San Gimignano Vacation Packages 2026/2026 from $685

San Gimignano flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

$685

per person

Jan 20 - Jan 23

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.

Aurum Firenze

Historic Centre of Florence

$804

per person

Jan 11 - Jan 15

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 Duomo Firenze

Historic Centre of Florence

$976

per person

Jan 11 - Jan 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Hotel Regency

Historic Centre of Florence

$1,087

per person

Jan 11 - Jan 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the free buffet breakfast each morning.

Villa Cora

Oltrarno

$1,799

per person

Jan 5 - Jan 9

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking and a free area shuttle.

Top San Gimignano hotels deals

RELAIS SANTA CHIARA - TUSCANY CHARME

Via Giacomo Matteotti, 15 San Gimignano SI

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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

Poderi Arcangelo

Localita Capezzano San Gimignano SI

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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

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI

$144 nightly

$166 total

Dec 27 - Dec 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 Pescille - Tuscany Charme

Strada Statale 47 San Gimignano SI

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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.

Pool

Pet friendly

Cappuccina Country Resort

Loc La Cappuccina 46/a San Gimignano SI

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$177 total

Dec 26 - Dec 27

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

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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

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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

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.

San Gimignano Communal Palace

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 della Cisterna

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 $685. 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.