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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
Home in Borgo San Lorenzo
4.83 out of 5 average rating, 311 reviews

Casa di campagna in Mugello

Ubaid UrRating, 5 stars3 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 favourite
Home in San Miniato
4.92 out of 5 average rating, 123 reviews

Private villa/swimming pool in Tuscany

ThomasRating, 5 stars2 weeks ago
Lorenzo ist ein sehr netter Typ, äußerst hilfsbereit. Zuerst haben wir seine kulinarischen Selfmade-Willkommensgrüsse genießen dürfen, grandios! Eine große Hilfe war der selbstverfasste Tourist Guide mit seinen persönl. Tipps zu den Highlights aus der Nähe aber auch aus umgebenden Regionen. Auf einem Kamm, in einem wunderschönen Grundstück liegt die hübsche Small Villa, die nur durch ihre verträumte Lage im Hang äußerlich klein wirkt. Innen ist sie sehr geräumig mit hohen Zimmerdecken und durch die großen Glasflächen vom Licht durchflutet. Viel Grün ringsum (z.Zt. mit herrlichem Farbenspiel u. Duft vom Blauregen). Premium ist der Ausblick von der Terrasse - ich habe mich aber in den Blick vom Tor in das nordwestl. Tal verliebt. Die 10 Schritte sind ein ‘must have’ bei Sonnenuntergang. Ob Meer, Florenz oder San Gimignano - nix weiter als ne Stunde Fahrt entfernt. Wer Ruhe abseits der Touris sucht, dem sei San Miniato unbedingt ans Herz gelegt. Unbedingt Buchen! Mille Grazie Lorenzo
Top guest favourite
Home in Palaia
4.94 out of 5 average rating, 197 reviews

AL CASTELLO DELLA MONTACCHITA WHOLE APARTAMENT

EinavRating, 5 stars2 weeks ago
A magical place! we loved the peace and quiet, the view is gorgeous and the place had everything we needed. Isabella and her husband are extremely nice and helpful, our interactions with them were really good and they went out of their way to accommodate us. The stairs are a little on the small size and the wifi is really slow (so is the 4G internet since there is low reception there) so it's not for everyone, but if you choose to stay at Isabella's place, you won't regret it!
Top guest favourite
Home in Subbiano
4.99 out of 5 average rating, 78 reviews

Romantic cosy flat - Toscana Italy

DavidRating, 5 stars7 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 favourite
Home in Quota
5 out of 5 average rating, 19 reviews

Casa Merli - Le case di Quota

GiovanniRating, 5 stars1 week ago
Un sogno che diventa realtà, uno dei borghi più belli d'Italia dove regna pace ,tranquillità e semplicità. Borgo di Quota a 10 minuti dal paese Poppi percorrendo una strada di tornanti ben mantenuta accessibile a tutti,tra l'altro nel paese di Poppi puoi trovare tutti i servizi possibili. Una menzione particolare alla Host Claudia , persona stupenda così come l'appartamento. Ma penso che le parole non bastino un posto così bisogna viverlo,e aggiungo che in zona si mangia davvero bene. Dimenticato a Quota troverete anche una bottega rifornitissima gestita da persone speciali.
Superhost
Home in Monteroni d'Arbia
4.87 out of 5 average rating, 188 reviews

La Torre di Corsanello

ShannonRating, 5 stars2 weeks ago
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
Guest favourite
Home in Casamona
4.87 out of 5 average rating, 142 reviews

Stone Cottage in Tuscan Countryside

RenateRating, 5 stars2 months ago
Das Haus ist wunderbar, ein altes Steinhaus, liebevoll und gemütlich eingerichtet. Trotz des kalten Wetters war es kuschelig warm. Die Umgebung ist wunderschön, wir konnten direkt vom Haus aus in die toskanische Landschaft mit herrlichem Ausblick wandern.
Superhost
Home in Capraia e Limite Capraia e Limite
4.85 out of 5 average rating, 239 reviews

Lovely Apartment with garden

LukasRating, 5 stars2 months ago
Jättehärlig lägenhet i en väldigt mysig liten stad. Silvia och hennes man Lorenzo var mycket tillmötesgående och snälla. Toppen ställe! Dock.. tror jag att det behövs sättas in en fläkt i badrummet då det blev väldigt immigt och fuktigt, även med fönster och dörr öppen. Fukten satte sig även i väggarna och man såg mögel-liknande märken på väggarna. Tror inte det är något farligt men något som bör åtgärdas. Annars, jättefint och rekommenderar starkt! Tack Silvia och Lorenzo för att vi fick bo hos er!

