
Pet-friendly holiday rentals in Montaione
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Top-rated pet-friendly home rentals in Montaione
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Pet-friendly house rentals

Love in Chianti
This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT
What a fantastic place and location. Tranquil, stunning views, located perfectly to explore the local area. Lots of character; quaint and quirky. As hosts Isabella and Claudio were amazing. Always helpful, friendly and very responsive when we asked them about places to go to. Apartment was located at the very top of the village and provided us with stunning views whenever we ate outside. Fabulous BBQ area and a great choice of outdoor seating. Highly recommended.

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.

Costalmandorlo, a rustic home in the heart of Tuscany
Such a beautiful spot to explore the beautiful scenery and villages of Tuscany

Tuscan family house:green, relax "towers view!"
Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.

Collina Power
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

Secret Garden Siena
The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!
Pet-friendly home rentals with a pool

Villa La Gemma
I was genuinely impressed by this place. So beautiful! The pool is incredible, they had prosecco and limoncello for us and provided several supplies for a successful stay. I would 100000% come back here!

Villa Via Francigena
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
Giulio’s place is the most perfect, relaxing, Tuscan escape. Myself, husband and 2 children had the best week there. The accommodation itself is very clean and comfy and has everything you need. The outside area and pool were beautiful!! It’s in a great location to explore the lovely towns and scenery that Tuscany has to offer. Giulio was the perfect host…so helpful and always there to answer any questions we had. We will definitely be back 😊

Lodging with terrace,children pool,playground,101
Wonderful place, clean, beautiful garden. The ladies who manage the place, very nice and helpful.

la villetta
We booked this Airbnb as a big family vacation and wanted to spend a few nice quiet days in the middle of Tuscany. The house is super nice and the view from the pergola is really breathtaking. The pool was just the thing for the hot days. The house had a great Tuscan flair and we enjoyed our stay very much. The landlord was always easily accessible and very friendly. We will be very happy to come back and can only recommend the house.

Casa Giulia di Sopra Farmhouse
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.

Private Villa with semi-Olympic pool and Tennis
absolutely amazing!! Francesca made us feel right at home. the place was amazing and we definitely want to come back. the property is beautiful and great if you want to play tennis , ping pong, or swim… super fun. Francesca was so sweet, gave us great recommendations, and helped us with all our questions. She even graciously helped our grandma get a doctor to see her when she sick. 10/10 amazing !

Podere Boscone 3
We really enjoyed it! It was a beautiful location and the location is very central to go to the big well-known cities. The view was breathtaking! You can sit outside. The cottage is a bit more authentic, but that also gives character.
Private, pet-friendly home rentals

Romantic House in Tuscany with jacuzzi
Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.

Conte Martini House
Andrea en Simone, Are very welcoming, the location is a smal walk but with good directions easy to find. Palaia and the accommodation has amazed us, with a amazing home away from home. Great facilities, terrace, jacuzzi, pool, and not to forget amazing views. As a base to explore there is alot of interesting places to go to witin a hour drive. big cities, smaller towns, wineries, and with a tiny bit extra travelling time the sea. We had a great stay with our friends and made some great memories. would recommend the accommodation, as well as the hosts, and would definitely stay again. Kind Regards, Boyd and Naomi

Cuore Di Mela House
We recieved a warm welcome on arrival. The house is spacious and perfectly clean. For every moment of the day there is a place to sit outside, in front of the house for morning coffee or at the detached seating area at the side of the house. The views over the landscape are super, especialy in the morning when clouds role over the valley. Giulio and Dorian respond very fast and make sure you have a pleasant stay. Their tips for restaurants markets etc. where verry helpful. Giulio and Doriane, thanks again we felt right at home!

Luxury Tuscany Villa on the hill with private pool
We were very satisfied with our vacation home from Stefania. Great, spacious, secluded garden with many olive trees. Pergola with seating area invites you to linger. The cleanliness of the place was also extremely good. The beds or mattresses were very comfortable and the bedrooms nicely furnished. Stefania provided us with many tips and recommendations. She also booked a table for us twice at the nearby Osteria di Valgiano. Great food at a reasonable price with a great view of Lucca. Stefania responded quickly and kindly to questions. We would have liked to stay longer and will definitely come back!

The charming cottage in Tuscany with breathtaking views
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.

Country House Nazzano near San Gimignano - Lu.co
Miriam’s place is picture perfect - we felt like we were in a movie. The house has everything you could need and is very clean. There is another rental property attached to the house so there are other people close by but there are separate entrances to each place. The pool is a nice addition. The views are spectacular and Miriam was an extremely helpful host. Highly recommend this property if you want the perfect Tuscan experience.

Villa di Geggiano – Guesthouse
Everything about this place was magical and refined and peaceful. It was like stepping out of time and into a space of beauty and peace. Birds singing, frogs chirping, fire flies lighting up the night. Andrea was so friendly and so helpful and so generous. I definitely want to come back and stay longer. I can even imagine my daughter’s wedding there. We look forward to our next opportunity to stay!

Wine Loft in the vineyards
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.
Quick stats about holiday rentals that are pet-friendly in Montaione
Total rentals
20 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
90 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- 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
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Lago di Isola Santa
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio