Search Deals onCortona Vacation Packages
Cortona Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Price was $1,471, price is now $1,091 per person
$1,091
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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
Price was $1,842, price is now $1,449 per person
$1,449
per person
Oct 18 - Oct 21
found 18 hours ago
Roundtrip flight included
New York (NYC) 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
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 18 hours 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.
Horrible service at best. Not a 5 star hotel. Save your money.
Reviewed on Aug 17, 2026
Hotel Villa Liana
Price was $1,894, price is now $1,349 per person
$1,349
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on May 23, 2026
Hotel Santa Croce
Price was $1,885, price is now $1,372 per person
$1,372
per person
Oct 11 - 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, room service, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
Grand Hotel Cavour
Save 100% on your flight
Price was $5,195, price is now $3,793 per person
$3,793
per person
Sep 24 - Sep 28
found 3 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 Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
They were very accommodating and helped with suggestions for places to eat local shops and their breakfast buffet was amazing
Reviewed on Aug 23, 2026
Hotel Certosa Di Maggiano
Price was $2,258, price is now $1,651 per person
$1,651
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
Book a stay at this luxury hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Campo and Porta Romana are located nearby.
Amazing building (old monastery). Staff were very friendly and helpful. Food was lovely.
Reviewed on Aug 21, 2026
Eurostars Florence Boutique
Price was $2,223, price is now $1,630 per person
$1,630
per person
Oct 12 - Oct 17
found 16 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 Piazza della Signoria and Piazza del Duomo are located nearby.
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Reviewed on Aug 10, 2026
Cortona Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cortona Vacation Packages 5-7 Night Stays
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