Penna Vacations from ¥255,968

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Penna Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Maxim Axial

Maxim Axial

Historic Centre of Florence
¥255,968
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
8.6/10 Excellent! (1,006 reviews)
We had a lovely stay here and liked the convenience of the hotel to stores and restaurants right below.

Reviewed on Oct 6, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
¥282,069
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.6/10 Exceptional! (600 reviews)
Extremely clean, breakfast service was awesome. Absolutely beautiful room . Shower with steam and jacuzzi settings was wonderful.

Reviewed on Oct 2, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
¥279,405
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Hotel La Scaletta exceeded our expectations! Everything about the property - location, amenities, breakfast, room, and helpful staff - was excellent. I had stayed in the hotel (and loved it) decades before but it has ascended from a pensione to a true hotel. I hope to return one day!

Reviewed on Oct 2, 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

Historic Centre of Florence
¥273,393
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
8.8/10 Excellent! (63 reviews)
The hotel is close to everything. Great restaurants near by too. Highly recommend.

Reviewed on Oct 5, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
¥296,045
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Absolutely everything was perfect - from checkin to deprture- Gelato and cookies available all day, wonderful breakfast, room was SO Awesome facing the Duomo, assist to schedule a taxi - lift so less stairs - would absolutely recommend !!!

Reviewed on Oct 2, 2026

Find the Best Penna Vacation Packages

Penna Hotel Deals

La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
¥15,306
¥18,258 total
Nov 2 - Nov 3
includes taxes & fees
La Certosa di Pontignano
B&B Hotel Arezzo

B&B Hotel Arezzo

Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
¥10,554
¥12,672 total
Oct 16 - Oct 17
includes taxes & fees
B&B Hotel Arezzo
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
¥19,646
¥23,388 total
Oct 16 - Oct 17
includes taxes & fees
Hotel Continentale
See all 4,520 properties in Penna
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.

What to do in Penna

Arezzo Gran Tour

Arezzo Gran Tour

¥2,162
per adult
Arezzo Gran Tour
2-Hour Private Wine Tasting in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

¥5,405
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Arezzo: Val di Chiana Wine Tasting Experience

Arezzo: Val di Chiana Wine Tasting Experience

¥7,189
per adult
Arezzo: Val di Chiana Wine Tasting Experience
See all activities in Penna

Frequently asked questions

How much does a Penna vacation package cost?
Offering excellent value package deals from ¥255,968 on Expedia, you'll be thrilled with how little a vacation to Penna costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Penna?
January, February and March are the best times to look for cheap Penna vacation packages. Choosing to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Penna?
The ideal duration for your Penna vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Penna package deals?
Finding a cheap Penna package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Penna package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Penna vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Penna vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Penna?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Penna adventure.
How to plan a trip to Penna?
  1. Choose when to get away: Check your diary and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to visit Penna.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Penna.
  3. Decide how long to go for: Now that you're more familiar with Penna, you can figure out the ideal length of your vacation. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Penna vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.