
Apartment vacation rentals in Massa Marittima
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Top-rated apartment rentals in Massa Marittima
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Popular amenities for Massa Marittima apartment rentals
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!

Colle ai Lecci: Design Apartment in 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!

The blue house of "Poderepiandicava"
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.

Studio in Farmhouse, Swimming Pool, Restaurant.
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)

Palazzo del Papa Standard Suites
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.

Country house in Montebamboli "Upupa and Ghiandaia"
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.

Herons Superior Apartment - Splendid view!
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.

Apartment in the countryside with view and pool
Beautiful village with welcoming people, my husband & I enjoyed the few days we had there. They had amazing wine & good food, will definitely recommend.
Private apartment rentals

Focolare for 4 people with swimming pool in Montalcino
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.

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.

Casa Samanda with a beautiful view
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.

Apartment Mimosa - Tuscany
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!

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.

Exclusive Loft
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!
Apartment rentals with a hot tub

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
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!

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.

Pepi Garden Loft with Jacuzzi Pool
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!

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!

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.

[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.
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