A historic town with a prominent tower and a rainbow arching over it.

Province of Siena Vacations & Trips from $1,188

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Top destinations in Province of Siena

The Latest Province of Siena Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 11 - Oct 17

    Aurum Uffizi + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    7.6/10 - Good (1,003 reviews)
    "Clean room, close to all major attractions, friendly staff ready to help always, good breakfast."
    Reviewed July 13, 2026
    Roundtrip New York (NYC) - Florence (FLR)
    JFK - FLR1 stop FLR - JFK1 stop
    $1,741
    $1,188
    per traveler
    found 1 day ago
    Aurum Uffizi
  • Oct 11 - Oct 17

    Aurum Firenze + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    7.4/10 - Good (1,011 reviews)
    "Good location. Travel family of 4. If you only need basics it is perfect. Breakfast was a surprise, it was fresh and good overall. Enjoyed to stay there just for sleeping."
    Reviewed July 18, 2026
    Roundtrip New York (NYC) - Florence (FLR)
    JFK - FLR1 stop FLR - JFK1 stop
    $1,756
    $1,197
    per traveler
    found 1 day ago
    Aurum Firenze
  • Oct 11 - Oct 17

    The Moon Boutique Hotel & Spa + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.6/10 - Exceptional (576 reviews)
    "Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use."
    Reviewed July 2, 2026
    Roundtrip New York (NYC) - Florence (FLR)
    JFK - FLR1 stop FLR - JFK1 stop
    $1,966
    $1,372
    per traveler
    found 1 day ago
    The Moon Boutique Hotel & Spa
  • Sep 20 - Sep 26

    Eurostars Florence Boutique + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    8.6/10 - Excellent (494 reviews)
    "Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area."
    Reviewed June 26, 2026
    Roundtrip New York (EWR) - Florence (FLR)
    EWR - FLR1 stop FLR - EWR1 stop
    $2,383
    $1,663
    per traveler
    found 0 hours ago
    Eurostars Florence Boutique
  • Sep 19 - Sep 25

    Residenza Florentia + Flight

    Historic Centre of Florence
    5 nights
    1.0 star property
    8.4/10 - Very Good (53 reviews)
    "Staff was helpful, the property was not very well maintained."
    Reviewed June 1, 2026
    Roundtrip New York (NYC) - Florence (FLR)
    EWR - FLR1 stop FLR - JFK1 stop
    $1,886
    $1,327
    per traveler
    found 1 day ago
    Residenza Florentia

Discover the most popular places to visit in Province of Siena

What to do in Province of Siena

Province of Siena Hotel Deals

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.

Frequently Asked Questions

How much does a Province of Siena vacation package cost?

The cheapest Province of Siena package is $1,188, so your dream trip can become a reality — without spending a fortune. Bundle flights, hotels, car rentals and more to create a package that's perfect for you.

How do I get a cheap travel package to Province of Siena?

If you love landing a bargain, bundle your bookings into a Province of Siena vacation package. Whether you need flights, hotels, rental cars or tours, you can book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotel options throughout the world to select from. Fly with who you want, check in where you like and save a packet — now that's the ideal vacation!

Where should I stay in Province of Siena?

If you want to check out renowned sights such as Palazzo Piccolomini and Abbazia di Sant'Antimo, be sure to visit Val d'Orcia. Stay for a while to fully delve into this buzzing city.

What are the top hotels in Province of Siena?

For properties in Crete Senesi with cozy beds and friendly service, look up Hotel Athena and Palazzo Ravizza. If you're visiting San Gimignano as well, you can look forward to a solid night's sleep at Palazzo Leopoldo Dimora Storica & Spa or NH Siena.

How far in advance should I book my Province of Siena vacation?

While not all airlines advertise tickets early, customers are usually able to start comparing international flights on Expedia up to a year in advance. This is when you can nab some fantastic deals. If you're purchasing tickets last minute, you might still be in luck. Low prices sometimes become available a few weeks before departure.

What does an Expedia Province of Siena travel package include?

Flights, hotels and rental cars — you'll find them all here. With Expedia, you can shape your Province of Siena travel package however you want. All you have to do is decide what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!

What should I know before booking a Province of Siena travel package?

Booking all the parts of your escape together is a great way to save. Bundle car rentals, airfares and hotels into one package. But hotels aren't your only option. Expedia features all kinds of properties, including vacation rentals like beachside villas and serviced residences. You've got loads of choices!

Can I choose my airline with a Province of Siena Expedia vacation package?

You can, and with more than 550 airlines to choose from all over the world, you have plenty of choice. Look through the available options and see which airline best suits your needs and budget.

Does Expedia offer Book Now, Pay Later Province of Siena vacation packages?

If the reason for your travel has come up unexpectedly, Expedia can help take the financial strain off your shoulders. Working with online lender Affirm, we provide a Book Now, Pay Later solution for all packages. It's easy to set up a payment arrangement for your getaway that works for you.

If I'm not able to travel, can I cancel my Province of Siena vacation package?

Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Province of Siena vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you each step of the way.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.