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Poggibonsi Vacation Packages

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Poggibonsi Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Alfieri9

Alfieri9

3 out of 5
Save 100% on your flight
Price was $2,153, price is now $1,398 per person
$1,398
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs.

Reviewed on Jul 5, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
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 1 day 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

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $3,505, price is now $2,385 per person
$2,385
per person
Sep 21 - Sep 27
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 Castiglione della Pescaia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Pancrazio al Fango and Cantina Sociale i Vini di Maremma are located nearby.
Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Price was $2,035, price is now $1,422 per person
$1,422
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 della Signoria are located nearby.
Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!

Reviewed on Jul 7, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
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

Monastero di Cortona Hotel & Spa

5 out of 5
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

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Save 100% on your flight
Price was $2,724, price is now $1,971 per person
$1,971
per person
Oct 18 - Oct 24
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 Piazza della Signoria and Ponte Vecchio are located nearby.
Roof top Pool first thing in the morning

Reviewed on Jul 30, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
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 1 day 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.

Poggibonsi Vacation Packages 3-4 Night Stays

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,328, price is now $1,006 per person
$1,006
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,303, price is now $2,380 per person
$2,380
per person
Sep 16 - Sep 19
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $1,870, price is now $1,362 per person
$1,362
per person
Sep 7 - Sep 10
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Price was $1,858, price is now $1,396 per person
$1,396
per person
Sep 7 - Sep 10
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)

Poggibonsi Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,153, price is now $1,398 per person
$1,398
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $3,505, price is now $2,385 per person
$2,385
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was $2,035, price is now $1,422 per person
$1,422
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
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)

Top Flight Deals

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

Air France
Tue, Nov 10 - Tue, Nov 17
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$127 Roundtrip, found 10 hours ago
$127
Roundtrip
found 10 hours ago
Select Air France flight, departing Tue, Nov 10 from Roissy-Charles de Gaulle to Peretola, returning Tue, Nov 17, priced at $127 found 10 hours ago
Iberia
Sun, Aug 16 - Tue, Aug 18
LGW
Gatwick
FLR
Peretola
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Iberia flight, departing Sun, Aug 16 from Gatwick to Peretola, returning Tue, Aug 18, priced at $249 found 2 days ago
British Airways
Sun, Sep 27 - Sat, Oct 17
STN
Stansted
FLR
Peretola
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select British Airways flight, departing Sun, Sep 27 from Stansted to Peretola, returning Sat, Oct 17, priced at $255 found 4 days ago
Scandinavian Airlines
Fri, Aug 14 - Thu, Aug 20
LHR
Heathrow
FLR
Peretola
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Fri, Aug 14 from Heathrow to Peretola, returning Thu, Aug 20, priced at $266 found 2 days ago