
Apartment vacation rentals in Massa Marittima
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Top-rated apartment rentals in Massa Marittima
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Weekly apartment rentals

Borgo Iesolana Suite Superior
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!

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.

Panoramic loft with terrace near Ponte Vecchio
This was the perfect place to stay! Just minutes to the bridge leading to city center along with some fun spots right outside the door. Lots of steps but WORTH IT! The view from the terrace was great and the apartment itself was better than we could’ve asked for! Would definitely recommend this spot to anyone else planning a trip to Florence!

Luxury Apartment with Private Garden inside Lucca
Great location, very nicely decorated, very comfortable bed and bathrooms, but impractical kitchen.

“La casetta” near the lake and the sea
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

Live Like a Local & Private Concierge Service
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.

Fine house with altana and panoramic terrace
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.

Felce-Romantic one bedroom flat in villa with pool
Dear Diana, thank you so much for your time! I felt very comfortable and will be very happy to come back. Your accommodation is fantastic. I enjoyed the privacy, a great pool and a very good breakfast. In addition, you were always available for tips and a good.
Private apartment rentals

Farmhouse apartment with pool
The apartment is located in an enchanting place! The scenery is breathtaking. The kitchen is well equipped, we cooked good food. The sunsets are beautiful and the pool is very convenient for cooling off after a day of sightseeing. A special thank you to Deb, the neighbor who welcomed and guided us throughout our stay. Thanks to her recommendations, we discovered a vineyard: Ciarliana, where Sara gave us a tasting that exceeded our expectations. We're totally in love with Tuscany!

Bruna's House
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.

Casa Clarabella
So worth it to stay inside the walls. This is a great place for that!

Belvedereloft, the sea is just outside the house with a private descent
Wonderful accommodation in a great location! Ideal for people with dogs, you can see the dogs from the sea on the terrace, very cozy and private. Great beach, nice atmosphere. Marina is very warm and has given everything so that we have a great stay. Wau Beach especially for nearby dogs.

Borgo Allegri - Beautiful house immersed in art
We had such a great time in Florence and this apartment was the perfect home base! The mix of brick walls and modern furniture gave it a cozy vibe, and the mezzanine was a fun bonus for our daughters. The layout was super comfy and well-designed, and we felt like we had a quiet spot close to so many restaurants and historic areas. Big thanks to our host Beppe—he was super friendly, easy to talk to, and made everything so smooth. One of the best hosts we have had in terms of communication and helpfulness at all times. I also strongly recommend checking out his restaurant Samambaia Caffe & Cucina! Definitely recommend staying here and hope to be back!

Apartment "Palazzo" in rural house with pool
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 place has everything you need. The kitchen is also very well equipped. It was also very clean. The accommodation is surrounded by greenery between olive trees and a beautiful garden! A little off the beaten path, but we personally liked it very much. You really have time to relax and enjoy the tranquility. By car, you can reach Siena in about 30 minutes and other cities are also easily accessible 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 :-)

Charming apartment,balcony, beautiful view, A/C
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.

The Terrace of Eden
Great stay with incredible views. Perfect location for exploring Montepulciano and the surrounds. Parking was easy and everything was really comfortable.
Apartment rentals with a hot tub

House of Delights - The Medici private leisure house
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.

Villa di Geggiano - Perellino Suite
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.

.2 La Casa sui Tetti dell 'Oltrarno
Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment. Thank you!

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

Domus Nannini - L'Angolo di Paradiso Spa (Spa)
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!

[Ponte Vecchio] Prestige and unique view
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.

Villa'Colombaiolo di Marciano', 28
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.

AJ Luxury Duomo View
We loved our stay here. Right next to the Duomo and close to everything in Florence making it super easy to get around. Loved the inside of the apartment too and was overall amazing. Silvia was very helpful and great!
Quick stats about apartment rentals in Massa Marittima
Total rentals
50 properties
Nightly prices starting at
G$2,092 GYD before taxes and fees
Total number of reviews
630 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Elba
- Giglio Island
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Spiaggia Libera
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- CavallinoMatto
- Cala del Leone
- Spiaggia Verruca
- Spiaggia della Padulella