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

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Our top choices for Casole d'Elsa villas

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$569
includes taxes & fees
24 Nov - 25 Nov
Villa Montecastello

2. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AU$19,135
includes taxes & fees
3 Dec - 4 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

3. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is AU$12,292
includes taxes & fees
12 Nov - 13 Nov
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

4. Villa Mami: A Tuscan retreat full of elegance and charm

Villa Mami: A Tuscan retreat full of elegance and charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is AU$4,063
includes taxes & fees
16 Nov - 17 Nov
Villa Mami: A Tuscan retreat full of elegance and charm

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$1,885
includes taxes & fees
15 Nov - 16 Nov
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

6. Rooster House, Cooking Classes, and Opera

Rooster House, Cooking Classes, and Opera
Tavarnelle Val di Pesa
The price is AU$203
includes taxes & fees
12 Nov - 13 Nov
Rooster House, Cooking Classes, and Opera

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$2,477
includes taxes & fees
15 Nov - 16 Nov
"A Casa di Franca Villa con piscina"

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

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
7.4 out of 10, Good, (3 reviews)
"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...
United States
JIm B.
The price is AU$1,748
includes taxes & fees
15 Nov - 16 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

9. 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$2,630
includes taxes & fees
12 Nov - 13 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

10. 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$1,780
includes taxes & fees
12 Nov - 13 Nov
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

11. Villa Liberty in The Centre - No Ztl

Villa Liberty in The Centre - No Ztl
Siena Historical Center
Villa Liberty in The Centre - No Ztl

12. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$2,413
includes taxes & fees
12 Nov - 13 Nov
Villa Torre Among the Hills of Siena

13. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,160
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

14. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub 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$2,520
includes taxes & fees
15 Nov - 16 Nov
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

15. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is AU$772
includes taxes & fees
16 Nov - 17 Nov
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

16. Villa "Cristina" with sea view, private pool and Wi-Fi

Villa "Cristina" with sea view, private pool and Wi-Fi
Riparbella
9.8 out of 10, Exceptional, (12 reviews)
"A beautiful villa in a beautiful village. Swimming pool and garden provided the perfect backdrop to relax with friends and family. Walking distance to 4 great restaurants (1 other that was closed during our visit) and a handful of local shops. An understated but idyllic location that was friendly and authentic. Felt off the beaten track, yet still well located to reach Tuscany's more obvious attractions. The property owner Gian also went above and beyond to ensure we had a great stay, from...
United States
Andy W.
The price is AU$1,533
includes taxes & fees
13 Nov - 14 Nov
Villa "Cristina" with sea view, private pool and Wi-Fi

17. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,413
includes taxes & fees
12 Nov - 13 Nov
Villa Capanna: A Window onto Tuscany

18. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
The price is AU$2,160
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

19. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,160
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

20. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AU$2,160
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & 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

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Casole d'Elsa Villas information

Number of reviews
32
Accommodation
1301 Villas
Lowest Price
AU$203
Highest Price
AU$19,135

Frequently asked questions

How much do villas in Casole dElsa cost?
Prices for villas in Casole dElsa range between AU$203 and AU$19,135 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 1301 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.