San Leo Vacations from $1,083

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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.
Hotel Villa Montegranelli

Hotel Villa Montegranelli

3 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ancona (AOI)
8.2/10 Very Good! (39 reviews)
Beautiful structure, lovely personnel.

Reviewed on Jul 6, 2023

Borgobrufa Spa Resort Adults Only

Borgobrufa Spa Resort Adults Only

5 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ancona (AOI)
9/10 Wonderful! (52 reviews)
Extremely peaceful. Thistledene was a perfect hotel to relax away the previous few days at a wedding. Chilling by the pool and sleeping in the sunshine. Food simple but enjoyable

Reviewed on Jul 19, 2017

TH Assisi - Hotel Cenacolo

TH Assisi - Hotel Cenacolo

4 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ancona (AOI)
9/10 Wonderful! (453 reviews)
We loved our stay at this hotel. It was the best hotel we've stayed at. Very clean, close to Santa Maria degli Angeli. Beautiful room very clean. Great breakfast

Reviewed on May 11, 2024

Ristoro Appennino

Ristoro Appennino

3 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ancona (AOI)
10/10 Exceptional! (4 reviews)
Wonderfully friendly service and amazing place. If you want something away from …. Well everything else.

Reviewed on Sep 6, 2023

Hotel Relais Ducale

Hotel Relais Ducale

4 out of 5
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Ancona (AOI)
8.8/10 Excellent! (233 reviews)
This hotel and the city is amazing. This would be a perfect destination for a vacation. The staff is so friendly and helpful you do not see this kind of service in the states.Everything was perfect, the only issue is really bad WiFi connection.

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

Victoria Palace Hotel
Victoria Palace Hotel
4 out of 5
Via Giosuè Carducci, 24, Cattolica, RN
The price is $85 per night from Jun 9 to Jun 10
$85
$99 total
includes taxes & fees
Jun 9 - Jun 10
8/10 Very Good! (101 reviews)
WSB trip
"Victoria palace, was base for trip to Misano race track, so we didnt use the facilities much, staff very good, and friendly , rooms are clean, perhaps could do with up grade in styling ! we did , change from economy room , to superior as found economy room tiny for our stay"

Reviewed on Jun 12, 2023

Victoria Palace Hotel
Hotel Aria
Hotel Aria
4.5 out of 5
Viale Dandolo, 13, Rimini, RN
The price is $103 per night from Jun 9 to Jun 10
$103
$122 total
includes taxes & fees
Jun 9 - Jun 10
9.4/10 Exceptional! (342 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 $40 per night from Jun 11 to Jun 12
$40
$53 total
includes taxes & fees
Jun 11 - Jun 12
8.4/10 Very Good! (83 reviews)
Great stay, great hotel
"Amazing stay in Rimini, thanks!"

Reviewed on Sep 26, 2023

Hotel Diplomat Palace
See all 2,814 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a San Leo vacation package cost?
Starting from as low as $1,083, 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 WINE TASTING TOUR

WINE TASTING TOUR

$36
Per adult
WINE TASTING TOUR
Image for San Marino Multi Museum Pass - Discover the Ancient Republic

San Marino Multi Museum Pass - Discover the Ancient Republic

$12
Per adult
San Marino Multi Museum Pass - Discover the Ancient Republic
See all activities in San Leo

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.