Search Deals onCortona Vacation Packages
Cortona Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Price was $1,695, price is now $1,147 per person
$1,147
per person
Oct 16 - Oct 20
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 Piazza della Signoria and Ponte Vecchio are located nearby.
The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four.
The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions.
Staff were also very helpful, promptly responding to our requests.
Reviewed on Aug 2, 2026
The Moon Boutique Hotel & Spa
Save 100% on your flight
Price was $3,229, price is now $1,854 per person
$1,854
per person
Oct 10 - Oct 17
found 23 hours 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.
Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!
Reviewed on Aug 1, 2026
Precise Tale Poggio Alla Sala
Save 100% on your flight
Price was $4,137, price is now $2,903 per person
$2,903
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The place it’s an Amazing. Very clean. Is more beautiful than the pictures.
Reviewed on Aug 2, 2026
Monastero di Cortona Hotel & Spa
Price was $1,948, price is now $1,402 per person
$1,402
per person
Oct 5 - Oct 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 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.
Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!
Reviewed on Aug 2, 2026
Grand Hotel Cavour
Save 100% on your flight
Price was $2,859, price is now $2,079 per person
$2,079
per person
Oct 24 - Oct 31
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Hotel degli Orafi
Save 100% on your flight
Price was $2,905, price is now $2,117 per person
$2,117
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Book a stay at this historic hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.
We absolutely loved our stay. The location is superb and the staff were incredibly helpful. Highly recommend
Reviewed on Jul 29, 2026
Park Hotel Villa Ariston
Price was $1,708, price is now $1,249 per person
$1,249
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Book a stay at this beach hotel in Camaiore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Forte dei Marmi Beach and Viareggio Beach are located nearby.
Hotel Villa Barsanti
Price was $1,807, price is now $1,326 per person
$1,326
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Stay at this hotel in Pietrasanta. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Forte dei Marmi Beach and Viareggio Beach are located nearby.
The hotel was lovely as usual. But most importantly, the staff were top-notch. Everyone at the hotel made it a place to want to come back to. It was a great hotel experience. And we send all the staff a big Gratzie!, Arrividerci.
Reviewed on Jul 29, 2023
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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