Province of Siena Vacations & Trips from ￥224,482

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Top destinations in Province of Siena

Siena featuring night scenes, landscape views and a city
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Siena

Siena

The Latest Province of Siena Vacation Packages

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

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Aug 21 - Aug 26
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
per person
Sep 10 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
8.8/10 Excellent! (1,004 reviews)
The breakfast was included and this was a plus for us.

Reviewed on Jun 25, 2025

Hotel Ville sull'Arno

Hotel Ville sull'Arno

5 out of 5
Campo di Marte
per person
Sep 10 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (728 reviews)
Nice property. Decent room, but pay attention to room choice. My room, a suite, only had one small window overlooking the river. Some of the staff members are fantastic and others not. While marketed as a 5 star hotel, it is a mid 4 star hotel. While it has parking, it can only accommodate a few cars and street parking is rough. I had some day trips to do so parking for a rental was important. Otherwise I would have stayed in town center.

Reviewed on May 14, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Sep 3 - Sep 7
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Fantastic people and best view in Florence at night. Breakfast the best in Florence. Would go back in a heart beat

Reviewed on Jun 25, 2025

Tivoli Palazzo Gaddi Firenze Hotel

Tivoli Palazzo Gaddi Firenze Hotel

5 out of 5
Historic Centre of Florence
per person
Aug 12 - Aug 17
found 8 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.4/10 Exceptional! (232 reviews)
Beautiful classic but modern hotel in great location

Reviewed on Jun 28, 2025

Province of Siena Hotel Deals

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is ￥20,494 per night from Jul 30 to Jul 31
￥20,494
￥23,391 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"From the moment we arrived for our two night stay Matteo and Tomasso were kind helpful and informative - We wanted a bigger room and were immediately accommodated - room was clean and comfortable and the hotel was in walking distance to all activities"

Reviewed on Jun 21, 2025

Hotel Athena
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 ￥80,259 per night from Jul 16 to Jul 17
￥80,259
￥89,302 total
Jul 16 - Jul 17
includes taxes & fees
9.2/10 Wonderful! (95 reviews)
"This place is absolutely stunning and tranquil, with many amenities to enjoy. The spa area is fantastic, and the room was spotless. The staff provided excellent service, and breakfast was simply amazing. I wish I had stayed longer. If I return to Tuscany someday, I would definitely choose to stay ..."

Reviewed on Jun 21, 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is ￥15,177 per night from Jul 10 to Jul 11
￥15,177
￥17,372 total
Jul 10 - Jul 11
includes taxes & fees
9/10 Wonderful! (13 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on Jun 14, 2025

Nuovo Etruria Resort
See all 6,198 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 vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Province of Siena from just ￥224,482. 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 vacation packages offer plenty of savings for the savvy traveler. 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 travelers 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 vacation?
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 vacation 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 vacation package?
Don't worry if you're rethinking your Province of Siena vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.