San Gimignano Vacation Packages 2026 from $1,040

San Gimignano flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$1,040

per person

Oct 26 - Nov 1

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.

Hotel degli Orafi

Historic Centre of Florence

Save 100% on your flight

$1,396

per person

Oct 27 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a garden, and a snack bar/deli are also on offer.

Eden Rock Resort

$1,479

per person

Oct 9 - Oct 12

found 8 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This residence features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Il Rivalta - Place of Charme

Historic Centre of Florence

$1,702

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

The apartment's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a garden, and a snack bar/deli are also offered.

Boutique Hotel del Corso

Historic Centre of Florence

$1,215

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas, a library, and a safe deposit box are available at this hotel. Concierge services are provided for your convenience.

Top San Gimignano hotels deals

Hotel Pescille by Double Hospitality

Strada Statale 47 San Gimignano SI

$126 nightly

$145 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

Poderi Arcangelo

Localita Capezzano San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$158 total

Sep 28 - Sep 29

Total with taxes and fees

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.

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$160 nightly

$183 total

Oct 5 - Oct 6

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.

Hotel Sovestro

Localita Sovestro 63 San Gimignano SI

$189 nightly

$215 total

Oct 3 - Oct 4

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.

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$143 total

Sep 27 - Sep 28

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 Le Colline

Loc. Sovestro 32 San Gimignano SI

$119 nightly

$137 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a seasonal outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

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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.

Stay near popular San Gimignano attractions

A historic stone building with a tall tower and arched windows.

Piazza Duomo

9.4/10 (295 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.

See properties

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 $1,040. 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.