Search Deals onCastel San Gimignano Vacation Packages
Castel San Gimignano Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Price was $1,394, price is now $965 per person
$965
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Gorgeous hotel and great staff. Spa was nice
Reviewed on Aug 23, 2026
Precise Tale Poggio Alla Sala
Save 100% on your flight
Price was $3,388, price is now $2,224 per person
$2,224
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Archaeological Civic Museum and Terme Sant'Elena are located nearby.
Eden Rock Resort
Price was $2,431, price is now $1,660 per person
$1,660
per person
Oct 10 - Oct 15
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Book a stay at this business-friendly residence in Florence. Enjoy free WiFi, room service, and parking (surcharge). Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
Aurum Uffizi
Price was $1,976, price is now $1,352 per person
$1,352
per person
Oct 12 - Oct 17
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 Ponte Vecchio and Piazza del Duomo are located nearby.
excellent location, clean and staff helpful
Reviewed on Aug 23, 2026
L'Andana
Save 100% on your flight
Price was $3,417, price is now $2,350 per person
$2,350
per person
Oct 9 - Oct 15
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Book a stay at this luxury hotel in Castiglione della Pescaia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Pancrazio al Fango and Cantina Sociale i Vini di Maremma are located nearby.
What a great experience, the hotel was excellent all the way around
Reviewed on Aug 17, 2026
Hotel La Scaletta Al Ponte Vecchio
Save 100% on your flight
Price was $2,546, price is now $1,760 per person
$1,760
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
This was my favorite hotel out of all the cities I’ve visited in Italy. The staff are kind and the hotel is in walking distance to everything. I didn’t take any taxis during my stay. It’s a 15 minute walk from the train station. It’s close to many restaurants, attractions and stores to shop. They have a beautiful roof top bar over looking Florence
Reviewed on Aug 25, 2026
Eurostars Florence Boutique
Price was $2,223, price is now $1,630 per person
$1,630
per person
Oct 12 - Oct 17
found 1 day 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 Piazza della Signoria and Piazza del Duomo are located nearby.
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Reviewed on Aug 10, 2026
Columbus Urban Resort
Price was $2,020, price is now $1,486 per person
$1,486
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
A beautiful hotel. Staff were very friendly and helpful
Reviewed on Jul 25, 2026
Castel San Gimignano Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Castel San Gimignano Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 10 - Tue, Nov 17
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$129 Roundtrip, found 1 hour ago
$129
Roundtrip
found 1 hour ago
Sun, Sep 27 - Sat, Oct 17
STN
Stansted
FLR
Peretola
$241 Roundtrip, found 2 hours ago
$241
Roundtrip
found 2 hours ago
Tue, Nov 3 - Thu, Nov 12
JFK
John F. Kennedy Intl.
FLR
Peretola
$680 Roundtrip, found 2 days ago
$680
Roundtrip
found 2 days ago
Tue, Nov 3 - Thu, Nov 12
JFK
John F. Kennedy Intl.
ZMS
Santa Maria Novella Train Station
$905 Roundtrip, found 2 days ago
$905
Roundtrip
found 2 days ago
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