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Pet-friendly holiday rentals in Massa Marittima

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Massa Marittima

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The spacious living area features large windows offering panoramic views of the countryside. A designer sofa and two armchairs provide comfortable seating around a round table. Shelving holds dishes and books, while rustic beams grace the ceiling, enhancing the room's warmth.
Flat
4.96 out of 5 average rating, 313 reviews

A view from the gate, Montepulciano.

The house(castoldi apartments site), renovated in 2019, close to the main street and the Square has AC, 2 double rooms (1 or 2 king ), 2 bathrooms ensuite with shower and a large kitchen-living room with 4 windows and a small terrace, overlooking the hills, wine cellar The apartment offers a spectacular view Available in season a nice garden 50 mt away where to have a wine tasting for all the guests of our 4 apartments or grilled meat always with paired wines. Private parking in our garden.

Top guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa
4.92 out of 5 average rating, 302 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower
5 out of 5 average rating, 108 reviews

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.

Superhost
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Apartment
4.9 out of 5 average rating, 314 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.

Guest favourite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Flat
4.94 out of 5 average rating, 280 reviews

"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).

Top guest favourite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle
4.89 out of 5 average rating, 123 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.

Top guest favourite
The illuminated village of Pitigliano is captured at dusk, showcasing its distinct stone buildings and rooftops. The historic tower stands prominently in the background, while soft lights line the streets, creating a serene atmosphere in the valley below.
Apartment
4.94 out of 5 average rating, 453 reviews

Panoramic penthouse in the ancient village

Penthouse with two panoramic terraces with stunning views of the valley and the historic center, in the square below the historic Orsini Fortress. Twenty minutes from the Terme di Saturnia and five minutes from the Terme di Sorano, immersed in the Maremma landscape.

Top guest favourite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home
4.98 out of 5 average rating, 210 reviews

Secret Garden Siena

A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.

Top guest favourite
Farm stay
4.97 out of 5 average rating, 314 reviews

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.

Guest favourite
The exterior of the property features a rustic stone façade complemented by wrought iron details. A spacious terrace is equipped with a large umbrella and an outdoor dining area, surrounded by lush greenery, enhancing the natural setting.
Cottage
4.93 out of 5 average rating, 152 reviews

Beautiful renovated barn in Tuscany

An oasis surrounded by the lush and green nature of the Tuscan hills, a safe place to find peace and tranquility after such a difficult period caused by the Covid-19 emergency.

Guest favourite
An independent stone cottage is surrounded by greenery, featuring a terracotta patio framed by a pergola. The cottage showcases wooden beams and green shuttered windows, with a gentle slope leading to the lush garden and distant trees.
Farm stay
4.93 out of 5 average rating, 152 reviews

Holiday in antique farm, Belvedere

Fattoria di Peruzzo, Podere Serratina, Appartamento Il Belvedere The cottage in the front faces a terraced lawn from whose baluster a marvellous view can be enjoyed.

Top guest favourite
A rolling landscape showcases neat rows of lush green vineyards under a softly lit sky. A charming village, featuring a prominent clock tower, is nestled among the trees and hills in the background. The tranquil atmosphere highlights the area's natural beauty.
Flat
4.99 out of 5 average rating, 452 reviews

Beautiful medieval village!!!

A Medieval Hamlet immersed in Chianti!

Popular amenities for Massa Marittima pet-friendly home rentals

When is the best time to visit Massa Marittima?

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Avg. price£83£79£84£83£75£81£78£94£78£82£80£87
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Quick stats about holiday rentals that are pet-friendly in Massa Marittima

  • Total holiday rentals

    Explore 60 holiday rentals in Massa Marittima

  • Nightly prices starting at

    Massa Marittima holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Massa Marittima holiday rentals include wifi 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

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