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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for San Polo in Chianti villas

Exterior

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Careggi Rifredi
10.0 out of 10, Exceptional, (1 review)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is AED 40,556
AED 40,556 total
includes taxes & fees
20 Jan - 21 Jan
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is AED 7,481
AED 10,202 total
includes taxes & fees
22 Jan - 23 Jan
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AED 7,591
AED 8,546 total
includes taxes & fees
20 Jan - 21 Jan
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,347
AED 27,477 total
includes taxes & fees
20 Jan - 21 Jan
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 239
AED 1,088 total
includes taxes & fees
19 Feb - 20 Feb
Casa dei Renai by Rentbeat
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,024
AED 22,154 total
includes taxes & fees
20 Jan - 21 Jan
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AED 6,825
AED 6,833 total
includes taxes & fees
1 Feb - 2 Feb
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Outdoor dining

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is AED 1,481
AED 1,907 total
includes taxes & fees
20 Jan - 21 Jan
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is AED 5,453
AED 6,241 total
includes taxes & fees
20 Jan - 21 Jan
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Exterior

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.4 out of 10, Exceptional, (10 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is AED 1,278
AED 2,015 total
includes taxes & fees
20 Jan - 21 Jan
Country House with heated pool near the center
TV

Tolomei Gucci - Luxury Lemon House with Spa

Tolomei Gucci - Luxury Lemon House with Spa
San Jacopo Al Girone
"Tutto perfetto……non aggiungo altro."
Italy
Giuseppe F.
The price is AED 465
AED 1,039 total
includes taxes & fees
20 Jan - 21 Jan
Tolomei Gucci - Luxury Lemon House with Spa
Property grounds

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Rignano sull'Arno
7.0 out of 10, Good, (2 reviews)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is AED 9,875
AED 12,230 total
includes taxes & fees
21 Jan - 22 Jan
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Interior

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,363
AED 2,737 total
includes taxes & fees
24 Jan - 25 Jan
Viniard Villa - Residence Le Rose in Chianti
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 5,538
AED 6,335 total
includes taxes & fees
20 Jan - 21 Jan
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AED 2,761
AED 5,027 total
includes taxes & fees
20 Jan - 21 Jan
Beautiful Tuscan home between Florence & Siena
Exterior

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AED 4,914
AED 5,629 total
includes taxes & fees
22 Jan - 23 Jan
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Property grounds

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AED 2,952
AED 3,054 total
includes taxes & fees
23 Jan - 24 Jan
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Sesto Fiorentino
The price is AED 2,002
AED 2,522 total
includes taxes & fees
31 Jan - 1 Feb
Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Pool

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Tavarnelle Val di Pesa
The price is AED 4,629
AED 5,772 total
includes taxes & fees
21 Jan - 22 Jan
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Terrace/patio

Villa Angela

Villa Angela
Historic Centre of Florence
The price is AED 4,441
AED 4,937 total
includes taxes & fees
20 Jan - 21 Jan
Villa Angela
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 San Polo in Chianti Hotel Reviews

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"This place was beautiful, just like the city of Florence. The staff was incredibly friendly, the room was huge and truly one of the nicest hotel experiences we’ve ever had. "
Jim 2-night trip
Posted 2 days ago
Hotel Calimala Florence