San Cipriano Holidays from NZ$2,811

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The Latest San Cipriano Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Max Hotel Livorno

Max Hotel Livorno

NZ$2,811
per person
16 Sept - 18 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to Florence (FLR)
8.6/10 Excellent! (1,000 reviews)
Rooms were good. All television channels are in Italian if you are someone who doesn’t speak the language and wants to watch TV. There’s a nice big window that opens up so you can get fresh air however there’s no outdoor space so we personally felt trapped inside the hotel room, especially considering there is not much around the hotel itself. You have to travel to the downtown area (by car- which is about a 14 min drive or 40 min walk) to have any sort of entertainment. Same with food, the closest place we found was a pizza spot that was about a 7 minute drive. We didn’t enjoy the inland city at night, we actually felt a bit unsafe. However by the water at night time seemed much better. Air conditioning in the hotel was great. Bathroom was beautiful and clean. If you’re planning on doing a bunch of day trips to surrounding cities then this is a good spot. Pisa is 20 minutes away, Florence and Luca are 1 hour, and Siena is 1 hour 50 min. Just make sure you bring snacks and water to your hotel room as again, there is no where near to get it (at night specifically).

Reviewed on 7 Aug 2026

San Cipriano Holiday

Our pick of the best San Cipriano Hotel Deals

Castelfalfi

Castelfalfi

Loc. Castelfalfi Montaione FI
NZ$1,756
25 Aug - 26 Aug
includes taxes & fees
9.6/10 Exceptional! (180 reviews)
"An incredibly beautiful hotel with first class service and amenities situated in the rolling Tuscan landscape. Definitely one of the most beautiful properties in the world."

Reviewed on 30 July 2026

Castelfalfi
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
NZ$127
22 Aug - 23 Aug
includes taxes & fees
8.2/10 Very good! (357 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on 27 June 2026

Hotel Toscana Ambassador
Hotel Borgo San Luigi

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI
Fully refundableReserve now, pay when you stay
NZ$502
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (435 reviews)
"Beautiful hotel and helpful staff Excellent food and amenities"

Reviewed on 4 Aug 2026

Hotel Borgo San Luigi
See all 5,822 properties in San Cipriano
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: Pisa, San Gimignano and Siena with Lunch

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

NZ$96
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Lunch with Wine Tasting at Poggio ai Laghi Winery

Lunch with Wine Tasting at Poggio ai Laghi Winery

NZ$69
per adult
Lunch with Wine Tasting at Poggio ai Laghi Winery
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

NZ$69
per adult
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery
See all activities in San Cipriano

Frequently asked questions

How much does a San Cipriano holiday package cost?
You can snap up a holiday package to this top destination from NZ$2,811 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.