Province of Siena Holidays from AU$3,651

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Your Province of Siena Holiday

Lock in a holiday package to Province of Siena and enjoy what it means to travel on your own terms. You'll be impressed by its walking trails, nature and views. With so many things to explore on a trip to Province of Siena, it can be tricky to know where to begin. Kick off your travels in Siena at Monteriggioni Castle and Palazzo Pubblico — two leading attractions here. Another city worth adding to your itinerary is Montepulciano. Be sure not to miss Val di Chiana and Piazza Grande. Whether you're travelling on a shoestring or in the lap of luxury, Expedia are here to help you customise your next Province of Siena holiday.

Top destinations in Province of Siena

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

Siena

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

San Gimignano

San Gimignano
A hillside town with historic buildings and a prominent church.

Montepulciano

Montepulciano
A historic square with a prominent tower and statues.

Pienza

Pienza

The Latest Province of Siena Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Villa Neroli

Villa Neroli

Coverciano
AU$3,651
per person
24 Dec - 5 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (691 reviews)
The room was clean except the walls were dirty and need painting. The flushing mechanism on the toilet needs adjustment. The staff were excellent and friendly. The breakfast bar was excellente. The sea bass on the lunch menu was great. The grounds are well kept and have several outdoor seating so very nice hotel overall.

Reviewed on 10 Oct 2026

Hotel degli Orafi

Hotel degli Orafi

Historic Centre of Florence
AU$5,107
per person
24 Dec - 5 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
The perfect hotel for your Florence getaway. Charming hotel with a friendly and helpful staff. The location could not be more perfect. Full breakfast is served in the most elegant room. The rooftop bar is the best way to start or end your evening.

Reviewed on 8 Oct 2026

Bernini Palace

Bernini Palace

Historic Centre of Florence
AU$5,364
per person
24 Dec - 5 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.8/10 Exceptional! (1,006 reviews)
The Frame Hotel La Gioconda Ritrovata

The Frame Hotel La Gioconda Ritrovata

Historic Centre of Florence
AU$4,440
per person
24 Dec - 5 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (715 reviews)
Good location and very helpful staff

Reviewed on 6 Oct 2026

Solo Experience Hotel

Solo Experience Hotel

Historic Centre of Florence
AU$4,133
per person
24 Dec - 5 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (1,010 reviews)
The room was clean, towels were not changed everyday although we did not leave them hanged, pillows and bed are not the most comfortable. Staff was very friendly and attentive.

Reviewed on 10 Oct 2026

Province of Siena Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Fiumicino - Leonardo da Vinci Intl. Airport (FCO)
Population
42,900
Top Sights
Monte Amiata, Piscine Termali Theia and Terme Antica Querciolaia

Our pick of the best Province of Siena Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
AU$205
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"

Reviewed on 9 Oct 2026

Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
AU$177
8 Nov - 9 Nov
includes taxes & fees
Hotel Chiusarelli
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
AU$523
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (636 reviews)
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Reviewed on 6 Oct 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 6,194 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 AU$3,651. 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
A grand cathedral with intricate Gothic architecture, a prominent bell tower, and a bustling square with people.

Siena Cathedral

9.6/10 (1,693 reviews)
Siena Cathedral is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside while you're in the area.
See properties
A historic building with a tower, a fountain, and a courtyard.

Monte Amiata

9.0/10 (100 reviews)
Explore the great outdoors at Monte Amiata, a lovely green space in Abbadia San Salvatore. Discover the area's countryside and wineries.
See properties
A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
See properties

Tenuta Torciano Winery

9.2/10 (40 reviews)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.
See properties

San Giovanni Terme Rapolano

9.2/10 (69 reviews)
You can take time to visit San Giovanni Terme Rapolano during your travels to Rapolano Terme. Discover the countryside and wineries in this romantic area.
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Castello Banfi

9.4/10 (51 reviews)
You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas or simply enjoy its wineries.
See properties

Terme Antica Querciolaia

8.6/10 (8 reviews)
You can take time to visit Terme Antica Querciolaia during your travels to Rapolano Terme. Discover the countryside and wineries in this romantic area.
See properties

What to do in Province of Siena

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

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

AU$79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Siena: Cathedral Complex Pass with Audio Guide

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

AU$30
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

AU$40
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
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.