Private, pet-friendly home rentals

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 room features a four-poster bed draped with light fabric. An inviting dining area includes a wooden table and chairs. Exposed wooden beams and stone walls create a rustic charm, while large windows offer natural light and views of the outside landscape.
Apartment in Monterotondo Marittimo
4.79 out of 5 average rating, 34 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

MeyyeRating, 5 stars10 months ago
We loved our stay there, will come back anytime
Superhost
A cozy living area features wooden beams and a tiled floor. A dining table with chairs is positioned near a brick wall. A vintage cabinet and a lamp with a floral design are also visible, contributing to the warm ambiance of the space.
Home in Pistoia
5 out of 5 average rating, 5 reviews

Romantic farmhouse between forest and countryside

PaoloRating, 5 stars57 months ago
Romantic Alcova a stone's throw from the city center but with the qualities of the country house, quiet and retired. Beautiful property where we spent a week relaxing and which we used as a base to visit Pistoia and the Apennines. Mrs. Gianna is an impeccable host. I recommend it.
Superhost
The image captures a serene landscape featuring a lush green lawn bordered by dark green trees. A small heated mini pool is positioned nearby, providing a relaxing view of rolling hills under a partly cloudy sky. The peaceful atmosphere is enhanced by the natural surroundings.
Condo in Ponteginori
4.87 out of 5 average rating, 15 reviews

Romantic and cozy two-room apartment

GabriellaRating, 5 stars7 months ago
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.
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

    $60 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 I'GALLETTO BRIACO

Destinations to explore