Pet-friendly holiday rentals in San Vincenzo

An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.

4.91 out of 5 average rating, 182 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

4.99 out of 5 average rating, 140 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.

A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.

4.96 out of 5 average rating, 121 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

4.96 out of 5 average rating, 259 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.

4.99 out of 5 average rating, 129 reviews

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.

Villa

Belforti Tower

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.

A serene garden area features two lounge chairs positioned on lush green grass, overlooking the sea in the distance. White lilies bloom in the foreground, complemented by a rustic shade structure nearby, providing a tranquil setting for relaxation.

4.95 out of 5 average rating, 146 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

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, 232 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!

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, 261 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

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, 281 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

4.94 out of 5 average rating, 163 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. 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.

4.92 out of 5 average rating, 108 reviews

A terrace is showcased, featuring a wooden table accompanied by white chairs. The scene includes expansive views of rolling hills and vineyards, framed by tall cypress trees. The sky reveals warm sunset hues, creating a serene atmosphere.

Holiday home

Stunning Tuscan apartment for 2

This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.

A bright bedroom features a spacious bed covered with a textured beige blanket. Two decorative wreaths are mounted on the wall above the headboard, while sunlight filters through a window draped in light gray curtains, creating a calm and inviting atmosphere.

4.92 out of 5 average rating, 102 reviews

BucaDelleFate-House on the beach!

High quality apartaments "Casa del Mare". Directly on the sandy beach, a few steps from the promenade. Unique position to enjoy the beach in the centre of the town. Do you want to sleep lulled by the waves?! You can breathe sea air in any room!

Popular amenities for San Vincenzo pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene view of calm waters is framed by lush greenery. Several boats are anchored in the distance, with a clear blue sky above, providing a tranquil coastal atmosphere.

4.89 out of 5 average rating, 102 reviews

Cosy house at Porto Azzurro

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, 184 reviews

Love in Chianti

Superhost

A rustic dining table with four wooden chairs presents a fruit platter at its center. A corner fireplace is visible in the background, alongside a comfortable sofa and a wall-mounted wine rack. Natural light fills the spacious living area.

4.89 out of 5 average rating, 146 reviews

THE COTTAGE OF THE ASH TREE

A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.

4.92 out of 5 average rating, 142 reviews

Private villa/swimming pool in Tuscany

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, 169 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, 263 reviews

House for the Coast

The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.

4.93 out of 5 average rating, 192 reviews

Collina Power

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

Pet-friendly home rentals with a pool

An outdoor patio is depicted, featuring a table surrounded by wooden chairs. Lush greenery and flowering plants are visible, complementing the tranquil setting. The sky is partially cloudy, with sunlight illuminating the area. A view of additional buildings within the residence can be seen in the background.

4.7 out of 5 average rating, 30 reviews

One-Bedroom Apartment with Patio

An inviting outdoor dining area is framed by a large brick archway, showcasing a panoramic view of the Tuscan countryside. A wooden table is set with white dishes, a coffee pot, and a book, complemented by fresh flowers in a vase and decorative elements.

4.97 out of 5 average rating, 38 reviews

The Arches of Corsanello | Apt "Siena" x 3

5 out of 5 average rating, 14 reviews

The exterior view showcases a two-story villa surrounded by vibrant yellow flowers and lush greenery. A swimming pool, flanked by two umbrellas and lounge chairs, invites relaxation under the clear blue sky, with a palm tree adding a touch of tropical ambiance.

Apartment

[Beach and tuscan villages] Apartment with pool

A stone villa is showcased alongside a heated, private swimming pool with a safety cover. Lush green grass borders the pool area. Large glass windows of the villa reflect natural surroundings, while wooden fencing adds privacy to the outdoor space.

4.94 out of 5 average rating, 103 reviews

country villa with heated swimming pool

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

4.94 out of 5 average rating, 193 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

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, 118 reviews

Paradise in Chianti

A charming courtyard is framed by rustic stone walls and wooden railings. Natural light filters through the open space, highlighting the textured brick floor. A stone sculpture is nestled among greenery, while glimpses of the interior can be seen through the doorways.

4.93 out of 5 average rating, 58 reviews

La Capanna: country house with magnificent view

Private, pet-friendly home rentals

A shaded gazebo is featured under a wooden roof, surrounded by an assortment of terracotta pots filled with vibrant greenery and citrus fruits. A table with chairs is visible, creating a peaceful outdoor dining space, all set against a clear blue sky.

4.86 out of 5 average rating, 42 reviews

house in a quiet farmhouse 3 km from the sea

An expansive terrace offers a dining table surrounded by chairs, under a large awning. Decorative elements, including potted plants, are visible. A panoramic view of the sea and coastline is presented in the background, enhancing the outdoor experience.

4.95 out of 5 average rating, 76 reviews

Sea view penthouse with 130 sqm terrace

A spacious living area is highlighted by an inviting sofa and a unique decorative coffee table. Large glass doors open to a terrace, allowing natural light to flow in. Indoor plants add a touch of greenery, enhancing the relaxed atmosphere.

5 out of 5 average rating, 14 reviews

Luxurious Penthouse -100 sqm 2 bedrooms 2 bathrooms

5 out of 5 average rating, 11 reviews

An elegant bedroom features a metal bed frame with a spacious bed. The room is enhanced by natural light from a window, partially covered by sheer curtains. A piece of wall art depicting a sunset is displayed above the bed, adding a serene touch.

Apartment

[Comfort & modern]House with terrace and garden

4.96 out of 5 average rating, 24 reviews

A garden area is depicted with a wooden lattice feature adorned with flowers. A table, covered with a decorative cloth, is set for dining, accompanied by a chair and potted plants. Ambient greenery surrounds the space, providing a serene outdoor retreat.

Apartment

San Vincenzo beach, Gelsomino apartment

A sandy beach stretches along the shore, meeting calm blue waters under a clear sky. Green shrubs and cacti frame the foreground, while a gate provides access to the beach. The tranquil scene conveys a serene coastal environment.

4.93 out of 5 average rating, 29 reviews

Home on the beach/ Casa sul mare

4.93 out of 5 average rating, 122 reviews

The exterior of a charming countryside house is surrounded by a lush green lawn and trees. Large arched windows offer glimpses of the interior, and a glass-enclosed area extends from the base of the structure, allowing for natural light to fill the space.

Cottage

Charming cottage on Lucca hills

Superhost

A bright open living area features a spacious white sofa adorned with colorful cushions. A wooden cabinet and a TV are positioned along one wall, while large windows with light curtains provide ample natural light. A decorative mirror and wall art enhance the home's welcoming atmosphere.