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Our top choices for Poggibonsi holiday homes

1. 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$1,083
HK$1,170 total
includes taxes & fees
15 Nov - 16 Nov
Comfortable double room with a bathroom in the historic center of San Gimignano.

2. 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$1,083
HK$1,447 total
includes taxes & fees
17 Nov - 18 Nov
Chianti Craft House Badia a Passignano

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$1,170
HK$1,621 total
includes taxes & fees
15 Nov - 16 Nov
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

4. 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$1,257
HK$1,707 total
includes taxes & fees
15 Nov - 16 Nov
A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

5. 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$6,448
HK$7,003 total
includes taxes & fees
23 Nov - 24 Nov
Casa San Martino between Florence and Siena with Pool

6. 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$3,139
HK$3,860 total
includes taxes & fees
15 Nov - 16 Nov
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

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$676
HK$786 total
includes taxes & fees
15 Nov - 16 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$992
HK$1,126 total
includes taxes & fees
15 Nov - 16 Nov
Agriturismo La Ferrozzola

9. LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS
Ruffoli
9.2 out of 10, Wonderful, (28 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is HK$700
HK$1,315 total
includes taxes & fees
16 Nov - 17 Nov
LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

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$1,040
HK$2,791 total
includes taxes & fees
15 Nov - 16 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$4,189
HK$4,215 total
includes taxes & fees
15 Nov - 16 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$1,084
HK$1,561 total
includes taxes & fees
15 Nov - 16 Nov
7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

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

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is HK$858
HK$1,439 total
includes taxes & fees
16 Nov - 17 Nov
Siena Love Nest: Romantic Suite with Spa & Jacuzzi

14. 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$780
HK$1,101 total
includes taxes & fees
15 Nov - 16 Nov
country house with garden ,pool,children's play area ,Tuscany,15 from Florence

15. 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$866
HK$1,187 total
includes taxes & fees
19 Nov - 20 Nov
Apartment House with garden Tuscany Chianti , Florence 15km.

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$1,965
HK$2,433 total
includes taxes & fees
15 Nov - 16 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$1,872
HK$2,340 total
includes taxes & fees
16 Nov - 17 Nov
Casa Marisa in Castellina in Chianti

18. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is HK$72,805
HK$72,848 total
includes taxes & fees
17 Nov - 18 Nov
Ebbio – Villa and Organic Farm in Monteriggioni

19. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is HK$2,860
HK$2,904 total
includes taxes & fees
5 Dec - 6 Dec
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

20. New Listing

New Listing
Dogana
The price is HK$780
HK$832 total
includes taxes & fees
15 Nov - 16 Nov
New Listing
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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