
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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Popular amenities for Gaiole in Chianti pet-friendly home rentals
Pet-friendly house rentals

Amore in Chianti
Non posso fare altro spendere buone parole per questa esperienza fantastica e complimentarmi con Riccardo per la gestione che riserva ai suoi clienti che tratta come fossero amici di vecchia data. Tutto perfetto..posizione ottimale a 10 minuti da Greve in Chianti,e circondato da aziende agricole e vigneti,ottima pulizia e alloggio molto molto particolare e curato nel dettaglio,sia all'interno che all'esterno dove si ha a disposizione il parcheggio coperto per la macchina e un grandissimo giardino che offre una visuale mozzafiato e panoramica sulla vallata. Riccardo disponibilissimo a chiarire ogni aspetto non solo riguardo la sua struttura ma anche di tutto ciò che lo circonda,pronto a consigliarvi e a darvi spiegazioni e indicazionii di ogni genere per rendere ottimale il vostro soggiorno. Quando tornerò da quelle parti passerò sicuramente a trovarlo.

Torretta Apartment
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

Casa del Giardino
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.

Podere Piazza casa con vista panoramica
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!

La Casa di Nada Home
The main thing is Nada' s attention to every communication you sent, she responds the same day. Anything you asks for within reason, you get from Nada. It was a new experience for us in Tuscany but her property is combiniently located within 40 minutes to an hour and 30 from all the Tuscany turistic places.

House in Heart of chianti
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.

Paluffo Stillo House
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!!!

Bed and Breakfast CASA CERNANO
Wat een heerlijk verblijf! Een brandschone kamer met een heerlijk bed. De douche was ook fantastisch. Het contact met Catherina was zo ontzettend warm en gezellig! Wat een geweldig verblijf. Dankjewel!
Pet-friendly home rentals with a pool

Wonderful country house
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

Farmhouse with swimming pool with wonderful view
Si vous cherchez un endroit paisible avec une vue incroyable et une très belle piscine en plus n’hésitez pas à séjourner dans cet endroit magnifique. Plusieurs terrasses pour déjeuner/diner seul ou à plusieurs. Ce que nous avons aimé sont les rencontres avec les autres hôtes sur les terrasses ou autour de la piscine et de partager le couché de soleil ensemble à couper le souffle. Merci Flavio

Torre dei Belforti
This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.

Esplora la natura al centro di Vigneti Chianti
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.

Country house 9 km to Florence-2+1g,free parking
We will definitely be back! The location is about 30-40 minutes from the main city in Florence. Federico recommended we rent a car but we didn’t want to drive in an area we were unfamiliar with. We were provided with the bus schedule which was very easy to take to the city. We planned ahead and bought some groceries in Florence before heading back to the property. We got lucky with getting taxis at the property to eat at a nearby restaurant (Ristorante San Martino) but it wasn’t as convenient as getting one in Florence (had to wait a bit). The place was just as described, very relaxing and just what we wanted! All in all a great experience. We were so sad to leave!

Il Roseto: your Villa in Tuscan Countryside
Odina was the perfect spot to relax. Beautiful and comfortable accommodation, wonderful dinners and great communication. Would definitely recommend Odina to people wanting to get away from the city and relax in the countryside.

loft nel cuore del chianti toscano
Très bon séjour passé chez Giulia. Maison agréable et spacieuse. Bon emplacement pour découvrir le Chianti et ses chemins blancs.

Poggio del Fattore-Villa with pool,hilltop,Chianti
Unser Aufenthalt bei Marta und ihrer Familie hätte schöner nicht sein können. Wir haben uns vom ersten Moment absolut wohl gefühlt. Das Anwesen ist absolut weitläufig, liebevoll ausgestattet, unglaublich toll gepflegt und mit Liebe geführt. Marta und Ihre Familie sind absolut liebenswert und kümmern sich ganz reizend um ihre Gäste. Es werden einem alle Wünsche erfüllt. Der Pizza-Abend war ganz wunderbar und für uns ein gelungener Abschluss unseres Aufenthaltes. Wer traumhaftes, abgelegenes toskanisches Ambiente und liebevolle Gastgeber sucht ist in "Poggio del Fattore" genau richtig.
Private, pet-friendly home rentals

Borgo Iesolana Suite Superior
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

Transito Divino Gaiole
Appartamento curato, host disponibile... tutto molto bello! La chicca, la vasca idromassaggio. Consigliatissimo

La Casa del Briga
Uno de los mejores lugares en los que nos hemos quedado y explicó porqué: Monia y su hija Giusy han sido muy amables, buenas anfitrionas y responden rápido. El lugar nos ha encantado: perfecto para desconectar y pasar rodeados por naturaleza en una casa grande, limpia y cómoda. Además, la casa ha venido muy bien abastecida, sobre todo la cocina: nos dejaron muchas cosas para desayunar y también para la cena, que nos alcanzó para más de un día sin tener que ir. hacer la compra del supermercado! También como padres valoramos mucho que la cuna para nuestra bebé haya sido de las de madera, con su colchón y todo, como en casa. No era una cuna de viaje, así que resultó súper cómodo para nuestra bebé. Asimismo, tenían un cambiador y trona, que nos vinieron genial. En una futura oportunidad, seguro repetiremos!

La Casina
The stay at Paola’s place was great. It was clean, easy to get to by car, and has a small parking lot right next to the door. Everything was as described and Paola responded quickly. Would recommend! You should bring earplugs and be prepared for a slow internet connection. The WiFi is slow and sometimes breaks apart completely, while mobile service isn’t much better. So this is great for a digital detox.

Archi, Appartamento rustico in Toscana
We had a great time staying at Sara's, the hosts are very friendly and kind. The house and the neighborhood are beautiful and quiet, we were able to relax. The apartment had everything we needed. Sara's father also gave us a tour to their museum, we absolutely loved it and great conversation together. Highly recommend!

Stuart White Tea Central Panoramic & Garden
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

Villa le Scope 5*
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!

Agriturismo Casa Giulia di Sopra
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.
Quick stats about vacation rentals that are pet-friendly in Gaiole in Chianti
Total rentals
20 properties
Nightly prices starting at
G$12,539 GYD 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
Comune Di Gaiole In Chianti, Castello di Spaltenna, and Osteria Al Ponte
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Casa Barthel
- Teatro Tuscanyhall
- Palazzo Vecchio