
Family-friendly holiday rentals in Poggibonsi
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Quick stats about holiday rentals that are family-friendly in Poggibonsi

Total holiday rentals
Explore 40 holiday rentals in Poggibonsi

Nightly prices starting at
Poggibonsi holiday rentals start at $103 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Poggibonsi holiday 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 area
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.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship 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 with you in your heart. 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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. 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 pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Monteriggioni Castello, holiday house in Tuscany
Our accommodation is a historic building that dates back to the construction of the castle. It has been recently restored and furnished with attention to every detail. It is very welcoming and has all the most modern amenities. Tourists who decide to be our guests will have the advantage of living in the medieval environment of the castle, taking advantage of all the conveniences. They will feel pampered and have the opportunity to return home having lived a unique and unforgettable experience.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a unique experience in the heart of San Gimignano, this is the place for you! With its 42 mt of height, Torre Salvucci Maggiore is one of the medieval town's famous towers and today the only one turned into a vertically-spread accommodation divided into 11 floors for a total of 143 steps. A magical setting unlike any other. The tower can hosts couples or small groups of up to 3 people. At the top, the panoramic terrace awaits for you with an axtraordinary 360° city view.

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.

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.

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Casa Amaryllis
Delightful two-room apartment located on the first floor in a central area. It consists of a living area with a sofa, kitchen, and laptop; a bedroom with a very comfortable double bed; a bathroom with a spacious and comfortable shower. Suitable for up to 2 people. Has a large terrace. It is a 10-minute walk to the station. Free parking in front of the house or at most within 200 m. Wi-Fi access available. You can walk to Siena Eye Laser in a few minutes.

Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style with exposed beams, nestled among the rolling hills of the Tuscan countryside. Guests have access to a well-equipped garden, free Wi-Fi, a shared swimming pool with facilities, a wood-fired oven, a barbecue, and a washing machine. The apartment was created from a charming 19th-century stone farmhouse that was recently renovated in the Tuscan tradition and divided into three comfortable apartments.

Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
Popular amenities for Poggibonsi family-friendly rentals
Family-friendly home rentals with a hot tub

Nada Home

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Palazzo Monaci - Pool in the Crete Senesi

A Big Dream in a Little Tower.

Le Rondini - where it all began

La Casetta

Typical Tuscan country house

CasaDiManuela:TotallyPrivateChiantiVilla withTub
Family- and pet-friendly home rentals

Florence Sunset Hills • Giogoli

From "Jack and Adriana."

Secret Garden Siena

Apartment in Tuscan farm house.

Belforti Tower

La Villa Farmhouse - Chestnut, Pool & Garden

TREEhouse / casaBARTHEL

Cappero Cottage - Masseto In Chianti
Family-friendly home rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views

The Castle of Ferrano - Castle in Tuscany

Stone House with Exclusive Pool Codilungo in Chianti

Podere La Castellina - No. 1 COTTAGE

Tenuta Chiudendone in Tuscany

Villa Isabella

Countryside Dream farm in Tuscany

Podere Casalino - Il Gatto
When is the best time to visit Poggibonsi?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 NZD | $172 NZD | $178 NZD | $193 NZD | $193 NZD | $216 NZD | $217 NZD | $219 NZD | $228 NZD | $221 NZD | $171 NZD | $176 NZD |
| 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
- Pet-friendly rentals Poggibonsi
- Rentals with a washing machine and dryer Poggibonsi
- House rentals Poggibonsi
- Apartment rentals Poggibonsi
- Condo rentals Poggibonsi
- Rentals with outdoor seating Poggibonsi
- Rentals with pools Poggibonsi
- Rentals with a patio Poggibonsi
- Villa rentals Poggibonsi
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria





