San Sano Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in San Sano

Agriturismo San Sano
Agriturismo San Sano
3 out of 5
Località San Sano, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (54 reviews)
"What a delightful experience at this stunning property, surrounded by charming olive trees and picturesque vineyards. The staff was exceptionally warm and welcoming, and the cuisine was absolutely exquisite. A special thank you to Lorena, whose radiant smile and attentive care made our stay truly ..."

Reviewed on 27 May 2025

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Agriturismo San Sano
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is 3.777.992 ₫ per night from 16 Jul to 17 Jul
3.777.992 ₫
4.307.628 ₫ total
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"From the moment we arrived for our two night stay Matteo and Tomasso were kind helpful and informative - We wanted a bigger room and were immediately accommodated - room was clean and comfortable and the hotel was in walking distance to all activities"

Reviewed on 21 Jun 2025

Hotel Athena
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is 5.730.650 ₫ per night from 29 Jun to 30 Jun
5.730.650 ₫
6.485.890 ₫ total
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (419 reviews)
"The pool was very nice overlooking the hills of Tuscany. The hotel has a nice ambience, rustic but very clean an updated. I like there were big windows that could open to a garden from the room. Getting around was a bit difficult even with a car. Very steep hills and is not so walkable. Very windy ..."

Reviewed on 7 Jun 2025

Hotel Borgo di Cortefreda Relais
See all 6,608 properties in San Sano
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.

Frequently asked questions

How much does a San Sano holiday package cost?
You'll find cheap prices on Expedia for your San Sano getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your holiday to San Sano costs.
What are the cheapest months to go to San Sano?
To pick up cheap San Sano holiday packages, plan your getaway outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for San Sano?
The ideal duration for your San Sano holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to tick off all the main sights and explore some hidden treasures along the way.
How to find the best San Sano package deals?
Use Expedia's filters to help you find some terrific San Sano package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for San Sano package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a San Sano holiday as a package?
You can enjoy significant savings on your San Sano retreat by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to San Sano?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu San Sano getaway.
How to plan a trip to San Sano?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to San Sano.
  2. Budget wisely: In addition to the price of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may come up during your trip to San Sano.
  3. Decide your trip length: Think about how much time you want to spend exploring San Sano. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored San Sano holiday package.

Popular places to visit

Castle of Brolio

3/5(1 review)

You can find out about the history of Gaiole in Chianti with a visit to Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.

Castle of Brolio

Cantalici Winery

You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.

Cantalici Winery

Badia a Coltibuono

You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this romantic area or enjoy its local tours.

Badia a Coltibuono