Search Vacation Homes in San Polo in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Polo in Chianti vacation homes

Exclusive Suite | Terrace/patio
QK Costa58 Home Tower

Vacation Home in Historic Centre of Florence

9.6 out of 10, Exceptional, (176)
"The building and room were very well maintained and clean. Nice quiet place to rest. Close to everything and we walked easily everywhere. Great place and location. Would stay there again. "
Canada
Nathan
The price is AED 351
AED 566 total
includes taxes & fees
12 Dec - 13 Dec
QK Costa58 Home Tower
Superior Room, City View | Desk, laptop workspace, rollaway beds, free WiFi
Bed and Dreams

Vacation Home in Florence

9.4 out of 10, Exceptional, (3)
"AMAZING "
United States
Malfred
The price is AED 385
AED 475 total
includes taxes & fees
10 Dec - 11 Dec
Bed and Dreams
Exterior
Villa La Stella - Casa per Ferie

Vacation Home in Le Cure

8.6 out of 10, Excellent, (231)
"Room was clean, staff was super friendly, location was stunning, incredible stay! "
United States
Juan Carlos
The price is AED 382
AED 455 total
includes taxes & fees
5 Jan - 6 January 2026
Villa La Stella - Casa per Ferie
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Vacation Home in Poggibonsi

10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is AED 338
AED 485 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Seasonal outdoor pool
Agriturismo La Ferrozzola

Vacation Home in Castellina in Chianti

9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
1 bedroom, WiFi, bed sheets
Cozy and modern studio apartment by Mmega

Vacation Home in Historic Centre of Florence

7.2 out of 10, Good, (5)
"Superb location - close to restaurants, train station, and Arvo River. Kitchen has all necessary items and tupperware for cooking. Extra duvets for beds, and the AC on both floors were super appreciated. Host was quick at replying."
Canada
Julie T.
The price is AED 242
AED 688 total
includes taxes & fees
19 Dec - 20 Dec
Cozy and modern studio apartment by Mmega
2 bedrooms, in-room safe, iron/ironing board, internet
A Romantic Alcove under the Stars in Florence Ponte Vecchio

Vacation Home in Historic Centre of Florence

7.6 out of 10, Good, (7)
"The apartment was great, wonderful location. The VRBO messaging app was not very good, lengthy delays and repetitive messages. Not the fault of the host. "
United States
Stuart C.
The price is AED 363
AED 663 total
includes taxes & fees
6 Jan - 7 January 2026
A Romantic Alcove under the Stars in Florence Ponte Vecchio
Interior
Double Room with Private Bathroom and Balcony

Vacation Home in Historic Centre of Florence

The price is AED 343
AED 395 total
includes taxes & fees
10 Dec - 11 Dec
Double Room with Private Bathroom and Balcony
Fridge, oven, stovetop, dishwasher
Victory Suite, quiet a few minutes from downtown, with private parking

Vacation Home in Oltrarno

The price is AED 335
AED 682 total
includes taxes & fees
10 Dec - 11 Dec
Victory Suite, quiet a few minutes from downtown, with private parking
Interior
Chianti Craft House Badia a Passignano

Vacation Home in Barberino Tavarnelle

9.8 out of 10, Exceptional, (9)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is AED 635
AED 900 total
includes taxes & fees
10 Dec - 11 Dec
Chianti Craft House Badia a Passignano
Exterior detail
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha

Vacation Home in Oltrarno

The price is AED 378
AED 727 total
includes taxes & fees
30 Dec - 31 Dec
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha
Classic Room, Valley View | Living area
Suite 50

Vacation Home in Pontassieve

The price is AED 234
AED 356 total
includes taxes & fees
8 Jan - 9 January 2026
Suite 50
Pool
Apartment House with garden Tuscany Chianti , Florence 15km.

Vacation Home in Toscana

9.8 out of 10, Exceptional, (74)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is AED 513
AED 898 total
includes taxes & fees
10 Dec - 11 Dec
Apartment House with garden Tuscany Chianti , Florence 15km.
Fridge, oven, stovetop, dishwasher
B&B Liveinflorence Centro Storico

Vacation Home in Historic Centre of Florence

10.0 out of 10, Exceptional, (3)
"The home was absolutely incredible! Easy access, close to city center, food & shopping. The owner was responsive & available if needed. Everything we needed for our short stay. I only wish we'd had more time in Florence! "
United States
Cynthia
The price is AED 641
AED 881 total
includes taxes & fees
10 Dec - 11 Dec
B&B Liveinflorence Centro Storico
Outdoor dining
Tuscan House Relax in the heart of the Tuscan countryside

Vacation Home in Montespertoli

The price is AED 423
AED 513 total
includes taxes & fees
10 Dec - 11 Dec
Tuscan House Relax in the heart of the Tuscan countryside
Outdoor dining
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Vacation Home in Certaldo

10.0 out of 10, Exceptional, (1)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
The price is AED 365
AED 586 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Dining
Firenze Bellariva Stay

Vacation Home in Campo di Marte

The price is AED 262
AED 756 total
includes taxes & fees
10 Dec - 11 Dec
Firenze Bellariva Stay
Fridge, microwave, oven, stovetop
ORO BLANCO [Stylish Chalet] ⭐️⭐️⭐️⭐️

Vacation Home in Firenze

10.0 out of 10, Exceptional, (8)
"Our host & key contact was amazing@ Carminxa was sleays prompt in replies & provided personal meet & greet chck in & gave pur family a tour of the area/town. So appreciated earlier chrck in & later chrck out. Lovey views of Florence from spot nesr apartment. Wonderful stay & visit in Florence! Many thanks! Yhanks gor arranging our taxs, too! "
United States
Lora T.
The price is AED 577
AED 1,283 total
includes taxes & fees
10 Dec - 11 Dec
ORO BLANCO [Stylish Chalet] ⭐️⭐️⭐️⭐️
2 bedrooms, internet, bed sheets
Wonderful Tuscan farmhouse with large spaces and panoramic views

Vacation Home in impruneta

9.6 out of 10, Exceptional, (25)
"Loved the property and views,the owner was very helpful and informative would definitely come back"
United States
Andy P.
The price is AED 355
AED 1,077 total
includes taxes & fees
29 Dec - 30 Dec
Wonderful Tuscan farmhouse with large spaces and panoramic views
Interior
A LUXURY VILLA ON THE HILLS OF FLORENCE

Vacation Home in Impruneta

The price is AED 42,757
AED 47,503 total
includes taxes & fees
15 Dec - 16 Dec
A LUXURY VILLA ON THE HILLS OF FLORENCE
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Polo in Chianti Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"so in love with this hotel, after walking all day long, to come home to such a genuinely cute environment felt great. "
Alexia 2-night trip
Posted 2 days ago
25hours Hotel Florence Piazza San Paolino