Province of Siena Holidays

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Top destinations in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.
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Siena

Siena

Top Flight + Hotel Deals in Province of Siena

Price found within the past 48 hours. Click for updated prices.
Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Save 100% on your flight
Price was €970, price is now €614 per person
€614
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (613 reviews)
Very nice hotel in a quiet location away from the hustle and bustle of the main tourist area. Only a 20 minute walk to the Duomo, Accademia, and Uffizi Gallery. Wonderful breakfast, comfortable bed, and great shower. The staff were very welcoming and helpful.

Reviewed on 17 Jun 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,145, price is now €644 per person
€644
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (1,002 reviews)
Great stay overall especially in the courtyard

Reviewed on 7 Jul 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
Price was €1,320, price is now €776 per person
€776
per person
20 Sept - 25 Sept
found 2 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (415 reviews)
Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!

Reviewed on 7 Jul 2026

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,314, price is now €835 per person
€835
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Great location. Wonderful room and breakfast. Sauna and gym. Short walk from train station. 20 min cab to airport.

Reviewed on 7 Jul 2026

Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,179, price is now €757 per person
€757
per person
24 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Great hotel and location. The area was so much more mellow than areas closer to the Cathedral, but still completely within walking distance. It was also an easy walk from the train station. The staff was very attentive. Amenities included nightly turndown service and a truly amazing breakfast.

Reviewed on 4 Jul 2026

Top hotels in Province of Siena

Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
The price is €101 per night from 13 Jul to 14 Jul
€101
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very good! (542 reviews)
"Nice clean hotel. Breakfast ok. Good parking"

Reviewed on 6 Jul 2026

Hotel Executive
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €538 per night from 5 Aug to 6 Aug
€538
5 Aug - 6 Aug
includes taxes & fees
9.6/10 Exceptional! (148 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on 19 Jun 2026

Precise Tale Poggio Alla Sala
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is €481 per night from 12 Jul to 13 Jul
€481
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (209 reviews)
"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to ..."

Reviewed on 1 Jul 2026

Borgo Scopeto Wine & Country Relais
See all 6,226 properties in Province of Siena
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 holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Province of Siena from just €614. And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Province of Siena?
Our Province of Siena holiday packages offer plenty of savings for the savvy traveller. For the best deal, simply bundle your hotel, flights and extras (including activities) into an affordable package. But cheap prices are just the beginning of your next awesome adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels worldwide to choose from. Whatever your budget, there's a package with your name on it.
Where should I stay in Province of Siena?
Siena is an awesome city to visit. This city is where you'll find impressive sights such as Siena Cathedral and Torre del Mangia. Val dOrcia also draws in many jetsetters eager to explore some of the best attractions in Province of Siena. These include Pienza Cathedral and Palazzo Piccolomini.
What are the top hotels in Province of Siena?
Check out Hotel Athena and NH Siena. They're top picks for many travellers to Crete Senesi. If San Gimignano features in your travel itinerary, Pensione Palazzo Ravizza and Grand Hotel Continental Siena – Starhotels Collezione are two welcoming options.
How far in advance should I book my Province of Siena holiday?
Reserving your tickets early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Province of Siena occasionally appear in the weeks leading up to departure.
What does an Expedia Province of Siena travel package include?
Much of that is up to you. You can select from a variety of Province of Siena packages, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your Province of Siena trip looks like, get ready to save!
What should I know before booking a Province of Siena travel package?
A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Province of Siena Expedia holiday package?
Yes, so take your pick! We have access to over 550 partner airlines globally, so you can customize your Province of Siena getaway according to your needs and budget.
If I'm not able to travel, can I cancel my Province of Siena holiday package?
Don't worry if you're rethinking your Province of Siena holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Stay near popular Province of Siena attractions

A historic square with cobblestone pavement, surrounded by multi-story buildings with traditional architecture.

Piazza del Campo

9.6/10 (1,995 reviews)
Learn about the local history of Siena when you spend time at Piazza del Campo. Discover the area's beautiful countryside or seek out its local tours.
See properties

What to do in Province of Siena

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

€79
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

€49
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
See all activities in Province of Siena

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