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

Casole d'Elsa Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Casole d'Elsa vacation rentals

Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

1. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
$217 nightly
The price is $245
Sep 4 - Sep 5
Total with taxes and fees
Borgo al Cerro
Interior

2. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
$423 nightly
The price is $425
Sep 12 - Sep 13
Total with taxes and fees
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
Property grounds

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

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
$451 nightly
The price is $453
Aug 31 - Sep 1
Total with taxes and fees
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Pool

4. 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.
$339 nightly
The price is $342
Sep 24 - Sep 25
Total with taxes and fees
House with pool for 4 pax
Exterior

5. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
$156 nightly
The price is $178
Sep 3 - Sep 4
Total with taxes and fees
Antico Borgo il Cardino
La Torre Grossa

6. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
$112 nightly
The price is $129
Sep 1 - Sep 2
Total with taxes and fees
Materia Rooms San Gimignano
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

7. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
$144 nightly
The price is $164
Aug 31 - Sep 1
Total with taxes and fees
B&B Palazzo Tortoli
Terrace/patio

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$154 nightly
The price is $172
Sep 2 - Sep 3
Total with taxes and fees
Palazzo Pacini
Food court

9. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
$192 nightly
The price is $217
Aug 31 - Sep 1
Total with taxes and fees
Borgo Il Poggiaccio
Room amenity

10. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
$113 nightly
The price is $129
Aug 31 - Sep 1
Total with taxes and fees
Siena Vip
Interior

11. CANONICA 43 Luxury villa in the heart of Tuscany

CANONICA 43 Luxury villa in the heart of Tuscany
colle di val d'elsa
10.0 out of 10, Exceptional, (14 reviews)
"We had a very plezant stay!"
Netherlands
Ann R.
$709 nightly
The price is $711
Sep 8 - Sep 9
Total with taxes and fees
CANONICA 43 Luxury villa in the heart of Tuscany
Terrace/patio

12. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
$124 nightly
The price is $140
Sep 2 - Sep 3
Total with taxes and fees
Casa di Campagna in Toscana
Balcony

13. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (112 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
$135 nightly
The price is $154
Sep 6 - Sep 7
Total with taxes and fees
Palazzo al Torrione 2
Outdoor pool

14. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (7 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
$137 nightly
The price is $155
Sep 16 - Sep 17
Total with taxes and fees
Residence Arianna
Casa Alberi - Albergo Diffuso Volterra

15. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
$152 nightly
The price is $169
Sep 3 - Sep 4
Total with taxes and fees
AlbergoDiffusoVolterra
Studio, Patio, Ground Floor | Terrace/patio

16. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
$92 nightly
The price is $106
Sep 3 - Sep 4
Total with taxes and fees
Fullino Nero
Room

17. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$76 nightly
The price is $87
Sep 30 - Oct 1
Total with taxes and fees
Tuscasì Aparthotel
Aerial view

18. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
$164 nightly
The price is $183
Sep 30 - Oct 1
Total with taxes and fees
Riserva di Fizzano Residence
Pool

19. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$124 nightly
The price is $142
Sep 17 - Sep 18
Total with taxes and fees
Casa Vacanze Le Case
Porch

20. 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
$87 nightly
The price is $102
Aug 31 - Sep 1
Total with taxes and fees
Donna Nobile
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Wonderful hotel hopefully be back"
susan 2-night trip
Posted 19 hours ago
Palazzo Ravizza

Find out more about Casole d'Elsa

Everything you need to know about Casole d'Elsa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casole d'Elsa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casole d'Elsa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casole d'Elsa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casole d'Elsa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Casole d'Elsa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Casole d'Elsa rentals

At Expedia, we put the best Casole d'Elsa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Casole d'Elsa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casole d'Elsa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casole d'Elsa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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: You might want to consider this vacation home rental near Casole d'Elsa, which 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 espresso maker. You can relax into your vacation with a garden and a library.

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

Expedia has 43 vacation rentals for your stay in Casole d'Elsa.

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

Family-friendly attractions include Terre di Vini, whereas Val di Merse is a spot to enjoy the outdoors. 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.