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Pet-friendly vacation rentals in Monticiano

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Monticiano pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
An outdoor area features a quaint seating arrangement with a small table and four chairs, nestled under the shade of a rustic covered porch. Surrounding planters hold vibrant flowers, and a brick well adds charm to the lush green lawn.
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars1 month ago
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.
Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 296 reviews

Casa Al Poggio & Chianti view

KathyRating, 5 stars2 weeks ago
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.
Top guest favorite
Home in Siena
4.99 out of 5 average rating, 178 reviews

Podere Piazza casa con vista panoramica

NicoleRating, 5 stars1 month ago
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!
Guest favorite
A cozy bedroom is highlighted with a floral wallpaper featuring vibrant colors. A bedside table made of wood stands beside a spacious bed dressed in pink bedding. A modern lamp provides warm lighting, enhancing the inviting details of the room.
Home in Pievescola
4.94 out of 5 average rating, 175 reviews

Antico Borgo Ripostena – n. 8 Casa Vecchia

LucyRating, 5 stars2 weeks ago
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)
Guest favorite
A charming dining area is illuminated by natural light streaming through large glass doors. A round wooden table is set with a book and tea service, while a patio with seating and an umbrella is visible outside, surrounded by lush greenery.
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars3 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!
Guest favorite
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home in Scrofiano
4.97 out of 5 average rating, 150 reviews

Jenny's Barn

FalcoRating, 5 stars1 week ago
Traumhafte Auszeit mit Panoramablick! Diese Airbnb-Unterkunft war ein absoluter Glücksgriff! Der Ausblick war einfach atemberaubend und hat uns jeden Morgen aufs Neue begeistert. Wer Ruhe und Entspannung sucht, ist hier genau richtig – die Lage ist wunderbar ruhig und idyllisch. Die Wohnung selbst ist fantastisch ausgestattet und bietet wirklich alle Annehmlichkeiten, die man sich wünschen kann. Es war super praktisch, dass grundlegende Dinge wie Öl, Essig etc. vorhanden waren. Das spart nicht nur Geld, sondern auch den ersten Einkauf. Das einzige, was etwas gewöhnungsbedürftig war, war das Bett. Aber das ist natürlich Geschmackssache und hat unsere positive Erfahrung in keiner Weise getrübt. Wir können diese Unterkunft uneingeschränkt empfehlen und würden jederzeit wiederkommen!
Top guest favorite
A cozy sitting area features a vintage leather sofa with colorful accents, positioned against a light wall adorned with contemporary wall art. Soft bedding is seen at the back, complemented by warm wooden flooring. Natural light filters through a nearby window, enhancing the inviting space.
Home in Montalcino
5 out of 5 average rating, 125 reviews

Montalcino Townhouse with Private Panoramic Garden & Spa

JenniferRating, 5 stars1 day ago
We thoroughly enjoyed our stay in Lisa’s Montalcino Townhouse!! She met us upon arrival and gave great recommendations for wineries and restaurants. Attention to details in the home made it perfect and relaxing! Loved the back yard/patio in the evenings especially. She left us 2 bottles of wine, breakfast items, a basket of EU chargers and cords, and robes for the hot tub! It felt like home away from home and we hope to have a return visit! Thanks for thinking of everything we could need for our comfort and stay!
Superhost
A covered outdoor patio features a comfortable seating arrangement with soft cushions, accompanied by decorative lamps. A wooden table and chairs provide dining options. A black dog lounges on the steps, enjoying the tranquil surroundings.
Home in Casale
4.88 out of 5 average rating, 179 reviews

Infinity view

JannisRating, 5 stars1 week ago
Wir haben eine Woche in diesem Haus verbracht und waren rundum zufrieden. Die Lage ist ruhig und idyllisch, mit einem weiten Blick über die toskanische Landschaft – besonders vom Infinity Pool aus ein echtes Highlight. Der Pool ist sehr gepflegt und bietet genug Platz zum Schwimmen und Entspannen. Das Haus ist sauber, gut ausgestattet und geschmackvoll eingerichtet – modern. Küche, Badezimmer und Schlafzimmer waren in einwandfreiem Zustand. Die Gastgeberin war sehr freundlich, gut erreichbar und hat bei Fragen schnell reagiert. Der Check-in verlief reibungslos, alle wichtigen Infos wurden vorab zur Verfügung gestellt. Gerne jederzeit wieder!

