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Holiday apartments and houses in Poggibonsi

3 offers for your holiday in Poggibonsi

Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Poggibonsi

Holy Path

2 guests
25 m2
1 bedroom

Cammino Santo is located on the hills between Poggibonsi and San Gimignano, approximately halfway between Siena and Florence.

from 115 / night
prices from 115€ per night
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Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Casalecchi
Poggibonsi

Casalecchi

4 guests
70 m2
2 bedrooms

Romantic cottage in Tuscany in the middle of the Chianti Classico ideal for families & couples

from 122 / night
5.0
prices from 122€ per night
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Antica Fonte Resort
Antica Fonte Resort
Antica Fonte Resort
Antica Fonte Resort
Antica Fonte Resort
Poggibonsi

Antica Fonte Resort

4 guests
45 m2
1 bedroom

Charming country estate in Chianti

Accommodations near Poggibonsi

These accommodations match your search but are located outside of the destination area.

CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
CASAVICO
Colle di Val d'Elsa

CASAVICO

5 guests
95 m2
3 bedrooms

Beautiful cottage with private pool ideal for spending a relaxing holiday in Tuscany

from 130 / night
5.0
prices from 130€ per night
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Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Holiday home relaxing holiday Volterra - San Gimignano
Volterra - San Gimignano

Holiday home relaxing holiday Volterra - San Gimignano

4 guests
80 m2
2 bedrooms
from 139 / night
5.0
prices from 140€ per night
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Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
Fico Nero
San Gimignano

Fico Nero

11 guests
250 m2
5 bedrooms
from 242 / night
prices from 242€ per night
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Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
Holiday home relaxing holiday San Gimignano
San Gimignano

Holiday home relaxing holiday San Gimignano

4 guests
70 m2
1 bedroom
from 202 / night
5.0
prices from 203€ per night
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Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Poggio Ai Monti
Top advertisement
Fiano

Poggio Ai Monti

6 guests
65 m2
2 bedrooms

Family-friendly and affordable 3-room apartment with pool in the heart of Tuscany

from 88 / night
prices from 89€ per night
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HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
HUT OF SILVIA
Colle di Val d'Elsa

HUT OF SILVIA

4 guests
50 m2
1 bedroom (+1)

La Capanna di Silvia is located in a panoramic and strategic location, within easy reach of the most beautiful towns and villages in Tuscany

from 108 / night
prices from 108€ per night
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10%
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
VILLA CAMILLA
Casole d'Elsa

VILLA CAMILLA

5 guests
110 m2
2 bedrooms (+1)

Cozy renovated farmhouse surrounded by a large garden, completely enclosed and provided with a private 5 x 10 large swimming pool

10% Promotion 06/06/2026 - 06/13/2026

from 130 / night
prices from 130€ per night
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10%
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
PANORAMIC HOUSE
Casole d'Elsa

PANORAMIC HOUSE

4 guests
100 m2
2 bedrooms

The property is a lovingly renovated Tuscany cottage with private pool and garden for al fresco dining, ideal for families and couples seeking relaxation

10% Promotion 06/03/2026 - 06/19/2026

from 155 / night
prices from 155€ per night
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Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Casa al Cantone
Gambassi Terme

Casa al Cantone

4 guests
70 m2
1 bedroom

Charming country house near San Gimignano, Florence and Siena Beauty, pleasure, comfort in the heart of Tuscany. Relaxation area equipped with mini swimming pool for exclusive use.

Sustainable

from 127 / night
prices from 127€ per night
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Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Jasmine 1 and 2 cottages
Gambassi Terme

Jasmine 1 and 2 cottages

4 guests
70 m2
2 bedrooms

The two cottages, surrounded by greenery, are located on a hill near San Gimignano. Ideal place for those who want to spend their free time in the tranquility of the countryside

from 105 / night
5.0
prices from 106€ per night
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NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
NICE SUN
Casole d'Elsa

NICE SUN

5 guests
120 m2
2 bedrooms

Cozy cottage with shared swimming pool situated on the green, panoramic hills at 1.5 km from the hilltop town of Casole d'Elsa.

from 135 / night
prices from 135€ per night
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LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
LA CAMBRUNA
Casole d'Elsa

LA CAMBRUNA

4 guests
130 m2
2 bedrooms
from 232 / night
5.0
prices from 232€ per night
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10%
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
PEPERONCINO
Casole d'Elsa

PEPERONCINO

4 guests
85 m2
2 bedrooms

Charming cottages with private pool in Siena area

10% Promotion 06/03/2026 - 06/26/2026

from 125 / night
4.7
prices from 125€ per night
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Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Holiday home relaxing holiday Siena
Siena

Holiday home relaxing holiday Siena

4 guests
50 m2
2 bedrooms
from 108 / night
prices from 108€ per night
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20%
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
THE CHAMPION
Casole d'Elsa

THE CHAMPION

12 guests
350 m2
6 bedrooms

Hilltop Tuscan Villa located between Siena and Pisa, stunning views, geogeous pool and garden, sleeps 12

20% Promotion 06/20/2026 - 06/27/2026

from 243 / night
3.8
prices from 243€ per night
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More inspiration for your vacation planning

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Other popular regions for your holiday in Poggibonsi

When do you want to travel?

