Province of Siena Holidays

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Top destinations in Province of Siena

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.
FlightsFlightsHotelsHotels

San Gimignano

San Gimignano

Top Flight + Hotel Deals in Province of Siena

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was €572, price is now €400 per person
€400
per person
19 Dec - 24 Dec
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (508 reviews)

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €887, price is now €530 per person
€530
per person
19 Dec - 24 Dec
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (612 reviews)
The hotel was wonderful, spotless, quiet and in a really handy location. The spa was beautiful and the breakfast was delicious with plenty of choice.

Reviewed on 30 Oct 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
Price was €807, price is now €517 per person
€517
per person
19 Dec - 24 Dec
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on 13 Oct 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,047, price is now €700 per person
€700
per person
19 Dec - 24 Dec
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (642 reviews)

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €833, price is now €571 per person
€571
per person
19 Dec - 24 Dec
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)

Top hotels in Province of Siena

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is €93 per night from 29 Nov to 30 Nov
€93
29 Nov - 30 Nov
includes taxes & fees
Hotel Athena
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
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Precise Tale Poggio Alla Sala
Hotel Minerva

Hotel Minerva

3 out of 5
Via Garibaldi, 72 Siena SI
Fully refundableReserve now, pay when you stay
The price is €88 per night from 4 Nov to 5 Nov
€88
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Clean, great breakfast, lovely view!"

Reviewed on 27 Oct 2026

Hotel Minerva
See all 6,100 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 €400. 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
Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

€20
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
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
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.