$323 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 $323 One Way, $111 Round Trip
$111 return flights and $323 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.
IAD
Washington
PSA
Pisa
$460 Roundtrip, found 2 days ago
$460
Roundtrip
found 2 days ago
ORD
Chicago
FLR
Florence
$475 Roundtrip, found 2 hours ago
$475
Roundtrip
found 2 hours ago
IAD
Washington
FLR
Florence
$475 Roundtrip, found 7 hours ago
$475
Roundtrip
found 7 hours ago
EWR
New York
FLR
Florence
$475 Roundtrip, found 7 hours ago
$475
Roundtrip
found 7 hours ago
EWR
New York
PSA
Pisa
$477 Roundtrip, found 4 days ago
$477
Roundtrip
found 4 days ago
JFK
New York
FLR
Florence
$479 Roundtrip, found 6 days ago
$479
Roundtrip
found 6 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BVA | Pisa | May 10 to May 11 | $111 |
| LGW | Pisa | May 11 to May 16 | $122 |
| FCO | Florence | May 9 to May 22 | $154 |
| BCN | Florence | May 11 to May 15 | $176 |
| AMS | Pisa | May 11 to May 15 | $212 |
| CDG | Florence | May 9 to May 13 | $212 |
| LHR | Florence | May 11 to May 16 | $243 |
| AMS | Florence | May 11 to May 15 | $264 |
| BCN | Perugia | May 10 to May 17 | $440 |
| JFK | Pisa | May 11 to May 14 | $592 |
| JFK | Florence | May 11 to May 12 | $644 |
| JFK | Perugia | May 9 to May 15 | $1,749 |
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
The price is $165 per night from May 12 to May 13
$165
includes taxes & fees
$145 per night
May 12 - May 13
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 Siena Cathedral ...
8.6/10 Excellent! (794 reviews)
13 century monastery
"The hotel is amazing! This hotel was a monastery built in the 13th century. Major problem, no elevator. The rooms are on the 2nd and 3rd floors. Ours was on the 3rd, hauling luggage was not fun. The other annoying part was the included breakfast started at 8am. We had an early train reservation which ..."
Reviewed on Apr 25, 2025
La Perla
Via Delle Terme 25, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $110 per night from May 4 to May 5
$110
includes taxes & fees
$95 per night
May 4 - May 5
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and concierge services. Popular attractions Piazza del Campo and Siena Cathedral are located ...
7.6/10 Good! (268 reviews)
"This hotel is very well located, you have restaurants, stores and tourist attractions at walking distance. In addition, there is a taxi station right in front of the hotel (very important to go to the train/bus station). Last but not least, the staff was very kind. Highly recommended!"
Reviewed on Sep 30, 2024
Sangallo Park Hotel
Strada Di Vico Alto 2, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $128 per night from May 25 to May 26
$128
includes taxes & fees
$111 per night
May 25 - May 26
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Siena Cathedral ...
9/10 Wonderful! (559 reviews)
"Really lovely staff, good breakfast"
Reviewed on Oct 14, 2024
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Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $156 per night from May 12 to May 13
$156
includes taxes & fees
$136 per night
May 12 - May 13
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 ...
9/10 Wonderful! (984 reviews)
"Much, much nicer hotel than appears outside - very friendly staff, large clean rooms, good breakfast and handy to walk into Sienna. If you want to park at the hotel, book early otherwise its street parking."
Reviewed on Apr 28, 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
Book a stay at this family-friendly vacation home in Montepulciano. Enjoy a water park, a garden, and patios. Popular attractions Torre del Pulcinella and Dome ...
9.6/10 Exceptional! (47 reviews)
Montepulciano condo
"This was fantastic. The condo was super comfortable and the location was spectacular. We had 8 people and were very comfortable. We could easily walk to restaurants and stores in the town. Our host was amazing - communication was great and she provided tons of suggestions (the picnic at the nearby ..."
Reviewed on Apr 13, 2025
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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! (66 reviews)
Great Stay
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out ..."
Reviewed on Mar 30, 2025
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
CASTELNUOVO BERARDENGA
Book a stay at this family-friendly villa in Castelnuovo Berardenga. Enjoy free WiFi, private pools, and a water park. Popular attractions San Felice Winery ...
