Pet-friendly holiday rentals in Apennine Mountains

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.

There are no words to describe the kindness and helpfulness of Mrs. Maria Teresa; a wonderful creature who loves animals as most people should. The structure is absolutely perfect for what my needs were. Very clean, very comfortable mattresses, complete with everything you needed (from detergent to extra virgin olive oil made by them), including a beach umbrella, beach towels and even new slippers for the whole family. What can I say, people should take an example from this girl on how to run a B&B. I hope to return as soon as possible. 💛

Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Great flat to explore Cortona! Excellent location and had everything you need

This place is amazing! It was a competely unique experience staying in Anna's place. The private garden up the hill afforded gorgeous views of the historic tower and town that turned magical at night when everything was lit up. When we explored the town at night, we felt like we had gone back in time. There were motion sensor lights on the stairs to and from the garden so that we could easily and safely see our way. We had the historic part of the nicely lit up town at night to ourselves, adding to the atmosphere. Civitella D'agliano was our favourite of the many towns that we explored in the area. It is a genuine and evocative beauty, not marred by masses of tourists or souvenir shops. Anna and her English speaking friend, met our car to show us where to park, and showed us everything in the apartment and garden in detail. Anna gave us many delicious snacks and an apple cake. She also arranged a reservation at a local restaurant that was memorable. Stay here. You will never forget it!

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.

I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟

We loved staying in Montalcino at Lisa's place. Lisa was a fantastic host and responded quickly. She gave us her picks for restaurants, wine tastings, etc, which were excellent choices. The Airbnb was ideally situated right off the main square. It has a yard, which we enjoyed, and a very functional kitchen with everything we needed. The king-size bed was very comfortable and had high-quality linens. This is a hilltop city, so keep this in mind for anyone unable to walk up steeper inclines throughout the city. We enjoyed the exercise and the stunning views. We stayed for a week and I could have easily stayed longer as we got to know the restaurants, stores and the area. Montalcino is a charming place to spend your time. It was a good location from which to take day trips. There is so much to do in the general area. We highly recommend you stay here; it was the highlight of our trip, and we felt like we were in good hands. Thank you, Lisa!

We have been wanting to stay here for years, and it looked so amazing we couldn’t imagine it beating expectations - but it did! We did not realize how much came with a stay here: the pool, the botanical garden, the golf cart to get around, the restaurant, and even a filled fridge of farm fresh food and snacks so we didn’t have to worry about dinner OR breakfast. They taught us the history of the tower and the land and gave a thorough tour of the accommodations. This was our first time in Italy, and Tommaso was so friendly and responsive to tell us what train station to come into to get a taxi. The tower was so cozy and in its own private area. This stay was a dream come true.

We had the absolute pleasure of spending three unforgettable days at Paolo and Monica’s 800-year-old farmhouse — and it was hands down the best Airbnb experience we’ve ever had. The home itself is stunning: full of history, character, and comfort, with every amenity thoughtfully provided. Each morning, Paolo and Monica prepared a beautiful, fresh breakfast spread complete with homemade cakes and warm, delicious options that started our days off with so much care and joy. The hospitality was truly beyond compare — Paolo and Monica are salt-of-the-earth people with hearts of gold. One of the highlights of our stay was visiting with the many animals they lovingly care for. From eagles and owls to donkeys, horses, peacocks, ducks, and sheep — it felt like something out of a storybook. Monica’s passion for rescuing and training animals is inspiring, and added such a special, personal touch to the experience. Thier home is filled with beauty, warmth, and heart. Coming back soon! ❤️❤️❤️

Cala and Patrizias house is truly a hidden gem. It is an ideal location for a group trip/big family trip, as the spacious house has plenty of bedrooms and bathrooms, lounge groups, dining areas to seat many people, etc. We felt so safe and taken care of, as Patrizia responded quickly to all our questions and needs, and the caretaker Mario helped us with heating and so on upon request. I really hope I can return here some time, the surroundings were just so peaceful and beautiful, as are the house. We had dinner at the local restaurant (about 7-10 minutes walk) in the tiny village the house is located by one evening, which we recommend. A drink at Willy's bar afterwards should be mandatory. We can not recommend hiring chef Samulele (ask Patrizia to send his brochure) enough. He and his souz chef Katia made an amazing Italian dinner with wine-pairing at the villa. He also organized a trip to a local winery for us which was just perfect!

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.

We loved our stay at Pietro and Pina, felt like a paradise. We were welcomed with amazing food and wine, became friends with all the pets, and enjoyed the house with great views a lot. Thank you!

What tranquility and what a view. Beautiful estate and super friendly people who try to make you feel comfortable. Also a nice and pleasant swimming pool for when it is very hot.

What a fantastic place! If you are looking for a peaceful place in nature to relax and unwind in Italy, look no further than this farm stay. Silvia and Alberto were excellent hosts, very friendly and helpful, the accommodations are nice, and the views are spectacular. An added bonus was their adorable dog, who greeted us at our car, hung out with us often and went on nearly every walk with us. We already miss her! Alberto also did a cooking class for us, which was a wonderful experience and so much fun. We highly recommend this Airbnb!

The apartment is beautifully decorated with tasteful artwork and offers a lovely terrace view — perfect for a relaxing holiday. The location is excellent, with great restaurants just downstairs and convenient access to transportation. Our host was incredibly warm and helpful, quickly assisting us whenever we needed support. We were also touched by the thoughtful treats and small gifts prepared for us. Overall, it was a truly wonderful stay.

Beautiful place that immediately charmed us, with splendid views of the Tuscan and Siena that makes us dream. The welcome was warm and everything was very beautiful and very clean. We will be back!

Beautiful apartment and location. Very peaceful. One of the shower drains is quite slow and we had to shut off the water mid-shower and wait for it to drain. Other than that it’s a picturesque town.

We couldn't have asked for a better place. Us and our cat felt at home immediately. The chalet is surrounded by nature (we even saw a little fawn with its mother), it is very quiet and has a spectacular view. On top of that you can reach Assisi very easily by car or even by foot. Also Cri is the nicest person and it was so much fun spending some time together. We will definitely come back ♡

So Beautyful location and views. House is charming and clean. we recommend.

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.

It’s hard to put into words. Monteriggioni was the perfect place for my fiancé and I to go. I proposed there, we had the most amazing food there, and everyone was extremely friendly. The best part was coming back after a long day and eating at one of there restaurants or grabbing a panini and just sitting waiting for the sun to go down while staring out into Tuscany. We couldn’t have envisioned a more spectacular place and experience. Now I have everyone asking where I went and stayed and that they want to follow suit. It’s absolutely perfect and the buses are extremely easy to navigate. We couldn’t have been more pleased with our stay and with our hosts. This is going to be our forever Tuscan home. So grateful and pleased.

I can’t say grazie enough to Gessica and Bernardino! Such nice people. The apartment is one of the best Airbnb’s I’ve stayed in. Pictures don’t do it justice. It has everything you could ever need. The view from the balcony made it hard to leave. Hopefully we will be back! Grazie Mille!!

Fulvia’s apartment is a true Tuscan gem—beautifully decorated with charm and character, and equipped with everything you need. The property offers stunning views and a peaceful sense of seclusion, and it’s even more beautiful than in the photos. Fulvia is right nearby and always available if you need anything. She and her husband are both warm, thoughtful, and made us feel genuinely welcome. Fulvia even arranged dinner at a local restaurant, which turned out to be one of the best meals of our trip. This is a special place and our only regret is not staying longer.