
Pet-friendly holiday rentals in Massa Marittima
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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 $70 AUD 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 historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
PetsOutdoor spacesPool

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!
Outdoor spacesWalkabilityCheckout

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
Outdoor spacesWalkabilityAir conditioning

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.
PetsOutdoor spacesBeach

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
WalkabilityPetsBeach

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.
Outdoor spacesWalkabilityNearby

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.
Outdoor spacesWalkabilityHiking

Tuscan rural house in Mascagni Farmhouse 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?
Outdoor spacesPetsLayout

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.
Outdoor spacesWalkabilitySleep quality

La Casetta di Brunello, very panoramic with terrace
WE'RE WORKING FOR YOU. ... 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.
WalkabilityOutdoor spacesTV

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.
WalkabilityOutdoor spacesHospitality

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.
PetsOutdoor spacesGetting around
Popular amenities for Massa Marittima pet-friendly home rentals
Pet-friendly house rentals

Open space surrounded by nature
PetsOutdoor spacesDecor

Borgo Ripostena – No. 9 Oil Mill
PetsOutdoor spacesLong stay

Secret Garden Siena
WalkabilityOutdoor spacesLong stay

The Chianti window
Outdoor spacesPetsCheck-in

Casa Giulia di Sopra Farmhouse
WalkabilityOutdoor spacesAmenities

Casa Elicriso
WalkabilityPetsTV

THE LITTLE HOUSE OF THE ASH TREE
WalkabilityPetsCondition

Nada Home
WalkabilityOutdoor spacesAccess
Pet-friendly home rentals with a pool

La Pieve - the house next to the church
Outdoor spacesWalkabilityHospitality

Holiday in antique farm, Belvedere
Outdoor spacesPetsBathroom
Wp Relais Villa Vignalunga
WalkabilityPetsLong stay

Manor House - IlVillinoFarmhouse
Outdoor spacesWalkabilityPool

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
WalkabilityOutdoor spacesIndoor spaces

Villa Capanna, Private Pool, Breathtaking Views
WalkabilityOutdoor spacesTV

Farmhouse , pool, 13 px. Lucca 10km
PetsOutdoor spacesCondition

Unique view 3 bdr villa with pool & A/C in Pienza
WalkabilityOutdoor spacesHospitality
Private, pet-friendly home rentals

Casa Sabina
Outdoor spacesPetsLocation

Your Tuscan oak tree house, enchanting Val d'Orcia
PetsWalkabilityFamily

House with private terrace and countryside view
WalkabilityPetsCheck-in

Spacious Flat just 15 Minutes from the Sea
AccuracyConditionLocation

Maremma at a low cost for independent tourists.
WalkabilityAmenitiesBreakfast

La Gialla Luna - In the Heart of Massa Marittima -
PetsBathroomCleanliness

Villa Tuscany 5 bedrooms panoramic terrace
PetsWalkabilityCleanliness

Antea Blu: beach house in Tuscany - 2 bedrooms
PetsWalkabilityLocation
When is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 AUD | $148 AUD | $158 AUD | $159 AUD | $149 AUD | $138 AUD | $147 AUD | $177 AUD | $147 AUD | $154 AUD | $151 AUD | $163 AUD |
| 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
- Cascate del Mulino
- Mount Amiata
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park
- Rimigliano Natural Park





