Apartment holiday rentals in Boccheggiano

5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Beautiful place, near a river. Very quiet. Surrounded by nature. The apartment included all the necessary kitchen utensils and was comfortable. Lorenzo was very nice and answered quickly.

Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.

AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

Great location and host was there to greet us and let us in. Town was wonderful.

I had a great stay! The place looks better in person in my opinion. It smelled very nice and the space was clean. The local restaurants are good as well. I would definitely recommend to others. Thank you Catia & Antonio!

The place was beautiful and beautifully located. Very quiet and idyllic. We were able to watch fireflies, a wild cat, and lots of other animals. The space itself is even better than the pictures. Just had a wonderful time. But the best is Francesco's hospitality. He was helpful and very warm. We will be happy to return.

Giancarlo’s place in Tuscany is a gem with incredible views a comfortable home and great access to the surroundings which are special and unique! Would recommend renting a car to visit the area.

This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.

This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.

Such an amazing location overlooking the beautiful Tuscany countryside. Only a short drive to Siena and within an hour of many other Tuscany towns. The villa was extremely well appointed with a welcome pack along with coffee pods which were available for refill during our week stay. Would highly recommend staying here.

Thank you so much for the tips on beaches and restaurants! Thank you for your availability and courtesy! I hope I didn't disturb you too much. I think we'll see each other again in the future!

It was a wonderful stay with Katya and Bengt. The two are super warm and you feel at home with them. It was nice to talk to them and exchange ideas. The accommodation has everything you need. The kitchen is also very well equipped. It was also very clean. The accommodation is surrounded by greenery, nestled between olive trees and a beautiful garden! Somewhat off the beaten path, but we personally liked it very much. You really have time to relax and enjoy the peace and quiet. You can reach Siena in about 30 minutes by car and other cities are also within easy reach in about 1 hour by car. We will definitely come back again and thank Katya and Bengt for the wonderful time we spent with them :-)

We really enjoyed our stay at this really unique accommodation. It is located in a medieval village, high on a hill. The apartment is compact, but has everything you need. The view from the balcony is fantastic. Malgorzata was a great host and very responsive when we had questions. I would not hesitate to recommend this property.

This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.

Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!

Great host and lovely place to stay in a small but beautiful village. Patrizio and Serena did all they could to make the stay great - thank you!

Our stay was fantastic! As a couple needing a break from a long start to the year, we couldn’t have asked for a better place to relax. Nestled in between fields and olive trees, we felt completely at home, the view from the deck was stunning and listening to the different sounds at night, from our private hot tub with a bottle of wine was perfect! We made several day trips to Volterra, Lucca and even Florence from the cabin, though definitely wake up early if you’re planning to venture further out! Would definitely recommend hiring a car if you’re going to stay here! 10 out of 10 stay! Thanks Pino!

We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)

It’s a fantastic location and everything you could imagine from dreams of Tuscany. The house was perfect and the birdlife and pool fabulous.

Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

We had a fabulous stay here, there was more than enough rooms and space to relax after a day of sightseeing. The view from the living room is gorgeous, the rooms are all charmingly decorated and it had all the amenities we needed: separate beds for 4 adults, large enough showers, laundry and kitchen as well as cosy living room. Federico was very friendly, responsive and made us feel at home immediately. Highly recommend!