
Pet-friendly holiday rentals in Massa Marittima
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Massa Marittima

Total holiday rentals
Explore 70 holiday rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Massa Marittima holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Massa Marittima rentals

4.7 Average rating
Massa Marittima stays receive an average rating of 4.7 out of 5 from guests
Top-rated pet-friendly home rentals in Massa Marittima
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
4.97 out of 5 average rating, 194 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
4.92 out of 5 average rating, 620 reviews
Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
4.88 out of 5 average rating, 338 reviews
Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
4.99 out of 5 average rating, 155 reviews
Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
4.99 out of 5 average rating, 137 reviews
Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.
4.95 out of 5 average rating, 200 reviews
Tuscan country house at Mascagni Farmhouse in Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
5.0 out of 5 average rating, 159 reviews
Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
4.98 out of 5 average rating, 113 reviews
La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
4.9 out of 5 average rating, 324 reviews
Il Frantoio - Charming Loft in the old town
This elegant and spacious Loft “Il Frantoio”, with a living area of 160 m², is located in the old town of the medieval village Radicondoli. The open space kitchen and livingroom area is designed to give a high comfort and reminds us the ancient function of this bluilding that was the oil mill of the comunity. The Loft was recently completly restored with a high focus on comfort and best quality materials.
4.96 out of 5 average rating, 129 reviews
A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
4.95 out of 5 average rating, 219 reviews
Typical Tuscan Country House WITH A/C
The "Fienile" apartment (75 sqm) is one of the two independent housing units that make up the Terra Rossa farmhouse, located in the heart of the Sienese countryside just a few minutes' drive from the historic center.
4.98 out of 5 average rating, 290 reviewsPopular amenities for Massa Marittima pet-friendly home rentals
Pet-friendly house rentals

Borgo Ripostena – No. 8 Casa Vecchia
4.95 out of 5 average rating, 200 reviews
Open space surrounded by nature
4.96 out of 5 average rating, 137 reviews
The Chianti window
4.9 out of 5 average rating, 133 reviews
Secret Garden Siena
4.98 out of 5 average rating, 218 reviews
Nada Home
4.87 out of 5 average rating, 215 reviews
THE COTTAGE OF THE ASH TREE
4.87 out of 5 average rating, 165 reviews
Casa Elicriso
4.96 out of 5 average rating, 118 reviews
Casa Giulia di Sopra Farmhouse
4.95 out of 5 average rating, 103 reviewsPet-friendly home rentals with a pool

Casa Renato
4.9 out of 5 average rating, 100 reviews
Holiday in antique farm, Belvedere
4.93 out of 5 average rating, 158 reviews
La Pieve - the house next to the church
4.97 out of 5 average rating, 115 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
4.99 out of 5 average rating, 113 reviews
Villa Capanna, Private Pool, Breathtaking Views
4.89 out of 5 average rating, 307 reviewsWp Relais Villa Vignalunga
4.93 out of 5 average rating, 116 reviews
Manor House - IlVillinoFarmhouse
4.93 out of 5 average rating, 254 reviews
EcoLodge – modern design in a peaceful panoramic location
4.94 out of 5 average rating, 110 reviewsPrivate, pet-friendly home rentals

La Conchetta – Bolgheri
4.95 out of 5 average rating, 143 reviews
"Villa Daisy" overlooking Siena
4.95 out of 5 average rating, 171 reviews
House with private terrace and countryside view
4.91 out of 5 average rating, 65 reviews
Spacious Flat just 15 Minutes from the Sea
5.0 out of 5 average rating, 30 reviews
La Gialla Luna - In the Heart of Massa Marittima -
4.9 out of 5 average rating, 20 reviews
Villa Tuscany 5 bedrooms panoramic terrace
4.93 out of 5 average rating, 57 reviews
Maremma in LowCost for independent tourists.
4.9 out of 5 average rating, 20 reviews
La Capanna: country house with magnificent view
4.92 out of 5 average rating, 83 reviewsWhen is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $187 NZD | $179 NZD | $191 NZD | $193 NZD | $181 NZD | $167 NZD | $177 NZD | $214 NZD | $177 NZD | $186 NZD | $182 NZD | $198 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
- Rentals with pools Massa Marittima
- Family-friendly rentals Massa Marittima
- Villa rentals Massa Marittima
- Rentals with breakfast Massa Marittima
- Chalet rentals Massa Marittima
- Condo rentals Massa Marittima
- Apartment rentals Massa Marittima
- House rentals Massa Marittima
- Pet-friendly rentals Grosseto
- Pet-friendly rentals Tuscany
- Pet-friendly rentals Italy
- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Del Chianti
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Val di Chiana
- Quercetano
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





