
Condo holiday rentals in Poggibonsi
Find and book unique condos on Airbnb
Quick stats about condo rentals in Poggibonsi

Total holiday rentals
Explore 10 holiday rentals in Poggibonsi

Nightly prices starting at
Poggibonsi holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 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 condo rentals in Poggibonsi
Guests agree: These condos are highly rated for location, cleanliness and more.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
FamilyLocationTV
4.93 out of 5 average rating, 194 reviews
Adalberto Apartment inside the Manor of Fulignano
In the countryside of San Gimignano, in an ancient fortification dating back to 1000, located on a hill with a panoramic view, rent beautiful apartment circa 60sqm overlooking San Gimignano and the Vernaccia vineyards that surround it. The apartment is located on the ground floor, surrounded by communal gardens and consists of: living / dining room, kitchen, bedroom and bathroom with shower. The apartment was renovated recently, the floors are tiled, the roofs made of chestnut beams. Air conditioning, heating and flat screen TV are available. It is decorated with furniture style '700. In the communal garden which is partly a terrace with cypress and olive trees and partly meadow it is located a swimming pool (seasonal) with stunning views over the countryside and San Gimignano's towers. Inside there is ample shared parking. For the location a car is mandatory, no public transport available.
ValueFamilyHospitality
4.95 out of 5 average rating, 150 reviews
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.
ValueLocationHeating
4.95 out of 5 average rating, 151 reviews
Residence "La Porta Verde"
Studio apartment of about 40 square meters near the historic center, a short walk from Porta S. Matteo. Recently renovated, it is equipped with Wi-Fi and air conditioning. Entrance into the living room where we find the dining room and sofa/bed. A piece of furniture separates the sleeping area with a double bed. Kitchen with microwave, oven, dishwasher and washer-dryer. Bathroom with shower, toilet and a small closet. Parking is available nearby. Great for families! Very happy and honored to welcome you Patrizia
LocationValueAir conditioning
4.9 out of 5 average rating, 125 reviews
Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
FamilyLocationShared spaces
4.99 out of 5 average rating, 233 reviews
Acciaiuoli Penthouse Florence Terrace View
In the heart of Florence's historic center, a luxury penthouse with an exclusive terrace and breathtaking views of the Duomo, Palazzo Vecchio, and the entire city skyline. Perfect for families and friends, this apartment is completely renovated with high-quality finishes. It is located on the fifth and top floor without an elevator. You have to climb 106 easy steps to reach paradise (the host will help you carry your suitcases). All the windows offer beautiful views of the historic center.
ValueFamilyNearby
4.99 out of 5 average rating, 118 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option 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 unique sunsets.
LocationValueNearby
5.0 out of 5 average rating, 350 reviews
La Casina di Piano Colle di Val d'Elsa
In the heart of Tuscany between Siena, Florence, San Gimignano, you will find a welcoming place where you can rest, and share your itinerary with owners who, like you, love to travel. You will have an equipped kitchen with a living room, 2 bedrooms for a total of 4 beds, with the possibility of reaching 5. Bathroom with hairdryer, wifi, air conditioning, garden, luggage and bike storage, free parking. A few meters away are all the useful services, pharmacy, laundromat, refreshments.
FamilyLocationComfort
4.94 out of 5 average rating, 105 reviews
Above the Post Office
Apartment located in a village in the municipality of Monteriggioni, on the borders of Chianti. The village is located along the ancient Via Francigena. It is about 10 minutes from Siena, Poggibonsi, and Colle di val d'Elsa. It is about 20 minutes from San Gimignano, 40 minutes from Florence, 60 from Pisa and Arezzo. It is possible to move from the village by bus, train, car, bicycle. It is also possible to reach Monteriggioni via a cycle path (20 minutes on foot).
ValueFamilyAmenities
4.98 out of 5 average rating, 126 reviews
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.
LocationValueAccuracy
4.98 out of 5 average rating, 289 reviews
DorminColle - Tuscan-style apartment
Bright and spacious apartment, consisting of a comfortable double bedroom with TV, portable air conditioner, with bathroom complete with shower and toilet. Third bed located in a characteristic mezzanine area with wooden beams with a bed. Large kitchen equipped with dishwasher, coffee maker, microwave, filtered water dispenser, Living room with TV and sofa, dining room overlooking the Old Village. Free parking 150 meters away from the apartment.
ValueLocationQuiet
4.97 out of 5 average rating, 249 reviews
The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb
LocationValueAir conditioning
4.99 out of 5 average rating, 328 reviewsPopular amenities for Poggibonsi condo rentals
Weekly condo rentals

