San Gimignano Vacation Packages 2026 from $1,060

San Gimignano flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$1,060

per person

May 23 - May 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Eurostars Florence Boutique

Historic Centre of Florence

$1,350

per person

May 13 - May 18

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Aurum Uffizi

Historic Centre of Florence

$2,166

per person

Apr 19 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,666

per person

May 13 - May 18

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

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

Hotel Leonardo Da Vinci

Santa Maria Novella

$1,161

per person

May 5 - May 11

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features free WiFi in public areas, concierge services, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Top San Gimignano hotels deals

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

$137 nightly

$158 total

Mar 27 - Mar 28

Total with taxes and fees

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

Poderi Arcangelo

Localita Capezzano San Gimignano SI

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

Mormoraia

Agriturismo San Gimignano San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$270 nightly

$303 total

Mar 4 - Mar 5

Total with taxes and fees

This luxury farm stay features an attached winery, a full-service spa, and a restaurant. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A bar/lounge, a poolside bar, and a snack bar/deli are also provided.

Pool

Spa

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$125 total

Mar 12 - Mar 13

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

Hotel Sovestro

Localita Sovestro 63 San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$134 total

Mar 12 - Mar 13

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

RELAIS SANTA CHIARA - TUSCANY CHARME

Via Giacomo Matteotti, 15 San Gimignano SI

Get rates

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Enjoy the a rooftop terrace and free perks like buffet breakfast and WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Pool

Breakfast included

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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

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.

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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.

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 $1,060. 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.