Search Deals onPiancastagnaio Vacation Packages
Piancastagnaio Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

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

Aurum Uffizi
Price was $1,372, price is now $1,024 per person
$1,024
per person
Jan 13 - Jan 17
found 23 hours 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.

The Moon Boutique Hotel & Spa
Price was $1,684, price is now $1,287 per person
$1,287
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip 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 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

Hotel La Gemma
Price was $2,902, price is now $2,240 per person
$2,240
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
Location , staff , food
Prefect location , amazing staff , wonderfull breakfast.
You feel at home the moment you walk in .
Reviewed on Nov 8, 2026

Donati Luxury Tower Suites
Price was $2,460, price is now $1,911 per person
$1,911
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Piazza del Duomo and Ponte Vecchio are located nearby.
Great boutique hotel with good size room and bathroom. Very clean and helpful staff. Would definitely stay here again.
Reviewed on Nov 9, 2026

Aurum Firenze
Price was $1,269, price is now $1,001 per person
$1,001
per person
Jan 13 - Jan 17
found 23 hours 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.

Dimora Palanca Boutique & SPA
Price was $1,824, price is now $1,446 per person
$1,446
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip 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 Ponte Vecchio are located nearby.
All
Reviewed on Oct 31, 2026
Piancastagnaio Vacation Packages 3-4 Night Stays
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Piancastagnaio Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Nov 26 - Wed, Dec 2
BCN
Barcelona Intl.
FCO
Fiumicino - Leonardo da Vinci Intl.
$73 Roundtrip, found 23 hours ago
$73
Roundtrip
found 23 hours ago
Fri, Dec 25 - Sat, Jan 9
BCN
Barcelona Intl.
FLR
Peretola
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago

Sun, Dec 6 - Fri, Dec 18
DUS
Düsseldorf Intl.
FCO
Fiumicino - Leonardo da Vinci Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago

Wed, Nov 11 - Wed, Nov 18
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$136 Roundtrip, found 20 hours ago
$136
Roundtrip
found 20 hours ago
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