Peaceful hideaway in a 11th century Tuscan village
LocationValueAir conditioning
4.92 out of 5 average rating, 104 reviews
PODERE VAL DI GALLO CHIANTI SIENA
LocationValueQuiet
4.74 out of 5 average rating, 277 reviews
Renaissance Residence In San Miniato with a view
LocationValueParking
4.93 out of 5 average rating, 185 reviews
Florentine Hills “Le Scalette”
ValueFamilyBarbecue
4.94 out of 5 average rating, 162 reviews
Apt. Panzanello-Panzano in Chianti
ValueLocationParking
4.96 out of 5 average rating, 280 reviews
beautiful apartment with a view in the historic center
ValueLocationTV
5.0 out of 5 average rating, 101 reviews
Loggiato 3 apartment in Tuscany near Siena
FamilyLocationLayout
4.93 out of 5 average rating, 201 reviews
Cresti House Dome - Unique Terrace & Stunning View
LocationFamilyGetting around
4.94 out of 5 average rating, 186 reviewsPet-friendly condo rentals

Historic centre - cozy apartment
LocationValueCondition
4.84 out of 5 average rating, 292 reviews
Dina's House for 4 persons.
LocationValueAir conditioning
4.87 out of 5 average rating, 134 reviews
Palazzo del Taja - in the center with whirlpool
ValueLocationBathroom
4.99 out of 5 average rating, 250 reviews
Roberta apartment 100 m from San Gimignano
ValueLocationComfort
4.97 out of 5 average rating, 131 reviews
House between Firenze, Arezzo, chianti e Siena
LocationValuePets
4.84 out of 5 average rating, 300 reviews
Roof-top Anguillara: Duomo e Bargello View
ValueLocationNearby
4.98 out of 5 average rating, 104 reviews
Enjoy Historic Veranda In The Heart Of Florence
FamilyValueCondition
4.92 out of 5 average rating, 335 reviews
Piazzetta N20 Apartment
LocationValueView
4.89 out of 5 average rating, 513 reviewsCondo rentals with a pool

Scenic Stilish Country
LocationFamilyIndoor spaces
4.88 out of 5 average rating, 135 reviews
Poggiolieto Suite - on hills 10' from city center
FamilyLocationParking
4.83 out of 5 average rating, 227 reviews
[Ninfea] Ancient House in Tuscany
FamilyValueAccuracy
4.92 out of 5 average rating, 120 reviews
Vintage Residence with Pool in Chianti
FamilyValueAccess
4.96 out of 5 average rating, 146 reviews
Relax among the Chianti vineyards - IlVillinoFarmhouse
FamilyValueIndoor spaces
4.8 out of 5 average rating, 364 reviews
Tenuta di Pomine Certaldo (Fi) Edera Apartment
LocationFamilyHospitality
4.84 out of 5 average rating, 109 reviews
Casaglia Residence
LocationValueSleep quality
4.97 out of 5 average rating, 75 reviews
Rustic apartment with shared pool and garden
FamilyLocationBackyard
4.99 out of 5 average rating, 79 reviewsWhen is the best time to visit Poggibonsi?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 NZD | $153 NZD | $149 NZD | $156 NZD | $158 NZD | $154 NZD | $165 NZD | $158 NZD | $156 NZD | $156 NZD | $154 NZD | $154 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
- 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
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





