
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 $88 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, Wi-Fi 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 - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 295 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, 628 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, 343 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
Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
4.96 out of 5 average rating, 137 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, 138 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.
4.94 out of 5 average rating, 204 reviews
Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
4.98 out of 5 average rating, 129 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.
4.97 out of 5 average rating, 117 reviews
Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.
4.95 out of 5 average rating, 144 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, 222 reviews
Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.
4.88 out of 5 average rating, 129 reviewsPopular amenities for Massa Marittima pet-friendly home rentals
Pet-friendly house rentals

The Chianti window
4.91 out of 5 average rating, 137 reviews
Borgo Ripostena – No. 9 Oil Mill
4.94 out of 5 average rating, 118 reviews
Secret Garden Siena
4.98 out of 5 average rating, 222 reviews
Podere Piazza house with panoramic view
4.97 out of 5 average rating, 197 reviews
Casa Giulia di Sopra Farmhouse
4.95 out of 5 average rating, 107 reviews
The Tower of Corsanello
4.87 out of 5 average rating, 206 reviews
La Casa di Nada - Suite
4.9 out of 5 average rating, 202 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.9 out of 5 average rating, 129 reviewsPet-friendly home rentals with a pool

Holiday in antique farm, Belvedere
4.93 out of 5 average rating, 160 reviews
The twigs
5.0 out of 5 average rating, 100 reviews
La Pieve - the house next to the church
4.97 out of 5 average rating, 117 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
4.98 out of 5 average rating, 127 reviews
Spedaletto Castle, Val d'Orcia, Pienza
4.97 out of 5 average rating, 185 reviews
EcoLodge – modern design in a peaceful panoramic location
4.94 out of 5 average rating, 111 reviews
Romantic apartment in the Tuscan village
4.89 out of 5 average rating, 346 reviews
Villa Capanna, Private Pool, Breathtaking Views
4.89 out of 5 average rating, 311 reviewsPrivate, pet-friendly home rentals

La Casetta di Brunello, very panoramic with terrace
4.9 out of 5 average rating, 324 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
5.0 out of 5 average rating, 116 reviews
Panoramic penthouse in the ancient village
4.94 out of 5 average rating, 465 reviews
Wonderful house with garden
4.98 out of 5 average rating, 275 reviews
La Dimora del Luca
4.98 out of 5 average rating, 171 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
Spacious Flat just 15 Minutes from the Sea
5.0 out of 5 average rating, 36 reviews
House with private terrace and countryside view
4.91 out of 5 average rating, 66 reviewsWhen is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 NZD | $187 NZD | $200 NZD | $202 NZD | $189 NZD | $175 NZD | $186 NZD | $225 NZD | $186 NZD | $194 NZD | $191 NZD | $207 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 Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





