
Pet-friendly holiday rentals in Siena
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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.

Casa del Passerino
Hyggelig rummelig lejlighed så centralt som overhovedet muligt. Alt fungerer fint. God seng men ingen gode møbler at sidde, desværre. Men det er også det eneste minus.

Antico Borgo Ripostena – n. 9 Frantoio
Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.

Casa Al Poggio & Chianti view
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

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!!!

Gaiole in Chianti Poggio Casabianca
Valeria und Simone haben eine super schöne und saubere Wohnung! Wir haben uns von Anfang an sehr wohlgefühlt. Die Wohnung bietet einen super Ausgangspunkt für zahlreiche Wanderungen und Ausflüge. Während unseres Aufenthaltes haben wir immer gute Tipps und Ratschläge von den beiden bekommen. Unser Hund hat sich auch sehr wohlgefühlt und da das Grundstück komplett eingezäunt ist, konnte er sich frei bewegen. Wir würden jederzeit wiederkommen. Es war eine unglaublich schöne Zeit!

Charming Apartment in City Center
L’appartement était encore mieux que sur la description ! Nous nous y sommes sentis tout de suite très bien. L appartement est adorable , très bien agencé , mignon , au calme et très propre . La cuisine super accueillante . Les lits très confortables . Paolo a été très réactif. Toutes ses explications étaient très détaillées pour nous faciliter la venue. L appartement est très bien placé. À moins de 10 minutes de la place centrale et 4 minutes d’une artère qui propose de nombreux restaurants ! En bref tout était parfait !

Jenny's Barn
Traumhafte Auszeit mit Panoramablick! Diese Airbnb-Unterkunft war ein absoluter Glücksgriff! Der Ausblick war einfach atemberaubend und hat uns jeden Morgen aufs Neue begeistert. Wer Ruhe und Entspannung sucht, ist hier genau richtig – die Lage ist wunderbar ruhig und idyllisch. Die Wohnung selbst ist fantastisch ausgestattet und bietet wirklich alle Annehmlichkeiten, die man sich wünschen kann. Es war super praktisch, dass grundlegende Dinge wie Öl, Essig etc. vorhanden waren. Das spart nicht nur Geld, sondern auch den ersten Einkauf. Das einzige, was etwas gewöhnungsbedürftig war, war das Bett. Aber das ist natürlich Geschmackssache und hat unsere positive Erfahrung in keiner Weise getrübt. Wir können diese Unterkunft uneingeschränkt empfehlen und würden jederzeit wiederkommen!
Pet-friendly home rentals with a pool

Tuscan cottage with an heavenly view
I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go back!!

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.

San Giovanni in Poggio, villa Meriggio 95mq
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.

PODERE GUIDI
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.

Apartment Ortensia
Roberto et sa femme sont sympathiques, attentionnés et accueillants. Le lieu est magnifique et très intéressant pour rejoindre San Gimignano à pieds. Nous avons passé un formidable moment. Nous recommandons !

Country house 9 km to Florence-2+1g,free parking
Sehr schöne ruhige Unterkunft im toskanischen Flair. Tolle Anlage auch mit Pool und toller Aussicht. Schnell in Florenz und auf den Straßen zu den Ausflugszielen. Auf jeden Fall zu empfehlen! Wir kommen gern wieder. :)

Holiday in antique farm, Belvedere
Wat een rust en wat een uitzicht. Mooi landgoed en supervriendelijk mensen die het je naar de zin proberen te maken. Ook een mooi en fijn zwembad voor als het erg warm is.

Paradiso nel Chianti
This has been the standout accommodation of our Italian tour so far. The photos do not show how amazing this place is. It’s on a vineyard and olive farm with the option for breakfasts (which were fabulous) and we also had a shred meal with others at the accommodation on one night. The food was wonderful and the atmosphere set to be relaxed with several courses taken over a few hours and flowing local wines. The apartment was beautiful and spacious with a very comfortable bed room. We ate in on a few nights and the kitchen was well equipped for making food. Anna was exceptional as a host always very helpful and with such a cheerful positivity. We chose to be away from the main towns to have a peaceful recharge and this accommodation gave us exactly that. Take a walk through the vineyards and capture a sunset that will be etched into your memories. Thanks again Anna for a wonderful stay ❤️
Private, pet-friendly home rentals

Apartment in historic Villa in Siena_"LE CONTRADE"
Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

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!

