San Gimignano Vacation Packages 2026 from $856

San Gimignano flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

$856

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Residenza Florentia

Historic Centre of Florence

Save 100% on your flight

$1,015

per person

Mar 13 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and express check-out. Luggage storage, concierge services, and a virtual front desk are also on offer.

Hotel La Gemma

Historic Centre of Florence

Save 100% on your flight

$2,136

per person

Mar 13 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This smoke-free hotel features a full-service spa and 2 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet parking and luggage storage are also offered on site.

Hotel Roma

Historic Centre of Florence

$1,420

per person

Mar 15 - Mar 21

just found

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

This hotel features a gym and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and limo/town car service are also offered.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$995

per person

Feb 18 - Feb 23

found 1 hour ago

Roundtrip flight included

Charlotte (CLT) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Top San Gimignano hotels deals

Cappuccina Country Resort

Loc La Cappuccina 46/a San Gimignano SI

$147 nightly

$170 total

Jan 16 - Jan 17, 2026

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast and free self parking.

Pool

Breakfast included

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

Get rates

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free area shuttle.

Pool

Pet friendly

Hotel Sovestro

Localita Sovestro 63 San Gimignano SI

$129 nightly

$149 total

Jan 21 - Jan 22, 2026

Total with taxes and fees

This smoke-free hotel features an attached winery, 2 outdoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.

Pool

Parking included

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI

$130 nightly

$151 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This hotel features a gym and a hot tub. Business travelers can take advantage of the free WiFi in public areas. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Hot Tub

Free WiFi

Poderi Arcangelo

Localita Capezzano San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

Get rates

This Tuscan-style farm stay features an attached winery, 3 outdoor pools, and a restaurant. Families will appreciate the picnic area, kid-friendly dining, and babysitting. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Pool

Parking included

L'Antico Pozzo

Via San Matteo 87 San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$143 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

This hotel features a bar/lounge, a coffee shop, and free WiFi in public areas. A terrace, a garden, and dry cleaning are also on offer.

Free WiFi

Air conditioning

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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.

Popular places to visit

San Gimignano Communal Palace

3/5(1 review)

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

Piazza Duomo

4.5/5(53 reviews)

Find out about the history of San Gimignano when you take a trip to Piazza Duomo. Discover the area's beautiful countryside, or seek out its local tours.

Piazza della Cisterna

4.5/5(52 reviews)

Find out about the history of San Gimignano when you spend time at Piazza della Cisterna. Discover the area's beautiful countryside and wineries.

Frequently asked questions

How much are vacation packages to San Gimignano?

With a Travelocity vacation package, you can experience the sights and sounds of San Gimignano for only $856. Hotels, flights and adventures — we have everything you need. You'll save tons just for bundling together your bookings. And with all that taken care of before you go, you can sit back, relax and enjoy the adventure.

How long should my San Gimignano vacation be?

Around 3 nights is the average time frame visitors spend in San Gimignano. But how long is right for you depends on how many magical memories you want to make. Why not stay a couple of extra days and discover some hidden gems?

Where can I get the best vacation package deals for San Gimignano?

Whatever your travel style, Travelocity can help you find an unbeatable San Gimignano package deal. The only thing you need to do is select a combination from our 400 air carriers and 1,000,000 properties worldwide.

Why should I book my San Gimignano vacation bundle with Travelocity?

With first-rate service, support available 24/7 and some of the most amazing getaways on offer, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my San Gimignano car rental if I book it with my hotel or flight?

Bundling your hotel, flight and car into a San Gimignano vacation package is a great way to land the best deal. Plus, having your own car rental gives you absolute freedom to get to all those landmarks you'd like to see. Located 120 mi from San Gimignano, Aquarium of Genoa is one place that should be on your itinerary. Buckle up and make a day trip of it.

Which airport is best for San Gimignano?

The primary airport for San Gimignano is Peretola Airport (FLR). You'll find it 25 mi south of the downtown area.

What is there to do in San Gimignano?

San Gimignano has plenty of sights to explore, including Collegiate Church of Santa Maria Assunta and Medieval Criminal and Torture Museum. These well-known attractions are at the top of most travelers' to-do lists.

Where should I stay when visiting San Gimignano?

Many people choose to spend their nights at the Hotel Casolare Le Terre Rosse. It's an excellent base for your San Gimignano getaway.