Search Deals onCortona Vacation Packages
Cortona Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Il Pelagone Hotel & Golf Resort Toscana
Price was $1,571, price is now $1,156 per person
$1,156
per person
Sep 13 - Sep 19
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Pisa (PSA)
Book a stay at this golf hotel in Gavorrano. Enjoy free parking, 2 restaurants, and a golf course. Popular attractions Morisfarms and Lago dell'Accesa are located nearby.
Bought kids room too and already reviewed.
Reviewed on Jul 25, 2026
Precise Tale Poggio Alla Sala
Price was $2,376, price is now $1,752 per person
$1,752
per person
Oct 11 - Oct 15
found 8 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.
Magical location, pools, staff, property.
Reviewed on Jul 19, 2026
Monastero di Cortona Hotel & Spa
Price was $1,711, price is now $1,285 per person
$1,285
per person
Oct 11 - Oct 15
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.
Beautiful oasis in a beautiful town
Reviewed on Jul 25, 2026
Grand Hotel Cavour
Save 100% on your flight
Price was $2,203, price is now $1,433 per person
$1,433
per person
Oct 17 - Oct 22
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 della Signoria and Piazza del Duomo are located nearby.
Great location, helpful staff, don’t miss the rooftop bar at night for a great view of the Duomo
Reviewed on Jul 29, 2026
Eurostars Florence Boutique
Price was $2,156, price is now $1,536 per person
$1,536
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
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 Moon Boutique Hotel & Spa
Price was $1,977, price is now $1,429 per person
$1,429
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The hotel was very well-maintained with helpful staff. The breakfast was fantastic. The only problem was, it was a far walk to the city centre. Despite the walk , I highly recommend this hotel
Reviewed on Jul 20, 2026
Hotel Villa Liana
Price was $1,718, price is now $1,274 per person
$1,274
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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
Donati Luxury Tower Suites
Save 100% on your flight
Price was $3,480, price is now $2,596 per person
$2,596
per person
Sep 30 - Oct 5
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free WiFi, valet parking (surcharge), and train station pick-up service (surcharge). Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
Beautiful, central hotel. Recommend to anyone looking for a slice of luxury in the centre of Florence
Reviewed on Jul 24, 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
Price found within the past 48 hours. Click for updated prices.
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