Best travel time for the region Poggibonsi

Our price and availability stats help you find the best time to travel.

Cheapest month:

June - Ø 108€/night

Most expensive month:

July - Ø 132€/night

Best chances for available stays:

June - 67% available

Lowest availability:

October - only 33% available

Holiday home prices in Poggibonsi

131€ for 06 Jun - 13 Jun

128€ Yearly average

200
150
100
50
0
 
06.06.-13.06.2026 (Sa-Sa) 131 € per night
13.06.-20.06.2026 (Sa-Sa) 131 € per night
20.06.-27.06.2026 (Sa-Sa) 146 € per night
27.06.-04.07.2026 (Sa-Sa) 160 € per night
04.07.-11.07.2026 (Sa-Sa) 160 € per night
11.07.-18.07.2026 (Sa-Sa) 160 € per night
18.07.-25.07.2026 (Sa-Sa) 160 € per night
25.07.-01.08.2026 (Sa-Sa) 160 € per night
01.08.-08.08.2026 (Sa-Sa) 160 € per night
08.08.-15.08.2026 (Sa-Sa) 160 € per night
15.08.-22.08.2026 (Sa-Sa) 160 € per night
22.08.-29.08.2026 (Sa-Sa) 160 € per night
29.08.-05.09.2026 (Sa-Sa) 131 € per night
05.09.-12.09.2026 (Sa-Sa) 131 € per night
12.09.-19.09.2026 (Sa-Sa) 131 € per night
19.09.-26.09.2026 (Sa-Sa) 131 € per night
26.09.-03.10.2026 (Sa-Sa) 131 € per night
03.10.-10.10.2026 (Sa-Sa) 124 € per night
10.10.-17.10.2026 (Sa-Sa) 124 € per night
17.10.-24.10.2026 (Sa-Sa) 124 € per night
24.10.-31.10.2026 (Sa-Sa) 124 € per night
31.10.-07.11.2026 (Sa-Sa) 118 € per night
07.11.-14.11.2026 (Sa-Sa) 118 € per night
14.11.-21.11.2026 (Sa-Sa) 118 € per night
21.11.-28.11.2026 (Sa-Sa) 118 € per night
28.11.-05.12.2026 (Sa-Sa) 118 € per night
05.12.-12.12.2026 (Sa-Sa) 118 € per night
12.12.-19.12.2026 (Sa-Sa) 118 € per night
19.12.-26.12.2026 (Sa-Sa) 118 € per night
26.12.-02.01.2027 (Sa-Sa) 118 € per night
02.01.-09.01.2027 (Sa-Sa) 118 € per night
09.01.-16.01.2027 (Sa-Sa) 118 € per night
16.01.-23.01.2027 (Sa-Sa) 118 € per night
23.01.-30.01.2027 (Sa-Sa) 118 € per night
30.01.-06.02.2027 (Sa-Sa) 118 € per night
06.02.-13.02.2027 (Sa-Sa) 118 € per night
13.02.-20.02.2027 (Sa-Sa) 118 € per night
20.02.-27.02.2027 (Sa-Sa) 118 € per night
27.02.-06.03.2027 (Sa-Sa) 118 € per night
06.03.-13.03.2027 (Sa-Sa) 118 € per night
13.03.-20.03.2027 (Sa-Sa) 118 € per night
20.03.-27.03.2027 (Sa-Sa) 118 € per night
27.03.-03.04.2027 (Sa-Sa) 118 € per night
03.04.-10.04.2027 (Sa-Sa) 118 € per night
10.04.-17.04.2027 (Sa-Sa) 118 € per night
17.04.-24.04.2027 (Sa-Sa) 118 € per night
24.04.-01.05.2027 (Sa-Sa) 118 € per night
01.05.-08.05.2027 (Sa-Sa) 118 € per night
08.05.-15.05.2027 (Sa-Sa) 118 € per night
15.05.-22.05.2027 (Sa-Sa) 118 € per night
22.05.-29.05.2027 (Sa-Sa) 118 € per night
29.05.-05.06.2027 (Sa-Sa) 118 € per night
June
Jun
July
Jul
August
Aug
September
Sep
October
Oct
November
Nov

