San Leo Vacations from $1,191

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Your San Leo Vacation

Reserve a San Leo vacation package and get set to experience this exciting city the easy way. Think about staying in the neighborhood of Montegrimano, which is good for nature and views. If your trip to San Leo includes a little sightseeing, check out major attractions such as Montebello Castle, Fortress of San Leo and Rocca Verucchio. Whoever you're heading away with and whatever your budget, your ultimate San Leo vacation is just a few clicks away with Expedia.

The Latest San Leo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Phi Hotel Bologna

Phi Hotel Bologna

4.5 out of 5
Historic Center
per person
Jun 13 - Jun 19
Roundtrip flight included
Newark (EWR) to Bologna (BLQ)
9.4/10 Exceptional! (1,003 reviews)
Location was amazing and breakfast was the best we had during our week of travels. But it was way overpriced for the level of service, the room size, the cleanliness of the rooms and the fact that nothing seemed to be replenished unless you asked. Staff at reception and breakfast were attentive, but breakfast area was very unrelaxing. Two competing music systems on all 3 mornings we were there and very loud cafe. Take headphones if you’re neurodiverse!

Reviewed on Apr 10, 2024

Hotel Maggiore Bologna

Hotel Maggiore Bologna

3 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
Newark (EWR) to Bologna (BLQ)
8.6/10 Excellent! (378 reviews)
Everything was so clean and I had everything I needed in the room. Hotel staff were nice and helpful. Would definitely recommend to those wanting a quiet, safe, clean place to stay that is 3km outside downtown.

Reviewed on Oct 1, 2023

Grand Hotel Majestic già Baglioni

Grand Hotel Majestic già Baglioni

5 out of 5
Historic Center
per person
Jun 13 - Jun 19
Roundtrip flight included
Newark (EWR) to Bologna (BLQ)
9.6/10 Exceptional! (559 reviews)
Wonderful location. Staff are great. Wouldn’t stay anywhere else in Bologna.

Reviewed on Apr 27, 2024

Living Place Hotel

Living Place Hotel

4 out of 5
San Donato-San Vitale
per person
Jun 13 - Jun 19
Roundtrip flight included
Newark (EWR) to Bologna (BLQ)
8.2/10 Very Good! (622 reviews)
Great staff, clean rooms and hotel, comfortable beds, easy parking and a great breakfast,you will not be disappointed

Reviewed on Nov 26, 2023

Hotel Brun

Hotel Brun

4 out of 5
Historic Center
per person
Jun 13 - Jun 19
Roundtrip flight included
Newark (EWR) to Bologna (BLQ)
9.2/10 Wonderful! (17 reviews)
Staff was very helpful & always attempted to accommodate accordingly.

Reviewed on Apr 21, 2024

San Leo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Federico Fellini Intl. Airport (RMI)
Population
200
Max Temp Winter
50ºF
Max Temp Summer
80ºF
Top Sights
Montebello Castle, Skypark Parco Avventura and Grotte di Onferno

San Leo Hotel Deals

Savoia Hotel Rimini
Savoia Hotel Rimini
4.5 out of 5
Viale Lungomare Murri 13, Rimini, RN
Fully refundableReserve now, pay when you stay
The price is $101 per night from May 21 to May 22
$101
$120 total
includes taxes & fees
May 21 - May 22
8.6/10 Excellent! (486 reviews)
"Amazing hotel and great views"

Reviewed on Dec 28, 2023

Savoia Hotel Rimini
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 $32 per night from May 21 to May 22
$32
$44 total
includes taxes & fees
May 21 - May 22
8.4/10 Very Good! (77 reviews)
Great stay, great hotel
"Amazing stay in Rimini, thanks!"

Reviewed on Sep 26, 2023

Hotel Diplomat Palace
Hotel De Londres
Hotel De Londres
4 out of 5
Viale Vespucci 24, Rimini, RN
Fully refundableReserve now, pay when you stay
The price is $103 per night from May 13 to May 14
$103
$122 total
includes taxes & fees
May 13 - May 14
9/10 Wonderful! (360 reviews)
Rimini beach front hotel
"A quick overnight stay in beautiful Rimini. The hotel and staff were wonderful. The room was very clean and the beds were very comfortable. I will definitely stay here again!!"

Reviewed on Apr 25, 2024

Hotel De Londres
See all 2,777 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a San Leo vacation package cost?
Starting from as low as $1,191, 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

$53
Per adult
San Leo Cashmere: Farm Experience
Image for WINE TASTING TOUR

WINE TASTING TOUR

$36
Per adult
WINE TASTING TOUR
See all activities in San Leo

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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.