
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

Amore 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.

LA CASETTA DEL FRASSINO
L’appartamento di Massimiliano è molto comodo e spazioso essendo un open space con cucina ben fornita e letti molto comodi . Ottima zona tranquilla , ma vicinissima al centro di Suvereto e a 20 minuti circa dal mare con area esterna sempre molto utile . Host molto gentile e preciso e indicazioni molto precise per l’appartamento. Nel complesso giudizio molto positivo e speriamo di poterci tornare !

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.

Casa per la Costa
We vonden onze airbnb schitterend! Antonella is een top host! Ze gaf ons leuke tips en was heel bereikbaar. De ligging was heel goed, we hebben vele leuke steden/stadjes bezocht en Colle di Val d'Elsa is mooi en heeft heel vriendelijke lokale inwoners 🤩😍

Podere Piazza casa con vista panoramica
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.

PODERE GUIDI
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
Roberto et sa femme sont sympathiques, attentionnés et accueillants. Le lieu est magnifique et très intéressant pour rejoindre San Gimignano à pieds. Nous avons passé un formidable moment. Nous recommandons !

Holiday in antique farm, Belvedere
Wat een rust en wat een uitzicht. Mooi landgoed en supervriendelijk mensen die het je naar de zin proberen te maken. Ook een mooi en fijn zwembad voor als het erg warm is.

PodereCupiano "la Costa"
Wir haben uns wirklich sehr wohl gefühlt! Francesco ist ein herzlicher und ganz toller Gastgeber. Die Anlage ist traumhaft schön und es ist so ruhig. Wir würden jederzeit wieder kommen

Paradiso nel 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.

Casa in collina maremmana
Wir haben unsere Zeit hier sehr genossen! die Unterkunft gehört zu einem Weingut dessen Besichtigung auf jeden Fall zu empfehlen ist. Auf dem gesamten Areal wird viel Wert auf Ambiente und Kunst gelegt. Alles ist super sauber und sehr ruhig. Die Bilder können nicht zeigen wie schön es in Wirklichkeit hier ist. Wir haben auf jeden Fall vor wieder her zu kommen.

Pieve di Caminino Historic Farm
Wat een prachtige plek, midden in de natuur, met een zalig zwembad om tot rust te komen. Emiliano is erg gastvrij en heeft een groot hart voor dieren, zelf heeft hij ook honden. Hij hield steeds rekening met onze hond en stemde goed met ons af. Onze hond mocht overal loslopen en werd met veel liefde ontvangen — voor honden echt een vijfsterrenverblijf! 🫶 Je hebt wel een auto nodig om dingen te ondernemen, maar de locatie is ideaal als uitvalsbasis om Toscane te verkennen. Het eerste (honden)vriendelijke strand met parasols, bar en eetgelegenheid ligt op 30 minuten rijden. Andere stranden, mooie stadjes en zelfs een natuurlijke warmwaterbron bereik je binnen 40 tot 90 minuten. Een echte aanrader voor wie houdt van rust, natuur én een hondvriendelijke sfeer!
Private, pet-friendly home rentals

L' Alloro
Abbiamo soggiornato presso “l’alloro” per cinque giorni (quattro notti) e ci siamo trovati molto bene. I proprietari sono cordiali, ci hanno dato tutte le informazioni utili per un soggiorno comodo e piacevole. Il luogo è riparato e molto tranquillo. L’abitazione è confortevole e pulita. Con noi c’era il nostro cane di taglia grande e non abbiamo trovato difficoltà. Nei paraggi c’è il lago dell’Accesa, molto comodo, ma in ogni caso non eravamo troppo distanti dalle spiagge di Follonica. Un’ottima esperienza.

Loft Scarlino
Il soggiorno a Scarlino da Margareth è stato perfetto: il loft è splendido, all'interno di un borgo medievale unico. L'appartamento era molto pulito, ordinato ed è stato piacevole passarvi 5 giorni. Le comunicazioni con Margareth sono sempre state soddisfacenti e puntuali: tornerò sicuramente!

La casa blu del "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 och hans söner gjorde att vi kände oss som hemma och vi valde att förlänga vår vistelse. Vi fick ett varmt och personligt välkomnande och bjöds på det lilla extra som gjorde hela vår resa, såsom baka pizza i vedugn, sitta runt brasa på kvällen och en massa lokala rekommendationer på utflykter som vi inte hade hittat till utan hjälp av Thomas. Boendet ligger otroligt naturskönt och vackert beläget vilket ger en fridfull vistelse. Barnen älskade att bada i dammen. Vi vill gärna återvända till denna fantastiska plats! Stort tack Thomas med söner! Ni gav oss många fina minnen!

Suite
Wir hatten einen magischen Aufenthalt im Marrucheti 82 - einfach perfekt! Das Frühstück mit Frisch gepresstem Orangensaft, Cappucino, Foccacchia und Früchten ließ keine Wünsche offen. Abendessen kann man in köstlich in einem der vielen Restaurants in Grosseto (10' Autofahrt) Die absolute Ruhe, der Ausblick über die Schafherden und sanft rollenden toskanischen Hügel und der schöne Garten sorgte für pure Entspannung. Ein weiteres Highlight war auch die freistehende Badewanne im Zimmer. Die Küche haben wir nicht gross benutzt, sie ist jedoch voll ausgestattet mit allem was man braucht. Den malerischen Infiinity-Pool haben wir aufgrund des etwas durchzogenen Wetters nicht getestet. Das herzliche Team kümmerte sich liebevoll und voller engagement um uns. Klare Empfehlung für alle, die Genuss, Ruhe und Gastfreundschaft suchen!

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
Die Wohnung ist klein aber außerordentlich geschmackvoll mit Liebe zum Detail eingerichtet. Alles notwendige vorhanden, nichts überflüssiges da. Perfekte Dusche, die beste, die wir je in Italien hatten. Eine wunderbare Mischung aus ganz alt und modern. Der Aussenbereich ist liebevoll gestaltet, überall blüht etwas. Und die Loggia und die Dachterrasse sind einfach wunderschön…. Volle Empfehlung, wenn wir vielleicht auch nicht mehr im heißen Juni kommen würden. Nicht, weil es in der Wohnung zu heiß war, die Klimaanlage funktioniert einwandfrei und der Mückenschutz ist gut, so dass man nachts auch durchlüften kann. Sondern weil Ausflüge und Wanderungen in der Hitze schwer fallen. Lucia und Marco haben uns herzlich empfangen, dann hatten wir dieses schöne Anwesen für uns. Kontakt war jederzeit gegeben.
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
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Spiaggia Libera
- Spiaggia di Patresi
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Casa Barthel
- Spiaggia di Seccione - Portoferraio (li)
- Cala del Leone
- CavallinoMatto