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Castiglioncello Vacation Packages

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Castiglioncello Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Price was $1,870, price is now $1,362 per person
$1,362
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 della Signoria are located nearby.
The staff was amazing, beautiful property

Reviewed on Aug 3, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Save 100% on your flight
Price was $3,172, price is now $1,872 per person
$1,872
per person
Oct 19 - Oct 26
found 11 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.
Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!

Reviewed on Aug 1, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Save 100% on your flight
Price was $3,188, price is now $2,079 per person
$2,079
per person
Oct 19 - Oct 26
just found
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 Piazza della Signoria and Ponte Vecchio are located nearby.
Roof top Pool first thing in the morning

Reviewed on Jul 30, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Save 100% on your flight
Price was $2,224, price is now $1,475 per person
$1,475
per person
Oct 19 - Oct 25
found 2 days 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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,142, price is now $2,903 per person
$2,903
per person
Sep 15 - Sep 19
found 2 days 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

Villa Cora

Villa Cora

5 out of 5
Price was $2,894, price is now $2,064 per person
$2,064
per person
Oct 22 - Oct 25
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Save 100% on your flight
Price was $2,509, price is now $1,791 per person
$1,791
per person
Oct 19 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this apartment in Florence. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.
Organic foods, drinks and amazing roof top views and location. The courtyard and restaurant experience was exceptional and we can’t wait to book our trip back to Florence. Room 100 was fantastic and far exceeded our expectations. The staff were great from the kitchen to the restaurant. Well done

Reviewed on Aug 3, 2026

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Save 100% on your flight
Price was $2,614, price is now $1,929 per person
$1,929
per person
Oct 19 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Piazza della Signoria and Ponte Vecchio are located nearby.
While the bathrooms were clean I was very disappointed to see a stain on my bedsheets.

Reviewed on Aug 2, 2026

Castiglioncello Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,894, price is now $2,064 per person
$2,064
per person
Oct 22 - Oct 25
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 1 day 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 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)

Castiglioncello Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Save 100% on your flight
Price was $2,224, price is now $1,475 per person
$1,475
per person
Oct 19 - Oct 25
found 2 days ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $2,720, price is now $1,833 per person
$1,833
per person
Oct 20 - Oct 25
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,142, price is now $2,903 per person
$2,903
per person
Sep 15 - Sep 19
found 2 days 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 $3,025, price is now $2,123 per person
$2,123
per person
Sep 4 - Sep 8
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.

Eurowings
Fri, Aug 14 - Sun, Aug 16
LGW
Gatwick
PSA
Galileo Galilei
$793 Roundtrip, found 3 days ago
$793
Roundtrip
found 3 days ago
Select Eurowings flight, departing Fri, Aug 14 from Gatwick to Galileo Galilei, returning Sun, Aug 16, priced at $793 found 3 days ago