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Le Rocchette Vacation Packages

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A rocky coastline with clear blue water, a few people, and a cliff with trees.

Le Rocchette
Castiglione della Pescaia
Tuscany
Italy
Europe
Hotwire.com

Le Rocchette Flight + Hotel Packages

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

Aurum Uffizi

4 out of 5

Price was $1,695, price is now $1,147 per person

$1,147

per person

Oct 16 - Oct 20

found 14 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 helpful staff and the clean rooms in our reviews. Popular attractions Piazza della Signoria and Ponte Vecchio are located nearby.

Precise Tale Poggio Alla Sala

5 out of 5

Save 100% on your flight

Price was $4,953, price is now $3,137 per person

$3,137

per person

Sep 14 - 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.

Magical location, pools, staff, property.

Reviewed on Jul 19, 2026

La Villa di STR

3 out of 5

Price was $2,041, price is now $1,394 per person

$1,394

per person

Oct 9 - Oct 16

just found

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Popular attractions Piazza del Campo and Enoteca Italiana are located nearby.

Nice welcome drink. Good breakfast and comfortable room

Reviewed on Jul 19, 2026

Eurostars Florence Boutique

4 out of 5

Price was $2,132, price is now $1,458 per person

$1,458

per person

Oct 4 - Oct 9

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Price was $2,329, price is now $1,663 per person

$1,663

per person

Oct 4 - Oct 9

found 17 hours 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.

Very convenient to explore everything around Florence

Reviewed on Jul 31, 2026

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

4 out of 5

Save 100% on your flight

Price was $3,169, price is now $2,269 per person

$2,269

per person

Sep 14 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this luxury hotel in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady of Vitaleta are located nearby.

THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!

Reviewed on Oct 29, 2025

Villa Cora

5 out of 5

Save 100% on your flight

Price was $5,280, price is now $3,797 per person

$3,797

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

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 9 hours 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.

Beautiful oasis in a beautiful town

Reviewed on Jul 25, 2026