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Compare 1495 Villas in Casole d'Elsa with updated reviews, rates, and availability.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Exterior
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
POOL
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Terrace/patio
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (93)
"We had the most amazing stay at this beautiful villa. Everything about it was picturesque and relaxing. This villa has all of the modern amenities but still exudes Tuscan charm. Pre- visit communication was smooth and very prompt. The highlight of the stay was the dinner cooked for us the first night by Chef Vanna and Francesca. I am not exaggerating when I say it was by far the best meal we had during our trip to Tuscany and we ate at many very nice restaurants. If you are booking a stay I...
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Terrace/patio
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
10.0 out of 10, Exceptional, (71)
"We so enjoyed our nine nights at Leo’s beautiful place in Belforte. This is a tiny Medieval town at the top of the mountain. So quiet except for the church bells, and occasional kids running through the town. A nice retreat from the business of other Tuscany tourist attractions. The home is very spacious with four bedrooms and large outdoor gathering areas . Fruit trees and grape vines in the yard add to the ambiance . The kitchen was well equipped, with everything one would need and the...
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
Exterior
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
9.4 out of 10, Exceptional, (28)
"The location of the villa is fantastic and the villa itself is extremely well laid out, clean and comfortable. We loved our stay and the host was incredibly helpful and friendly. We would be happy to stay again, our one suggestion would be that perhaps some of the finishings could be updated, they were obviously very trendy and cutting edge when designed, but perhaps could be improved by some modernisation, and I think the villa would then be perfect."
Private villa near Certaldo and San Gimignano with swimming pool and large garden.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (19)
"We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and...
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Villa luna with pool and garden near the center of Siena
Outdoor dining
Villa luna with pool and garden near the center of Siena
9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Authentic country house originally a convent, dates back to around the year 1000
Outdoor dining
Authentic country house originally a convent, dates back to around the year 1000
9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic country house originally a convent, dates back to around the year 1000
Your panoramic house in Tuscany between vineyards and olive groves.
Your residence in Tuscany
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (32)
"Lovely property, very comfortable. Good location to explore Tuscany. There is an excellent supermarket less than 10 minutes away. Families would be very comfortable here."
Your panoramic house in Tuscany between vineyards and olive groves.
Double room with private parking within walking distance of downtown!
Outdoor dining
Double room with private parking within walking distance of downtown!
7.6 out of 10, Good, (5)
"Easy Walking to all there is to see in Siena!!! Car is parked safely in front of villa no extra charge. Quiet Apartment is in the basement bathroom is upstairs. Monica is very welcoming and informative. "
The price is AED 425
AED 510 total
includes taxes & fees
22 Nov - 23 Nov
Double room with private parking within walking distance of downtown!
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Pool
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Villa with private swimming pool in quiet area, private garden, panoramic views
Pool
Villa with private swimming pool in quiet area, private garden, panoramic views
10.0 out of 10, Exceptional, (8)
"La maison est très calme, très propre et bien équipée, accessible en partie par un chemin de terre depuis le joli village de Radicondoli, . La vue sur les collines avoisinantes est très agréable, en particulier de la piscine (hors-sol). Il faut compter environ 45 minutes de jolies routes pour se rendre à Sienne, Volterra ou San Giminiano. Beaucoup d'animaux sauvages dans la nature, si vous êtes chanceux comme nous... Sarka est une hôtesse sympathique et attentionnée. Avec son mari, elle produit...
Villa with private swimming pool in quiet area, private garden, panoramic views
Villa with view and private pool
Pool
Villa with view and private pool
10.0 out of 10, Exceptional, (20)
"We loved the villa and the location. We couldn’t have asked for a better view giving us a wonderful feeling of Tuscany. The closeness to Volterra, coupled with the great supermarket and lovely pizzerias made it special. Guilia was very responsive and helpful at all times. We would come back in a heartbeat. "
Villa with view and private pool
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
The children pool is a plus
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
10.0 out of 10, Exceptional, (41)
"We absolutely loved the location and the villa! One of the best places we have ever stayed."
Super panoramic villa for 8 guests walking to town, private pool, AirCond, Wifi
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
The property has a private road and gate
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Molino del Ponte, Radda in Chianti, Italy
Aerial view
Molino del Ponte, Radda in Chianti, Italy
9.6 out of 10, Exceptional, (5)
"En un mot.. parfait "
Molino del Ponte, Radda in Chianti, Italy
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Pool
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
10.0 out of 10, Exceptional, (4)
"Roberta was amazing. Villa was spotless and we appreciated all the little touches she provided. Beds were comfortable, kitchen well equipped and the pizza oven was so much fun. Pool was perfect temperature and amazing sunsets with a cocktail finished a perfect evening. Easy to walk or drive to town. "
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
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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Other property types in Casole d'Elsa

TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.
Noce Cottage Casa Podere Monti
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.
9.8 out of 10, Exceptional, (31)
"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...
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.
Il Battistero Siena - Residenza d'Epoca
Room
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (141)
"I recently had the pleasure of staying at Il Battistero Siena, and it was indeed a remarkable experience. The historic charm of this residenza d’epoca, paired with modern comforts, made for a unique and unforgettable stay. The rooms are beautifully decorated, capturing the essence of Siena while providing all the conveniences one could hope for. The staff was exceptionally warm, attentive, and knowledgeable, offering excellent recommendations for local dining and sightseeing. Their hospitality...
The price is AED 419
AED 470 total
includes taxes & fees
22 Nov - 23 Nov
Il Battistero Siena - Residenza d'Epoca
Camping Boschetto Di Piemma
Property entrance
Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (71)
"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. "
Camping Boschetto Di Piemma
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.

Frequently asked questions

How much do villas in Casole d'Elsa cost?
Villas in Casole d’Elsa cost between AED 425 and AED 425 per night. These escapes give you the privacy of your own space at a price that’s friendly to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Casole d'Elsa?
There are 1495 villas in Casole d’Elsa. Whether you’re traveling with the family or getting away with your buddies, Expedia can help you find the ideal base for your entire crew.
Why book your villa in Casole d'Elsa with Expedia?
Booking a villa in Casole d’Elsa is as easy as deciding on your travel dates and picking an option that has what you need. Seeking something luxurious or affordable, or a stay that also features a kitchenette? Use Expedia’s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Casole d'Elsa?
With Expedia’s filter tool, reserving cheap villas in Casole d’Elsa has never been easier. To discover properties that are easy on the wallet, refine your search by budget, star rating and amenities.