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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Villas in Montegonzi

Our top choices for Montegonzi villas

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Terrace/patio

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (110)
"We loved our stay, it was beautiful and relaxing beyond words! Francesca and her team were amazing, providing so many memorable experiences and great support! We will be back! What a wonderful time all around. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Villa with pool and garden
Outdoor dining

Villa with pool and garden

10.0 out of 10, Exceptional, (1)
"Top"
Villa with pool and garden
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Outdoor pool

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

9.8 out of 10, Exceptional, (103)
"Villa was great. Picturesque countryside. Very comfortable for 4 adults and 2 kids using 4 bedrooms. Could have easily had more ppl. Location very convenient to Florence and surrounding area. Host was very kind and had lots of info about the area and how to navigate Florence as a tourist."
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (63)
"The property was magical. Every morning coffee overlooking the rolling hills, sitting at the patios or by the pool. The house was full of paintings made by one of the hosts. These added to the beauty!!Gaia was wonderful . So helpful and kind. She went the extra miles. Her husband, a capable chef, cooked an incredible Italian dinner at the Villa. We recommend using him for an Italian dinner.I would recommend this Villa with the highest recommendation. "
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (3)
"Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. "
Private villa in the heart of chianti with view of siena
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Outdoor dining

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (103)
"Property was fantastic, easily accommodated our group of 9 people. Francesca took very good care of us, arranging wine tours, dinners at the house and a cooking class which we thoroughly enjoyed. I highly recommend this place"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Exterior

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

10.0 out of 10, Exceptional, (55)
"We had the trip of a lifetime at this wonderful home. Sherri, the property manager, made sure we had everything we needed upon arrival and organized a truffle hunt and wine tasting with her lovely local connections. She also introduced us to her favorite restaurants nearby (they were amazing) and told us where to shop. And the house itself is stunning- it should be in a movie about Tuscany. Cannot wait to go back!"
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Exterior

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

9.2 out of 10, Wonderful, (29)
"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
Exclusive villa with gated pool, 12 pax, all-inclusive. 72 reviews, watch video
Terrace/patio

Exclusive villa with gated pool, 12 pax, all-inclusive. 72 reviews, watch video

9.8 out of 10, Exceptional, (73)
"Best stay of our trip through Italy. We traveled from Como to Sorento, and enjoyed our stay in Tuscany most. Highly recommend this location with other services available, which turned out to be worth while as well."
Exclusive villa with gated pool, 12 pax, all-inclusive. 72 reviews, watch video
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

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

9.6 out of 10, Exceptional, (23)
"We are just back from 5 days in this beautiful villa. The scenery is fantastic. The villa was so clean and spacious."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Luxury Villa Basilio Chianti
Seasonal outdoor pool

Luxury Villa Basilio Chianti

Luxury Villa Basilio Chianti
Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Exterior

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (80)
"Our family of eight spent twelve days at Villa Le Colline. The Villa was the perfect location from which to tour various areas of Italy. We could not have been more pleased. The home, grounds and views are much more beautiful than the pictures showed! It was a wonderful stay, and we would highly recommend this Villa for large families spending several days in the area. "
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Charming Tuscan villa with private pool, wide garden and breathtaking view
Exterior

Charming Tuscan villa with private pool, wide garden and breathtaking view

10.0 out of 10, Exceptional, (123)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Charming Tuscan villa with private pool, wide garden and breathtaking view
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Exterior

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"Amazing property in one of the most scenic parts of Tuscany! Alessandro and his family were great hosts who are very attentive and responsive. The home chef dinners were a highlight of our trip. Would highly recommend. Thank you!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Outdoor pool

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (8)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Typical Tuscan Countryside Cottage near Florence
Exterior

Typical Tuscan Countryside Cottage near Florence

10.0 out of 10, Exceptional, (28)
"Magdalena was super helpful letting us know what places there were in the area! The cottage was a great place to stay, and looks better than the pictures! Absolutely an amazing place to stay!"
Typical Tuscan Countryside Cottage near Florence
Relais Badia a Passignano
Land view from property

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
Elegant luxury villa near Florence with private pool and winery
Property grounds

Elegant luxury villa near Florence with private pool and winery

10.0 out of 10, Exceptional, (44)
"Heaven with daily service and smiles. Marco and staff were superb. Strongly recommend "
Elegant luxury villa near Florence with private pool and winery
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Exterior

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

10.0 out of 10, Exceptional, (56)
"The house was fantastic and had more than enough space for our large family. What was particularly great was the large table where we always ate before we went to the very large swimming pool."
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
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 Montegonzi Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Wonderful peaceful place. GREAT staff and wonderful room. A great birthday experience "
EDDA V 2-night trip
Posted 2 days ago
Hotel Certosa Di Maggiano