Vacation Packages to Province of Siena for 2025

Province of Siena Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi
Historic Centre of Florence
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 4-star 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 Uffizi Gallery and Ponte Vecchio are located nearby.

Villa Cora
Oltrarno
Save 100% on your flight
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 5-star luxury hotel in Florence. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ponte Vecchio and Uffizi Gallery are located nearby.

Tenuta di Artimino Member of Meliá Collection
Save 100% on your flight
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 4-star spa hotel in Carmignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tenuta San Vito and Villa Medicea di Poggio a Caiano are located nearby.

Hotel degli Orafi
Historic Centre of Florence
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 4-star historic hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Uffizi Gallery and Ponte Vecchio are located nearby.

Villa Tolomei Hotel & Resort
Oltrarno
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 5-star luxury hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Uffizi Gallery are located nearby.

Villa Pitiana
per person
Aug 25 - Aug 30
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Florence (FLR)
Stay at this 4-star family-friendly hotel in Reggello. Enjoy free parking, an outdoor pool, and a rooftop terrace. Popular attractions Abbazia di Vallombrosa and Castello di Volognano are located nearby.
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Hotel Athena
P Mascagni 55, Siena, SI
0.67 km from city center
Stay at this 4-star business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...

NH Siena
Piazza La Lizza 1, Siena, SI
0.59 km from city center
Stay at this 4-star hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
52.06 km from city center
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
1.58 km from city center
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

Palazzo Ravizza
Pian dei Mantellini 34, Siena, SI
0.57 km from city center
Stay at this 4-star hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...

Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
45.03 km from city center
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...

Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
0.27 km from city center
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13, Gaiole in Chianti, SI
18.19 km from city center
Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Church of San Sigismondo and Gaiole ...

Hotel Chiusarelli
Viale Curtatone 15, Siena, SI
0.44 km from city center
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
33.34 km from city center
Book a stay at this family-friendly farm stay in San Gimignano. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our ...

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
38.89 km from city center
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...

La Certosa di Pontignano
loc. Pontignano, 5, Castelnuovo Berardenga, SI
6.16 km from city center
Book a stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...

Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18, Castelnuovo Berardenga, SI
8.79 km from city center
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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See all available properties in Province of Siena
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jul 15 - Fri, Jul 18
LGW
London
FLR
Florence
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago

Sat, Sep 6 - Fri, Sep 12
LHR
London
PSA
Pisa
$296 Roundtrip, found 9 hours ago
$296
Roundtrip
found 9 hours ago

Tue, Sep 9 - Wed, Sep 17
LHR
London
PSA
Pisa
$308 Roundtrip, found 9 hours ago
$308
Roundtrip
found 9 hours ago

Mon, Jul 14 - Thu, Jul 17
LGW
London
FLR
Florence
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago

Sat, Sep 6 - Mon, Sep 15
LHR
London
PSA
Pisa
$395 Roundtrip, found 9 hours ago
$395
Roundtrip
found 9 hours ago
Popular vacation package destinations in Province of Siena
- Siena Vacations
- San Gimignano Vacations
- Montepulciano Vacations
- Montalcino Vacations
- Pienza Vacations
- Castellina in Chianti Vacations
- Castelnuovo Berardenga Vacations
- Radda in Chianti Vacations
- Gaiole in Chianti Vacations
- Monteriggioni Vacations
- Chianciano Terme Vacations
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- Casole d'Elsa Vacations
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- Monteroni d'Arbia Vacations
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