Pet-friendly vacation rentals in Montaione

4.99 out of 5 average rating, 142 reviews

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

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.

4.95 out of 5 average rating, 266 reviews

An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.

Cottage

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

4.97 out of 5 average rating, 319 reviews

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Condo

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

4.96 out of 5 average rating, 124 reviews

Podere Le Murella "Sunset" Farmhouse

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

4.9 out of 5 average rating, 175 reviews

La Casa di Nada - Suite

Every window of my house opens onto wonderful views of the Tuscan hills, an enchantment that will accompany every moment of your stay. My kitchen is fully equipped and the rooms are comfortable and bright, with a private bathroom for each room. In the living room, I have a beautiful fireplace all for you. A practical, complete laundry room in this refuge in the Heart of Chianti

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.

4.91 out of 5 average rating, 236 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

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.

4.96 out of 5 average rating, 313 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Vacation home in Peccioli

A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.

4.9 out of 5 average rating, 216 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.

4.98 out of 5 average rating, 125 reviews

House in a medieval tower with a view in Certaldo

Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!

The living room features high ceilings adorned with intricate decorations and a large chandelier. Two tall windows allow natural light to illuminate a dining table surrounded by chairs. A marble fireplace is positioned against a richly textured wall, complemented by vintage furnishings and artwork.

4.95 out of 5 average rating, 105 reviews

Historical mansion in Florence with garden

It's on the first floor and it's the old noble flat. It looks on the house garden and it's decorated with paintings and furnishings of the 19th century. A hallway connects the large living room, the two bedrooms, the kitchen and the two bathrooms. beautiful Italian garden accessible to all guests of the building.

4.94 out of 5 average rating, 164 reviews

A serene pool area is featured, surrounded by well-maintained greenery. Several lounge chairs are positioned along the pool's edge, inviting relaxation. The sky is clear and blue, complementing the tranquil setting of the property.

Villa

Podere Guidi

Apartment in a panoramic villa between Florence and Siena in the heart of Chianti in a charming village. The swimming pool is open from May 1st to September 30th, from 9 a.m. to 1 p.m. with exclusive use for guests during this time. For different needs, ask the host.

4.93 out of 5 average rating, 156 reviews

A sweeping view of lush vineyards stretches across gentle hills, blanketed in morning mist. Soft hues of gold and green are present, with a clear sky above. The serene landscape conveys a sense of tranquility and natural beauty.

Condo

Renaissance Residence In San Miniato with a view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Nel centro storico di San Miniato Appartamento al primo piano in antico palazzo del '400. Con grande balcone sulla vallata. Ampia sala, cucina, due camere e due bagni. Panorama mozzafiato. Silenzioso.

Popular amenities for Montaione pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene outdoor area features a swimming pool surrounded by lush greenery and olive trees. Sun loungers are positioned on the wooden deck beside the pool, while a covered seating area provides shade. Scenic hills and a distant villa are visible in the background.

4.92 out of 5 average rating, 147 reviews

dependance in villa Toscana

A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.

4.99 out of 5 average rating, 192 reviews

Love in Chianti

The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.

4.99 out of 5 average rating, 172 reviews

Tuscany .Countryhouse on the Florence's hills

A decorative wall shelf is embedded in a stone wall, featuring a small potted plant and a light fixture above. Below the plant, a set of wine glasses is arranged on a glass surface, adding a touch of elegance to the rustic backdrop.

4.96 out of 5 average rating, 267 reviews

House for the Coast

A bright living area is highlighted by a white sectional sofa, complemented by red throw pillows. An elegant area rug sits on terracotta tiles, with wooden beams and a staircase leading to the upper level visible. Light streams through a window, enhancing the warm atmosphere.

4.94 out of 5 average rating, 109 reviews

Casa Luigi Suite with exclusive pool

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.

4.97 out of 5 average rating, 189 reviews

Secret Garden Siena

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.