Pet-friendly home rentals with a pool

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.96 out of 5 average rating, 165 reviews

Tuscan cottage with an heavenly view

BridgetRating, 5 stars1 week ago
I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go back!!
Top guest favorite
A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Esplora la natura al centro di Vigneti Chianti

BaileyRating, 5 stars1 week ago
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.
Top guest favorite
A tranquil pool area features a clear blue swimming pool surrounded by a stone terrace. Six lounge chairs provide comfortable seating, and a row of greenery is visible behind the pool. The rustic villa with its stone façade can be seen in the background against a clear sky.
Villa in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 148 reviews

PODERE GUIDI

TerryRating, 5 stars1 week ago
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 week ago
Nous avons été de suite sous le charme de cette propriété. Tout ici compose l'image qu'on peut se faire de la belle campagne Toscane. Tout en haut de la colline surplombant la vallée, la vue y est splendide et romantique. La propriété a été renovée avec le confort d'aujourd'hui tout en conservant son âme d'autrefois. On s'y sent de suite bien, l'energie est bienfaisante, la nature, les animaux, tout est en harmonie! L'accueil, la cuisine d'Oscar, la superbe piscine, la terrasse ombragée, les petits-dejeuners copieux fait maison! C'est plus qu'un coup de coeur, cet endroit est une pépite! Nous reviendrons!
Top guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Apartment in La Presura
4.93 out of 5 average rating, 147 reviews

Country house 9 km to Florence-2+1g,free parking

TimRating, 5 stars1 week ago
Sehr schöne ruhige Unterkunft im toskanischen Flair. Tolle Anlage auch mit Pool und toller Aussicht. Schnell in Florenz und auf den Straßen zu den Ausflugszielen. Auf jeden Fall zu empfehlen! Wir kommen gern wieder. :)
Top guest favorite
The rustic farmhouse features a natural stone facade with multiple windows, set amidst a well-maintained lawn. Two lounge chairs and a hammock are positioned on the green grass for relaxation. The surrounding landscape offers a serene view of nature, enhancing the outdoor space.
Apartment in San Rocco a Pilli
5 out of 5 average rating, 55 reviews

Authentic Italian Apartment with Private Terrace

CatherineRating, 5 stars2 weeks ago
Such an amazing location overlooking the beautiful Tuscany countryside. Only a short drive to Siena and within an hour of many other Tuscany towns. The villa was extremely well appointed with a welcome pack along with coffee pods which were available for refill during our week stay. Would highly recommend staying here.
Superhost
A swimming pool is set within a spacious stone-tiled patio, surrounded by a verdant garden. Several sun loungers are positioned beside the pool, accompanied by light-colored umbrellas for shade. Lush greenery and trees are visible in the background, contributing to the tranquil outdoor environment.
Villa in Monticiano
4.7 out of 5 average rating, 10 reviews

Independent country house with private pool

DeniseRating, 5 stars1 month ago
Séjour très apprécié de tout le groupe . Très grande résidence , propre et emplacement extraordinaire pour être tranquille. Quand même assez près d’une petite épicerie . Très pratique.
Guest favorite
A rectangular outdoor swimming pool is surrounded by a natural landscape of greenery and wildflowers. Several lounge chairs and umbrellas are positioned nearby, providing shaded seating areas. The clear blue water reflects the sky, while rustic buildings can be seen in the background.
Farm stay in Pari
4.84 out of 5 average rating, 241 reviews

lo Studiolo between Siena and Grosseto

AfifRating, 5 stars3 weeks ago
Staying at Lorenzo’s place was a really nice experience. You feel the warmth of the hosts from the moment you step in. The studio was what we expected from a house in the countryside. The garden and outdoor areas are very nice and accessible to all guests. The highlight of our stay was the dinner in Lorenzo and Maria Garcia’s house with the other guests, a real italian experience. They really made us feel like we are having dinner with our family, which was a very nice way to end our trip!

