San Polo in Chianti Vacations from $692

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Your San Polo in Chianti Vacation

The hassle-free way to experience this vibrant city is with a custom-made San Polo in Chianti vacation package. Stay in the neighborhood of Bagno a Ripoli, which is great for families, bars and pubs and nature or go someplace else — our package deals are all about you. There's plenty to add to your must-do list during a trip to San Polo in Chianti, starting with top sights such as Verrazzano Castle and Sezzate Castle. Expedia is here to help you escape the everyday. Tailor your vacation to San Polo in Chianti to suit your style of travel, whatever that may look like.

The Latest San Polo in Chianti vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $911, price is now $692 per person
$692
per person
Jan 8 - Jan 11
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Room was pleasant but lacked any windows. There was a door that opened to a courtyard for maintenance and power boxes shared with other guests on that floor. Hotel appeared to be recently remodeled and “modern”. Breakfast wasn’t worth it. Staff were helpful and accommodating.

Reviewed on Nov 7, 2025

Brunelleschi Hotel

Brunelleschi Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $8,949, price is now $7,399 per person
$7,399
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (645 reviews)
Charming hotel with wonderful service in ideal location to explore Florence. Highly recommend!

Reviewed on Oct 21, 2025

Collegio alla Querce, Auberge Collection

Collegio alla Querce, Auberge Collection

5 out of 5
Le Cure
Price was $4,313, price is now $2,177 per person
$2,177
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Florence (FLR)
10/10 Exceptional! (3 reviews)
Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
Price was $1,207, price is now $930 per person
$930
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (1,013 reviews)
Great hotel in Florence, Italy, Il Perseo is in a great location and makes a perfect homebase for sightseeing the city and excursions to the countryside. It's a 3 star hotel so its affordable but feels more like a 4 star hotel. The room is clean and the bed is comfortable, the views from the windows are nice, and they offer a really good breakfast with a lot of variety. The staff are very friendly and helpful. They offer laundry service at an incredibly low price.

Reviewed on Nov 5, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was $1,894, price is now $1,472 per person
$1,472
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Florence (FLR)
9.6/10 Exceptional! (591 reviews)
This property is just, well, TOP NOTCH. If the rest of the Lungarno Collection is anything like this one you cannot go wrong. Would stay again in a split second. Well done to the entire staff.

Reviewed on Oct 5, 2025

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Discover the most popular places to visit in San Polo in Chianti

Panzano in Chianti which includes heritage architecture

Church of Santa Maria Assunta

Learn about the local history of Panzano in Chianti when you take a trip to Church of Santa Maria Assunta. Discover the beautiful countryside in this relaxing area, or enjoy its local tours.

Church of Santa Maria Assunta

Verrazzano Castle

You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

Il Molino di Grace Winery

You can enjoy a tasting or tour at Il Molino di Grace Winery during your travels to Lucarelli. Discover the beautiful countryside and wineries in this quaint area.

Il Molino di Grace Winery

What to do in San Polo in Chianti

Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

$27
per adult
78% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
The Best tour in Florence: Renaissance and Medici Tales

The Best Tour in Florence: Renaissance and Medici Tales

$3
per adult
96% of travellers recommend
The Best Tour in Florence: Renaissance and Medici Tales
Florence half day combo tour with David, Uffizi & Duomo

Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia

$59
per adult
90% of travellers recommend
Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia
See all activities in San Polo in Chianti

San Polo in Chianti Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $106 total per night from Dec 2 to Dec 3
$106 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (1,253 reviews)
I came for a week from the US to visit my daughter who's studying in Florence for a semester. Her study abroad advisor recommended the Social Hub. The location was great - walking distance to her school (SRISA), SMN train station, etc. The coffeemaker in the room was a big plus for me; the hot water ...

Reviewed on Nov 6, 2025

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $149 total per night from Nov 19 to Nov 20
$149 total
Nov 19 - Nov 20
Total with taxes and fees
9.6/10 Exceptional! (1,037 reviews)
The service and hospitality that the staff provided. Shout out to the senior gentleman who wears a spectacle, he was so attentive and ensure our stay was smooth. Also the lady who was wears a red glasses, very friendly. The breakfast spread was also a delight with wide varieties options. A great ...

Reviewed on Nov 5, 2025

IQ Hotel Firenze
The Market Urban Hotel

The Market Urban Hotel

4 out of 5
Via Nazionale 15, Florence, FI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $158 total per night from Nov 19 to Nov 20
$158 total
Nov 19 - Nov 20
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
The hotel is located at walking distance to major landmarks in Florence which is pretty convenience. We had excellent customer service and we really enjoy our 2 day stay in Florence! The breakfast bar was also outstanding. We really love this hotel and we’ll come back.

Reviewed on Oct 27, 2025

The Market Urban Hotel
See all 11,651 properties in San Polo 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.

Find the Best San Polo in Chianti Vacation Packages

San Polo in Chianti Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
980
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Il Molino di Grace Winery, Verrazzano Castle and Sezzate Castle

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Frequently asked questions

How much does a San Polo in Chianti vacation package cost?
You can snap up a vacation package to this destination from $692 on Expedia. But how much your vacation to San Polo in Chianti costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Polo in Chianti?
If you're hoping to snag a cheap San Polo in Chianti vacation package, consider planning a trip in October, November and December. You're likely to find better prices on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for San Polo in Chianti?
With a well-organized schedule, you can easily tick off the top San Polo in Chianti sights in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your San Polo in Chianti vacation for longer.
How to find the best San Polo in Chianti package deals?
Bagging a cheap San Polo in Chianti package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly San Polo in Chianti package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a San Polo in Chianti vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your San Polo in Chianti escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Polo in Chianti?
If you've got your San Polo in Chianti vacation dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
How to plan a trip to San Polo in Chianti?

  1. Pick your travel dates: What you want to do in San Polo in Chianti and your preferred season can help you decide when to travel.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to San Polo in Chianti.
  3. Organize your San Polo in Chianti getaway with our trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to San Polo in Chianti together.
  4. Decide how many days away: Start by listing all the activities and attractions you'd like to get to in San Polo in Chianti. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a San Polo in Chianti vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to do and see. Explore some of the exciting things to do in San Polo in Chianti and reserve your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later San Polo in Chianti vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your San Polo in Chianti trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.