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San Gimignano Vacation Packages

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A historic square with stone buildings, a prominent tower, and outdoor seating areas.

San Gimignano
Tuscany
Italy
Europe
Hotwire.com

San Gimignano Flight + Hotel Packages

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

Aurum Firenze

4 out of 5

Price was $1,691, price is now $1,222 per person

$1,222

per person

Aug 24 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.

Everything is good

Reviewed on Jul 17, 2026

Grand Hotel Cavour

4 out of 5

Price was $2,266, price is now $1,610 per person

$1,610

per person

Aug 31 - Sep 4

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Uffizi Gallery are located nearby.

Excellent room. Excellent breakfast. Excellent staff. Loved everything about the hotel. And what a bar and view, highly recommended.

Reviewed on Jul 17, 2026

Aurum Uffizi

4 out of 5

Price was $1,728, price is now $1,238 per person

$1,238

per person

Aug 24 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Ponte Vecchio are located nearby.

Very centrally located. We enjoyed our stay and would recommend it. Only issue was you could smell the drains in room 203. They tried to get rid of the smell but couldn’t. Avoid this room and you will be fine.

Reviewed on Jul 15, 2026

Residenza Florentia

1 out of 5

Price was $1,776, price is now $1,275 per person

$1,275

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

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

Stay at this hotel in Florence. Enjoy free WiFi, daily housekeeping, and concierge services. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.

Staff was helpful, the property was not very well maintained.

Reviewed on Jun 1, 2026

Eurostars Florence Boutique

4 out of 5

Price was $2,348, price is now $1,696 per person

$1,696

per person

Sep 22 - Sep 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this boutique hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Uffizi Gallery and Cathedral of Santa Maria del Fiore are located nearby.

Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on Jun 26, 2026

The Poet Hotel

4 out of 5

Price was $2,027, price is now $1,493 per person

$1,493

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip flight included

New York (NYC) to Pisa (PSA)

Book a stay at this business-friendly hotel in La Spezia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lerici Beach and Corso Cavour are located nearby.

Beautiful hotel, friendly and helpful staff and well situated in the city.

Reviewed on Jul 17, 2026

Arpaiu - Odeyo Sas

1 out of 5

Price was $3,181, price is now $2,345 per person

$2,345

per person

Aug 22 - Aug 29

found 1 day ago

Roundtrip flight included

New York (NYC) to Pisa (PSA)

Stay at this affittacamere in Riomaggiore. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Monterosso Beach and Cinque Terre Marine Protected Area are located nearby.

Balcony is AMAZING! No step to walk from the train! House keeping is so sweat! Kitchen need to be more equip

Reviewed on Jul 14, 2026

Bagni di Pisa Palace & Thermal Spa

5 out of 5

Price was $3,126, price is now $2,324 per person

$2,324

per person

Aug 25 - Aug 31

found 1 hour ago

Roundtrip flight included

Dallas (DFW) to Florence (FLR)

Book a stay at this luxury hotel in San Giuliano Terme. Enjoy free breakfast, free parking, and 4 indoor pools. Our guests praise the property condition in our reviews. Popular attractions Leaning Tower and Bagni di Pisa Spa are located nearby.

This by far is the most beautiful property i have visited anywhere in the world. Perfect in every aspect.

Reviewed on Jul 12, 2026

San Gimignano Vacation Packages 3-4 Night Stays

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

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Historic Centre of Florence

Price was $1,833, price is now $1,305 per person

$1,305

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Donati Luxury Tower Suites

5 out of 5

Historic Centre of Florence

Price was $2,162, price is now $1,618 per person

$1,618

per person

Aug 19 - Aug 22

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Precise Tale Poggio Alla Sala

5 out of 5

Price was $2,201, price is now $1,684 per person

$1,684

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

Dimora Palanca Boutique & SPA

5 out of 5

Historic Centre of Florence

Price was $1,945, price is now $1,541 per person

$1,541

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)