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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Casole d'Elsa villas

Villa, Air conditioning, Courtyard View | Exterior

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 ￥29,923
￥33,474 total
includes taxes & fees
Aug 9 - Aug 10
Villa Montecastello
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is ￥24,980
￥28,892 total
includes taxes & fees
Aug 7 - Aug 8
The three owls of san gimignano
Exterior

Cosy apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano

Cosy apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is ￥27,755
￥31,645 total
includes taxes & fees
Aug 21 - Aug 22
Cosy apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ￥18,441
￥22,353 total
includes taxes & fees
Jul 29 - Jul 30
Rooster House, cooking classes and opera
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is ￥920,024
￥989,106 total
includes taxes & fees
Jul 28 - Jul 29
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥134,119
￥149,020 total
includes taxes & fees
Jul 27 - Jul 28
Villa Marcolina
Terrace/patio

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 ￥94,047
￥116,765 total
includes taxes & fees
Jul 27 - Jul 28
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is ￥808,886
￥902,024 total
includes taxes & fees
Jul 27 - Jul 28
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
Villa Marina with private pool, Borgo del Silenzio
Terrace/patio

Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Monteverdi Marittimo
The price is ￥786,619
￥830,526 total
includes taxes & fees
Aug 18 - Aug 19
Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Exterior

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 ￥277,477
￥337,644 total
includes taxes & fees
Aug 6 - Aug 7
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is ￥367,709
￥408,876 total
includes taxes & fees
Aug 13 - Aug 14
Villa Torre Among the Hills of Siena
Pool

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is ￥1,752,487
￥1,842,459 total
includes taxes & fees
Aug 13 - Aug 14
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Pool

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 ￥290,774
￥380,351 total
includes taxes & fees
Aug 20 - Aug 21
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds

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

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is ￥519,338
￥575,221 total
includes taxes & fees
Aug 26 - Aug 27
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Exterior

Romantic stylish villa with private pool & splendid view

Romantic stylish villa with private pool & splendid view
Panzano In Chianti
9.8 out of 10, Exceptional, (24 reviews)
"Beautiful location with spectacular views."
United States
lawrence s.
The price is ￥149,021
￥210,306 total
includes taxes & fees
Jul 30 - Jul 31
Romantic stylish villa with private pool & splendid view
Property grounds

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 ￥221,296
￥262,463 total
includes taxes & fees
Aug 8 - Aug 9
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Pool

"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 traveler
The price is ￥107,904
￥176,614 total
includes taxes & fees
Aug 24 - Aug 25
"A Casa di Franca Villa con piscina"
Exterior

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 ￥77,491
￥77,864 total
includes taxes & fees
Jul 30 - Jul 31
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Pool

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Podere Le Casette - Five Bedroom Villa, Sleeps 10
Cassia
10.0 out of 10, Exceptional, (1 review)
"The home was recently renovated immaculately and is an incredible place to enjoy Tuscany as well as Florence. The pictures don’t do it justice. We enjoyed our stay and would recommend to any group of any age. The views will last forever."
United States
Geoff B.
The price is ￥139,055
￥218,968 total
includes taxes & fees
Aug 16 - Aug 17
Podere Le Casette - Five Bedroom Villa, Sleeps 10
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

Castelfalfi

Castelfalfi

10/10 Excellent
"We liked everything about Castelfalfi. The staff were very professional and happy to help about any issue. The restaurants were excellent, especially La Oliva. Excellent wine selections in all the restaurants. Spa, pools, the excursions were all very well managed and great. All and all we loved spending a whole week there. The fact that we were actually there to see Andrea Bocelli in concert was the icing on the cake. Strongly recommend the whole experience."
Emin 7-night trip
Posted 3 hours ago
Castelfalfi

Find out more about Casole d'Elsa

Casole d'Elsa Villas information

Number of reviews
37
Accommodation
1592 Villas
Lowest Price
￥22,353
Highest Price
￥1,842,459

Frequently asked questions

How much do villas in Casole d'Elsa cost?
You can expect to pay between ￥22,353 and ￥1,842,459 per night for a villa in Casole d'Elsa. No matter your budget, an ideal stay is only clicks away on Expedia. These prices were 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 d'Elsa?
Reclaim your vacation days and choose from 1592 villas in Casole d'Elsa. For a family escape, a weekend getaway and everything in between, Expedia will help you find the perfect place in a few simple clicks.
Why book your villa in Casole d'Elsa with Expedia?
Reserving a villa in Casole d'Elsa is as simple as deciding on your travel dates and choosing the option that meets your needs. Want something affordable or upmarket, or a stay that also features a pool? Use Expedia's search filters to narrow your results and find your perfect match.
How can I find cheap villas in Casole d'Elsa?
The quickest way to compare cheap villas in Casole d'Elsa is with Expedia's helpful filter tool. Refine your search by budget, star rating and amenities to land unbeatable deals in only a few clicks.
What is there to do near my villa in Casole d'Elsa?
The ultimate travel accessory is a well-planned to-do list. Archeological and Collegiate Church Museum is a great place to begin your exploration of Casole d'Elsa.