San Polo in Chianti Vacations from $994

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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 Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,353, price is now $994 per person
$994
per person
Feb 5 - Feb 10
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.4/10 Good! (1,016 reviews)
Nice place, good location

Reviewed on Nov 11, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Price was $2,754, price is now $1,915 per person
$1,915
per person
Feb 5 - Feb 10
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (82 reviews)
Great boutique hotel with good size room and bathroom. Very clean and helpful staff. Would definitely stay here again.

Reviewed on Nov 9, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,480, price is now $1,039 per person
$1,039
per person
Feb 5 - Feb 10
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,003 reviews)

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $4,413, price is now $3,147 per person
$3,147
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!

Reviewed on Nov 3, 2026

Palazzo Monnalisa

Palazzo Monnalisa

5 out of 5
Historic Centre of Florence
Price was $2,136, price is now $1,602 per person
$1,602
per person
Feb 5 - Feb 10
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9/10 Wonderful! (810 reviews)

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What to do in San Polo in Chianti

Picture 1 for Activity Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

$20
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$26
per adult
74% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

$44
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
See all activities in San Polo in Chianti

San Polo in Chianti Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $65 total per night from Dec 1 to Dec 2
$65 total
Dec 1 - Dec 2
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"Excellent hébergement, je recommande pour l'aimabilité du personnel , l'emplacement, la propreté et les services proposés."

Reviewed on Nov 10, 2026

Plus Florence - Hostel
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
Fully refundable
$113 nightly
The price is $138 total per night from Nov 17 to Nov 18
$138 total
Nov 17 - Nov 18
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"Very clean, great breakfast buffett, always pleasant staff interactions. Great location, too!"

Reviewed on Nov 12, 2026

Hotel Paris
Hotel Albani Firenze

Hotel Albani Firenze

4 out of 5
Via Fiume 12 Florence FI
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $130 total per night from Dec 13 to Dec 14
$130 total
Dec 13 - Dec 14
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
"Great experience"

Reviewed on Nov 12, 2026

Hotel Albani Firenze
See all 11,744 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 $994 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.