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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Poggibonsi villas

Villa, Air conditioning, Courtyard View | Exterior

1. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AU$300
includes taxes & fees
30 Aug - 31 Aug
Villa Montecastello
Property grounds

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$215
includes taxes & fees
7 Sept - 8 Sept
Rooster House, cooking classes and opera
Exterior

3. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AU$8,601
includes taxes & fees
11 Sept - 12 Sept
Villa "Arnilù" with Private Pool & Wi-Fi
Pool

4. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is AU$1,564
includes taxes & fees
17 Sept - 18 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Terrace/patio

5. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AU$964
includes taxes & fees
30 Aug - 31 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

6. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is AU$6,594
includes taxes & fees
27 Sept - 28 Sept
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Exterior

7. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is AU$2,144
includes taxes & fees
30 Aug - 31 Aug
The San Leonino House
Outdoor dining

8. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"This was everything that it promised! The property is amazing. David was a great host and having his sister right next door was a godsend. She was very helpful with tips of places to go and ideas of how to get there. She even helped us order a taxi one morning. We had a fantastic time! It is definitely worth the visit!"
United States
Dawn L.
The price is AU$466
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Exterior

9. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is AU$734
includes taxes & fees
2 Sept - 3 Sept
Villa Il Signorino
Outdoor dining

10. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is AU$567
includes taxes & fees
29 Aug - 30 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

11. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AU$3,502
includes taxes & fees
9 Sept - 10 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

12. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AU$715
includes taxes & fees
9 Sept - 10 Sept
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

13. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is AU$3,846
includes taxes & fees
30 Aug - 31 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Pool

14. Villa Sunset, in the heart of Chianti

Villa Sunset, in the heart of Chianti
Greve in Chianti
8.0 out of 10, Very good, (1 review)
"La casa é spaziosa ed accogliente e molto pulita in una posizione e strategica e comoda per visitare Firenze e i borghi della zona. "
Italy
elisa b.
Villa Sunset, in the heart of Chianti
Exterior

15. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is AU$4,216
includes taxes & fees
19 Sept - 20 Sept
Villa Linchiano with Historic Tower and Private Pool
Interior

16. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is AU$699
includes taxes & fees
14 Sept - 15 Sept
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Outdoor dining

17. Tuscan Sky Villa in San Miniato with Exclusive Private Pool

Tuscan Sky Villa in San Miniato with Exclusive Private Pool
San Miniato
The price is AU$1,053
includes taxes & fees
3 Sept - 4 Sept
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
Terrace/patio

18. Tenuta le Viste - beautiful Villa overlooking Florence

Tenuta le Viste - beautiful Villa overlooking Florence
scandicci
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful house"
France
STEPHANE B.
Tenuta le Viste - beautiful Villa overlooking Florence
Property grounds

19. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is AU$3,124
includes taxes & fees
18 Sept - 19 Sept
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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.
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Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

Villa Lecchi Hotel Wellness

10/10 Excellent
"Beautiful place, beautiful and amazing people starting with the owners, and then Mateo, Sarah, Georgia and Claudia. We didn’t want to leave they were amazing treat us like family."
Patricia 4-night trip
Posted 9 days ago
Villa Lecchi Hotel Wellness

Find out more about Poggibonsi

Poggibonsi Villas information

Number of reviews
176
Accommodation
95 Villas
Lowest Price
AU$215
Highest Price
AU$8,601

Frequently asked questions

How much do villas in Poggibonsi cost?
Villas in Poggibonsi range between AU$215 and AU$8,601 per night. These stays offer the privacy to enjoy your own space at a price that's gentle to your wallet. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Poggibonsi?
Poggibonsi has 95 villas to pick from. Find a stay that's right for you quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
What is there to do near my villa in Poggibonsi?
Poggibonsi has enough sights and activities to keep you amused for weeks (or months!), starting with Tenuta Torciano Winery. Monteriggioni Castle, Isole e Olena Winery and Sovestro in Poggio Winery are other renowned attractions. If you're sticking around a while, Castello di Monsanto and Buondonno Winery will add the finishing touches to your itinerary.

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