Casole d'Elsa Vacation Rentals

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Our top choices for Casole d'Elsa vacation rentals

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.
$401 nightly
The price is $403
Mar 9 - Mar 10
Total with taxes and fees
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
Apartment in Chianti with pool ID 3939

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$329 nightly
The price is $367
Mar 3 - Mar 4
Total with taxes and fees
Terre di Baccio

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
Il Pozzo di Sant'Andrea

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
Villa di Sotto

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very Good, (26 reviews)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
$91 nightly
The price is $100
Mar 27 - Mar 28
Total with taxes and fees
Residence Il Paradiso

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
$81 nightly
The price is $92
Mar 12 - Mar 13
Total with taxes and fees
Chianti Village Morrocco

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$70 nightly
The price is $80
Feb 27 - Feb 28
Total with taxes and fees
Tuscasì Aparthotel

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
$644 nightly
The price is $649
Feb 27 - Feb 28
Total with taxes and fees
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
$173 nightly
The price is $194
Mar 10 - Mar 11
Total with taxes and fees
Antico Borgo Poggiarello

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
$191 nightly
The price is $197
Feb 25 - Feb 26
Total with taxes and fees
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$109 nightly
The price is $126
Mar 4 - Mar 5
Total with taxes and fees
Casa Vacanze Le Case

Prestigious apartment infinity pool breathtaking view wifi and air conditioning

Prestigious apartment infinity pool breathtaking view wifi and air conditioning
San Rocco A Pilli
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and design origin - it brought even more value and joy to our stay. Spacious family room with spectacular morning views. Fully functional kitchen for our own home cooked Italian meal!"
United States
Todd J.
$459 nightly
The price is $459
Mar 2 - Mar 3
Total with taxes and fees
Prestigious apartment infinity pool breathtaking view wifi and air conditioning

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
9.8 out of 10, Exceptional, (9 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
$244 nightly
The price is $248
Mar 23 - Mar 24
Total with taxes and fees
Chianti Craft House Badia a Passignano

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (169 reviews)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
$68 nightly
The price is $85
Mar 18 - Mar 19
Total with taxes and fees
Bosco della Spina

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (8 reviews)
"Love this town. Location is great "
United States
William
$78 nightly
The price is $92
Mar 5 - Mar 6
Total with taxes and fees
La Casa di Ines

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
San Rocco A Pilli
9.8 out of 10, Exceptional, (59 reviews)
"Excellent home and location. Would highly recommend!!"
United States
Vincent S.
$330 nightly
The price is $330
Mar 2 - Mar 3
Total with taxes and fees
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (8 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Sovicille
$207 nightly
The price is $211
Mar 1 - Mar 2
Total with taxes and fees
Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
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

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 $80 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.

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 a coffee 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 44 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 Museo del Cristallo di Colle di Val d'Elsa 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.