San Polo in Chianti Holiday Rentals

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for San Polo in Chianti holiday rentals

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (112 reviews)
"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
Chianti Village Morrocco

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is NZ$307
includes taxes & fees
27 Feb - 28 Feb
Villa il Fedino

Townhouse in Historic Centre of Florence

Boboli Living
The price is NZ$184
includes taxes & fees
8 Mar - 9 Mar
Boboli Living

Apartment in Historic Centre of Florence

Mamo Florence - Tamara & Clotilde Apartments
9.0 out of 10, Wonderful, (9 reviews)
"Nice place well set up and found it very good for exploring Florence with plenty of places to eat "
United Kingdom
Phil
The price is NZ$417
includes taxes & fees
2 Mar - 3 Mar
Mamo Florence - Tamara & Clotilde Apartments

Residence in Florence

Fattoria il Milione Agriturismo
4.0 star property
8.4 out of 10, Very good, (233 reviews)
"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 NZ$152
includes taxes & fees
6 Mar - 7 Mar
Fattoria il Milione Agriturismo

Townhouse in Florence

Marignolle Relais and Charme
9.2 out of 10, Wonderful, (91 reviews)
"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

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (238 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello

Townhouse in Florence

I Parigi Corbinelli
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is NZ$161
includes taxes & fees
6 Mar - 7 Mar
I Parigi Corbinelli
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 NZ$2,462
includes taxes & fees
3 Mar - 4 Mar
Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center

Residence in Historic Centre of Florence

Numa Florence Palazzo Belfiore
9.6 out of 10, Exceptional, (378 reviews)
"The best hotel! Near to tourists spots and train stations. Clean and very friendly host !!"
United States
Susie
The price is NZ$361
includes taxes & fees
4 Mar - 5 Mar
Numa Florence Palazzo Belfiore

Apartment in Historic Centre of Florence

Teatro Luxury Apartments Firenze - Starhotels Collezione
9.8 out of 10, Exceptional, (60 reviews)
"Staffs were nice and th room was cozy and nice. "
United Kingdom
Anyanee
The price is NZ$358
includes taxes & fees
22 Mar - 23 Mar
Teatro Luxury Apartments Firenze - Starhotels Collezione

Apartment in Historic Centre of Florence

Numa Florence Palazzo San Niccolò
9.4 out of 10, Exceptional, (179 reviews)
"Great stay . Super location"
United States
Kedar
The price is NZ$272
includes taxes & fees
3 Mar - 4 Mar
Numa Florence Palazzo San Niccolò

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (176 reviews)
"Absolutely fantastic location and wonderful place to stay."
United States
Matt and Katie
Serristori Palace Residence
8.0 out of 10, Very good, (59 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town

Apartment in Historic Centre of Florence

Mamo Florence - Cavour Apartments
9.0 out of 10, Wonderful, (31 reviews)
"great experience overall."
United Kingdom
Yash
The price is NZ$325
includes taxes & fees
1 Mar - 2 Mar
Mamo Florence - Cavour Apartments

Residence in Historic Centre of Florence

Palazzo Mannaioni Suites
4.0 star property
9.2 out of 10, Wonderful, (1,086 reviews)
"Clean room, great staff, excellent location."
United States
Joseph
Palazzo Mannaioni Suites

Apartment in Historic Centre of Florence

APARTMENT HISTORICAL CENTER FLORENCE
9.2 out of 10, Wonderful, (140 reviews)
"Great place! Great location!"
United States
Mollie H.
The price is NZ$364
includes taxes & fees
22 Mar - 23 Mar
APARTMENT HISTORICAL CENTER FLORENCE

Apartment in Historic Centre of Florence

Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (469 reviews)
"Excellent place 👍"
United States
Assif
The price is NZ$427
includes taxes & fees
1 Mar - 2 Mar
Il Rivalta - Place of Charme

Apartment in Historic Centre of Florence

Ramaglianti Hidden Gem by Mmega
9.6 out of 10, Exceptional, (5 reviews)
"Gorgeous space in a great location."
United States
Samuel
The price is NZ$346
includes taxes & fees
1 Mar - 2 Mar
Ramaglianti Hidden Gem by Mmega
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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

Everything you need to know about San Polo in Chianti holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Polo in Chianti holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Polo in Chianti holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Polo in Chianti holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Polo in Chianti. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Polo in Chianti holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Polo in Chianti holiday rentals we have selected for you start as low as NZ$105 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Polo in Chianti rentals

At Expedia, we put the best San Polo in Chianti holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Polo in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Polo in Chianti holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Polo in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in San Polo in Chianti, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Polo in Chianti has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of 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 holiday 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. While in the area, you can also visit popular places such as Cathedral of Santa Maria del Fiore and Piazza di Santa Maria Novella.

What are holiday rentals like in San Polo in Chianti?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Polo in Chianti. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.