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Pet-friendly vacation rentals in Castellina in Chianti

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Castellina in Chianti pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Palaia
4.94 out of 5 average rating, 199 reviews

AL CASTELLO DELLA MONTACCHITA WHOLE APARTAMENT

GabrielRating, 5 stars1 week ago
Nous avons passé un excellent séjour dans ce logement idéalement situé, avec une vue tout simplement magnifique ! Les couchers de soleil étaient grandioses. Le logement est très bien équipé, confortable et parfaitement adapté pour se sentir comme chez soi. Un grand merci à Isabella pour son accueil chaleureux et ses précieux conseils tout au long du séjour.
Guest favourite
Home in Certaldo
4.87 out of 5 average rating, 62 reviews

Paluffo Torre House

AzaleaRating, 5 stars2 weeks ago
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.
Guest favourite
Home in Pievescola
4.94 out of 5 average rating, 169 reviews

Antico Borgo Ripostena – n. 8 Casa Vecchia

LisaRating, 5 stars3 weeks ago
Tucked away from the bustling tourist trails, this place in the Tuscan hills was a serene haven that exceeded our expectations in every way. It offered the perfect blend of tranquility and activity, making it an ideal choice for those seeking a genuine Tuscan experience without the crowds. Perched on a hill, the apartment provided breathtaking views of the rolling Tuscan landscape. The surrounding countryside, dotted with vineyards and olive groves, was a feast for the eyes and a haven for nature lovers. Despite its secluded location, the apartment was well-connected to nearby towns, allowing for easy day trips to explore the region's rich history and culture. The apartment itself was immaculately clean and well-maintained, with comfortable furnishings that made us feel right at home. The spacious rooms were tastefully decorated, reflecting the traditional Tuscan style while offering all the modern amenities one could need.
Guest favourite
Home in San Marcello Piteglio
4.9 out of 5 average rating, 72 reviews

Casa in Pietra Le Panche, Indipendente con piscina

DavideRating, 5 stars6 months ago
La casa è veramente ben fornita e Sabrina si è rivelata un’host veramente molto cordiale. Avremo sicuramente piacere di ritornare!
Top guest favourite
Home in Montepulciano
4.97 out of 5 average rating, 37 reviews

Un momento di relax

Rating, 5 stars4 days ago
This place in the Tuscany region has an excellent location—about an hour's drive to Siena. The room is spacious, and the host prepared a generous selection of breakfast items, including freshly baked bread on the day we arrived, which was absolutely delicious. The Wi-Fi was excellent and made it easy for me to upload and organize my photos.
Top guest favourite
Home in Subbiano
4.99 out of 5 average rating, 79 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 stars2 weeks 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 stars3 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

Pet-friendly home rentals with a pool

Guest favourite
Home in Florence
5 out of 5 average rating, 10 reviews

La Limonaia della Torretta

OksanaRating, 5 stars2 weeks 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!
Guest favourite
Guest suite in Venturina Terme
4.93 out of 5 average rating, 46 reviews

BARATTI casale i Salici POOL VIEW

ZoltanRating, 5 stars7 months ago
Es war sehr toll bei Giovanni. Er hat mit einer Karte alles über die Möglichkeiten angezeigt, die es in der Umgebung gibt. Der Pool ist herrlich, man kann sich dort wunderbar erholen und natürlich schwimmen. Die Anlage ist sehr groß und gepflegt, wir konnten dort super mit unserem 15 Monate altem Kind spielen. Außerdem hat Giovanni viele tolle Sachen für den Kleinen gebracht (Spielturm, Hochstuhl, Spielsachen etc .) Auch Monika war super lieb und hat uns bei allem geholfen. Vielen Dank für alles. Wir kommen gerne wieder!
Guest favourite
Apartment in Lastra a Signa
5 out of 5 average rating, 54 reviews

Only long term apt in a 17 century FARM

SarahRating, 5 stars7 months ago
Séjour magique chez Paola. Difficile de décrire en quelques mots toute la gentillesse dont elle a fait preuve avec nous, on s'est tout de suite senti comme chez nous. Paola est venue nous chercher en voiture à la gare et nous a accueillis avec une bonne bouteille de vin et de la pizza - délicieuse -, difficile d'avoir une meilleure arrivée surtout après un long voyage. Elle a été très proactive tout au long de notre séjour et nous a même emmenés une demi-journée dans le Chianti pour que l'on puisse visiter un vignoble car nous n'avions pas de voiture - nous n'en revenons toujours pas de sa générosité ! Elle est aux petits soins avec tous ses invités et sa propriété est magnifique, nous avons bien profité de la piscine et l'appartement est merveilleusement bien décoré et équipé. Nous recommandons fortement de séjourner chez Paola, la meilleure hôte airbnb que nous ayons eue. Encore merci pour tout Paola, vous avez été merveilleuse, et nous rêvons déjà de revenir ! Arrivederci! :)
Top guest favourite
Home in Piano di Coreglia
4.99 out of 5 average rating, 77 reviews

