A historic town with a prominent hilltop church and a bell tower.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Colle di Val d'Elsa villas

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

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$270
includes taxes & fees
27 Sept - 28 Sept
Villa Montecastello
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AU$215
includes taxes & fees
18 Sept - 19 Sept
Rooster House, cooking classes and opera
A stone building with a large glass door, a wooden deck, and a stone wall.

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AU$8,591
includes taxes & fees
28 Sept - 29 Sept
Villa "Arnilù" with Private Pool & Wi-Fi
A stone building with a wooden door, surrounded by greenery and overlooking a valley.

4. Stunning villa with large pool in the heart of Chianti 12km from Siena

Stunning villa with large pool in the heart of Chianti 12km from Siena
Radda in Chianti
8.0 out of 10, Very good, (1 review)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
United States
ana r.
The price is AU$1,189
includes taxes & fees
13 Oct - 14 Oct
Stunning villa with large pool in the heart of Chianti 12km from Siena
A two-story building with a garden, a gazebo, and a statue.

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 AU$5,876
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

6. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is AU$8,936
includes taxes & fees
12 Oct - 13 Oct
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A stone building with a swimming pool, wooden deck, and a tall tree.

7. 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$1,559
includes taxes & fees
18 Sept - 19 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A covered balcony with a brick railing, a bench, and a view of lush greenery.

8. 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$943
includes taxes & fees
1 Oct - 2 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone building with a tiled roof, surrounded by trees and potted plants.

9. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,325
includes taxes & fees
4 Oct - 5 Oct
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

10. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Siena
The price is AU$11,347
includes taxes & fees
26 Sept - 27 Sept
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
A villa with a swimming pool, surrounded by lush greenery and vineyards.

11. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is AU$9,714
includes taxes & fees
14 Oct - 15 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

12. 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$706
includes taxes & fees
25 Sept - 26 Sept
Villa Il Signorino
A person in a swimming pool with a view of a vineyard and hills.

13. "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 AU$2,773
includes taxes & fees
19 Sept - 20 Sept
"A Casa di Franca Villa con piscina"
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

14. 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$3,833
includes taxes & fees
17 Sept - 18 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

15. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,773
includes taxes & fees
17 Oct - 18 Oct
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

16. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$2,773
includes taxes & fees
17 Oct - 18 Oct
Villa Torre Among the Hills of Siena
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

17. 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$603
includes taxes & fees
25 Sept - 26 Sept
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
A villa with a swimming pool, surrounded by lush greenery and hills.

18. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is AU$4,001
includes taxes & fees
19 Sept - 20 Sept
Villa Linchiano with Historic Tower and Private Pool
A building with a large entrance, potted plants, and a statue in the foreground.

19. 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$3,208
includes taxes & fees
30 Sept - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A table set for tea with a view of a garden and hills.

20. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is AU$1,019
includes taxes & fees
17 Sept - 18 Sept
Tuscan Sky Villa in San Miniato with Private Pool
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 Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Great place for a short stay! Beautiful garden breakfast. The only minor compliant was the elevator. There is only one and it was very slow."
Natasha 1-night trip
Posted 1 hour ago
Palazzo Ravizza

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Villas information

Number of reviews
15
Accommodation
1365 Villas
Lowest Price
AU$215
Highest Price
AU$11,347