
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 $85 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 - 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!
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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!
WalkabilityPetsAccess

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
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Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.
PetsOutdoor spacesLocation

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.
Outdoor spacesPetsHospitality

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
Outdoor spacesWalkabilityBathroom

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.
PetsWalkabilityHospitality

Mascagni Farmhouse in Val d'Orcia, 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?
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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.
Outdoor spacesWalkabilityAir conditioning

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 spacesFamily

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
PetsWalkabilityComfort

Authentic Tuscan Country House WITH A/C
L'appartamento "Pergola" (75 mq), è una delle due unità abitative indipendenti che compongono l'agriturismo Terra Rossa, situato nel cuore della campagna senese a pochissimi minuti di macchina dal centro storico.
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Popular amenities for Massa Marittima pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti
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Torretta Apartment
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Private villa/swimming pool in Tuscany
Outdoor spacesWalkabilityGetting around

Borgo Ripostena – No. 5 Garage
PetsWalkabilityComfort

Nada Home
WalkabilityPetsAir conditioning

Country House w/ heated Pool near the City Centre
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Secret Garden Siena
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The Tower of Corsanello
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Pet-friendly home rentals with a pool

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
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Villa la scuderia quiet luxury private garden pool
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Belforti Tower
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Wp Relais Villa Vignalunga
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La Pieve - the house next to the church
WalkabilityOutdoor spacesHeating

Unique view 3 bdr villa with pool & A/C in Pienza
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EcoLodge – modern design in a peaceful panoramic location
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Villa Capanna, Private Pool, Breathtaking Views
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Private, pet-friendly home rentals

Renaissance Residence In San Miniato with a view
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Il Camino: cosy & artfully inspired country house
PetsOutdoor spacesCleanliness

Casa Clarabella
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House with private terrace and countryside view
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In Tuscany Rooms
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Luxury frescoed apartment in the historical center
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Panoramic penthouse in the ancient village
Outdoor spacesWalkabilityTV

Spacious Flat just 15 Minutes from the Sea
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When is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 NZD | $180 NZD | $192 NZD | $194 NZD | $182 NZD | $168 NZD | $178 NZD | $216 NZD | $178 NZD | $187 NZD | $183 NZD | $199 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
- Del Chianti
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Valdichiana Outlet Village
- Casa Barthel
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Spiaggia di Fetovaia
- Abbey of Sant'Antimo