Panoramic attic in old town of Siena
Las vistas son impresionantes desde todas las estancias, especialmente desde el balcón, que se convirtió en nuestro rincón favorito. La ubicación es perfecta, a solo unos minutos a pie de los principales puntos de interés. Apartamento super bien equipado, no echamos nada en falta, con todo lo necesario para cocinar. Las habitaciones son amplias y las camas cómodas. Mirko y su familia fueron unos anfitriones excepcionales. Sin duda, un lugar al que q nos encantaría volver!

Il Vecchio Noce
Eine super schöne Unterkunft. Der Weg dorthin ist ein bisschen abenteuerlich und nicht für tiefer gelegte Fahrzeuge zu empfehlen, aber sonst gut machbar wenn man langsam fährt. Dafür ist es aber auch total ruhig dort. Das Häuschen ist niedlich eingerichtet. Alles wichtige war vorhanden und Alessandro hat uns sogar mit einer Flasche Wein begrüßt. Das Bett und die Kissen sind ausgesprochen bequem. Etwas störend ist die fiepende Gastherme und die Tatsache, dass die Wassertemperatur in der Dusche ziemlich geschwankt hat. Vielleicht lässt sich das ja noch reparieren. Aber das ist schon jammern auf hohem Niveau. Alles in allem eine tolle Unterkunft mit einem sehr netten und zuvorkommenden Gastgeber.

Stunning Tuscan apartment for 2
‘Peaceful’ is the word to describe this space and the entire surrounding area. The home is perfect, with everything that you need. The view, the grounds, the pool are all wonderful. Catrina’s hospitality - attention to detail and communication are top notch. Wonderful recommendations for neighboring restaurants and a day trip into Florence. My stay was incredible and I hope to return one day. Grazie mille Catrina!

Apartment at ground floor with garden
Wow! This was just perfect from the beginning to the end. First, Massimo was waiting for us at the gate to bring us to the parking where he took our luggage and brought them to the apartment. Then, he sat down with us to give us some instructions and local recommendations. The apartment was clean and spacious for my family of 4. The location is just perfect. It’s in the heart of San Gimignano so you can walk everywhere from there. Even if San Gimignano is crowded, the apartment is very quiet with a small outdoor to enjoy. Massimo joined us on our last day to bring back the luggage to our car. This is a first-class experience. I don’t want to forget Fabio who has been very responsive on Airbnb as well. I definitely highly recommend Fabio’s place!

Cortona’s Rooftop Nest
Read the reviews - they are true. If you want to visit Cortona then just book here and you will not be disappointed. This is not a corporate rental, Margherita is proud of the home and so many little things which make a big difference. She picked us up on a Sunday and showed us around the property not just here’s the key code box number etc. she made a reservation for us at a popular restaurant just down from the apartment - doubt we would got the lovely corner table if we had booked ourselves. The two balconies really make a huge difference and you will find one of the best views and sunsets for any vacation. The location is just 2 mins from the main square and believe me this makes a difference in this beautiful but hilly village. Would we visit again ? Most definitely

Palazzo del Taja-in pieno centro con idromassaggio
We had a wonderful stay at Riccardo’s apartment in Siena. You cannot beat the location - it’s perfectly situated in the center of everything and made a great home base to explore Siena and the surrounding area. The apartment is beautifully designed and very clean. Riccardo was beyond helpful with local recommendations and helped us secure dinner reservations. Highly recommended when staying centrally in Siena.
Quick stats about holiday rentals that are pet-friendly in Siena
Total rentals
510 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
30K reviews
Family-friendly rentals
200 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
240 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
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