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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 1821 Villas in Castelnuovo Berardenga with updated reviews, rates, and availability.

Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Villa Simo, absolute tranquility

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

9.8 out of 10, Exceptional, (67)
"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Pool

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Il Boschetto an oasis of peace and nature in Siena
Exterior

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (31)
"The location was excellent, 30 minute walk (2.1 km) to the main gate of Siena or 15 minute bus ride (bus stop 25 meters from the house). The home is beautiful, lots of amenities, it was very rustic. The pool area could use a good trimming, the online photos showed the property better than it actually was but not too far off."
Il Boschetto an oasis of peace and nature in Siena
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
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
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Sunset from our garden

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (48)
"We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful."
The price is AED 565
AED 645 total
includes taxes & fees
24 Feb - 25 Feb
Il Poggio dell'Eremita
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Villa seen from the pool

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (56)
"Stay was excellent, a great house. Owners were super helpful. A property with over 100 olive trees. If I return this is where I will be 😎"
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Villa with private pool and panoramic view in beautiful Val d'Orcia
Pool

Villa with private pool and panoramic view in beautiful Val d'Orcia

10.0 out of 10, Exceptional, (5)
"We had stayed at this property for years before Jennifer purchased it. And do hope to continue. We appreciate the effort and care to details she put into updating it and providing an excellent experience. This property is well located to see numerous villages in the area."
Villa with private pool and panoramic view in beautiful Val d'Orcia
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Private pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Wonderful private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking
Water, Plant, Sky, Building, Swimming Pool, Azure, Tree, Shade, Outdoor Furniture, Grass

Wonderful private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (28)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Wonderful private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking
Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Outdoor dining

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
The price is AED 3,806
AED 4,366 total
includes taxes & fees
27 Feb - 28 Feb
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
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.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Pool

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Villa in Montalcino, exclusive for you, stunning view!!!
Exterior

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
Pool

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (29)
"Lovely rustic property in scenic location, large garden grounds and decent swimming pool. Property worked well for our family of 7 adults ranging three generations."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

10.0 out of 10, Exceptional, (25)
"Xx"
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Pool

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

9.4 out of 10, Exceptional, (21)
"Family of 7 adults spent 1 week in beautiful secluded Tuscan farmhouse. Great location for visiting the region - Arezzo short drive. Florence Pisa approx. 1.5 hours. Beautiful hilltop villages, olive groves and vineyards. Quintessential Tuscany!"
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Exterior detail

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

10.0 out of 10, Exceptional, (98)
"The entire experience (pre-booking, booking, and our stay) was positive. Barbara quickly responded to my inquiries before and after booking and greeted us upon arrival. Plus, she prepared two delicious meals for our group that we enjoyed at the outside dining area—from which we had gorgeous views of the San Gimignano skyline. There are uninterrupted views of San Gimignano from inside, too: from the kitchen, the living room, and one of the bedrooms. We savored those views our entire stay. The...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
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 Castelnuovo Berardenga

Charming Tuscany Villa with magical Garden, shared pool, Chianti Area
Exterior

Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

9.4 out of 10, Exceptional, (51)
"Great host, location as we wanted in Tuscany. We had villa for only our family and it was enjoyable. It is a good WiFi there, TV, kitchen. And everything you need. "
Charming Tuscany Villa with magical Garden, shared pool, Chianti Area
Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 457
AED 526 total
includes taxes & fees
6 Mar - 7 Mar
Hotel San Gregorio
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (200)
"My family and I stayed there for 2 nights, at the family suite. It was very clean and well decorated & furnished, with private pool and garden. The environment and view were good, staff were helpful, buffet breakfast got lot of choices. Highly recommended this lovely place "
The price is AED 408
AED 460 total
includes taxes & fees
27 Feb - 28 Feb
Relais Villa Olmo
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 Castelnuovo Berardenga cost?
You’ll pay between AED 565 and AED 3,806 per night for a villa in Castelnuovo Berardenga. Whatever your budget, a perfect getaway is just a click away on Expedia. 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 Castelnuovo Berardenga?
Choose from 1821 villas in Castelnuovo Berardenga. Whether you’re vacationing with the kids or organizing a weekend break with your pals, Expedia can help you find the perfect space for your whole crew.
Why book your villa in Castelnuovo Berardenga with Expedia?
We think that vacations should be a walk in the park, so if you’re on the lookout for villas at an affordable price, Expedia can help. Save those pennies and choose an all-inclusive stay, or splurge on a plush villa to spoil your nearest and dearest. Use our handy search filters to find an escape in Castelnuovo Berardenga that fits your needs.
How can I find cheap villas in Castelnuovo Berardenga?
With Expedia’s helpful filter tool, locating cheap villas in Castelnuovo Berardenga is a snap. To discover properties that’ll make your wallet smile, narrow your search by star rating, budget and amenities.