Pet-friendly vacation rentals in Montaione

Apartment in San Gimignano

4.96 out of 5 average rating, 239 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

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 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.

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 in Monteriggioni

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 in Asciano

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 am to 8 pm, which is in our laundry room, to those who request it). We recommend the 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 Strategic location for visiting Tuscany and Umbria.

4.96 out of 5 average rating, 124 reviews

An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.

Apartment in Palaia

Podere Le Murella "Sunset"

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.

4.91 out of 5 average rating, 235 reviews

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

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!

Home in Tavarnelle Val di Pesa

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.

Apartment in Centro Storico

A well-equipped kitchen features a gas stove, oven, and microwave, with ample countertop space. Natural light pours in through two open windows, framing views of greenery outside. A kettle sits on the stove, and a bowl of fresh fruit is displayed on the counter.

5 out of 5 average rating, 289 reviews

Piazzale Michelangelo among the olive trees

Within short reach of Michelangelo’s Square and the popular and lively area of St.Niccolò, this apartment offers you a double advantage: being close to the heart of the city and at the same time fully immersed in the green peace of the hill shared by the stunning Romanic Church of San Miniato. CITY TAX NOT INCLUDED IN THE PRICE

4.95 out of 5 average rating, 105 reviews

A spacious living room features intricate wall decorations and a chandelier overhead. Elegant wooden furniture is arranged thoughtfully, including a dining table with chairs and a display cabinet. Large windows allow natural light to fill the room, enhancing the rich colors of the decor.

Apartment in San Marco

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.

Castle in Barberino Tavarnelle

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.

4.88 out of 5 average rating, 119 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.

Home in Tavarnelle Val di Pesa

A warm and inviting fireplace is surrounded by various decorative elements, including potted plants and wall art. Baskets filled with logs are neatly arranged, enhancing the cozy ambiance. Natural light enters through nearby windows, creating a bright and comfortable space.

4.89 out of 5 average rating, 176 reviews

Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

4.93 out of 5 average rating, 153 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 in San Miniato

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

4.99 out of 5 average rating, 191 reviews

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.

Home in Greve in Chianti

Love in Chianti

Home in Figline e Incisa Valdarno

Well-maintained gardens feature a lush lawn surrounded by mature trees, providing shade. An old stone building is visible in the background, characterized by arched windows and a terracotta roof. A shaded outdoor seating area, under a rustic wooden eave, adds to the inviting exterior.

4.97 out of 5 average rating, 116 reviews

Torretta Apartment

Home in Colle di Val d'Elsa

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, 266 reviews

House for the Coast

4.85 out of 5 average rating, 222 reviews

A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.

Home in Rietine

Gaiole in Chianti Poggio Casabianca

Home in Tavarnelle Val di Pesa

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

4.97 out of 5 average rating, 188 reviews

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

4.9 out of 5 average rating, 141 reviews

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

Paluffo Stillo House

4.92 out of 5 average rating, 109 reviews

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.

Home in San Miniato

Lovely house in a scenic and paiceful location

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 147 reviews

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.

Home in Pistoia

dependance in villa Toscana

Farm stay in Badia a Passignano

4.79 out of 5 average rating, 227 reviews

A barn in Chianti

4.95 out of 5 average rating, 212 reviews

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.

Apartment in Sorana

Casa Gave - Nature and relax in Tuscany

Cottage in Provincia di Lucca

An outdoor dining area features a spacious wooden table surrounded by dark wooden benches. The space is partially shaded by a terracotta-tiled roof, and greenery can be seen in the background, creating a natural setting for meals or gatherings.

4.92 out of 5 average rating, 112 reviews

Tuscan Cottage with swimming pool Pet Friendly

Farm stay in San Casciano In Val di Pesa

The exterior view of a rustic stone building is showcased, featuring large windows and a welcoming entrance. A gravel pathway leads to the door, with terracotta pots and greenery strategically placed around the entryway, providing an inviting atmosphere in a serene environment.

4.95 out of 5 average rating, 120 reviews

Paradise in Chianti

4.98 out of 5 average rating, 113 reviews

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

4.95 out of 5 average rating, 111 reviews

The garden features a shaded dining area with a large umbrella and a wooden table set with chairs. A brick barbecue stands nearby, surrounded by greenery and well-maintained grass. The entrance to the house is visible through elegant wrought iron doors.

Cottage in La Piazza

Casa La Misura in the heart of Chianti

Villa in Castellina in Chianti

A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.

4.94 out of 5 average rating, 236 reviews

The Farmhouse Cottage

Private, pet-friendly home rentals

4.97 out of 5 average rating, 77 reviews

A stone cottage is surrounded by lush greenery, featuring a rustic facade with wooden accents. Potted plants are placed near the entrance, and the roof is topped with a small chimney. A pathway of stones leads to the door, inviting guests to explore.

Cottage in San Gimignano

Romantic House in Tuscany with jacuzzi

Apartment in Monteroni d'Arbia

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, 266 reviews

"Red Rose" apartment with view of Siena.

4.76 out of 5 average rating, 389 reviews

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.

Home in Montaione

La Cantina - Lovely flat in Tuscany

4.97 out of 5 average rating, 74 reviews

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.

Apartment in Montaione

Col di Pietra – Montaione Country house Belvedere

4.87 out of 5 average rating, 69 reviews

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.

Farm stay in Montaione

Tuscany Escape | Farmhouse with Stunning Views

4.93 out of 5 average rating, 28 reviews

Farm stay in Montaione

Trosce Lost-in-nature villa with breathtaking view

4.97 out of 5 average rating, 37 reviews

An aerial view captures the private semi-Olympic pool, set against lush greenery and rolling hills. The pool area features lounge chairs and is accompanied by a pool house, both positioned within a spacious garden that offers scenic landscapes.

Villa in Montaione

Private Villa with semi-Olympic pool and Tennis