
Holiday houses in Poggibonsi
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Top-rated holiday rentals in Poggibonsi
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

"In the heart of Poggibonsi"
Our small apartment is located in the historic center of the city. In a beautiful square with restaurants serving typical Tuscan cuisine. Within walking distance of the bus and train station, just a 5-minute walk away. Immediately next to a small shopping mall. 10 meters away there is a parking lot with a parking disc system and another free parking lot at the station. Excellent location to quickly and conveniently reach the major attractions, San Gimignano, Siena, Florence, Colle di Val d'Elsa

Gallery Apartment near Chianti
Confortevole e luminoso appartamento in centro di Poggibonsi a 150 mt dalla Clinica Siena Eye Laser e da tutti i servizi necessari. Ampio Parcheggio pubblico adiacente al palazzo. Posizione strategica per raggiungere le città d'arte come Firenze, Siena, San Gimignano, Volterra, Pisa ed i bellissimi borghi del Chianti. Gallery Apartment è dotato di tutti i confort e saprà accogliervi come a casa vostra. Potrete sedervi ai tavolini nelle 2 terrazze e bere un buon chianti o un caffè al mattino.

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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.

Romantic Apt in the heart of Chianti (with Tennis)
The apartment Duchessina 5 at Poggio d'Oro is a small one-room ground level unit very cozy and ideal for a couple looking for a casual accommodation located on a hillside in a large villa. 22 sq.m., independent entrance, parking facility just few meters away, stunning views. Living-dining room with kitchen corner (gas stove top with 4 burners, microwave oven) and double bed, bath room with shower, equipped (garden furniture) outdoor paved space, not far from the pool. Airconditioned.-

San Martino Cottage with large panoramic terrace
45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, 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 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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
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).

Cozy apartment in the central area
VERY COMFORTABLE APARTMENT consisting of two bedrooms, bathroom and living room-kitchen with bright view on large terrace, located near the Siena Eye Laser clinic, downtown and main transport services, in fact it is about 600 meters from the train station and about 50 meters from the bus stop. Free parking is available for those traveling by car. Smoking is not allowed inside the apartment.
Popular amenities for Poggibonsi holiday rentals
Other great holiday rentals in Poggibonsi

AnticaVista, Luxury Apartment with Tower Views

Casa Yuri in Poggibonsi

"Casa Donella " a few minutes from San Gimignano

Podere Tignano, 4-bedroom villa in the Chianti!

Roman(tic) Panoramic

Agriturismo Podere San Martino (apartment for two)

Apartment in Tuscany with giant oak tree

Herons Superior Apartment - Splendid view!
When is the best time to visit Poggibonsi?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 AUD | $110 AUD | $120 AUD | $129 AUD | $130 AUD | $133 AUD | $136 AUD | $134 AUD | $136 AUD | $131 AUD | $127 AUD | $133 AUD |
| 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 |
Frequently Asked Questions
What types of vacation rentals are available in Poggibonsi?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Poggibonsi. From over 40 apartment rentals to over 10 house rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Poggibonsi?
Yes! Work meets play with ease at over 40 vacation rentals in Poggibonsi featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Poggibonsi?
Four-legged friends are welcome in Poggibonsi. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there Poggibonsi vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Poggibonsi, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Poggibonsi?
Experience the best of Poggibonsi with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Poggibonsi have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Poggibonsi have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Poggibonsi have a kitchen?
Absolutely! We offer over 40 apartment rentals with a kitchen in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Poggibonsi?
Poggibonsi has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Poggibonsi have wifi?
Absolutely! We offer over 40 apartment rentals with wifi in Poggibonsi. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Poggibonsi

Total holiday rentals
Explore 110 holiday rentals in Poggibonsi

Nightly prices starting at
Poggibonsi holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 6,080 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 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!
Destinations to explore
- Villa rentals Poggibonsi
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Porta Elisa
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Cala Violina
- Eremo Di Camaldoli
- Piazza della Signoria
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace




