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

Province of Siena Holidays

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Top destinations in Province of Siena

The Latest Province of Siena Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 27 Sept - 29 Sept

    Aurum Firenze + Flight

    Historic Centre of Florence
    2 nights
    4.0 star property
    7.4/10 - Good (1,008 reviews)
    Return London (LGW) - Florence (FLR)
    LGW - FLRDirect FLR - LGWDirect
    Save 100% on your flight
    £502
    £290
    per traveller
    found 1 day ago
    Aurum Firenze
  • 7 Sept - 11 Sept

    Via Del Santo + Flight

    Vernazza
    4 nights
    1.0 star property
    8.8/10 - Excellent (47 reviews)
    "Excellent location. Great property"
    Reviewed July 18, 2026
    Return London (LON) - Pisa (PSA)
    STN - PSADirect PSA - STNDirect
    £586
    £311
    per traveller
    found 2 days ago
    Via Del Santo
  • 11 Oct - 16 Oct

    The Moon Boutique Hotel & Spa + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.6/10 - Exceptional (580 reviews)
    "Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!"
    Reviewed August 1, 2026
    Return Birmingham (BHX) - Florence (FLR)
    BHX - FLR1 stop FLR - BHX1 stop
    Save 100% on your flight
    £1,569
    £841
    per traveller
    found 14 hours ago
    The Moon Boutique Hotel & Spa
  • 6 Sept - 10 Sept

    Aurum Uffizi + Flight

    Historic Centre of Florence
    4 nights
    4.0 star property
    7.6/10 - Good (1,003 reviews)
    "The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests."
    Reviewed August 2, 2026
    Return London (LON) - Florence (FLR)
    LGW - FLRDirect FLR - LGWDirect
    Save 100% on your flight
    £777
    £417
    per traveller
    found 20 hours ago
    Aurum Uffizi
  • 11 Oct - 16 Oct

    Alfieri9 + Flight

    Historic Centre of Florence
    5 nights
    3.0 star property
    9.6/10 - Exceptional (170 reviews)
    "More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs."
    Reviewed July 5, 2026
    Return Birmingham (BHX) - Florence (FLR)
    BHX - FLR1 stop FLR - BHX1 stop
    Save 100% on your flight
    £1,085
    £629
    per traveller
    found 14 hours ago
    Alfieri9

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

Why should I book my Province of Siena holiday with Expedia?

Choose Expedia to plan your next big break with ease, all in one convenient place. Our top tip for bagging a fabulous deal on a Province of Siena retreat? Bundle your hotel, flights and/or car hire into a package holiday. Then throw in a few awesome tours and activities. Many bookings also have flexible cancellation policies, so there's no need to stress if you have to switch up your travel itinerary. Round-the-clock help with making tweaks to your trip is on-hand via our Customer Service Portal link.

When is the best time of year to holiday in Province of Siena?

If you enjoy the buzz of peak season, visit Province of Siena in April, May and June. If you want a more relaxed vibe, November, December and January will suit you better. Plan your trip to Province of Siena based on what type of adventure you want. January is the coolest month, when average daytime temperatures are 4ºC. In July, the warmest month, you'll experience temperatures of around 23ºC during the day.

What are the top hotels for my holiday in Province of Siena?

Check out Hotel Athena and NH Siena. They're the first choice for many travellers headed to Crete Senesi. If San Gimignano features in your travel itinerary, Sangallo Park Hotel and Castello di Fonterutoli Wine Resort are two welcoming options.

How do I get a cheap holiday to Province of Siena?

Find flights that suit your schedule, add a hotel to your booking and watch the savings rack up with a Province of Siena holiday. It's as easy as that! From flights and hotels to hire cars and tours, Expedia is where your cheap holiday begins. And with over 400 air carriers and 321,000 hotels globally to select from, you'll never be short of choice. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.

What should I do on my Province of Siena holiday?

Organise your holiday in Province of Siena around leading attractions like Siena Cathedral and Torre del Mangia. Many travellers also highly recommend Piazza del Campo and Pienza Cathedral.

What are the best cities to stay in when on holiday in Province of Siena?

To see well-known attractions like Pienza Cathedral and Palazzo Piccolomini, Val dOrcia is the place to be. Plenty of travellers also rave about Pienza, home to Pienza Cathedral and Palazzo Piccolomini. If time isn't an issue, why not check out both cities?

Do I need a visa for my Province of Siena holiday?

Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or business, will determine if you need a visa for Province of Siena. Also ensure your passport is up to date and has at least six months validity remaining beyond your planned date of return. Do all your travel planning ahead of time to avoid any last-minute surprises.

What should I wear on my Province of Siena holiday?

Consider the sorts of activities you have planned during your Province of Siena trip and choose versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, browse style blogs or relevant social media accounts. In Province of Siena, daytime average temperatures reach 23ºC during July, making it the warmest month. January marks the coolest time of year here, with the mercury hovering around 4ºC in the day. Plan your trip with confidence by monitoring the forecast for all the stops on your itinerary.

What does an Expedia Province of Siena holiday include?

With Expedia, you can choose a combination of car hires, flights and hotels to create your ideal Province of Siena package. Once you've made your booking, simply add on all the fun stuff like activities and tours. Don't forget, the more you bundle, the greater the savings! Explore a variety of styles on Expedia and find the perfect one for you and your travel companions. From the most popular property types, like apartments and villas, to everything in between, you'll find plenty of holiday rentals in Province of Siena to select from so you can tailor your stay to suit your taste.

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

We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan that suits best during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers payments in multiple transactions that work for all types of budgets, so you can jet away on that well-deserved holiday sooner.
  • No-deposit holidays: Clicking the "book now" button is easier with this plan. With no deposit required for your escape, you can Book Now, Pay Later and start packing your suitcase.

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

You certainly can. We have more than 400 partner airlines globally, so pick the carrier that fits your budget and travelling style.