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Featured Villas in Strada in Chianti

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.

Authentic Tuscan country house, dating 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 Tuscan country house, dating back to around the year 1000

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

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

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

CountryHouse con Piscina Privata 5 min dal centro

9.8 out of 10, Exceptional, (8)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is AU$845
includes taxes & fees
11 Mar - 12 Mar
CountryHouse con Piscina Privata 5 min dal centro

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

Large Watermill Villa near Florence - Mountain views

6.0 out of 10, (3)
"The phone number is not to the manager of the house but to owner living in China. Manager responds with delay."
Large Watermill Villa near Florence - Mountain views

Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!

10.0 out of 10, Exceptional, (32)
"Villa Il Forte is the most incredible setting. It is an incredible historic and luxurious home while being comfortable, spacious and accommodating. Many different spaces to relax, connect and play. Paolo’s team were absolutely amazing. The chef Thomas is so talented while also being wonderfully personable and fun. The driver Fabrizio was so generous and thoughtful. His guides were knowledgeable and friendly. I have already booked it for next year! I can’t wait to go back! "
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!

Villa Peramonda

Villa Peramonda

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

9.8 out of 10, Exceptional, (27)
"We loved our stay at this authentic farmhouse ! The family was very , very warm and welcoming and attentive to our needs / questions. If you don’t have a car ( we didn’t ) you need transport and we had a driver / tour one day . We loved the home cooked meals by Barbara and the pre- stocked groceries. It is quite bare bones - don’t expect any paper towels , any extras at all , not even those you might expect past guests have left . There is literally nothing provided so you must purchase ....
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

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

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (133)
"Fantastic location near Florence. In driving distance to Florence yet it feels secluded and private. The view from the bedrooms and backyard is stunning. The house was in immaculate condition with all amenities for a wonderful stay. The host David was extremely responsive and professional. We highly recommend this property for anyone looking for a house with character in the countryside yet accessible to the main city centres."
Luxury Villa in the Florentine hills

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 AU$2,058
includes taxes & fees
15 Mar - 16 Mar
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

Villa

10.0 out of 10, Exceptional, (1)
"In dem schönen Ferienhaus hat man seine Ruhe, da es etwas abgelegen liegt. Der einzige direkte Nachbar ist die Vermieterin. Das Haus hat einen großen Garten mit tollem Pool. Von hier hat man eine tolle Aussicht. Auch die Ausstattung der Küche ist super. Uns hat es hier an nichts gefehlt."
Villa

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (39)
"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

CASA PILAR villa con piscina e jacuzzi private in chianti

CASA PILAR villa con piscina e jacuzzi private in chianti
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 Strada in Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1327)
"Very fun, great place for summer "
The price is AU$120
includes taxes & fees
18 Mar - 19 Mar
Hu Firenze Camping In Town

Forte16

9.6 out of 10, Exceptional, (771)
"Clean, comfortable, quiet, and such a lovely room with a balcony view that can’t be beat. The spa services were easy to schedule with the friendly staff (definitely get a massage while you’re there) and the location was perfect. We were a ten minute walk from the city center and felt both close to everything and far enough away that we could pretend to be locals. Couldn’t have chosen a better place to end our days in Tuscany. "
The price is AU$242
includes taxes & fees
11 Mar - 12 Mar
Forte16

Palazzo Mannaioni Suites

4.0 star property
9.2 out of 10, Wonderful, (971)
"At first I was hesitant because the price is too good to be true but since it’s a VIP access I trust Expedias suggestion "
Palazzo Mannaioni Suites
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.