Pet-friendly vacation rentals in Poggibonsi

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Top-rated pet-friendly home rentals in Poggibonsi

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Top guest favorite

A serene pool area is surrounded by olive trees, featuring several sun loungers and umbrellas. The clear water reflects the blue sky and fluffy white clouds, creating a peaceful outdoor setting for relaxation.

Apartment in Poggibonsi

4.98 out of 5 average rating, 113 reviews

Case nell'aia Arco, apartment in Chianti and pool

L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Top guest favorite

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.

Home in Colle di Val d'Elsa

4.96 out of 5 average rating, 253 reviews

House for the Coast

In the center, a completely renovated, cozy and quiet historic house from the 1300s, equipped with every comfort. Independent entrance, kitchen, living room and bathroom and upstairs double bedroom and bathroom. Located 100 meters from Piazza Arnolfo and 200 meters from the historic center, for those traveling by bus the stop is just 200 meters away. Convenient location for visiting Siena, Florence, San Gimignano, Volterra, Chianti and for walking the Via Francigena or taking the Elsa Trail.

Top guest favorite

An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.

Vacation home in Poggibonsi

4.95 out of 5 average rating, 175 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Top guest favorite

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

4.96 out of 5 average rating, 252 reviews

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.

Guest favorite

A stylish bedroom features a modern geometric bed frame adorned with two decorative pillows in complementary colors. Nightstands with yellow lamps flank the bed, while an intricate wall art piece adds a touch of elegance above the headboard. The walls are painted white, creating a bright atmosphere.

Apartment in Poggibonsi

4.87 out of 5 average rating, 182 reviews

Casa Luce Modern Urban Chic Apartment in Tuscany

Enjoy Tuscany in our cozy cute apartment, very conveniently located between Florence and Siena and ideal if you want to explore the countryside. The neighborhood is quiet with free parking outside the building. There is a market store, bar, butcher, beauty salon, and cafes all nearby walking distance. Also you can come to visit our organic farm and get fresh veggies, fruit and eggs you can cook at home. Smoking is allowed only on the balcony.

Top guest favorite

An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.

Apartment in Gavignano

4.91 out of 5 average rating, 334 reviews

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Equipped garden, free wi-fi, equipped shared swimming pool, wood-burning oven and barbecue,washing machine are available for guests. The apartment was obtained from a charming stone farmhouse of 1800 recently renovated according to the Tuscan tradition and divided into three comfortable apartments

Superhost

A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.

Home in Poggibonsi

4.89 out of 5 average rating, 260 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Top guest favorite

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

4.9 out of 5 average rating, 218 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!

Guest favorite

An open-plan living area features a modern kitchen with appliances and a granite countertop. A comfortable sectional sofa is positioned in a cozy corner, complemented by soft cushions. Bright orange and yellow walls create a cheerful ambiance, while shelves display decorative items.

Apartment in Poggibonsi

4.95 out of 5 average rating, 100 reviews

Cozy apartment to explore Tuscany

Far from crowds of tourists and the inflated prices of Florence and Siena, a stay in Poggibonsi allows you to attain the best of Tuscany for a fair price – an authentic Tuscan experience especially for those visitors who might love to go off the beaten track!Comfortably located in via Montenero, the apartment is close to the train/bus station and has a private parking lot.

Guest favorite

A swimming pool is set within a landscaped area featuring grass and olive trees. Four sun loungers in red and cream are positioned around the pool, with steps leading into the clear water. A panoramic view of the hills surrounds the serene setting.

Farm stay in Badia a Passignano

4.8 out of 5 average rating, 287 reviews

Beautiful Chianti

Apartment located in the heart of Chianti, ideal for a family of 4/5 people or two couples. Wonderful terrace with panoramic view of the Chianti hills. Ideal place to relax and visit the villages of Chianti, just 20 km from Florence and 30 km from Siena. Shared swimming pool and children's play area available for guests.

Guest favorite

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.

Castle in Barberino Tavarnelle

4.88 out of 5 average rating, 113 reviews

Suite in Castle of 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.