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Piancastagnaio Vacation Packages

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A hillside village with terracotta-roofed buildings, a prominent church, and a view of rolling hills and forests.

Piancastagnaio
Tuscany
Italy
Europe
Hotwire.com

Piancastagnaio Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Eurostars Florence Boutique

4 out of 5

Price was $1,346, price is now $1,000 per person

$1,000

per person

Nov 5 - Nov 10

found 7 hours ago

Roundtrip 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.

Reviewed on Aug 10, 2026

The Moon Boutique Hotel & Spa

4 out of 5

Price was $1,572, price is now $1,109 per person

$1,109

per person

Oct 24 - Oct 28

found 8 hours 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.

Hotel Villa Liana

3 out of 5

Price was $1,894, price is now $1,349 per person

$1,349

per person

Oct 11 - Oct 17

found 2 hours 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 Certosa Di Maggiano

5 out of 5

Price was $2,258, price is now $1,651 per person

$1,651

per person

Nov 4 - Nov 10

found 20 hours 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

Hotel Duomo Firenze

3 out of 5

Price was $1,848, price is now $1,363 per person

$1,363

per person

Nov 4 - Nov 9

found 1 day ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.

Such amazing and welcoming staff, and can’t beat being able to eat free gelato and snacks in the lobby! Definitely would come back to stay here!

Reviewed on Aug 20, 2026

IQ Hotel Firenze

4 out of 5

Price was $2,073, price is now $1,528 per person

$1,528

per person

Oct 13 - Oct 17

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, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.

The staff was super friendly upon check in/out and all of the times in between! The room was very clean and offered a ton of amenities. Highly recommend and will be back on my next trip to Florence.

Reviewed on Aug 22, 2026

Aurum Uffizi

4 out of 5

Price was $1,904, price is now $1,413 per person

$1,413

per person

Oct 26 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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.

Clean room, convenient location. has AC and lift. Breakfast was ok. Would stay again

Reviewed on Aug 12, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

5 out of 5

Save 100% on your flight

Price was $4,157, price is now $3,126 per person

$3,126

per person

Nov 4 - Nov 9

found 1 day ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and room service. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Piancastagnaio Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

Hotel Milu Florence

4 out of 5

Historic Centre of Florence

Price was $1,650, price is now $1,277 per person

$1,277

per person

Oct 24 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

IQ Hotel Firenze

4 out of 5

Historic Centre of Florence

Price was $1,837, price is now $1,382 per person

$1,382

per person

Oct 14 - Oct 17

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Historic Centre of Florence

Price was $1,705, price is now $1,305 per person

$1,305

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)