Pet-friendly vacation rentals in Poggibonsi

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Pets · Outdoor spaces · Bathroom

From "Jack and Adriana."

Relax with the whole family in this quiet accommodation. Spacious apartment in Poggibonsi, furnished in Florentine style and with attention to the smallest details. Equipped with two reserved parking spaces, one of which is covered. 18 minutes from the Siena Eye Laser Clinic. In 15 minutes on foot you can reach the train station and the shopping mall. A 5-minute walk to the tobacco shop, bar, bakery, public pool and bike/pedestrian path. Perfect for the cities of Siena, Florence, San Gimignano and Volterra.

Pets · Walkability · Parking

Apartment at ground floor with garden

A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

Walkability · Outdoor spaces · Air conditioning

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Pets · Walkability · View

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.

Outdoor spaces · Walkability · Sleep quality

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Outdoor spaces · Pets · Layout

Case nell'aia Arco, apartment in Chianti and pool

The Arco apartment is located in a typical Tuscan village among vineyards and olive groves. Apartment furnished in rustic Tuscan style, cozy to make you relax and visit the area. The apartment overlooks the large terrace where you can have outdoor lunches and dinners or aperitifs. Kitchen, sofa and TV point, WiFi, two double bedrooms, bathroom, terrace, swimming pool. Car parking on the property. Ideal as a starting point for visiting Siena, Florence, San Gimignano, both by car and bike.

Walkability · Outdoor spaces · Parking

The House in the Alley – Colle di Val d'Elsa

Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.

Walkability · Outdoor spaces · Heating

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. Visit our organic farm and get fresh veggies and fruit! Near Campostaggia Hospital & Siena Eye Laser, ideal for medical visits, weddings & Chianti tastings.

Pets · Walkability · Nearby

Nada Home

3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

Pets · Outdoor spaces · Access

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.

Walkability · Outdoor spaces · Amenities

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).

Walkability · Outdoor spaces · Bathroom