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
$219 nightly
The price is $247
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.
$426 nightly
The price is $429
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
$454 nightly
The price is $456
Aug 26 - Aug 27
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.
$331 nightly
The price is $334
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)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$150 nightly
The price is $171
Aug 30 - Aug 31
Total with taxes and fees
Antico Borgo il Cardino
Terrace/patio

6. 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
$112 nightly
The price is $126
Sep 1 - Sep 2
Total with taxes and fees
Palazzo Pacini
Interior

7. 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.
$686 nightly
The price is $688
Sep 8 - Sep 9
Total with taxes and fees
CANONICA 43 Luxury villa in the heart of Tuscany
Food court

8. 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
$202 nightly
The price is $228
Aug 26 - Aug 27
Total with taxes and fees
Borgo Il Poggiaccio
La Torre Grossa

9. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
$113 nightly
The price is $130
Sep 21 - Sep 22
Total with taxes and fees
Materia Rooms San Gimignano
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

10. 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
$145 nightly
The price is $166
Aug 26 - Aug 27
Total with taxes and fees
B&B Palazzo Tortoli
Outdoor dining

11. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Colle Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
Germany
Rupert H.
$472 nightly
The price is $475
Aug 29 - Aug 30
Total with taxes and fees
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Balcony

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$136 nightly
The price is $155
Aug 26 - Aug 27
Total with taxes and fees
Palazzo al Torrione 2
Outdoor dining

13. Apartment "Radicondoli House" with Balcony & Wi-Fi

Apartment "Radicondoli House" with Balcony & Wi-Fi
Radicondoli Siena
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "
United States
Corey
$440 nightly
The price is $440
Aug 31 - Sep 1
Total with taxes and fees
Apartment "Radicondoli House" with Balcony & Wi-Fi
Aerial view

14. 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
$196 nightly
The price is $218
Sep 8 - Sep 9
Total with taxes and fees
Riserva di Fizzano Residence
Pool

15. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$130 nightly
The price is $148
Sep 25 - Sep 26
Total with taxes and fees
Casa Vacanze Le Case
Room amenity

16. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (475 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
$115 nightly
The price is $132
Aug 27 - Aug 28
Total with taxes and fees
Siena Vip
Property grounds

17. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
$265 nightly
The price is $297
Aug 26 - Aug 27
Total with taxes and fees
Ca' Bianca Tuscany Relais
Property grounds

18. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
$239 nightly
The price is $263
Aug 26 - Aug 27
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Breakfast meal

19. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
$164 nightly
The price is $185
Aug 26 - Aug 27
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
Room

20. 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
$85 nightly
The price is $97
Aug 30 - Aug 31
Total with taxes and fees
Tuscasì Aparthotel
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

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Fabulous family friendly property in Tuscany. Easy to get to many different towns. Staff were very helpful and lots of space!"
Sara 4-night trip
Posted 4 days ago
Hotel Borgo San Luigi

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 $53 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.

Explore a world of travel with Expedia

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.