San Polo in Chianti Vacation Rentals

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for San Polo in Chianti vacation rentals

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (109)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is P5,035
P5,677 total
includes taxes & fees
Jan 13 - Jan 14
Chianti Village Morrocco

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is P9,595
P10,831 total
includes taxes & fees
Jan 13 - Jan 14
Villa il Fedino

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (231)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is P3,510
P4,830 total
includes taxes & fees
Jan 17 - Jan 18
Fattoria il Milione Agriturismo

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1615)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (178)
"Great stay . Super location"
United States
Kedar
The price is P5,537
P6,921 total
includes taxes & fees
Jan 28 - Jan 29
Numa Palazzo San Niccolò

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (90)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (172)
"Great property overall. No complaints whatsoever. "
United States
N'Jinah
Serristori Palace Residence

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (448)
"Excellent hotel with Excellent location and Excellent staff and Excellent rooms "
United States
Ali
The price is P8,179
P9,966 total
includes taxes & fees
Jan 11 - Jan 12
Il Rivalta - Place of Charme

Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (70)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is P4,643
P5,938 total
includes taxes & fees
Jan 9 - Jan 10
Home in Florence

Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (636)
"Very convenient. Rooms are small but ok for a couple of nights in Florence. Staff were very helpful. Fantastic location! "
Australia
Suzanne
The price is P4,662
P5,958 total
includes taxes & fees
Jan 9 - Jan 10
Sette Angeli Rooms

Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (728)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is P6,732
P8,374 total
includes taxes & fees
Jan 11 - Jan 12
Palazzo Alfieri Residenza d’epoca

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (375)
"Very spacious and clean stay with premium proximity to the city"
United States
Raehmojhzn
The price is P9,991
P11,820 total
includes taxes & fees
Feb 4 - Feb 5
Numa Florence Palazzo Belfiore

Soggiorno Alessandra

Soggiorno Alessandra
Historic Centre of Florence
8.6 out of 10, Excellent, (86)
"Alessandra is an amazing host, we had a perfect stay! The apartment is in excellent condition and very clean! "
United States
Elias
Soggiorno Alessandra

Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (804)
"The location was perfect! The room was spacious and comfortable. It was a fantastic stay!"
United States
Kenzie
Relais Piazza Signoria

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (406)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only

B&B Mia Palace

B&B Mia Palace
Oltrarno
8.4 out of 10, Very Good, (112)
"Extremely helpful and friendly staff."
United States
Julie
The price is P4,142
P5,387 total
includes taxes & fees
Jan 11 - Jan 12
B&B Mia Palace

Palazzo Branchi

Palazzo Branchi
Historic Centre of Florence
9.0 out of 10, Wonderful, (288)
"WHAT A GREAT STAY. The location is perfect if you want to stay in the heart of Florence. Easy to reach all of the main attractions. The room was so pretty and spacious. Our host was very helpful, greeted us at the door, and had with great tips! Will stay here again. "
United States
Jeannette
The price is P6,795
P8,305 total
includes taxes & fees
Jan 11 - Jan 12
Palazzo Branchi

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (231)
"Great location and great rooms"
United States
David
The price is P4,825
P6,277 total
includes taxes & fees
Jan 11 - Jan 12
La Torre Del Cestello
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Polo in Chianti Hotel Reviews

Find out more about San Polo in Chianti

Search for holiday rentals in San Polo in Chianti on Expedia! You can easily find your home rentals, villas, holiday apartments in San Polo in Chianti using one of the methods below:

  • View our selection of featured holiday rentals in San Polo in Chianti
  • Use the map to find apartments and other holiday homes in the San Polo in Chianti neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Polo in Chianti while they last

Look no further and take a look at our great range of rental properties in San Polo in Chianti!

Frequently asked questions

Can I find a vacation rental in San Polo in Chianti?

Yes, we have vacation rentals close to top local attractions in San Polo in Chianti, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in San Polo in Chianti?

Villa La Stella - Casa per Ferie: This vacation home rental near San Polo in Chianti is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in San Polo in Chianti?

Explore the area and family-friendly sights such as Villa Medicea di Lilliano - Malenchini, or get out into nature at a spot like Arno River. In the larger area, you’ll find Piazza di Santa Maria Novella and The Mall Luxury Outlet.

What are vacation rentals like in San Polo in Chianti?

Vacation rentals are private properties you can book for a short or long stay in San Polo in Chianti. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.