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Pienza Vacation Packages

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Pienza Flight + Hotel Packages

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

Aurum Firenze

4 out of 5
Price was $1,158, price is now $840 per person
$840
per person
Nov 15 - Nov 20
found 21 hours 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 breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Price was $3,463, price is now $2,477 per person
$2,477
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 del Duomo and Ponte Vecchio are located nearby.
Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!

Reviewed on Oct 5, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Price was $3,306, price is now $2,442 per person
$2,442
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Piazza del Duomo and Ponte Vecchio are located nearby.
The staff was absolutely amazing! The location was easily walkable and convenient to all main sites. Our only issue was the noise from the then walls and ceilings. You could hear all the other guests throughout our stay, regardless of day or night.

Reviewed on Oct 12, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Price was $2,014, price is now $1,515 per person
$1,515
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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

The Moon Boutique Hotel & Spa

4 out of 5
Price was $1,469, price is now $1,119 per person
$1,119
per person
Dec 1 - Dec 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 Ponte Vecchio and Piazza del Duomo are located nearby.
Very clean room with cold ac . Well thought out bathroom . Nice size room for Europe . And for the ladies the lighting in the bathroom was excellent .

Reviewed on Oct 13, 2026

Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
Price was $2,053, price is now $1,566 per person
$1,566
per person
Nov 20 - Nov 27
just found
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Hotel Roma

Hotel Roma

4 out of 5
Price was $2,744, price is now $2,094 per person
$2,094
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
Excellent

Reviewed on Oct 12, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Price was $2,860, price is now $2,200 per person
$2,200
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Pienza Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was $1,349, price is now $1,074 per person
$1,074
per person
Dec 6 - Dec 10
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,014, price is now $1,515 per person
$1,515
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was $1,931, price is now $1,510 per person
$1,510
per person
Dec 6 - Dec 10
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,193, price is now $1,742 per person
$1,742
per person
Dec 6 - Dec 10
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)

Pienza Vacation Packages 5-7 Night Stays

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,158, price is now $840 per person
$840
per person
Nov 15 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was $3,463, price is now $2,477 per person
$2,477
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $3,306, price is now $2,442 per person
$2,442
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was $1,908, price is now $1,433 per person
$1,433
per person
Nov 18 - Nov 25
found 6 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Vueling Airlines
Thu, Dec 24 - Mon, Jan 11
BCN
Barcelona Intl.
FLR
Peretola
$113 Roundtrip, just found
$113
Roundtrip
just found
Select Vueling Airlines flight, departing Thu, Dec 24 from Barcelona Intl. to Peretola, returning Mon, Jan 11, priced at $113 just found
Air France
Tue, Nov 10 - Tue, Nov 17
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$168 Roundtrip, found 18 hours ago
$168
Roundtrip
found 18 hours ago
Select Air France flight, departing Tue, Nov 10 from Roissy-Charles de Gaulle to Peretola, returning Tue, Nov 17, priced at $168 found 18 hours ago
Vueling Airlines
Thu, May 6 - Mon, May 10
LGW
Gatwick
FLR
Peretola
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Vueling Airlines flight, departing Thu, May 6 from Gatwick to Peretola, returning Mon, May 10, priced at $219 found 1 day ago
ITA Airways
Thu, May 6 - Mon, May 10
LHR
Heathrow
FLR
Peretola
$223 Roundtrip, found 19 hours ago
$223
Roundtrip
found 19 hours ago
Select ITA Airways flight, departing Thu, May 6 from Heathrow to Peretola, returning Mon, May 10, priced at $223 found 19 hours ago