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Our top choices for Poggibonsi holiday homes

1. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (13 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is HK$1,100
HK$1,523 total
includes taxes & fees
8 Nov - 9 Nov
Chianti Craft House Badia a Passignano

2. Comfortable double room with a bathroom in the historic center of San Gimignano.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is HK$1,100
HK$1,241 total
includes taxes & fees
7 Nov - 8 Nov
Comfortable double room with a bathroom in the historic center of San Gimignano.

3. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is HK$1,188
HK$1,716 total
includes taxes & fees
7 Nov - 8 Nov
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

4. Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Wat hebben we een heerlijke tijd gehad in dit prachtige vakantiehuis in Barberino Tavarnelle! De ligging is fantastisch: rustig, sfeervol en helemaal ondergedompeld in de mooie Toscaanse omgeving. Het huis is comfortabel en van alles voorzien wat je nodig hebt voor een ontspannen verblijf. Met name de airco tijdens warme dagen was erg fijn. Een extra groot compliment voor Susanna. Ze is ontzettend gastvrij, vriendelijk en betrokken, en denkt echt met je mee. Ze was bovendien heel...
Netherlands
Anonymous traveller
The price is HK$6,707
HK$7,270 total
includes taxes & fees
7 Dec - 8 Dec
Casa San Martino between Florence and Siena with Pool

5. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana."
Germany
Anonymous traveller
The price is HK$3,188
HK$3,920 total
includes taxes & fees
8 Nov - 9 Nov
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

6. A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.
San Gimignano City Centre
The price is HK$1,276
HK$1,813 total
includes taxes & fees
7 Nov - 8 Nov
A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is HK$686
HK$799 total
includes taxes & fees
8 Nov - 9 Nov
Casa Vacanze Le Case

8. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is HK$1,007
HK$1,143 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (28 reviews)
"Unable to sleep! Do not stay here during the summer. Even though it seemed to cool off at night, and even with a fan, it was so hot in the top bedroom that we sweat all night and did not sleep a wink. Also, there was a dog barking next door so that made it even harder to sleep. For some reason, there isn’t a pool listed in the description but when we complained about the heat, we were told we could use the pool. The property is beautiful but unbearable in terms of getting sleep, I do not...
United States
Michael F.
The price is HK$711
HK$1,336 total
includes taxes & fees
9 Nov - 10 Nov
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

10. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is HK$1,056
HK$2,834 total
includes taxes & fees
16 Nov - 17 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

11. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
The price is HK$4,260
HK$4,286 total
includes taxes & fees
8 Nov - 9 Nov
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

12. 7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe
Tavarnelle Val di Pesa
The price is HK$1,602
HK$2,192 total
includes taxes & fees
22 Nov - 23 Nov
7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

13. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
The price is HK$951
HK$1,276 total
includes taxes & fees
7 Nov - 8 Nov
country house with garden ,pool,children's play area ,Tuscany,15 from Florence

14. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is HK$1,058
HK$1,384 total
includes taxes & fees
7 Nov - 8 Nov
Apartment House with garden Tuscany Chianti , Florence 15km.

15. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is HK$871
HK$1,408 total
includes taxes & fees
8 Nov - 9 Nov
Siena Love Nest: Romantic Suite with Spa & Jacuzzi

16. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is HK$1,996
HK$2,471 total
includes taxes & fees
7 Nov - 8 Nov
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

17. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is HK$1,901
HK$2,376 total
includes taxes & fees
15 Nov - 16 Nov
Casa Marisa in Castellina in Chianti

18. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is HK$1,904
HK$2,248 total
includes taxes & fees
8 Nov - 9 Nov
The Arch Among the Hills of Castellina

19. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is HK$1,720
HK$1,746 total
includes taxes & fees
8 Nov - 9 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

20. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is HK$73,935
HK$73,979 total
includes taxes & fees
8 Nov - 9 Nov
Ebbio – Villa and Organic Farm in Monteriggioni
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Poggibonsi

Medieval towers and historic buildings surround Poggibonsi's charming Piazza Cavour, where locals gather at outdoor cafés serving Tuscan specialities. Climb to Poggio Imperiale fortress for panoramic views, then visit nearby San Gimignano's famous towers or Siena's magnificent Piazza del Campo.

A vineyard with rows of grapevines, rolling hills, and distant buildings.

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