Average price per night in €

Holiday home availability in Poggibonsi

67% for 06 Jun - 13 Jun

39% Yearly average

100
75
50
25
0
 
06.06.-13.06.2026 (Sa-Sa) 67 % Availability
13.06.-20.06.2026 (Sa-Sa) 67 % Availability
20.06.-27.06.2026 (Sa-Sa) 67 % Availability
27.06.-04.07.2026 (Sa-Sa) 67 % Availability
04.07.-11.07.2026 (Sa-Sa) 67 % Availability
11.07.-18.07.2026 (Sa-Sa) 67 % Availability
18.07.-25.07.2026 (Sa-Sa) 67 % Availability
25.07.-01.08.2026 (Sa-Sa) 67 % Availability
01.08.-08.08.2026 (Sa-Sa) 33 % Availability
08.08.-15.08.2026 (Sa-Sa) 33 % Availability
15.08.-22.08.2026 (Sa-Sa) 33 % Availability
22.08.-29.08.2026 (Sa-Sa) 33 % Availability
29.08.-05.09.2026 (Sa-Sa) 67 % Availability
05.09.-12.09.2026 (Sa-Sa) 67 % Availability
12.09.-19.09.2026 (Sa-Sa) 33 % Availability
19.09.-26.09.2026 (Sa-Sa) 33 % Availability
26.09.-03.10.2026 (Sa-Sa) 33 % Availability
03.10.-10.10.2026 (Sa-Sa) 33 % Availability
10.10.-17.10.2026 (Sa-Sa) 33 % Availability
17.10.-24.10.2026 (Sa-Sa) 33 % Availability
24.10.-31.10.2026 (Sa-Sa) 33 % Availability
31.10.-07.11.2026 (Sa-Sa) 33 % Availability
07.11.-14.11.2026 (Sa-Sa) 33 % Availability
14.11.-21.11.2026 (Sa-Sa) 33 % Availability
21.11.-28.11.2026 (Sa-Sa) 33 % Availability
28.11.-05.12.2026 (Sa-Sa) 33 % Availability
05.12.-12.12.2026 (Sa-Sa) 33 % Availability
12.12.-19.12.2026 (Sa-Sa) 33 % Availability
19.12.-26.12.2026 (Sa-Sa) 33 % Availability
26.12.-02.01.2027 (Sa-Sa) 33 % Availability
02.01.-09.01.2027 (Sa-Sa) 33 % Availability
09.01.-16.01.2027 (Sa-Sa) 33 % Availability
16.01.-23.01.2027 (Sa-Sa) 33 % Availability
23.01.-30.01.2027 (Sa-Sa) 33 % Availability
30.01.-06.02.2027 (Sa-Sa) 33 % Availability
06.02.-13.02.2027 (Sa-Sa) 33 % Availability
13.02.-20.02.2027 (Sa-Sa) 33 % Availability
20.02.-27.02.2027 (Sa-Sa) 33 % Availability
27.02.-06.03.2027 (Sa-Sa) 33 % Availability
06.03.-13.03.2027 (Sa-Sa) 33 % Availability
13.03.-20.03.2027 (Sa-Sa) 33 % Availability
20.03.-27.03.2027 (Sa-Sa) 33 % Availability
27.03.-03.04.2027 (Sa-Sa) 33 % Availability
03.04.-10.04.2027 (Sa-Sa) 33 % Availability
10.04.-17.04.2027 (Sa-Sa) 33 % Availability
17.04.-24.04.2027 (Sa-Sa) 33 % Availability
24.04.-01.05.2027 (Sa-Sa) 33 % Availability
01.05.-08.05.2027 (Sa-Sa) 33 % Availability
08.05.-15.05.2027 (Sa-Sa) 33 % Availability
15.05.-22.05.2027 (Sa-Sa) 33 % Availability
22.05.-29.05.2027 (Sa-Sa) 33 % Availability
29.05.-05.06.2027 (Sa-Sa) 33 % Availability
June
Jun
July
Jul
August
Aug
September
Sep
October
Oct
November
Nov

Available accommodations in %

Holiday Advisor

Good to know for vacationers

sights & activities

activities with children

food & beverages

arrival

What do you need to experience in Poggibonsi?

Poggibonsi and its attractions

The town is a perfect starting point for interesting tours to the historical sights in Tuscany. Look for accommodation that allows pets or dogs if you are planning a holiday with your dog. The service in a spacious holiday home often includes recommendations for trips to the city and its surroundings. In the old town of Poggibonsi, you'll find numerous churches, fortresses, and the Castello di Staggia Senese. The Castello is an 11th-century castle with massive walls and defense towers. The Romanesque-Gothic Church of San Lorenzo from the 14th century is considered one of the most beautiful buildings in the city. The surrounding hills with vineyards and fruit cultivation offer a picturesque panorama. In this landscape, it's wonderful to go for a walk or bike ride. Visit the small wineries along the way and taste the local wines directly from the producer. Nearby Florence is considered the cradle of the Renaissance and impresses with its wealth of magnificent historical buildings and palaces. In San Gimignano, you can follow the footsteps of the ancient noble families who erected their towers as a visible landmark. In Siena, the shell-shaped Piazza del Campo is the cultural center. In this city, concerts and music festivals are held regularly, which you should attend. Book a villa or accommodation with a garden and modern facilities in the province in the best location, and enjoy the view of Chianti areas and olive groves. Numerous experiences and delicious wines await you and your family during your stay here!

Information about holiday homes & apartments in Poggibonsi

Helpful Information

Available vacation rentals
3 offers
Possible discounts
up to 35%
Min. price per night
from 115 €
Popular amenities
TV, washing machine, crib, Wifi and garden
Pets allowed
1 offer
Accommodations with pool
2 offers