Province of Siena Vacations & Trips from ￥286,185

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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 Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
San Lorenzo
Price was ￥343,880, price is now ￥286,185 per person
￥286,185
per person
Apr 3 - Apr 9
found 24 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Florence (FLR)
9/10 Wonderful! (1,261 reviews)
Comfortable beds, incredible friendly staff. Great food in the restaurant and lovely rooftop bar and pool!

Reviewed on Feb 15, 2026

NH Collection Firenze Porta Rossa

NH Collection Firenze Porta Rossa

5 out of 5
Historic Centre of Florence
Price was ￥438,902, price is now ￥392,384 per person
￥392,384
per person
Mar 22 - Mar 25
found 20 hours ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Wonderful staff, amazing room and the wonderful Porta Rossa never fails to live up to its reputation! And manages to exceed it!

Reviewed on Jan 9, 2026

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Price was ￥377,638, price is now ￥344,645 per person
￥344,645
per person
Mar 22 - Mar 25
found 20 hours ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Impeccable house keeping every day. The rooms were very well sound insulated and peaceful. The breakfast spread was amazing.

Reviewed on Feb 19, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was ￥369,707, price is now ￥338,557 per person
￥338,557
per person
Mar 22 - Mar 25
found 20 hours ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
The spa was wonderful though the jacuzzi could be hotter I think! The only complaint was that the bed wasn’t very comfortable (it was pretty hard) and the pillows were rather flat.

Reviewed on Jan 2, 2026

Province of Siena Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥15,573 per night from Mar 9 to Mar 10
￥15,573
￥18,044 total
Mar 9 - Mar 10
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme ...

Reviewed on Feb 15, 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥47,426 per night from Mar 23 to Mar 24
￥47,426
￥53,992 total
Mar 23 - Mar 24
includes taxes & fees
9.2/10 Wonderful! (580 reviews)
Exceptional hospitality.

Reviewed on Feb 14, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is ￥13,756 per night from Mar 2 to Mar 3
￥13,756
￥16,043 total
Mar 2 - Mar 3
includes taxes & fees
8.8/10 Excellent! (987 reviews)
Perfect location … great quality/value … nice staff

Reviewed on Feb 2, 2026

Hotel Chiusarelli
See all 6,114 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 ￥286,185. 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.

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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.