San Gimignano Vacation Packages 2025/2026 from $594

San Gimignano flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

Save 100% on your flight

$594

per person

Nov 27 - Dec 2

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.

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$631

per person

Nov 27 - Dec 2

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.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$756

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Eurostars Florence Boutique

Historic Centre of Florence

$598

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

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

Hotel Duomo Firenze

Historic Centre of Florence

$722

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip 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.

Top San Gimignano hotels deals

RELAIS SANTA CHIARA - TUSCANY CHARME

Via Giacomo Matteotti, 15, San Gimignano, SI

Free Cancellation

Reserve now, pay when you stay

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

Hotel Pescille - Tuscany Charme

Strada Statale 47, Localita Pescille, San Gimignano, SI

$95 nightly

$112 total

Sep 28 - Sep 29

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.

Pool

Pet friendly

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

Villasanpaolo

Strada Provinciale Per Certaldo, San Gimignano, SI

Free Cancellation

Reserve now, pay when you stay

$191 nightly

$219 total

Oct 20 - Oct 21

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Hotel Leon Bianco

Piazza Della Cisterna 13, San Gimignano, SI

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$124 total

Oct 22 - Oct 23

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 Casolare Le Terre Rosse

Loc. San Donato, San Gimignano, SI

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$145 total

Oct 27 - Oct 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

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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

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

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

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 $594. 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.