A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Casole d'Elsa villas

Villa, Air conditioning, Courtyard View | Exterior

1. Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 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
11 Aug - 12 Aug
Villa Montecastello
Property grounds

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$217
includes taxes & fees
10 Aug - 11 Aug
Rooster House, cooking classes and opera
Exterior

3. Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AU$1,338
includes taxes & fees
9 Aug - 10 Aug
Villa Marcolina
Terrace/patio

4. 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$971
includes taxes & fees
9 Aug - 10 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Outdoor dining

5. Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
"L’hébergement est situé au milieu de champs, superbe vue pour admirer le lever et coucher du soleil! La route en cailloux pour y accéder, dommage. C’est parfait pour les gens qui recherchent le calme! Maison propre. La literie pourrait être améliorée; matelas un peu durs. La piscine parfaite avec les enfants! L’accueil de Ludovica est agréable, très à l’écoute de nos besoins! Nous avons passé une belle semaine de vacances!"
Switzerland
Loic
Villa Marina with private pool, Borgo del Silenzio
Property grounds

6. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is AU$2,110
includes taxes & fees
9 Aug - 10 Aug
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Pool

7. "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$2,289
includes taxes & fees
20 Aug - 21 Aug
"A Casa di Franca Villa con piscina"
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AU$580
includes taxes & fees
28 Aug - 29 Aug
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

9. 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$2,971
includes taxes & fees
19 Aug - 20 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Property grounds

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

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,520
includes taxes & fees
27 Aug - 28 Aug
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Pool

11. 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$2,542
includes taxes & fees
1 Sept - 2 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior detail

12. Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center

Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
Massa Marittima
The price is AU$802
includes taxes & fees
9 Aug - 10 Aug
Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
Seasonal outdoor pool, pool umbrellas, pool loungers

13. Villa Tosca

Villa Tosca
Peccioli
The price is AU$1,926
includes taxes & fees
23 Aug - 24 Aug
Villa Tosca
Exterior

14. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AU$592
includes taxes & fees
1 Sept - 2 Sept
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

15. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$3,077
includes taxes & fees
12 Aug - 13 Aug
Villa Torre Among the Hills of Siena
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AU$8,685
includes taxes & fees
11 Aug - 12 Aug
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

17. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is AU$671
includes taxes & fees
25 Aug - 26 Aug
Villetta Brunelleschi: Privacy and Comfort on Two Levels
Exterior

18. 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$3,831
includes taxes & fees
13 Aug - 14 Aug
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
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$2,601
includes taxes & fees
13 Aug - 14 Aug
"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 Casole d'Elsa Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"
Chris 1-night trip
Posted 1 day ago
Palazzo Ravizza

Find out more about Casole d'Elsa

Casole d'Elsa Villas information

Number of reviews
17
Accommodation
1329 Villas
Lowest Price
AU$217
Highest Price
AU$8,685

Frequently asked questions

How much do villas in Casole dElsa cost?
Prices for villas in Casole dElsa range between AU$217 and AU$8,685 per night. No matter your budget, you'll find someplace that suits your needs with Expedia. 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 Casole dElsa?
Make use of your holiday days and choose from 1329 villas in Casole dElsa. For a family holiday, a getaway with friends and everything in between, Expedia will help you find the ideal place in just a click or two.
What is there to do near my villa in Casole dElsa?
Casole dElsa has enough activities and sights to keep you on the go for weeks (or months!), beginning with Sovestro in Poggio Winery. Museo Civico, Museum San Gimignano 1300 and Podestas Palace are other renowned attractions. If you're in town for longer, The Rock of Staggia and Colle di Val dElsa Cathedral are nice finishing touches to your itinerary.