San Leo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your San Leo Vacation

Let our vacation packages to San Leo inspire your next getaway. There's loads to like about this interesting city, starting with the neighborhood of Montegrimano, which is good for nature and views. Eager to start exploring your surroundings? Fortress of San Leo, Montebello Castle and Rocca del Sasso are some of the best places to visit during your trip to San Leo. Browse Expedia's extensive range of travel options and start organizing your ideal vacation to San Leo today.

Top San Leo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Conte Verde

Hotel Conte Verde

4 out of 5
per person
Jul. 5 - Jul. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bologna (BLQ)
9/10 Wonderful! (169 reviews)
Quiet and relaxing hotel. Quick check in. I loved the bed, dark room and breakfast was fine for the price. Clean and comfortable stay.

Reviewed on Nov. 22, 2023

San Leo Hotel Deals

Savoia Hotel Rimini
Savoia Hotel Rimini
4.5 out of 5
Viale Lungomare Murri 13, Rimini, RN
The price is CA $158 per night from May 26 to May 27
CA $158
CA $186 total
includes taxes & fees
May 26 - May 27
8.6/10 Excellent! (490 reviews)
"Very nice hotel with beautiful pool spa options including a great breakfast and friendly staff all round."

Reviewed on May 12, 2024

Savoia Hotel Rimini
Hotel Aria
Hotel Aria
4.5 out of 5
Viale Dandolo, 13, Rimini, RN
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from May 27 to May 28
CA $114
CA $137 total
includes taxes & fees
May 27 - May 28
9.4/10 Exceptional! (337 reviews)
"Had an amazing stay, staff was also amazing. The breakfast was delicious with various options. We have a newborn and we were very well accommodated."

Reviewed on Apr. 20, 2024

Hotel Aria
Hotel Diplomat Palace
Hotel Diplomat Palace
4 out of 5
Viale Regina Elena 70, Rimini, Provincia di Rimini
Fully refundableReserve now, pay when you stay
The price is CA $49 per night from May 28 to May 29
CA $49
CA $66 total
includes taxes & fees
May 28 - May 29
8.4/10 Very Good! (81 reviews)
Great stay, great hotel
"Amazing stay in Rimini, thanks!"

Reviewed on Sep. 26, 2023

Hotel Diplomat Palace
See all 2,787 properties in San Leo
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a San Leo vacation package cost?
Starting from as low as CA $1,574, a vacation package is your passport to inexpensive travel. Customize your San Leo adventure by selecting from our huge range of hotels, flights and rental cars.
How do I get a cheap travel package to San Leo?
Combine your flight and hotel bookings, add extras such as tours, and save with a San Leo vacation package. You won’t just walk away with wonderful discounts on your adventure — you’ll have plenty of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels worldwide. Your next big adventure starts right here, right now!
Where should I stay in San Leo?
If you’ll be checking out Fortress of San Leo, save yourself the stress of commuting and find someplace to stay close by. It’s one of the best attractions in San Leo.
What are the top hotels in San Leo?
Get your escape off to a great start by locking in a room at Le Cicale B&B. It’s one of most sought-after properties in San Leo. Another leading option is Casa Giogano.
How far in advance should I book my San Leo vacation?
It depends on the air carrier, but you can normally compare international flights on Expedia up to 12 months in advance. While it’s a good idea to book ahead of time, lucky customers will occasionally nab a cheaper ticket only weeks before departure dates.
What does an Expedia San Leo travel package include?
Flights, hotels and car rentals — we bring you all the best deals. All you’ll have to do is select your favorite combination. Once you’ve made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to put together an awesome San Leo getaway.
What should I know before booking a San Leo travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and unlock great discounts. You’re not restricted to hotels, however. We have island resorts, city apartments and everything in between!
Can I choose my airline with a San Leo Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my San Leo vacation package?
We totally get that life doesn’t always go according to plan. If you’ve booked a San Leo vacation package and have to cancel or amend it, we can help. We recommend browsing our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to change your itinerary at no cost. If it’s been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in San Leo

Image for Fortress of San Leo

Fortress of San Leo

Learn about the local history of San Leo when you take a trip to Fortress of San Leo. Discover the mountain views while you're in the area.

Fortress of San Leo
Image for Cathedral of San Leo

Cathedral of San Leo

You can learn about the history of San Leo with a stop at Cathedral of San Leo. Discover the mountain views while you're in the area.

Cathedral of San Leo

What to do in San Leo

Image for San Leo Cashmere: Farm Experience

San Leo Cashmere: Farm Experience

CA $72
Per adult
San Leo Cashmere: Farm Experience
See all activities in San Leo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.