Pet-friendly holiday rentals in Montopoli in Val d&#x27;Arno

4.97 out of 5 average rating, 107 reviews

A well-furnished room features a comfortable chair next to a wooden armoire and a TV mounted on the wall. Soft lighting is provided by a standing lamp, while textured walls and wood-beamed ceilings enhance the warm atmosphere. Natural light filters through the window drapes.

Apartment

La Rocca Tourist Rental

In the beautiful medieval village, immersed in the heart of Tuscany, room, bathroom and living room with table in typical Tuscan style. Featuring a terrace with panoramic views. It is located in the town center and close to bars/restaurants and other shops. Free parking. The train station is 5 km away. A few kilometers from the FI-PI-LI. Located in a favorable position to visit all of Tuscany, the distances are: Florence at 51 km, Pisa at 37 km, Lucca at 45 km, San Gimignano at 45 km and Livorno at 46 km.

The exterior view showcases a charming country house complemented by lush greenery. A well-maintained garden features a winding gravel path leading to a hot tub area surrounded by elegant shades and comfortable sun loungers.

4.94 out of 5 average rating, 121 reviews

Tuscany Country House Villa Claudia

La Nostra Country House è incastonata in un bellissimo Casale antico, finemente ristrutturato, panoramicissimo, costruito a margine dell'antico Borgo di Canneto, insediamento rurale nel territorio di San Miniato, risalente al 785 d.c. Il Casale, immerso nella Natura ma dotato di ogni comfort moderno, vi regalerà momenti indimenticabili, potendo scegliere tra vacanze in assoluto Relax, attività culturali (vicinissime le città d'Arte della Toscana), gustosi tour enogastronomici e tanto altro!

An outdoor seating area is shown with a sturdy wooden table surrounded by several chairs. An umbrella provides shade, while the rustic stone walls of the ancient structure frame the picturesque view of the valley beyond. A grassy area with a terracotta floor enhances the inviting ambiance.

4.95 out of 5 average rating, 219 reviews

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT

REGISTRATION NO. 50024LTN0077 The Delizioso loft awaits you for your relaxing holiday, with breathtaking views of the valley, with a large garden and private access, renovated in a rustic style inside an ancient medieval fortress. Unique place, great starting point for visiting Pisa, Lucca, Florence San Gimignano and only 40 minutes from the sea and located in the truffle area. Remember before booking: those who are not named in the reservation will not be allowed to enter the property.

4.95 out of 5 average rating, 261 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.

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.

4.98 out of 5 average rating, 113 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Superhost

A bright interior features large double windows, allowing natural light to fill the space. The view displays the sea and a nearby promenade, with soft, flowing curtains framing the scenic outlook. A simple white bed is positioned close to the windows.

Loft

4.8 out of 5 average rating, 495 reviews

the sunset loft

Ideal for enjoying the magnificent climate of our city and its endless waterfront of the nineteenth century, SUNSET LOFT is a romantic studio apartment overlooking the iconic "TERRAZZA MASCAGNI" with a unique view of the Mediterranean sunset. Private parking, wireless internet, smart TV, full kitchen with dishwasher, ceiling / floor, wooden floors and large bathroom with ceiling light complete the picture for a romantic and relaxing stay.

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.

4.96 out of 5 average rating, 124 reviews

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.

A small outdoor garden area features a potted plant with colorful blooms in the foreground. Wooden chairs and a table are seen on a stone patio adjacent to a private entrance. The wall of the building displays a charming plant holder.

4.94 out of 5 average rating, 139 reviews

Apartment under the hill

At the foot of the San Miniato hill along the Via Francigena, the apartment is the ideal base for visiting, in addition to our town rich in art and history, also the villages lying on the hills that surround it until you reach gems such as Florence, Pisa, Siena and Lucca. Well connected to the main roads and not far from shops and commercial activities, it is nevertheless located in a quiet area.

4.91 out of 5 average rating, 234 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

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!

4.9 out of 5 average rating, 215 reviews

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.

Holiday home in Peccioli

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.

4.92 out of 5 average rating, 146 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.

Apartment

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.

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.

4.94 out of 5 average rating, 164 reviews

Podere Guidi

Apartment in a panoramic villa between Florence and Siena, in the heart of Chianti, in a charming village. Pool open from May until the end of September. From 2026, the pool will be open from 9 am to 1 pm with exclusive use for guests during this time.

