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

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Check prices for these dates

In two weeks
10 July - 12 July
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Casole d'Elsa villas

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"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$296
includes taxes & fees
26 June - 27 June
Villa Montecastello
2 outdoor pools, pool umbrellas, pool loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is AU$511
includes taxes & fees
28 June - 29 June
La Lunaria di Lajatico
Iron/ironing board, WiFi, bed sheets

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Gaiole in Chianti
The price is AU$402
includes taxes & fees
6 July - 7 July
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$9,687
includes taxes & fees
2 July - 3 July
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AU$1,306
includes taxes & fees
26 June - 27 June
Villa Marcolina
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is AU$212
includes taxes & fees
27 June - 28 June
The three owls of san gimignano
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$199
includes taxes & fees
2 July - 3 July
Rooster House, cooking classes and opera
Exterior

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$673
includes taxes & fees
29 June - 30 June
Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
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
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AU$8,593
includes taxes & fees
25 June - 26 June
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...
United States
martina p.
The price is AU$4,701
includes taxes & fees
14 July - 15 July
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Exterior

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Peccioli
10.0 out of 10, Exceptional, (6 reviews)
"Great stay"
United Kingdom
rosie g.
The price is AU$1,576
includes taxes & fees
14 July - 15 July
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Pool

Ludovica and Marina Villas with 2 pools

Ludovica and Marina Villas with 2 pools
Lajatico
Ludovica and Marina Villas with 2 pools
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 AU$4,313
includes taxes & fees
25 June - 26 June
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Interior

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

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
The price is AU$2,124
includes taxes & fees
25 June - 26 June
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior

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

Villa "Cristina" with sea view, private pool and Wi-Fi
Riparbella
9.4 out of 10, Exceptional, (9 reviews)
"Pros: The property was clean, very well appointed and had everything we needed. Gian was friendly, very helpful and responded quickly to messages. We would love to come back."
United States
Anonymous traveller
The price is AU$4,302
includes taxes & fees
28 June - 29 June
Villa "Cristina" with sea view, private pool and Wi-Fi
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 AU$624
includes taxes & fees
25 June - 26 June
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Outdoor dining

Villa Ludovica with private pool, Borgo del Silenzio

Villa Ludovica with private pool, Borgo del Silenzio
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Mooie villa met alle accommodatie op een unieke ligging"
Netherlands
Carl P.
Villa Ludovica with private pool, Borgo del Silenzio
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 AU$1,023
includes taxes & fees
7 July - 8 July
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

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$2,543
includes taxes & fees
2 July - 3 July
Pet-Friendly Finca Olivos 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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"It is a tuscan palace over the hills! Great toom, great food, and excellent service."
Carlos 6-night trip
Posted 17 hours ago
Villa Scacciapensieri Boutique Hotel

Find out more about Casole d'Elsa

Casole d'Elsa Villas information

Number of reviews
20
Accommodation
1378 Villas
Lowest Price
AU$199
Highest Price
AU$9,687

Frequently asked questions

How much do villas in Casole dElsa cost?
Prices for villas in Casole dElsa range between AU$199 and AU$9,687 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 1378 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.