10/10 Exceptional! (22 reviews)
A Tuscan slice of heaven
"Chiusarella has raised the bar so high it will be impossible for any other vacation to measure up. The privacy, incredible views, charm, location and level of service were beyond expectations. The villa offers so many corners to lounge, dine and take in the beauty of the Tuscan hills. The pool's ..."
Reviewed on Jul 22, 2024
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Farmhouse in the heart of the real chiantishire
Castellina in Chianti
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Casa Vinicola Luigi Cecchi and ...
9.8/10 Exceptional! (86 reviews)
Beautiful and Relaxing
"It was a perfect home base for my husband and I for daytripping around Tuscany and Emilia-Romagna, and a welcome break from staying at a hotel. The town is close to the property, and an easy stop for breakfast and coffee on our way to other destinations. Unfortunately it was raining most of the days ..."
Reviewed on Mar 28, 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 refundable
The price is $204 per night from May 12 to May 13
$204
includes taxes & fees
$181 per night
May 12 - May 13
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! (999 reviews)
"Loved staying here! Great location. Our room had a fabulous view of Tuscany landscape"
Reviewed on Apr 26, 2025
Hotel Executive
Via Nazareno Orlandi 32, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $118 per night from May 11 to May 12
$118
includes taxes & fees
$102 per night
May 11 - May 12
Stay at this 4-star family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (471 reviews)
"Really comfortable hotel , only stayed one night . A great nights sleep . All the staff without exception were friendly, helpful and could not do enough for us. Breakfast selection was in abundance but unfortunately the quality of the food was not great . Maybe less selection with better quality ..."
Reviewed on Oct 2, 2024
Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $156 per night from May 12 to May 13
$156
includes taxes & fees
$136 per night
May 12 - May 13
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 ...
9/10 Wonderful! (984 reviews)
"Much, much nicer hotel than appears outside - very friendly staff, large clean rooms, good breakfast and handy to walk into Sienna. If you want to park at the hotel, book early otherwise its street parking."
Reviewed on Apr 28, 2025
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Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
The price is $646 per night from May 5 to May 6
$646
includes taxes & fees
$577 per night
May 5 - May 6
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 ...
9.2/10 Wonderful! (526 reviews)
"Nice downtown hotel."
Reviewed on Apr 27, 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
The price is $149 per night from May 15 to May 16
$149
includes taxes & fees
$132 per night
May 15 - May 16
Book a stay at this business-friendly affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Siena Cathedral and ...
9.2/10 Wonderful! (148 reviews)
Great location and good value.
"Amazing place to stay, really well located. We didn’t get our check in email until after we had arrived so didn’t have the code to get into our room (the desk is not open late afternoon) other than that no complaints."
Reviewed on Dec 6, 2024
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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! (66 reviews)
Families like: Private pool, kitchen, playground, game room
Great Stay
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out ..."
Reviewed on Mar 30, 2025
Hotel La Terrazza di Montepulciano
Via Pié al Sasso 16, Montepulciano, SI
The price is $129 per night from Jun 2 to Jun 3
$129
includes taxes & fees
$113 per night
Jun 2 - Jun 3
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! (172 reviews)
"The most wonderful host, an amazing experience! Hope to come back one day."
Reviewed on Mar 25, 2025
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La Terrazza Sul Campo Rooming House
Via di Città 65, Siena, SI
The price is $220 per night from May 6 to May 7
$220
includes taxes & fees
$196 per night
May 6 - May 7
Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Piazza del Campo and Siena Cathedral are located ...
9.6/10 Exceptional! (224 reviews)
THE BEST SIENA EXPERIENCE YOU COULD HAVE...
"What a perfect place to stay in Siena. Olivia was such a hospitable host and we felt very cared for. The location is one of the best in Siena, steps away from the piazza and so many other great restaurants and shops. Highly recommended."
Reviewed on Mar 17, 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?
Économique
Chevrolet Spark or similar
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Compacte
Ford Focus or similar
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Intermédiaire
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SUV
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More to explore for Province of Siena
Province of Siena
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Frequently asked questions
City Destinations in Province of Siena
More Popular Airlines
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.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.