Pet-friendly home rentals with a pool

Guest favourite
Home in Florence
5 out of 5 average rating, 9 reviews

La Limonaia della Torretta

OksanaRating, 5 stars1 week 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
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
Farm stay in Palaia
4.72 out of 5 average rating, 25 reviews

Cozy first floor apartment

BahriyeRating, 5 stars9 months ago
Eine traumhafte Zeit. Wir waren mit unseren 2 Kleinkindern bestens zufrieden. Die Wohnung sah viel besser als wie auf den Fotos aus. Blitzblanke und gut ausgestattete Küche. Den meisten spaß hatten wir am Pool, wunderschöne Aussicht und super ruhig. Nur 45 min. von Pisa Turm entfernt. Die Gastgeberin war sehr nett und hilfsbereit. Wir werden auf jeden Fall wiederkommen.
Guest favourite
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
Die Unterkunft ist wirklich ein Traum! Wir hatten eine schöne, erholsame Zeit bei Deborah. Der Pool und die Lage ist toll und Deborah gibt super Empfehlungen, ist total warmherzig und man fühlt sich wie zuhause. Und hat es so gut gefallen, dass wir nochmal wiederkommen möchten!
Superhost
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

ValentinaRating, 5 stars25 months ago
Tutto perfetto, un posto meraviglioso immerso nel verde con vista a 360 gradi sulla Val d'orcia! Roberto è molto cordiale e simpatico, ci ha dato la possibilità di accendere il caminetto che per il nostro weekend romantico è stata la ciliegina sulla torta. Assolutamente consigliata la degustazione dei vini dell'azienda!
Superhost
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
Home in Casanova
4.89 out of 5 average rating, 37 reviews

Casa Liliana

LaurienRating, 5 stars1 week ago
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

Top guest favourite
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

Pettirosso - 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 favourite
Farm stay in Bucine
4.98 out of 5 average rating, 43 reviews

Boggina. Private villa with pool, walk to village

AnnaRating, 5 stars8 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 favourite
Condo in San Miniato
4.91 out of 5 average rating, 109 reviews

Renaissance Residence In San Miniato with a view

DesgaultièresRating, 5 stars6 days ago
Nous regrettons de ne pas être restés plus longtemps chez Leonardo nous avons adoré son logement et sa vie imprenable. Le super accueil de Leonardo et sa disponibilité. Nous nous sentions chez nous et n’avions pas envie de repartir.
Superhost
Apartment in Monterotondo Marittimo
4.74 out of 5 average rating, 35 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

FabioRating, 5 stars6 months ago
Innanzitutto vorrei sottolineare la disponibilità e la cortesia delle persone che ci hanno accolto. L'agriturismo si trova abbastanza vicino a luoghi d'interesse e allo stesso tempo ben isolato perché sopra una collina... ideale! La struttura è ampia e ben organizzata in due blocchi e questo assicura calma e privacy. L'appartamento molto grazioso, rustico e accogliente.
Superhost
Condo in Ponteginori
4.87 out of 5 average rating, 15 reviews

Romantico e accogliente bilocale

GabriellaRating, 5 stars8 months ago
Splendido luogo tra Cecina e Volterra per soggiornare in piena tranquillità e relax tra le colline toscane, panora e tramonto fantastico. Comodo per visitare borghi medioevali e non lontano dalla famosa costa degli etruschi e per chi ama le città si può raggiungere Pisa e Siena. Fausto è un host fantastico, preciso e disponibilissimo, ma non invadente, ci ha fornito indicazioni sui luoghi da visitare, le spiagge tipiche e anche i ristorantini molto carini nelle vicinanze. Il nostro soggiorno è stato piacevole e rilassante quello che desideravamo era stare lontano dalla confusione e dallo stress quotidiano, se questo è quello che cerchi qui lo trovi ...sentirai solo il "rumore" delle cicale.
Superhost
Apartment in Pontassieve
4.8 out of 5 average rating, 15 reviews

Casa Bruna

MonikaRating, 5 stars6 months ago
Giulietta und ihre Familie haben uns sehr zuvorkommend behandelt und uns herzlich aufgenommen. Wir sind leider sehr verspätet angekommen, unter Umständen die wir nicht beeinflussen konnten. Giuliettas Mann hat extra spät in der Nacht auf uns gewartet. Alles weitere konnten wir am nächsten Tag klären. Alle unsere Fragen wurden geklärt und leider fehlte das warme Wasser, was aber umgehend behoben wurde. Leider konnten wir nur zwei Nächte in dieser Unterkunft verbringen, da wir auf der Durchreise bei Freunden in der Umgebung zu Besuch waren. Wir können die Unterkunft empfehlen und würden wieder buchen. Man muss einfach wissen, dass die Strassen zum Haus recht abenteuerlich sind. Aber man gewöhnt sich daran. :-) Vielen Dank für all das Verständnis und Entgegenkommen!
Guest favourite
Villa in Murlo
5 out of 5 average rating, 14 reviews

Pompana Rustic Charm Casale

Martina SindoniRating, 5 stars6 days ago
La casa era molto bella, curata nei minimi dettagli con grande gusto. Tutto era pulito, ordinato e ben tenuto, rendendo il soggiorno davvero piacevole. Grazie per l’ospitalità e arrivederci!

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

Destinations to explore