Private, pet-friendly home rentals

Guest favorite
The villa is positioned on a hillside, offering panoramic views of the rolling Tuscan countryside at sunset. Olive trees are scattered throughout the landscaped garden, with a covered terrace visible, inviting outdoor relaxation and dining. Warm light bathes the scene, enhancing the natural beauty.
Home in Castelmuzio
4.95 out of 5 average rating, 41 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Guest favorite
Farm stay in Vescovado
4.86 out of 5 average rating, 93 reviews

Historic Estate near Siena with swimmingpool

JohannaRating, 5 stars2 weeks ago
Absolutely fantastic stay! It was our highlight during our vacation in tuscany. Eloise is the most friendly host and the property is a dream! We will remember our stay fondly for a very long time.
Top guest favorite
A charming terrace is bathed in sunlight, featuring a small table set with a floral tablecloth and two cups. Two wooden chairs provide seating, while a vase of flowers adds a touch of color, enhancing the serene outdoor setting.
Home in Monticiano
4.94 out of 5 average rating, 34 reviews

CASA DI ZIO Comfort, nature and relax

TimRating, 5 stars3 weeks ago
Stayed at Marta's for a nearby wedding at Abbey St Galgano. It is in a beautiful part of the world and Marta was a wonderful host. Being very flexible when I arrived 3 hours later than my agreed check in due to complications with a hire car. She is very warm and welcoming, gave me some cherries that she had grown in her garden and gave me great restaurant recommendations. The home is a really good base if you are travelling around the tuscany and the town of Monticiano is very vibrant for a very small place. Lots of amenities.
Top guest favorite
A panoramic view of rolling hills is bathed in soft morning light, with mist gently resting over the landscape. Silhouettes of trees and distant structures emerge from the fog, creating a serene and tranquil atmosphere in the Val d'Orcia.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 44 reviews

Wine Loft tra le vigne

HilaryRating, 5 stars2 weeks ago
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.
Guest favorite
A scenic view captures a serene outdoor area featuring a turquoise swimming pool, surrounded by sun loungers and lush greenery. Rolling hills and fields stretch into the distance, complementing the clear sky adorned with soft clouds, creating a peaceful countryside atmosphere.
Farm stay in Manciano
4.98 out of 5 average rating, 58 reviews

Casa Olivia: comfort, natura e paesaggi di Maremma

ElizabethRating, 5 stars2 weeks ago
Lovely home and surroundings! Alessandro was a fantastic host! The wine, figs and olive oil he shared with us were wonderful. We highly recommend staying here for your Tuscan getaway!
Top guest favorite
A scenic view showcases rolling green hills of the Tuscan countryside, framed by a balcony adorned with potted plants. Below, a serene indoor space features a stylish bathtub with glowing blue water and a decorative table setting, inviting relaxation with a glimpse of the landscape.
Home in Sasso D'ombrone
5 out of 5 average rating, 29 reviews

Tosco Suite "Solis"

TanitaRating, 5 stars1 week ago
Wir haben unseren Aufenthalt in der Unterkunft sehr genossen! Der Ort und die Umgebung waren traumhaft schön – wir haben uns rundum wohlgefühlt. Der Gastgeber war äußerst freundlich und herzlich, was den Aufenthalt noch angenehmer gemacht hat. Besonders der Ausblick vom Balkon war atemberaubend und der Whirlpool ein absolutes Highlight! Wir können diese Unterkunft auf jedenfall weiterempfehlen und kommen gerne wieder. 😊
Top guest favorite
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
5 out of 5 average rating, 95 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

JerzyRating, 5 stars1 week ago
Fantastyczne miejsce w Toskanii. Mały, przytulny domek wśród największych atrakcji tego regionu. W ciszy i spokoju wsród gaju oliwnego spędziliśmy 6 cudownych dni. Znajdziesz tam wszystko czego potrzebujesz na kilka dni wakacji. Komfort i wygoda to priorytet właścicieli. Będziemy długo wspominali ten cudowny pobyt. Nie było tanio ale jednak warto, takich chwil się nie zapomina.
Top guest favorite
A spacious living area is presented, featuring a contemporary sectional sofa adorned with cushions. The room is highlighted by a stone accent wall and a modern fireplace. Large windows provide natural light, while a round coffee table sits centrally, enhancing the inviting feel of the space.
Home in Monteroni d'Arbia
5 out of 5 average rating, 13 reviews

Golden View - Casale da sogno in Toscana

KshitijaRating, 5 stars4 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

Quick stats about vacation rentals that are pet-friendly in Monticiano

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$8,373 GYD before taxes and fees

  • Total number of reviews

    490 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Monticiano
  6. Pet-friendly rentals