Some info is shown in its original language. Translate
Airbnb your place

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.

1 of 1 pages1 / 1
Top Guest favourite
Townhouse in Scandicci

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 spacesPetsValue

4.88 out of 5 average rating, 343 reviews
Top Guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

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 spacesPetsGetting around

4.99 out of 5 average rating, 155 reviews
Superhost
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia

Agriturismo Poggio Bicchieri ap. Memoria

Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

WalkabilityOutdoor spacesGetting around

4.92 out of 5 average rating, 628 reviews
Guest favourite
Home in Montescudaio

Open space immerso nella natura

Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

PetsOutdoor spacesAccess

4.96 out of 5 average rating, 137 reviews
Top Guest favourite
Villa in Montecatini Val di Cecina

Torre dei Belforti

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.

WalkabilityPetsDecor

4.99 out of 5 average rating, 138 reviews
Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

WalkabilityOutdoor spacesEV charging

4.93 out of 5 average rating, 294 reviews
Top Guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi

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.

Outdoor spacesWalkabilityAmenities

4.98 out of 5 average rating, 129 reviews
Top Guest favourite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

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.

WalkabilityOutdoor spacesCleanliness

4.97 out of 5 average rating, 117 reviews
Guest favourite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia

Country cottage C&M immerso nel verde love Tuscany

Country cottage in pietra , indipendente nella campagna Toscana in provincia di Siena ,con ampio giardino, portico e gazebo. La nostra casa e' situata nella campagna del comune di Chiusdino, a soli 5 minuti dai due paesi principali Monticiano e Chiusdino e 10 minuti dalla splendida Abbazia di.Galgano . 30 minuti da Siena , da Monteriggioni , un'ora da Firenze e 30/40min minuti dal mare. Soli 20 minuti dalle belle Terme del Petriolo .

WalkabilityPetsCheck-in

4.94 out of 5 average rating, 204 reviews
Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Apartment in Castiglione della Pescaia

Casetta Venere relax Toscano a 3 Km dal mare

Casetta Venere: Mare, natura e Pet-Friendly. A soli 3 km dal mare cristallino di Castiglione della Pescaia, Casetta Venere è un piccolo gioiello toscano tra ulivi, perfetto per coppie, famiglie e viaggiatori con animali. La casa offre spazi curati, un bel giardino privato e un’atmosfera intima e accogliente. Ti aspettiamo per un soggiorno lento, autentico e pieno di bellezza in mezzo alla natura.

PetsWalkabilityAmenities

4.95 out of 5 average rating, 144 reviews
Top Guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole

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 spacesAmenities

4.95 out of 5 average rating, 222 reviews
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 in Barberino Tavarnelle

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.

WalkabilityOutdoor spacesQuiet

4.88 out of 5 average rating, 129 reviews

Popular amenities for Massa Marittima pet-friendly home rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Superhost
A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.
Home in Castelnuovo Berardenga

La finestra del Chianti

PetsOutdoor spacesParking

4.9 out of 5 average rating, 136 reviews
Guest favourite
A spacious bedroom features a large bed with a neutral bedspread and decorative pillows. A wooden headboard complements the light-coloured walls. A turquoise wardrobe stands against the wall, with a small table and lamp positioned nearby. Natural light fills the room, highlighting the terracotta flooring.
Home in Pievescola

Borgo Ripostena – n. 9 Frantoio

Outdoor spacesPetsBiking

4.94 out of 5 average rating, 118 reviews
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 in Siena

Secret Garden Siena

PetsOutdoor spacesBathroom

4.98 out of 5 average rating, 222 reviews
Top Guest favourite
Home in Siena

Podere Piazza casa con vista panoramica

PetsWalkabilityAmenities

4.97 out of 5 average rating, 197 reviews
Guest favourite
The kitchen area features wooden cabinetry and modern appliances, including a microwave and coffee maker. A round wooden table with simple chairs is surrounded by natural light from large windows, offering views of the surrounding vineyards.
Home in Greve in Chianti

Agriturismo Casa Giulia di Sopra

WalkabilityOutdoor spacesLocation

4.95 out of 5 average rating, 107 reviews
Guest favourite
A spacious property is surrounded by lush gardens, featuring carefully arranged shrubs and trees. Stone pathways lead to the entrance, with a view of rolling hills in the background. The outdoor area includes a shaded seating area, enhancing enjoyment of the serene landscape.
Home in Monteroni d'Arbia