Popular amenities for Montopoli in Val d'Arno pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A traditional Tuscan farmhouse is showcased, featuring stone and brick exteriors. Green shutters adorn the windows, surrounded by lush plants and vibrant flower pots. A well-maintained pathway leads to the entrance, framed by trees and shrubs, contributing to the inviting countryside ambiance.

4.89 out of 5 average rating, 122 reviews

Cozy Suite in farmhouse midway Florence and Lucca

A lush garden is visible, featuring well-maintained grass and various plants. A shaded patio area with white chairs invites relaxation, while a large umbrella provides protection from the sun. Flowering plants add color throughout the space, creating a serene outdoor environment.

4.96 out of 5 average rating, 141 reviews

"La Dogana" (your house in Collodi in Tuscany)

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, 265 reviews

House for the Coast

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.

4.95 out of 5 average rating, 188 reviews

Antico Borgo Ripostena – n. 8 Old House

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 dining table is set on a terrace, featuring an orange tablecloth and a vase of flowers. Mountains and a clear sky form the scenic backdrop, with soft drapes gently swaying in the breeze. Glasses and a wine bottle are placed on the table, inviting guests to enjoy the view.

4.89 out of 5 average rating, 120 reviews

House in the mountains in relaxatio

Superhost

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, 140 reviews

Paluffo Stillo House

The rustic farmhouse is nestled in a lush green landscape, surrounded by trees. A pergola extends from the building, offering outdoor seating. A small pool is visible in the foreground, complemented by lounge chairs and well-maintained gardens.

4.94 out of 5 average rating, 186 reviews

Holiday in a Natural Park in Tuscany.

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 115 reviews

A swimming pool is set within a lush green landscape, bordered by a stone path. Sun loungers are arranged around the pool, with a shaded gazebo nearby. The surrounding area features trees and a fence, offering scenic views of the valley in the distance.

Holiday home

"IL FIENILE" rustic stone house

A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.

4.99 out of 5 average rating, 129 reviews

Belforti Tower

An aerial view of a beautiful countryside property is shown, featuring a stone farmhouse surrounded by lush greenery, gardens, and vineyards. A shared swimming pool is visible, along with outdoor seating areas and well-maintained landscaping that highlights the tranquil rural setting.

4.91 out of 5 average rating, 321 reviews

holidays with swimming pool in Tuscany

A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.

4.99 out of 5 average rating, 134 reviews

Le Maggioline Your Tuscany country house

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.

4.92 out of 5 average rating, 158 reviews

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

4.78 out of 5 average rating, 163 reviews

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.

Farm stay

Sperone: two floors apartment with pool

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.

4.94 out of 5 average rating, 195 reviews

Farmhouse in Chianti

4.92 out of 5 average rating, 110 reviews

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.

Cottage

Tuscan cottage with pool, Pet Friendly

Private, pet-friendly home rentals

4.88 out of 5 average rating, 309 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!

A well-appointed bedroom features a spacious bed with a dark patterned coverlet. Soft lighting is provided by two bedside lamps and an intricate chandelier overhead. Light-colored tiles cover the floor, and the walls are painted in a soft pink hue, creating a calming ambiance.

4.82 out of 5 average rating, 45 reviews

two-room apartment in the heart of Tuscany

4.98 out of 5 average rating, 225 reviews

A well-equipped kitchen is featured with stainless steel appliances and a wooden countertop. Natural light flows through the large windows, enhancing the space. A decorative model sailboat and framed bird illustrations add charm to the room. A dining table with wooden chairs is positioned nearby.

Apartment

"Mercanti" cozy attic in a tower house

An aerial view depicts the medieval village of Palaia, characterized by its charming terracotta rooftops and lush greenery. The surrounding Tuscan hills create a scenic backdrop, with a glimpse of the communal garden featuring a swimming pool. The landscape reflects the authenticity of the area.

4.98 out of 5 average rating, 59 reviews

Conte Martini House

A serene outdoor area features a private swimming pool surrounded by lush greenery. Two lounge chairs and a small table are positioned beside the water, offering a relaxing space. The villa stands in the background, framed by trees and garden foliage.

4.84 out of 5 average rating, 69 reviews

Villa Belvedere beautiful view surrounded by greenery

The open-plan living area features wooden beams across the ceiling. Natural light filters through multiple windows, illuminating the cozy seating and dining areas. A rustic stone wall adds character, while a wooden table and light-colored chairs provide a functional dining space.

4.96 out of 5 average rating, 238 reviews

Casa Irene

5 out of 5 average rating, 48 reviews

Volpe Sul Poggio - Country Suite