Rolling hills, vineyards, and scattered buildings in a hilly landscape.

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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 Castelfiorentino villas

Exterior detail

1. The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is €113
includes taxes & fees
3 Sept - 4 Sept
The three owls of san gimignano
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is €441
includes taxes & fees
9 Sept - 10 Sept
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Outdoor dining

3. 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 €650
includes taxes & fees
14 Sept - 15 Sept
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
Pool

4. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveller
The price is €1,867
includes taxes & fees
10 Sept - 11 Sept
"A Casa di Franca Villa con piscina"
Exterior

5. 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 €3,778
includes taxes & fees
30 Sept - 1 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Property grounds

6. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is €135
includes taxes & fees
31 Aug - 1 Sept
Rooster House, cooking classes and opera
Exterior

7. 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 €2,162
includes taxes & fees
1 Sept - 2 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

8. 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 €1,482
includes taxes & fees
3 Sept - 4 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

9. Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
The price is €1,821
includes taxes & fees
14 Sept - 15 Sept
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Outdoor dining

10. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
The price is €291
includes taxes & fees
31 Aug - 1 Sept
Luxury Villa in the Florentine hills
Villa, Air conditioning, Courtyard View | Exterior

11. 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 €185
includes taxes & fees
3 Sept - 4 Sept
Villa Montecastello
Terrace/patio

12. 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 €610
includes taxes & fees
31 Aug - 1 Sept
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

13. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is €130
includes taxes & fees
31 Aug - 1 Sept
Villa Cattleya
Exterior

14. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is €480
includes taxes & fees
4 Sept - 5 Sept
Villetta Brunelleschi: Privacy and Comfort on Two Levels
Pool

15. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is €226
includes taxes & fees
26 Sept - 27 Sept
Villa Le Polle di Meletro
Outdoor dining

16. 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 €354
includes taxes & fees
31 Aug - 1 Sept
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is €5,310
includes taxes & fees
31 Aug - 1 Sept
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

18. Tuscan Villa with Private Pool, Terrace and Wi-Fi

Tuscan Villa with Private Pool, Terrace and Wi-Fi
Capraia e Limite
The price is €3,794
includes taxes & fees
28 Sept - 29 Sept
Tuscan Villa with Private Pool, Terrace and Wi-Fi
Property grounds

19. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is €2,584
includes taxes & fees
25 Sept - 26 Sept
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Terrace/patio

20. 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
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 Castelfiorentino Hotel Reviews

Hotel Santa Maria Novella

Hotel Santa Maria Novella

8/10 Good
"Booked the superior room it looked lovely but smelt as if a rodent died in the vent. Could not sleep through the night. Had to get another room for the rest of the stay."
Christine Angella 6-night trip
Posted 3 hours ago
Hotel Santa Maria Novella

Find out more about Castelfiorentino

Castelfiorentino Villas information

Number of reviews
164
Accommodation
1679 Villas
Lowest Price
€130
Highest Price
€5,310

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