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

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Casole d'Elsa villas

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 £292
includes taxes & fees
12 Jul - 13 Jul
La Lunaria di Lajatico
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 £158
includes taxes & fees
14 Jul - 15 Jul
Villa Montecastello
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £105
includes taxes & fees
12 Jul - 13 Jul
Rooster House, cooking classes and opera
Outdoor spa tub

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

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is £682
includes taxes & fees
11 Jul - 12 Jul
Villa Marcolina
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is £173
includes taxes & fees
15 Jul - 16 Jul
The three owls of san gimignano
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 £750
includes taxes & fees
14 Jul - 15 Jul
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
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 £474
includes taxes & fees
11 Jul - 12 Jul
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Property grounds

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 £597
includes taxes & fees
2 Aug - 3 Aug
Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
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 £770
includes taxes & fees
13 Jul - 14 Jul
Podere Le Casette - Five Bedroom Villa, Sleeps 10
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is £4,653
includes taxes & fees
11 Jul - 12 Jul
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
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 £1,546
includes taxes & fees
6 Aug - 7 Aug
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 £1,505
includes taxes & fees
15 Jul - 16 Jul
Villa Torre Among the Hills of Siena
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 Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

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

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 £1,201
includes taxes & fees
9 Aug - 10 Aug
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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 £2,691
includes taxes & fees
9 Aug - 10 Aug
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace 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 £173
includes taxes & fees
10 Aug - 11 Aug
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
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 £2,593
additional charges may apply
7 Aug - 8 Aug
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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 £2,473
includes taxes & fees
24 Jul - 25 Jul
Villa "Cristina" with sea view, private pool 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

Castelfalfi

Castelfalfi

10/10 Excellent
"Possibly the best hotel in the world. Beautiful location, wonderful food and friendly staff who go above and beyond. Our son loved the heated swimming pool and nearby adventure park. The kids club was also great. My wife has food allergies and normally finds it tricky in hotels; however, the staff in every restaurant were able to suggest alternatives and specially prepared dishes for her. Food and wine is wonderful throughout the hotel. Rosmarino restaurant in particular is amazing: try the grilled tuscan chicken with a tomato salad on the side, you won’t regret it! I honestly can’t think of any negatives. We will certainly be back again!"
Oliver Charles 5-night trip
Posted 1 hour ago
Castelfalfi

Find out more about Casole d'Elsa

Casole d'Elsa Villas information

Number of reviews
24
Accommodation
1561 Villas
Lowest Price
£105
Highest Price
£4,653

Frequently asked questions

How much do villas in Casole d'Elsa cost?
You can expect to pay between £105 and £4,653 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 1561 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.