Casole d'Elsa Vacation Rentals

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Vacation Rentals in Casole d'Elsa

Outdoor pool
Cottage with private enclosed garden and panoramic pool, 1 km from the village
9.8 out of 10, Exceptional, (30)
"The property is very well maintained and very nicely finished. The interior is very nicely finished including a full kitchen with dishwasher and two nicely finished complete baths. We enjoyed sitting outside on the patio for breakfast. This was our second stay at Podere Monte because we liked it so much the first time. We have visited Italy many times and have stayed from Lake Como and Venice in the north to Amalfi in the south, and this is our favorite area. Casole and surroundings are very...
Cottage with private enclosed garden and panoramic pool, 1 km from the village
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (117)
"The staff is friendly and helpful, an asset to this hotel. "
The price is CA $223
CA $251 total
includes taxes & fees
Jun 5 - Jun 6
Il Battistero Siena - Residenza d'Epoca
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (276)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is CA $135
CA $154 total
includes taxes & fees
May 29 - May 30
ApartHotel Anghel
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Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is CA $139
CA $153 total
includes taxes & fees
May 29 - May 30
Bosco della Spina
Pool
panoramica casa con piscina privata
7.8 out of 10, Good, (7)
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is CA $163
CA $269 total
includes taxes & fees
Jun 4 - Jun 5
panoramica casa con piscina privata
Superior Mobile Home | Private kitchenette
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (56)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is CA $70
CA $79 total
includes taxes & fees
Jun 3 - Jun 4
Camping Boschetto Di Piemma
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (81)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, (35)
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (51)
"We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Pool
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
10.0 out of 10, Exceptional, (37)
"This property was exactly as pictured, clean and beautiful. We had an amazing Tuscan vacation! The location and beauty could not be beat. Thank you!"
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Pool
"Villa le Ginestre": the better geographic position to visit the Tuscany.
9.8 out of 10, Exceptional, (60)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Property grounds
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (44)
"A very beautiful property and grounds, in the middle of the Tuscan countryside The patio area with charcoal grill amongst the olive trees was a beautiful setting for snacks and meals The house inside was very rustic and authentic but comfortable and the kitchen and bathroom s are well equipped Our hosts were very friendly and the welcome bottle of wine and fresh fruit basket was a wonderful touch after a long day of travelling The neighbours were lovely we spoke to several of them though a...
House with character in typical medieval borgo on the Chianti Classico hills
Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (64)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Pool
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
9.4 out of 10, Exceptional, (63)
"Franca's little house was absolutely charming and very well cared for. It was super clean and had all the touches of home, including flowers in vases, pretty pictures and ornaments and great storage space upstairs. The complex itself was very quiet (we went in June) and we had the lovely swimming pool to ourselves most days. It was also well kept and clean. The area is very peaceful and the surrounding countryside is absolutely beautiful. You do need to drive everywhere (even to the nearest...
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (209)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is CA $167
CA $189 total
includes taxes & fees
Jun 14 - Jun 15
La Terrazza Sul Campo Rooming House
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Outdoor pool
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
9.8 out of 10, Exceptional, (29)
"My husband and I spent 9 days at Anna Maria and Filiberto property. We had the most wonderful time there. We can't remember having such relaxing holiday. Everything was just perfect: spacious, clean house, outdoor table with chairs, the most beautiful palm tree in front of our house, blooming flowers and trees. Absolutely perfect. We made trips to Volterra, Pisa, Sienna, San Gimignano, we walked on the beach and in the forest. We are definitely coming back. Anna Maria and Filiberto, Thank you...
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (89)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Outdoor pool
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
10.0 out of 10, Exceptional, (47)
"Amazing villa. Everything is clean and beautiful. Pleasure to be there. Highly recommend."
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Don't see what you're looking for?
See all available properties in Casole d'Elsa
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.

Casole dElsa Vacation Rental Travel Info

Number of vacation rentals
102
Popular accommodation
Casole d'Elsa apartments
Known landmarks
Museo Civico, Sovestro in Poggio Winery and Museum San Gimignano 1300
International airport
Florence (FLR-Peretola)

Other types of properties in Casole d'Elsa you may be interested in

Outdoor pool, pool umbrellas, sun loungers
Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
9.4 out of 10, Exceptional, (56)
"A unique luxury experience in the middle of the beauty of nature. Very relaxing and excellent products. All the staff was also great."
The price is CA $2,594
CA $2,868 total
includes taxes & fees
Jun 21 - Jun 22
Castello di Casole, A Belmond Hotel, Tuscany
Terrace/patio
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Good experience "
The price is CA $179
CA $204 total
includes taxes & fees
Jun 4 - Jun 5
Hotel Athena
Front of property
NH Siena
4.0 star property
8.2 out of 10, Very good, (1000)
"The hotel is good and a cleanliness is good. The comfort is not good because of no airconditioning. Its hot and the only way to get some cold air is to open the window. Also pollen from trees is going inside. I do not recomend for people with pollen allergy during this season. Otherwise is a good hotel."
The price is CA $145
CA $167 total
includes taxes & fees
Jun 17 - Jun 18
NH Siena
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Casole d'Elsa. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Independent house in the hills of the Sienese countryside: Visitors like this Casole d'Elsa vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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

Expedia has 76 vacation rentals for your stay in Casole d'Elsa.

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

Berignone Forest Nature Reserve and Val di Merse 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 Hedonistic Hiking are other places to visit while you're in town.

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.

Recent reviews of Casole d'Elsa properties
Expedia verified reviews

Castelfalfi

Castelfalfi

5/5 Excellent
Amazing place
"The whole place is just like from the postcard."
A verified traveller stayed at Castelfalfi
Posted 2 days ago
Castelfalfi