Apartment vacation rentals in Massa Marittima

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.

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

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.

A beautiful spot on earth! Jenny, Angelo and their family are incredibly friendly and lovely people who immediately welcome you into their beautiful community. The property is tastefully designed, everything is homemade and the apartment is very clean and has everything you need. A place where you can sit together and exchange ideas, help each other and spend a very relaxed and quiet time. Jenny always gave us great tips and was very helpful. The sea is about 40 minutes away and can still be easily reached by car. The nearby lake is a great resort, and the nearest village for shopping is also not far away. We extended our stay and would have liked to have stayed much longer. We will definitely come back.

Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.

Beautiful village with welcoming people, my husband & I enjoyed the few days we had there. They had amazing wine & good food, will definitely recommend.

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.

Great location, very nicely decorated, very comfortable bed and bathrooms, but impractical kitchen.

Nice accommodation near Massa Marittima, ideal for children, with a beautiful garden, swings and wonderful surroundings. The house is comfortable, spacious and clean, equipped with everything you need. Lastly, and most importantly, kind, nice and very helpful hosts. They gave us valuable information to enjoy the vacation to the fullest. Highly recommended

I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.

My stay at Barbara's place was wonderful. The view from the balcony is breathtaking. The environment is charming and very quiet. Barbara's house has lots of charm. The sunrise from the balcony is a must. Barbara and Marco were very friendly and helpful. I recommend a relaxing stay.

I highly recommend this place to all guests. Valentino and his mother are exceptional hosts. The entire place feels like something out of a fairytale—quiet, calm, and beautiful. You’ll find everything you’re looking for here and can fully escape the worries of daily life. Don’t hesitate—book it immediately when it’s available!

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.

Johanna’s delightful listing is in part of the family’s historically significant home. Inside, the apartment is filled with books and interesting art of all kinds. The bed is comfortable. The kitchen is small, but I cooked some nice meals. The outdoor space is amazing. We loved having our coffee in the morning in the garden, and our wine in the evening overlooking the harbor. We loved the winding walk into town and back, and there is a nice grocery store very nearby. Johanna and her daughter Giulia were very kind and responsive when the WiFi stopped working. They did everything they could to fix the issue and it was fine for the rest of our stay. They also left us a lovely bottle of wine and we even got a ride from Johanna to and from the bus stop upon arrival and departure. We felt we were truly “guests” of the family. Be sure and ask about the history of the home if you get a chance. Enjoy your stay!

Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!

Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

From booking to checking out, things could not have been smoother. Everything was as described and Alessandra was a very responsive and reasonable host. The area was also fantastic- 10 minutes walk to the Duomo and the restaurants and bars in the small Piazza five minutes’ walk away were excellent. Hope to return soon!

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!

Emily's apartment is the perfect location to explore Lucca. She was extremely helpful when communicating and very prompt when replying to any queries.

Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.