Search Deals onSiena Vacation Packages
Siena Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Save 100% on your flight
Price was $2,219, price is now $1,296 per person
$1,296
per person
Oct 29 - Nov 5
found 19 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 Ponte Vecchio and Piazza del Duomo are located nearby.
Arrived and was very welcomed at the hotel
Beautiful and clean
The staff very helpful and respectful
Very much cooperative and very hospitable
Reviewed on Aug 25, 2026
Castello di Velona Resort Thermal SPA & Winery
Save 100% on your flight
Price was $3,474, price is now $2,686 per person
$2,686
per person
Nov 1 - Nov 9
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello are located nearby.
This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience.
Reviewed on Aug 14, 2026
Aurum Uffizi
Price was $1,981, price is now $1,351 per person
$1,351
per person
Oct 12 - Oct 17
found 1 day 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 Ponte Vecchio and Piazza del Duomo are located nearby.
excellent location, clean and staff helpful
Reviewed on Aug 23, 2026
L'Andana
Save 100% on your flight
Price was $3,417, price is now $2,350 per person
$2,350
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
What a great experience, the hotel was excellent all the way around
Reviewed on Aug 17, 2026
Grand Hotel Cavour
Price was $2,026, price is now $1,407 per person
$1,407
per person
Oct 29 - Nov 5
found 19 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.
Absolutely wonderful hotel with amazing staff, located in the heart of the city. A picturesque property. We will be staying again on our next trip to Florence!
Reviewed on Aug 25, 2026
Eden Rock Resort
Price was $2,222, price is now $1,556 per person
$1,556
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this business-friendly residence in Florence. Enjoy free WiFi, room service, and parking (surcharge). Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
Hotel L'Orologio Firenze
Save 100% on your flight
Price was $4,266, price is now $3,039 per person
$3,039
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this boutique hotel in Florence. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
The hotel sits right across the square from the Santa Maria Novella church and the this is the celestial view at breakfast served on the 4th floor.
The staff are wonderful with their helpful suggestions and assistance.
Reviewed on Aug 26, 2026
Precise Tale Poggio Alla Sala
Save 100% on your flight
Price was $3,315, price is now $2,365 per person
$2,365
per person
Oct 5 - Oct 11
found 13 hours ago
Roundtrip flight included
New York (JFK) 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.
Siena Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Siena Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 10 - Tue, Nov 17
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$129 Roundtrip, found 1 hour ago
$129
Roundtrip
found 1 hour ago
Sun, Sep 27 - Sat, Oct 17
STN
Stansted
FLR
Peretola
$241 Roundtrip, found 18 hours ago
$241
Roundtrip
found 18 hours ago
Fri, Nov 6 - Fri, Nov 13
JFK
John F. Kennedy Intl.
FLR
Peretola
$632 Roundtrip, just found
$632
Roundtrip
just found
Tue, Nov 3 - Thu, Nov 12
JFK
John F. Kennedy Intl.
ZMS
Santa Maria Novella Train Station
$905 Roundtrip, found 3 days ago
$905
Roundtrip
found 3 days ago
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