$234 Cheap flights to Province of Siena
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Top places to visit in Province of Siena
Cheap flights to Province of Siena from $234 One Way, $157 Round Trip
$157 return flights and $234 one-way flights to Province of Siena were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
JFK
New York
FLR
Florence
$370 Roundtrip, just found
$370
Roundtrip
just found
EWR
New York
FLR
Florence
$370 Roundtrip, just found
$370
Roundtrip
just found
BOS
Boston
FLR
Florence
$384 Roundtrip, found 19 hours ago
$384
Roundtrip
found 19 hours ago
LGA
New York
FLR
Florence
$396 Roundtrip, found 5 days ago
$396
Roundtrip
found 5 days ago
BOS
Boston
PSA
Pisa
$408 Roundtrip, found 1 hour ago
$408
Roundtrip
found 1 hour ago
IAD
Washington
FLR
Florence
$426 Roundtrip, just found
$426
Roundtrip
just found
JFK
New York
PSA
Pisa
$452 Roundtrip, found 21 hours ago
$452
Roundtrip
found 21 hours ago
MIA
Miami
FLR
Florence
$457 Roundtrip, found 5 days ago
$457
Roundtrip
found 5 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| STN | Florence | November 9 to November 15 | $157 |
| FCO | Florence | November 8 to November 18 | $158 |
| BCN | Florence | November 9 to November 13 | $208 |
| CDG | Florence | November 9 to November 15 | $258 |
| LGW | Pisa | November 7 to November 9 | $262 |
| AMS | Florence | November 8 to November 15 | $370 |
| JFK | Florence | November 8 to November 12 | $436 |
| JFK | Pisa | November 7 to November 11 | $1,238 |
Find The Perfect Hotel For After Your Flight
Score Epic Province of Siena Accommodation Deals
Il Chiostro del Carmine
Via Della Diana 4, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this B&B in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza ...
8.6/10 Excellent! (849 reviews)
Outstanding in every way. The only issue are the stairs: two long floors carrying heavy luggage are not doable for older people, people with mobility problems or just exhausted tourists. We would atill come back to this charming hotel.
Reviewed on Oct 27, 2025
La Perla
Via Delle Terme 25, Siena, SI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Nov 14 to Nov 15
$83 total
Nov 14 - Nov 15
Total with taxes and fees
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Piazza del Campo and Teatro dei Rozzi are located ...
7.6/10 Good! (282 reviews)
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Reviewed on Sep 30, 2025
Sangallo Park Hotel
Strada Di Vico Alto 2, Siena, SI
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Nov 23 to Nov 24
$98 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Leonetto Comparini ...
9/10 Wonderful! (573 reviews)
Practical and close enough to the city. You still need a car to go to Siena
Reviewed on Oct 27, 2025
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Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $79 total per night from Nov 23 to Nov 24
$79 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 3-star hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (999 reviews)
Very good breakfast and great staff! Only complaint was that there was no parking available during our stay. We were directed to alternate parking, but received a parking ticket the second morning due to street sweeping and incorrect info on which side to park on.
Reviewed on Oct 29, 2025
Lowest 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.
Our Top Province of Siena Apartment Hotels
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Montepulciano
Stay at this vacation home in Montepulciano. Enjoy a garden, laundry facilities, and patios. Popular attractions Medici Fortress and Torre del Pulcinella are ...
9.4/10 Exceptional! (62 reviews)
Location was amazing, wonderful views! Having a place to park our car was great and an easy walk into town. Great instructions for getting around and good suggestions. Hope to back!
Reviewed on Sep 27, 2025
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (70 reviews)
The property is beautiful and very well taken care of. Loved the location and how wonderful the owners were to help with organizing drivers, chef, and other needs. Would highly recommend and will definitely be back. Very special experience.
Reviewed on Oct 26, 2025
Farmhouse in the heart of the real chiantishire
Castellina in Chianti
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Montecalvario and Casa Vinicola Luigi ...
9.8/10 Exceptional! (96 reviews)
Very relaxing farmhouse cottage with pleasant and peaceful views .The only drawback is the ruddy gravel access road which makes for an unpleasant excursion to and from the property.
Reviewed on Sep 14, 2025
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Apartment in a historic residence in the center of Siena
Siena
Stay at this apartment in Siena. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Piazza del Campo and Banca Monte dei ...
9.2/10 Wonderful! (115 reviews)
Wonderful apartment!! Georgio was most helpful!Only suggestion would be to have better lighting in the living area.
Reviewed on Oct 13, 2025
Lowest 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.
Score Epic Province of Siena Accommodation Deals
Hotel Athena
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from Nov 27 to Nov 28
$102 total
Nov 27 - Nov 28
Total with taxes and fees
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 ...
9.2/10 Wonderful! (1,014 reviews)
Very Good. Thank you
Reviewed on Oct 29, 2025
Hotel Pescille - Tuscany Charme
Strada Statale 47, Localita Pescille, San Gimignano, SI
Stay at this 3-star hotel in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fattoria San Donato and Historical Torture ...
9.2/10 Wonderful! (336 reviews)
The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around.
Reviewed on Oct 21, 2025
Palazzo Ravizza
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Nov 10 to Nov 11
$105 total
Nov 10 - Nov 11
Total with taxes and fees
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. ...
9.2/10 Wonderful! (736 reviews)
We booked at the last minute and didn’t see the email with detailed instructions on how to get to the hotel in the walled village. We called the hotel and Cecilia stayed on the phone with us and guided us through the very tricky network of streets within the walled village. A big thanks to ...
Reviewed on Nov 1, 2025
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Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13, Gaiole in Chianti, SI
Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Meleto ...
9.4/10 Exceptional! (260 reviews)
All good
Reviewed on Oct 20, 2025
Lowest 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.
Family Friendly Hotels in Province of Siena
Piazza Paradiso Accomodation
Via di Stalloreggi, 38, Siena, SI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Campo ...
9.2/10 Wonderful! (151 reviews)
What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza ...
Reviewed on Oct 12, 2025
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (70 reviews)
Families like: Private pool, kitchen, playground, game room
Travelers say...
The property is beautiful and very well taken care of. Loved the location and how wonderful the owners were to help with organizing drivers, chef, and other needs. Would highly recommend and will definitely be back. Very special experience.
Reviewed on Oct 26, 2025
Hotel La Terrazza di Montepulciano
Via Pié al Sasso 16, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Nov 5 to Nov 6
$131 total
Nov 5 - Nov 6
Total with taxes and fees
Stay at this hotel in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Civic Museum and Palazzo Ricci are located ...
9.2/10 Wonderful! (190 reviews)
Roberto and Victoria were the most charming and delightful couple to stay with. The Hotel is in a primo position, parking was plentiful, and their charm was infectious. Could mot have been better.
Reviewed on Oct 30, 2025
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La Terrazza Sul Campo Rooming House
Via di Città 65, Siena, SI
Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Piazza del Campo and Museum of Torture are located ...
9.6/10 Exceptional! (239 reviews)
Beyond what we expected
The room we were assigned was immense. The views from the 2 double french doors was amazing - in the corner of the piazza right next to the tower. The bed was very comfortable and the bathroom quite modern and spacious. The room must be used for parties orother events as it was much much larger than ...
Reviewed on Oct 25, 2025
Lowest 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.
Need a Car For After Your Flight?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Province of Siena
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
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