San Polo in Chianti Vacations from $968

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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

Historic Centre of Florence
$968
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Clean room, convenient location. has AC and lift. Breakfast was ok. Would stay again

Reviewed on Aug 12, 2026

Eden Rock Resort

Eden Rock Resort

Save 100% on your flight
$1,940
per person
Sep 21 - Sep 26
found 2 days ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
$1,104
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Room very small, no chairs inside, ants everywhere, including the breakfast area. Quadruple room has a double bed and a single bed, apparently this was the biggest room in the hotel. We book for 4 people ( 2 adults and 2 children 12 and 16 and they had to squeeze in a single bed.

Reviewed on Aug 12, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
$4,216
per person
Sep 21 - Sep 26
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Fantastic location, lovely rooftop terrace - my only comment would be that the rooms need somewhere to sit down.

Reviewed on Aug 13, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
Save 100% on your flight
$1,991
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
We had a wonderful stay at La Scaletta in Florence! The hotel was extremely clean, and the staff was always friendly, welcoming, and very helpful throughout our stay. The location is fantastic, just steps from the Ponte Vecchio, with so many great shops, restaurants, and beautiful sights within easy walking distance. One of the things we loved most was the combination of history and modern comfort. Staying in such a beautiful historic building, surrounded by gorgeous frescoes and architectural details, made the experience feel very special, while the rooms still had a fresh, modern vibe. The terrace bar was another highlight and a wonderful place to relax and enjoy Florence. Beautiful hotel, excellent location, and great service. We would definitely recommend La Scaletta and would happily stay here again!

Reviewed on Aug 12, 2026

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What to do in San Polo in Chianti

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$28
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

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

$21
per adult
80% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Michaelangelo's David

Accademia timed-entry Ticket with Instant Delivery & Priority Access

$47
per adult
94% of travellers recommend
Accademia timed-entry Ticket with Instant Delivery & Priority Access
See all activities in San Polo in Chianti

San Polo in Chianti Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$93 nightly
$119 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,509 reviews)
"Staff were extremely kind and helpful! Beautiful property that was close to the high street, transport links and lots of restaurants to eat. A very convenient place to stay at. Would definitely recommend! 10/10"

Reviewed on Aug 13, 2026

The Social Hub Florence Lavagnini
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$81 nightly
$98 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"For a hostel its not bad at all. Id come back"

Reviewed on Aug 13, 2026

Plus Florence - Hostel
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
$139 nightly
$167 total
Aug 14 - Aug 15
Total with taxes and fees
Hotel Paris
See all 11,848 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 $968 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.