San Cipriano Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in San Cipriano

Price found within the past 48 hours. Click for updated prices.
Hotel Botticelli
Villa Neroli
The Social Hub Florence Belfiore
Orto De Medici Hotel

Top hotels in San Cipriano

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 €188 per night from 6 Jul to 7 Jul
€188
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (420 reviews)
"Always our favorite stay!"

Reviewed on 24 Jun 2025

Hotel Borgo di Cortefreda Relais
Hotel Ristorante Alcide
Hotel Ristorante Alcide
4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
The price is €76 per night from 21 Jul to 22 Jul
€76
21 Jul - 22 Jul
includes taxes & fees
8/10 Very Good! (447 reviews)
"Room was nice and spacious. Air conditioner barely kept up with the heat. Had mosquitoes in the room the second night and don’t know how it got in the room. Overall all it’s a decent place to stay."

Reviewed on 28 May 2025

Hotel Ristorante Alcide
Poderi Arcangelo
Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
The price is €159 per night from 2 Jul to 3 Jul
€159
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (289 reviews)
"We felt like in heaven!"

Reviewed on 26 Jun 2025

Poderi Arcangelo
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 Cipriano holiday package cost?
You can snap up a holiday package to this top destination from €363 on Expedia. But how much your holiday to San Cipriano costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Cipriano?
If you'd like to snag a cheap San Cipriano holiday package, consider travelling in January, February and November. You'll usually find better rates on hotels and airfares during these quieter months --- perfect for budget-conscious travellers.
How many days is enough for San Cipriano?
The ideal length of your San Cipriano holiday depends on what you'd like to do. Usually, a handful of days to a week will give you time to hit all the main sights and discover some hidden spots along the way.
How to find the best San Cipriano package deals?
Finding a cheap San Cipriano package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly San Cipriano package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a San Cipriano holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored San Cipriano holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to San Cipriano?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Cipriano trip.
How to plan a trip to San Cipriano?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit San Cipriano.
  2. Set a budget: Consider expenses such as flights, transportation and food when working out how much to put aside for your trip to San Cipriano. Then, select a hotel that matches your budget, whether that's an affordable stay or a swankier retreat.
  3. Work out your trip length: Consider how long you'd like to spend discovering San Cipriano. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a San Cipriano holiday package that brings all your bookings together.

What to do in San Cipriano

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