Santo Stefano Vacation Packages

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Your Santo Stefano Vacation

When a city getaway is calling, answer it with a vacation package to Santo Stefano. The neighborhood of Vecchiano, which is good for bars and pubs, walking and nature, makes a great base for your adventures. Ready to venture out and explore? Piazza dellAnfiteatro, Palazzo Pfanner and Guinigi Tower are some of the leading places to visit during a trip to Santo Stefano. Stop dreaming and start adventuring. Explore the broad range of options on Expedia today and put your Santo Stefano vacation plans into action!

Top Santo Stefano Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
CA $1,479
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (437 reviews)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
CA $1,638
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Hotel La Scaletta exceeded our expectations! Everything about the property - location, amenities, breakfast, room, and helpful staff - was excellent. I had stayed in the hotel (and loved it) decades before but it has ascended from a pensione to a true hotel. I hope to return one day!

Reviewed on Oct 2, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
CA $1,836
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Beautiful experience. Would recommend again and again.

Reviewed on Oct 6, 2026

Hotel Garibaldi Blu

Hotel Garibaldi Blu

Historic Centre of Florence
CA $2,084
per person
Nov 22 - Nov 28
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (917 reviews)
Excellent place to stay. Very friendly and helpful staff

Reviewed on Oct 7, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,651
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Extremely clean, breakfast service was awesome. Absolutely beautiful room . Shower with steam and jacuzzi settings was wonderful.

Reviewed on Oct 2, 2026

Ready to book your vacation to Santo Stefano?

Choose your dates

Santo Stefano Hotel Deals

Hotel Bologna

Hotel Bologna

Via Mazzini 57 Pisa PI
CA $164
CA $190 total
Nov 3 - Nov 4
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Excellent location on Pisa. Very friendly and helpful staff. Really enjoyed my stay here."

Reviewed on Oct 6, 2026

Hotel Bologna
Grand Hotel Duomo

Grand Hotel Duomo

Via Santa Maria 94 Pisa PI
CA $185
CA $213 total
Nov 3 - Nov 4
includes taxes & fees
Grand Hotel Duomo
Hotel Galilei

Hotel Galilei

Via Darsena 1 Pisa PI
CA $181
CA $209 total
Oct 14 - Oct 15
includes taxes & fees
Hotel Galilei
See all 7,415 properties in Santo Stefano
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.

What to do in Santo Stefano

From Livorno: Shore Excursion to Florence and Pisa

From Livorno: Shore Excursion to Florence and Pisa

CA $56
per adult
84% of travellers recommend
From Livorno: Shore Excursion to Florence and Pisa
From Livorno: Bus Transfer to the Leaning Tower of Pisa

From Livorno: Bus Transfer to the Leaning Tower of Pisa

CA $33
per adult
84% of travellers recommend
From Livorno: Bus Transfer to the Leaning Tower of Pisa
Pisa: Leaning Tower and Cathedral Skip-the-Line Tickets

Pisa: Leaning Tower & Cathedral Tickets with Timed Entry

CA $48
per adult
96% of travellers recommend
Pisa: Leaning Tower & Cathedral Tickets with Timed Entry
See all activities in Santo Stefano

Frequently asked questions

How much does a Santo Stefano vacation package cost?
Offering excellent value package deals from CA $1,479 on Expedia, you'll be pleasantly surprised at how much a vacation to Santo Stefano costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Santo Stefano?
January, February and November are great times to search for cheap Santo Stefano vacation packages. Opting to travel in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Santo Stefano?
Dedicate around 2 days for your Santo Stefano vacation if you're hoping to discover everything that makes this place special. Wander around key areas, including Lucca Historical Centre and Massa Pisana. Then head to the top attractions such as Piazza dell'Anfiteatro and Guinigi Tower. With a clever itinerary, you can keep busy with room for some downtime too. Want to go beyond Santo Stefano? Consider squeezing in an excursion or two.
How to find the best Santo Stefano package deals?
Begin your search for a Santo Stefano package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Santo Stefano package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Santo Stefano adventure off to a flying start.
Is it cheaper to book a Santo Stefano vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Santo Stefano vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Santo Stefano?
If you're planning a spur-of-the-moment Santo Stefano adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Santo Stefano?
  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Santo Stefano.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Santo Stefano. Then, choose a property that matches your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Decide how long to go away for: Now that you're more familiar with Santo Stefano, you can work out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Santo Stefano vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.