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

Casole d'Elsa Vacation Rentals

  • 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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Casole d'Elsa vacation rentals

Property grounds

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
The price is ￥50,295
￥71,903 total
includes taxes & fees
Jul 28 - Jul 29
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Pool

Peaceful Eco House in the Tuscan hills

Peaceful Eco House in the Tuscan hills
casole d'elsa
The price is ￥26,079
￥37,442 total
includes taxes & fees
Aug 2 - Aug 3
Peaceful Eco House in the Tuscan hills
Pool

Studio in Tuscan farmhouse with views and pool

Studio in Tuscan farmhouse with views and pool
casole d'elsa
10.0 out of 10, Exceptional, (3 reviews)
"We had a great holiday at Fabio's place near Monteguidi in September. We have been there for two weeks in September and really enjoyed the apartment and the great pool area. The apartment was very comfortable and cosy with a well-equipped kitchen, but we have also been to very good restaurants in the surrounding area. Fabio has been a great host and was very friendly and helpful. We can definitely recommend this accommodation for a relaxing holiday!"
Germany
Philipp L.
The price is ￥26,824
￥37,479 total
includes taxes & fees
Aug 18 - Aug 19
Studio in Tuscan farmhouse with views and pool
Outdoor pool

House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is ￥42,844
￥69,482 total
includes taxes & fees
Aug 23 - Aug 24
House with pool for 4 pax
Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ￥30,512
￥34,494 total
includes taxes & fees
Aug 2 - Aug 3
Antico Borgo il Cardino
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ￥16,169
￥18,159 total
includes taxes & fees
Jul 31 - Aug 1
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is ￥17,085
￥24,382 total
includes taxes & fees
Aug 27 - Aug 28
Palazzo al Torrione 2
Superior Mobile Home | Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥8,779
￥10,215 total
includes taxes & fees
Aug 23 - Aug 24
Camping Boschetto Di Piemma
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is ￥16,126
￥18,669 total
includes taxes & fees
Aug 18 - Aug 19
Materia Rooms San Gimignano
Exterior

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is ￥12,194
￥14,159 total
includes taxes & fees
Jul 28 - Jul 29
Villa le Camelie Siena
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (96 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ￥11,007
￥12,853 total
includes taxes & fees
Aug 2 - Aug 3
Domus il Palio B&B
Porch

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ￥13,548
￥15,833 total
includes taxes & fees
Jul 28 - Jul 29
Donna Nobile
Premium bedding, down comforters, pillowtop beds, desk

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥12,660
￥16,348 total
includes taxes & fees
Aug 25 - Aug 26
Tuscasì Aparthotel
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ￥18,698
￥21,312 total
includes taxes & fees
Jul 29 - Jul 30
Il Pozzo di Sant'Andrea
City view from property

Birbo Bike Hospitality

Birbo Bike Hospitality
Siena City Centre
8.0 out of 10, Very Good, (17 reviews)
"Beautiful view from our room at the top"
United States
ralph
The price is ￥12,207
￥14,173 total
includes taxes & fees
Aug 2 - Aug 3
Birbo Bike Hospitality
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is ￥27,434
￥43,404 total
includes taxes & fees
Jul 30 - Jul 31
Borgo Il Poggiaccio
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ￥18,855
￥21,486 total
includes taxes & fees
Jul 28 - Jul 29
B&B Il Corso
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ￥13,912
￥16,048 total
includes taxes & fees
Jul 28 - Jul 29
Mariani Bed & Breakfast
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (53 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ￥16,146
￥18,506 total
includes taxes & fees
Aug 2 - Aug 3
Fullino Nero
Front of property

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ￥12,650
￥19,131 total
includes taxes & fees
Jul 29 - Jul 30
Borgo Antico Residence
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 hours ago
Castiglion del Bosco, A Rosewood Hotel

Find out more about Casole d'Elsa

Search for holiday rentals in Casole d'Elsa on Expedia! You can easily find your home rentals, villas, holiday apartments in Casole d'Elsa using one of the methods below:

  • View our selection of featured holiday rentals in Casole d'Elsa
  • Use the map to find apartments and other holiday homes in the Casole d'Elsa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casole d'Elsa while they last

Look no further and take a look at our great range of rental properties in Casole d'Elsa!

Frequently asked questions

Can I find vacation rentals in Casole d'Elsa?

Yes, there are vacation rentals in Casole d'Elsa near Terre di Vini, or you can choose a more secluded option if you want a relaxing stay. Casole d'Elsa is known for its spas.

What's the top vacation rental that Casole d'Elsa has to offer?

Borgo Argiano: Visitors like this Casole d'Elsa vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Casole d'Elsa?

Expedia has 41 vacation rentals for your stay in Casole d'Elsa.

What’s there to see and do in Casole d'Elsa?

Val di Merse and Hedonistic Hiking are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Terre di Vini. Archeological and Collegiate Church Museum and Alta Val d'Elsa River Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Casole d'Elsa like?

Vacation rentals are private properties you can stay in for a long or short time in Casole d'Elsa. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for small groups.