San Polo in Chianti Vacations from $861

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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.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,352, price is now $861 per person
$861
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,394, price is now $878 per person
$878
per person
Mar 13 - Mar 20
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.4/10 Very Good! (46 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,683, price is now $1,105 per person
$1,105
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
Everything—the breakfast, the staff, and the cleanliness—was perfect. The room was quiet and supremely comfortable. Highly recommend!

Reviewed on Nov 17, 2025

Hotel La Gemma

Hotel La Gemma

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,715, price is now $2,050 per person
$2,050
per person
Mar 13 - Mar 20
just found
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (217 reviews)
Room and staff were wonderful. Great location. Great breakfasts. Only negatives-- Luca's Restaurant.: staff was great; the food unmemorable. Shower could use more water pressure and a non-slip mat.

Reviewed on Nov 2, 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Price was $1,308, price is now $1,015 per person
$1,015
per person
Mar 13 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (597 reviews)
Beautiful hotel . Spotless and spacious rooms . Loved having the access to the spa for your own personal use too. Staff so helpful and attentive to every need . We would book this hotel again .

Reviewed on Nov 9, 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 relaxing 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
80% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Florence: Timed Entrance Ticket to Michelangelo’s David

Florence: Timed Entry to Michelangelo's David + Audio App

$28
per adult
88% of travellers recommend
Florence: Timed Entry to Michelangelo's David + Audio App
Florence half day combo tour with David, Uffizi & Duomo

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

$33
per adult
92% 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

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $134 total per night from Jan 11 to Jan 12
$134 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.6/10 Exceptional! (1,099 reviews)
The rooms were clean, and the staff was quite friendly. They also provided us with a complementary welcome drink as well as complimentary mini bar inside the room, which was appreciated. Overall the stay was quite excellent.

Reviewed on Dec 24, 2025

IQ Hotel Firenze
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Piazza Di San Paolino 1 Florence FI
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $176 total per night from Dec 26 to Dec 27
$176 total
Dec 26 - Dec 27
Total with taxes and fees
9.4/10 Exceptional! (950 reviews)
Everything is also well done with this hotel group - clean, nice amenities, friendly staff. Perfect location to all of the sights.

Reviewed on Dec 20, 2025

25hours Hotel Florence Piazza San Paolino
Solo Experience Hotel

Solo Experience Hotel

4 out of 5
Via Del Canto Dei Nelli 2 Florence FI
$69 nightly
The price is $93 total per night from Jan 8 to Jan 9
$93 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
9.4/10 Exceptional! (984 reviews)
Location is perfecto to walk the city, the staff attention is great.

Reviewed on Dec 21, 2025

Solo Experience Hotel
See all 11,573 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 $861 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.