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

Search Villas in Casole d'Elsa

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
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 €185
includes taxes & fees
24 Jun - 25 Jun
Villa Montecastello
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is €818
includes taxes & fees
23 Jun - 24 Jun
Villa Marcolina
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 €344
includes taxes & fees
28 Jun - 29 Jun
La Lunaria di Lajatico
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is €124
includes taxes & fees
24 Jun - 25 Jun
Rooster House, cooking classes and opera
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is €5,933
includes taxes & fees
23 Jun - 24 Jun
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is €5,220
includes taxes & fees
23 Jun - 24 Jun
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is €131
includes taxes & fees
23 Jun - 24 Jun
The three owls of san gimignano
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
The price is €3,156
includes taxes & fees
14 Jul - 15 Jul
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 €984
includes taxes & fees
14 Jul - 15 Jul
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
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
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 €412
includes taxes & fees
23 Jun - 24 Jun
Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
Exterior detail

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 €1,290
includes taxes & fees
25 Jun - 26 Jun
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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 '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 €382
includes taxes & fees
23 Jun - 24 Jun
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & 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 €2,194
includes taxes & fees
24 Jun - 25 Jun
Villa "Cristina" with sea view, private pool and Wi-Fi
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 €2,460
includes taxes & fees
23 Jun - 24 Jun
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

Villa Raggio di Luce Stigliano

Villa Raggio di Luce Stigliano
Sovicille
The price is €2,274
includes taxes & fees
26 Jun - 27 Jun
Villa Raggio di Luce Stigliano
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 €627
includes taxes & fees
3 Jul - 4 Jul
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

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 €1,982
includes taxes & fees
2 Jul - 3 Jul
Villa Milani with Shared Pool, Private Terrace & 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Casole d'Elsa Hotel Reviews

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Everything was amazing. The staff went above and beyond"
Rita 4-night trip
Posted 22 hours ago
Borgo Scopeto Wine & Country Relais

Find out more about Casole d'Elsa

Casole d'Elsa Villas information

Number of reviews
2
Accommodation
1598 Villas
Lowest Price
€185
Highest Price
€818

Frequently asked questions

How much do villas in Casole d'Elsa cost?
You can expect to pay between €185 and €818 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 holiday days and choose from 1598 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.