La Torre di Corsanello

PetsOutdoor spacesBiking

4.87 out of 5 average rating, 206 reviews
Guest favourite
A cozy living area features a vibrant striped sofa and rustic wooden beams above. Natural light streams through a skylight, illuminating the space, which includes a modern kitchen and a wooden dining table in the background. Decorative plants add a touch of greenery.
Home in Barberino Tavarnelle

La Casa di Nada Suite

WalkabilityPetsValue

4.9 out of 5 average rating, 202 reviews
Guest favourite
Home in Barberino Tavarnelle

SuiteLouise.pool, Hot Tub,homeGym & private Garden

PetsWalkabilityHospitality

4.9 out of 5 average rating, 129 reviews

Pet-friendly home rentals with a pool

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 in Roccatederighi

Holiday in antique farm, Belvedere

PetsWalkabilityHeating

4.93 out of 5 average rating, 159 reviews
Top Guest favourite
A charming stone cottage is set among lush green hills, featuring large arched windows and a shaded patio area with outdoor seating. Olive trees surround the property, providing a connection to the natural landscape, while a gravel pathway leads to the entrance.
Villa in Sinalunga

Gli sterpi

WalkabilityOutdoor spacesDecor

5.0 out of 5 average rating, 100 reviews
Top Guest favourite
A warm living area is presented, featuring a comfortable sofa adorned with soft pillows and a round dining table. The space is illuminated by wall sconces, while an arched entryway leads to another room. Large windows allow natural light to fill the area.
Farm stay in Gaiole in Chianti

La Pieve - the house next to the church

WalkabilityOutdoor spacesHot tub

4.97 out of 5 average rating, 117 reviews
Top Guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Outdoor spacesPetsBathroom

4.98 out of 5 average rating, 127 reviews
Top Guest favourite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Pienza

Castello di Spedaletto, Val d'Orcia, Pienza

Outdoor spacesPetsParking

4.97 out of 5 average rating, 185 reviews
Guest favourite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano

EcoLodge – modernes Design in ruhiger Panoramalage

WalkabilityPetsNearby

4.94 out of 5 average rating, 111 reviews
Guest favourite
Farm stay in Castelfranco di sopra

Romantico appartamento nel borgo Toscano

Outdoor spacesWalkabilityDecor

4.89 out of 5 average rating, 346 reviews
Guest favourite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Outdoor spacesWalkabilityBreakfast

4.89 out of 5 average rating, 311 reviews

Private, pet-friendly home rentals

Guest favourite
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.
Condo in Castelnuovo dell'Abate

La Casetta di Brunello,very panoramic with terrace

WalkabilityOutdoor spacesBiking

4.9 out of 5 average rating, 324 reviews
Top Guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci

Your Tuscan oak tree house, enchanting Val d'Orcia

WalkabilityOutdoor spacesBarbecue

5.0 out of 5 average rating, 116 reviews
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.
Condo in Pitigliano

Attico panoramico nell'antico borgo

WalkabilityOutdoor spacesIndoor spaces

4.94 out of 5 average rating, 465 reviews
Top Guest favourite
A light-filled living area features curved ceilings and large arched windows opening to a garden. A comfortable armchair and a striped sofa are arranged around a neutral coffee table. Bookshelves line the walls, displaying an assortment of decorative items and books.
Apartment in Santo Spirito

Wonderful house with garden

Outdoor spacesPetsLocation

4.98 out of 5 average rating, 275 reviews
Guest favourite
Lush vineyards stretch across rolling hills, showcasing rows of grapevines that lead the eye toward distant mountains. Tall cypress trees line the landscape, creating a serene backdrop that complements the greenery of the vines and the soft contours of the terrain.
Apartment in San Gusmè

La Dimora del Luca

Outdoor spacesWalkabilityLocation

4.98 out of 5 average rating, 171 reviews
Guest favourite
Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

WalkabilityOutdoor spacesAmenities

4.92 out of 5 average rating, 359 reviews
Top Guest favourite
Condo in Tirli

Spacious Flat just 15 Minutes from the Sea

BikingCleanlinessNearby

5.0 out of 5 average rating, 36 reviews
Guest favourite
Condo in Ghirlanda

House with private terrace and countryside view

WalkabilityPetsCleanliness

4.91 out of 5 average rating, 66 reviews

When is the best time to visit Massa Marittima?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
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. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Destinations to explore