Casa del Sole

ChristianRating, 5 stars7 months ago
Nous avons passé un superbe séjour chez Carlo et Elena. Le jardin clôturé et la piscine étaient de vrais plus. Sans compter toutes les petites attentions que Carlo a pu avoir pour nous, et même un cadeau pour notre petit chiot. Le logement est paisible entouré de montagnes avec une belle vue. Nous recommandons cette maison et son hôte car tout était parfait!
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.
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 stars26 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 stars7 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 stars2 weeks 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

Superhost
Apartment in Cortona
4.6 out of 5 average rating, 5 reviews

Medieval Cottage near Cortona

TommasoRating, 5 stars45 months ago
Un borgo meraviglioso immerso nel verde ma con tutte le comodità per trascorrere giornate all'insegna del relax e della tranquillità. Il borgo è stato ristrutturato in modo perfetto, lasciando intatto lo stile delle strutture. Gli appartamenti sono attrezzati con tutto il necessario e appena si mette piede fuori da casa si gode dei colori e dei suoni della natura, con la possibilità di fare anche un bel tuffo in piscina. Molto buono anche il ristorante e piacevolissima la compagnia dei cinghiali che si affacciano di tanto in tanto per un saluto. Davvero una bella scoperta!
Top guest favourite
Apartment in Pienza
4.9 out of 5 average rating, 164 reviews

Back Home - Apartment in Pienza

DanieleRating, 5 stars6 days ago
Valeria sempre gentile e disponibile. Arrivando con le biciclette è stata super flessibile nell'orario del check in e senza nessun problema ci ha fatto sistemare le bici in casa. Appartamento pulito e confortevole e appena fuori le mura di Pienza quindi estraneo al trambusto turistico. Lo consiglio
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, 115 reviews

Renaissance Residence In San Miniato with a view

SaskiaRating, 5 stars2 days ago
Wat een prachtige verblijf en super uitzicht. Zoo ontzettend mooi over de Toscaanse heuvels. Het huis was erg sfeervol ingericht. Kortom super verblijf.
Superhost
Apartment in Marina di Bibbona
5 out of 5 average rating, 4 reviews

Appartamento con giardino

DavideRating, 5 stars8 months ago
Ci siamo trovati davvero bene. la location è immersa tra i servizi principali del paese e la spiaggia è a circa 8-10 a piedi. Molto indicati se avevte figli piccoli, perché in zona c è Bibbolandia. Simone è molto disponibile per risolvere eventuali problemi.
Guest favourite
Apartment in Terricciola
4.89 out of 5 average rating, 109 reviews

Bilocale da Gigi

BeatriceRating, 5 stars2 weeks ago
Ottima soluzione per un weekend di relax e degustazione di vini! Host simpatici gentili e disponibili. L’appartamento molto carino e pulito, riscaldamento funzionante e coperte calde! Siamo state bene. Se posso dare un consiglio: i cuscini sono parecchio duri, non comodissimi ecco, inoltre la porta “chiusa a chiave” in soggiorno non ci dava molta tranquillità.. ma tutto sommato ottimo soggiorno!! :)
Top guest favourite
Condo in Lucca
5 out of 5 average rating, 20 reviews

Casita Via Zita

TheresaRating, 5 stars3 days ago
David's place was perfect, we truly enjoyed our stay and felt very comfortable and at home. The apartment was in a great location, close to shops and restaurants but not too close as to get all the foot traffic and noise. The apartment was immaculate and had all the amenities we needed (great kitchen, good wifi (as my husband needed to work while there), comfortable beds, modern appliances, everything we needed. We even had use of a bicycle which is a definitely something necessary in Lucca! David was very responsive and helpful (despite the time difference between us). He put a guidebook together which was perfect in getting us started on our stay in Lucca. We truly enjoyed the apartment and would highly recommend!

Quick stats about vacation rentals that are pet-friendly in Castellina in Chianti

  • Total rentals

    30 properties

  • Nightly prices starting at

    $56 CAD before taxes and fees

  • Total number of reviews

    630 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore