Pet-friendly holiday rentals in Castiglione della Pescaia

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.

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!!!

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!

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 had a truly amazing stay at Andrea’s home. We were welcomed by his parents with a home made cake, jam and wine from a local winery. When planning the trip with our parents and 12 month old, we wanted somewhere we could enjoy amenities of the home, but also be close enough to day trip to different locations in Tuscany. This was the perfect spot! We enjoyed the pool and hot tub as well as day trips to Florence, Grosseto and Siena. Andrea provided amazing recommendations on local places to visit, as well as advising that taking the bus to Florence from Paganico. We couldn’t have asked for a better location and host for our extended family trip to Tuscany!

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 loved our stay here. It is a beautiful home and a beautiful space. The only thing I would note for future travelers is the host speaks Italian and not much English. Communication prior to check-in was a little slow but ultimately very smooth. The host met us when we arrived and was very nice. Would 100% stay here again.

Simone was a wonderful host, going out of his way to make us comfortable! The place is beautiful, a step back in time, charming surrounded by nature! We would love to be back! Thank you Simone! 🩷

One of the most beautiful AirBnBs we've ever visited! Alessandro is very friendly and gave us great tips for activities. You have a great garden with fantastic views! The perfect accommodation for people who want to have a quiet and relaxing vacation. I can wholeheartedly recommend AirBnB.

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 staying here! Such kind hosts, a beautiful landscape (even prettier than the pictures), a big pool and a peaceful atmosphere - an amazing experience. Would come back any time. Thanks!

Owner: Super available in a few minutes or even seconds. Proactively responded to any type of request Home: Same as described in a true way What I loved: 1) terrace in the kitchen, very spacious for dinner, breakfast 2) parking very close to the house 3) very quiet and quiet area, but only 10 minutes by car from the beach (in Punta Ala there is never traffic...) 4) the beach club is among the most renowned in the area, so it is a gift that has its own value

Great place! We loved it!

Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.

We felt so comfortable between the fields in absolute peace. We were able to relax very well in the idyll. Everything is very well maintained and tastefully furnished inside and out. By car, you can also get to the pretty harbor town very quickly and can go out to eat and shop. David was always available for questions. We would definitely come back.

From check in to check out, everything was amazing! The home was so comfortable and the rooms were large and nicely furnished. The grounds were well maintained with planters lining the terrace. The terrace overlooks the vineyards. The views were spectacular! We were provided a selection of wines that we could enjoy and purchase at the end of our stay. In addition, we were able to take advantage of enjoying a meal prepared by Chef Francesco at the property. It was perfect! We highly recommend Giovanni’s listing!

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Truely an amazing, magic and cozy oasis. The view, the house, the garden... it just made us happy! Probably one of the most special airbnbs you can imagine!

I had a wonderful stay at this beautiful and peaceful accommodation surrounded by greenery. It’s the perfect place to relax and unwind. The outdoor kitchen was fantastic — well-equipped and perfect for enjoying meals outside. One of my favorite spots was the cool hammock, ideal for an afternoon nap or just reading a book. The village is just a short walk away, making it easy to explore and grab anything you need. I would definitely come back!

This was one of the most beautiful Airbnb’s I’ve ever stayed in. The place was well designed and special attention went to every aspect of the decoration. The place was also the perfect location for our dog because he was able to run freely in the yard. Lorenzo also recommended the restaurant he works at for dinner and the food was fantastic and in a beautiful location. We highly recommend this beautiful airbnb and staying here for your next trip to the Maremma region.

I stayed in this small but very nice apartment (2 adults and a dog) and complete with every comfort with a superlative view of the sea and the village. It is located in a quiet residential area, but close to both the center and the sea by car. The walk from the house to the center of the village on foot is also very pleasant! Alessandro and Paola were very hospitable, delightful and precise in their directions! I hope to be back soon !!!

We loved the apartment. It was cozy, well equipped and had everything one might need. It is extremely central and you can walk everywhere. Parking is very close. Ingrid was very helpful and gave us tips and suggestions for our stay. All in all a wonderful stay.

Sandrine’s Airbnb was by far the best accommodation we’ve ever experienced—a peaceful paradise nestled in the hills of Tuscany. What made it truly unforgettable, though, was the incredible generosity of our hosts. Sandrine welcomed us with a warm smile and thoughtfully provided delicious food and drink throughout our stay. She also shared wonderful recommendations for places to visit and things to see. It was a true blessing to meet such kindhearted and gracious people. 🙏

I recently had the pleasure of staying at Consuelo's Airbnb apartment near the sea in Castiglione de la Pescaia, and it was an exceptional experience from start to finish. Consuelo is an outstanding host—both incredibly helpful and remarkably responsive. From the moment I booked, she ensured smooth communication, promptly addressing any queries I had with warmth and efficiency. Her attention to detail and dedication to guest comfort made our stay truly effortless. The apartment itself was spotless, well-equipped, and perfectly situated for easy access to the beautiful coastline. I wholeheartedly recommend Consuelo's Airbnb to anyone looking for a delightful seaside retreat. Her hospitality truly elevates the experience, making it feel like a home away from home.