
Pet-friendly holiday rentals in Massa Marittima
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Top-rated pet-friendly home rentals in Massa Marittima
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Pet-friendly house rentals

Love in Chianti
This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.

THE COTTAGE OF THE ASH TREE
Massimiliano's apartment is very comfortable and spacious, being an open space with a well-stocked kitchen and very comfortable beds. Excellent quiet area, but very close to the center of Suvereto and about 20 minutes from the sea with an outdoor area that is always very useful. Very kind and precise host and very precise directions to the apartment. Overall, a very positive review and we hope to be able to return!

Private villa/swimming pool in Tuscany
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

Casa Al Poggio & Chianti view
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

House for the Coast
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly local residents 🤩😍

Podere Piazza house with panoramic view
Sofia and her husband Jorgen were amazing hosts. They were extremely friendly and welcoming to our entire group and were very helpful in every aspect of our stay. They could not have been more accommodating and friendly hosts. If I come back to Siena I will definitely stay with them again!

Secret Garden Siena
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!

Paluffo Stillo House
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!
Pet-friendly home rentals with a pool

San Giovanni in Poggio, villa Meriggio 95mq
Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.

GUIDI POWER
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.

Apartment Ortensia
Great place! We loved it!

Holiday in antique farm, Belvedere
What tranquility and what a view. Beautiful estate and super friendly people who try to make you feel comfortable. Also a nice and pleasant swimming pool for when it is very hot.

Podere Cupiano "La Costa"
lovely, peaceful place about 15 minutes walk from the small and beautiful town of Montieri. great shared pool. Would recommend a car. great for a relaxing stay in Tuscany.

Paradise in Chianti
What a magnificent place to stay. Very peaceful and in wonderful surroundings. The dinner that Anna put on was amazing and we met some lovely fellow travellers. As the temperature was hot while we were there the pool was an added bonus. I would highly recommend this place. Anna is such a delight to deal with.

House in the Maremma hills
A stunning property in the Tuscan hills, with the small village of Ribolla nearby with local amenities. Friendly welcoming hosts, set on a winery. Facilities second to none, absolutely gorgeous swimming pool and view across the value. Will definitely be returning. Take your iPad if you need to watch any tv! Bellissimo!

Pieve di Caminino Historic Farm
Emy was a friendly and accommodating host. The home far exceeded our expectations. Thank you very much Emy!
Private, pet-friendly home rentals

The Laurel
We stayed at "laoro" for five days (four nights) and had a very good time. The owners are friendly, they gave us all the useful information for a comfortable and pleasant stay. The place is sheltered and very peaceful. The house is comfortable and clean. We had our large dog with us and we found no difficulty. There is Lake Accesa nearby, very comfortable, but in any case we were not too far from the beaches of Follonica. Great experience.

Loft Scarlino
The stay in Scarlino at Margareth's was perfect: the loft is beautiful, inside a unique medieval village. The apartment was very clean, tidy and it was pleasant to spend 5 days there. Communication with Margareth has always been satisfactory and punctual: I will definitely be back!

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.

Il Camino: cosy & artfully inspired country house
Thomas and his sons made us feel at home and we chose to extend our stay. We received a warm and personal welcome and were offered the little extra that made our whole trip, such as baking pizza in a wood oven, sitting around the fire in the evening and a lot of local recommendations on excursions that we would not have found without the help of Thomas. The accommodation is incredibly scenic and beautifully located, which gives a peaceful stay. The children loved to swim in the pond. We would love to return to this fantastic place! A big thank you to Thomas and his sons! You gave us many wonderful memories!

Suite
Great location for exploring Tuscany! Definitely recommended! Beautiful landscape and complete house (imagine cooking your pasta in this scenery). Make sure to have a car and enjoy!

La Medea ~ endless views & stone tub in nature
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!

Private villa in Maremma 15 minutes from the sea
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.

Capezzuolo 33
This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!
Quick stats about holiday rentals that are pet-friendly in Massa Marittima
Total rentals
50 properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
310 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
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