San Cipriano Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Villa Neroli
Coverciano
€807
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (659 reviews)
Excellent location just outside of the city center for those who enjoy a little peace and quiet. Bed was very comfortable and the air conditioning was strong. Unfortunately, the sauna was out of order during our stay and there was an unpleasant odor from the bathroom, likely due to the plumbing system, but nothing to do about that. The staff were kind and helpful, and the pool is a real perk after a long day of walking and exploring. The included breakfast was very good and substantial by Italian standards. The restaurant and bar are adequate, but there are plenty of more affordable options in the immediate area.
Reviewed on 8 Sept 2026
Top hotels in San Cipriano
Castelfalfi
Loc. Castelfalfi Montaione FI
€986
17 Sept - 18 Sept
includes taxes & fees
9.6/10 Exceptional! (182 reviews)
"Great property, attention to details and luxury in every way you can imagine. Locations, views, food, room, aminites, spa….. The staff, front desk, spa personnel are all amazing z wait staff remember you from previous times too. Dream facility"
Reviewed on 4 Sept 2026
Hotel Pescille by Double Hospitality
Strada Statale 47 San Gimignano SI
€137
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (369 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
Reviewed on 18 Jun 2026
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
€138
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (367 reviews)
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the ..."
Reviewed on 26 Aug 2026
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 San Cipriano
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
€49
per adult
78% of travellers recommend
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery
€35
per adult
San Gimignano oil mill experience and oil tasting
€20
per adult
Frequently asked questions
How much does a San Cipriano holiday package cost?
You can snap up a holiday package to this top destination from €501 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