4.9 out of 5 average rating, 141 reviews

Paluffo Stillo House

A rustic villa features large glass panels that offer views of the surrounding greenery. The spacious outdoor patio area is equipped with a dining set and lounge chairs. Towering trees and well-maintained grass frame the property under a bright blue sky, enhancing the serene countryside setting.

4.92 out of 5 average rating, 109 reviews

Lovely house in a scenic and paiceful location

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 206 reviews

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

A Big Dream in a Little Tower.

Aerial view of Podere degli Olivi, showcasing a rustic building surrounded by lush olive groves and cypress trees. A tranquil swimming pool is visible in the foreground, and the medieval towers of San Gimignano rise in the background against a clear blue sky.

4.88 out of 5 average rating, 168 reviews

Apartment Melogranowith great views

4.98 out of 5 average rating, 111 reviews

A heated mini hydro-massage pool is surrounded by greenery, featuring subtle chromotherapy lighting in shades of purple. In the background, a rustic farmhouse is set against a serene twilight sky, with tall cypress trees lining the space.

Villa

San Giovanni in Poggio, villa Meriggio 95mq

A swimming pool with clear blue water is featured, accompanied by a large pink inflatable flamingo. Several sun loungers are arranged around the pool area, surrounded by greenery and trees, providing a relaxed outdoor atmosphere.

4.97 out of 5 average rating, 217 reviews

La Fabbrichina

A dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.

4.78 out of 5 average rating, 163 reviews

Sperone: two floors apartment with pool

4.94 out of 5 average rating, 195 reviews

A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.

Villa

Farmhouse in Chianti

A rustic dining area features a large wooden table set for meals, complemented by transparent chairs. A cozy fireplace, built into a stone wall, adds warmth to the space. Soft lighting is provided by hanging fixtures, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 213 reviews

Casa Gave - Nature and relax in Tuscany

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.

4.96 out of 5 average rating, 103 reviews

La Pieve - the house next to the church

Private, pet-friendly home rentals

4.88 out of 5 average rating, 312 reviews

A spacious living area features large arched windows offering panoramic views of the Tuscan hills. A black leather sofa and a rocking chair are arranged around a decorative coffee table, with a subtle light from a chandelier above. A fireplace adds warmth to the serene space.

Townhouse

Florence Country Side: Giogoli a place to be!

4.97 out of 5 average rating, 77 reviews

Cottage

Romantic House in Tuscany with jacuzzi

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.

4.95 out of 5 average rating, 267 reviews

"Red Rose" apartment with view of Siena.

4.89 out of 5 average rating, 245 reviews

The exterior of a two-story, Tuscan-style apartment is visible, featuring light-colored walls and traditional wooden shutters. A welcoming staircase leads to a balcony adorned with potted plants, providing access to the upper level. Greenery surrounds the entrance, adding to the tranquil ambiance.

Condo

A View Over Tuscany's Countryside

An outdoor patio area is featured, furnished with a round table and four foldable chairs. A large umbrella provides shade, while a small table made of woven material sits nearby. The garden area is visible, with greenery and flowerpots lining the space.

4.76 out of 5 average rating, 389 reviews

La Cantina - Lovely flat in Tuscany

The exterior view of a rustic two-story building surrounded by olive trees. A gravel pathway leads to the entrance, and the structure features a blend of stone and plaster with decorative details on the roof. Lush greenery and a clear blue sky provide a serene backdrop.

4.97 out of 5 average rating, 74 reviews

Col di Pietra – Montaione Country house Belvedere

A serene pool area is surrounded by tall cypress trees, reflecting the soft hues of sunset. Comfortable lounge chairs are placed around the edge, inviting relaxation. The pool's water glistens in the fading light, with rolling hills visible in the background.

4.87 out of 5 average rating, 69 reviews

Tuscany Escape | Farmhouse with Stunning Views

Two sun loungers are positioned on a well-maintained green lawn under a white umbrella. In the background, a stone building is visible, accompanied by potted plants and trees, creating a serene outdoor space.