San Leonino Vacation Packages

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Your San Leonino Vacation

When a fun city break is calling, answer it with a San Leonino vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes a fantastic base for your adventures. Make your trip to San Leonino even more fun and exciting by going sightseeing. Casa Vinicola Luigi Cecchi, City Hall Castellina In Chianti and Walls of Monteriggioni are some of the leading attractions worth exploring. A couple of clicks is all it takes to create the ultimate San Leonino vacation on Expedia.

Top San Leonino Vacation Deals

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 CA $1,868, price is now CA $1,308 per person
CA $1,308
per person
Oct 27 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests.

Reviewed on Aug 2, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $3,284, price is now CA $1,992 per person
CA $1,992
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
The staff was amazing, beautiful property

Reviewed on Aug 3, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was CA $3,102, price is now CA $2,055 per person
CA $2,055
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
10/10 Exceptional! (298 reviews)
Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!

Reviewed on Aug 2, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,149, price is now CA $1,540 per person
CA $1,540
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,011 reviews)

Art Hotel Villa Agape

Art Hotel Villa Agape

4 out of 5
Oltrarno
Price was CA $2,387, price is now CA $1,719 per person
CA $1,719
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank you.

Reviewed on Aug 2, 2026

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San Leonino Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
The price is CA $457 per night from Aug 19 to Aug 20
CA $457
CA $519 total
Aug 19 - Aug 20
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $741 per night from Aug 10 to Aug 11
CA $741
CA $832 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (219 reviews)
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming ..."

Reviewed on Aug 5, 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $228 per night from Aug 24 to Aug 25
CA $228
CA $259 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"There was nothing I didn’t like - great location, great staff, great stay, and the breakfast was wonderful!"

Reviewed on Aug 3, 2026

Hotel Athena
See all 6,199 properties in San Leonino
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.
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What to do in San Leonino

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

CA $29
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $84
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
See all activities in San Leonino

Frequently asked questions

How much does a San Leonino vacation package cost?
You'll find cheap prices from CA $1,308 on Expedia for your San Leonino getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to San Leonino costs.
What are the cheapest months to go to San Leonino?
If you're hoping to score a cheap San Leonino vacation package, consider planning a trip in January, February and November. You're likely to find lower prices on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for San Leonino?
With a well-planned schedule, you can easily tick off the most popular San Leonino sights in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your San Leonino vacation for longer.
How to find the best San Leonino package deals?
Finding a cheap San Leonino package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable San Leonino package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a San Leonino vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a customized San Leonino vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to San Leonino?
If you're planning an impromptu San Leonino getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to San Leonino?

  1. Choose when to go: Check your diary and get packing. Your favourite season and the activities on offer will also help you decide when to visit San Leonino.
  2. Plan your budget wisely: Besides the cost of your hotel, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to San Leonino.
  3. Work out your trip length: Consider how much time you want to spend exploring San Leonino. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a San Leonino vacation package that brings all your bookings together.

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