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Cortona Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hotel La Scaletta Al Ponte Vecchio
Price was $1,145, price is now $888 per person
$888
per person
Feb 3 - Feb 7
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, 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.
Giovanni was so very helpful, as well as the rest of the staff. The hotel’s location is very nice. It’s close to the bridge, but in a section that’s not too terribly busy. The terrace upstairs was absolutely amazing, as well as the restaurant. I highly recommend this hotel
Reviewed on Nov 8, 2026

The Hoxton, Florence
Price was $1,418, price is now $1,012 per person
$1,012
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
The Hoxton was so nice. There was only one or two things that were not optimal, but totally did not outweigh the other positives. We stayed on the ground floor and had a small courtyard area which was lovely, but the door to our room was pretty difficult to open. And, lastly the bathroom had a musty, odd smell to it. I think there might be some venetalation issues, but again neither outweighed all of the positives of our stay. Everything else in the room was perfect however. The bed was comfortable, the temperature controls, and we absolutely loved the courtyard area of our room.
The staff was also so fabulous - from the front desk, the cocktail bar, to breakfast. Along with that the property was absolutely gorgeous. During our stay we took advantage of the buffet breakfast during one day and it was so worth it. It was delicious and exceeded our expecations. The cocktail lounge area was amazing as well. The drinks and apps were delicious. So, overall I would highly reccomend staying here!
Reviewed on Nov 10, 2026

Aurum Uffizi
Price was $1,372, price is now $1,024 per person
$1,024
per person
Jan 13 - Jan 17
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.

Relais Uffizi, Tailor made Hotel
Price was $1,556, price is now $1,198 per person
$1,198
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
We loved the location and proximity to major attractions and great restaurants. Breakfast in the morning was delicious and in a lovely space. Our room was spacious, unfortunately it smelled like mildew. Our travel companions had the room next door which did not have the same issue. We also experienced a lot of noise in the middle of the night on two of the four nights we stayed. Overall, I would recommend this hotel, just a different hotel room in the future.
Reviewed on Nov 3, 2026

Villa Tolomei Hotel & Resort
Price was $1,200, price is now $932 per person
$932
per person
Feb 3 - Feb 7
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 Florence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
The property was lovely. A former 15th(?) century monastery located on a hilltop overlooking parts of Florence. Surrounded by olive and fruit trees, and gardens. It's past the Roman gate, about a 30 euro cab ride from the center of town. Though they didn't tell us until we asked, there's a shuttle that will take you down the hill to the Roman Gate where taxis and busses can be found.
We arrived just after the hotel restaurant had closed for the afternoon by a minute. They were kind/professional enough to serve us something from the cold selections; and it was delicious. The breakfast buffet the next day was outstanding with excellent selection and quality. The usual 3 or 4 hot items: scrambled eggs, breakfast meat, roasted tomatoes. Where it really excelled were the cold items. Fresh juices, local yogurts, fruits, meats, cured salmon. Perfectly executed pastry, and breads with honeycomb stood out. Dinner was a mixed bag.
The big downside was that we arrived in October. Apparently, the property has to commit each year to the local authorities when they will close the pool, and switch from A/C to heat in the rooms. We booked through Expedia and therefore information on things may be incomplete. No mention that the pool was closed. It was almost worse that it was too warm to sleep well at night. We had even contacted the front desk after the first night and they said they'd send someone to look at it. Which we learned later made no sense BC it was off for the season.
Reviewed on Nov 6, 2026

Hotel Villani
Price was $1,545, price is now $1,203 per person
$1,203
per person
Jan 11 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Hotel Regency
Price was $4,017, price is now $3,144 per person
$3,144
per person
Dec 27 - Jan 2
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Aurum Firenze
Price was $1,269, price is now $1,001 per person
$1,001
per person
Jan 13 - Jan 17
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 breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
Cortona Vacation Packages 3-4 Night Stays
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Cortona Vacation Packages 5-7 Night Stays
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