
Family-friendly vacation rentals in Poggibonsi
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Poggibonsi

Total vacation rentals
Explore 40 vacation rentals in Poggibonsi

Nightly prices starting at
Poggibonsi vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Poggibonsi vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Poggibonsi rentals

4.8 Average rating
Poggibonsi stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Poggibonsi
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

Historic 17th-century villa in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace, with wonderful views of the castle, hills, and vineyards and breathtaking sunsets.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Gallery Apartment near Chianti
Comfortable and bright apartment in the center of Poggibonsi, 150 meters from the Siena Eye Laser Clinic and all the necessary amenities. Ample public parking adjacent to the building. Conveniently located for reaching the cities of art, such as Florence, Siena, San Gimignano, Volterra, Pisa and the beautiful villages of Chianti. Gallery Apartment is equipped with all amenities and will welcome you as if you were at home. You can sit at the tables on the 2 terraces and drink a good Chianti or coffee in the morning.

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.

Sangi Chianti Vacations
Sangi Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, near San Gimignano. 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 5 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Villa L'Olivo w/Private pool (Close San Gimignano)
Villa L'Olivo is located in the Tuscan countryside, about 10 kilometers from San Gimignano and a few minutes from the supermarkets and various services in Poggibonsi. Our Villa is a great starting point to discover all the beauty of Tuscany, but it is also an ideal place for those who love to take a break from the hectic life of the city. At Villa L'Olivo, you can book a dinner with a private chef, directly in the villa, to enjoy a Tuscan dinner in peace. Write to us for info!

Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, and is conveniently located for quick access to Florence, Siena, San Gimignano, Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

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.

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 in the Tuscan tradition and divided into three comfortable apartments.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
Popular amenities for Poggibonsi family-friendly rentals
Family-friendly home rentals with a hot tub

Nada Home

SuiteLouise.pool, Hot Tub,homeGym & private Garden

A Big Dream in a Little Tower.

Farmhouse in Chianti with Swimming Pool

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Villa di Geggiano - Guesthouse

CasaDiManuela:TotallyPrivateChiantiVilla withTub

La Casetta
Family- and pet-friendly home rentals

Borgo Ripostena – n. 9 Frantoio

Apartment Melogranowith great views

Case nell'aia Arco, apartment in Chianti and pool

Apartment at ground floor with garden

Villa dei 2 Ulivi (Abbadia Isola)

Florence Sunset Hills • Giogoli

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

Linearis apt B (4+2) Toscana
Family-friendly home rentals with a pool

Cercis - La Palmierina

Relaxation and charm in the Chianti hills

Comfort Apartment in the Chianti Vineyards

Adalberto Apartment inside the Manor of Fulignano

Explore Chianti from a Charming Stone House

Chianti, Country house with pool

Podere Casalino - Il Gatto

Authentic Farmhouse Apartment
When is the best time to visit Poggibonsi?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 389 | ﺩ.ﺇ 367 | ﺩ.ﺇ 378 | ﺩ.ﺇ 422 | ﺩ.ﺇ 408 | ﺩ.ﺇ 397 | ﺩ.ﺇ 463 | ﺩ.ﺇ 466 | ﺩ.ﺇ 485 | ﺩ.ﺇ 470 | ﺩ.ﺇ 364 | ﺩ.ﺇ 375 |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





