San Leo Holidays from £204

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Your San Leo Holiday

Let our holiday packages to San Leo inspire your next getaway. There's loads to like about this interesting city, starting with the neighbourhood 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 organising your ideal holiday to San Leo today.

The Latest San Leo Holiday Deals

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

Phi Hotel dei Medaglioni

4 out of 5
Save 100% on your flight
per person
28 Jul - 2 Aug
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
9.2/10 Wonderful! (132 reviews)
Wonderful staff Cute town Will be back !

Reviewed on 22 Jun 2025

HOTEL NOIR

HOTEL NOIR

4 out of 5
per person
2 Aug - 9 Aug
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
7.6/10 Good! (4 reviews)
Good location, friendly staff, good breakfast.

Reviewed on 30 May 2025

Posta Donini 1579 UNA Esperienze

Posta Donini 1579 UNA Esperienze

4 out of 5
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Ancona (AOI)
9.2/10 Wonderful! (241 reviews)
We stayed one night. The restaurant was fully booked (I have never experienced this before in a large hotel). The Spa was overcrowded with noisy young people. So I can only comment on the room. The room was spacious and clean with a good shower. I would not stay again as there are other hotels in the area that provide a more cost effective service, given the limitations I experienced.

Reviewed on 5 Mar 2025

Hb Hotels Orchidea Blu

Hb Hotels Orchidea Blu

3 out of 5
Torre Pedrera
Save 100% on your flight
per person
6 Sept - 13 Sept
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to Bologna (BLQ)
8/10 Very Good! (13 reviews)
Excelsior Hotel, SPA & Lido - Preferred Hotels & Resorts

Excelsior Hotel, SPA & Lido - Preferred Hotels & Resorts

5 out of 5
Save 100% on your flight
per person
5 Sept - 10 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Rimini (RMI)
9.2/10 Wonderful! (207 reviews)
Stunning property with amazing views and beautiful beach access. Staff members are great. Relaxing and lovely place.

Reviewed on 11 May 2025

Relais La Corte Di Bettona

Relais La Corte Di Bettona

4 out of 5
Save 100% on your flight
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Ancona (AOI)
8.4/10 Very Good! (122 reviews)
The views were incredible! The historical values and sense of being made every moment special. The location on the mountain top made you feel safe, protected and relaxed. The staff was gracefully accommodating and tended to our every want and need! This was my second stay here and it won't be my last...we LOVE it here!

Reviewed on 9 May 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
10ºC
Max Temp Summer
27ºC
Top Sights
Montebello Castle, Aviation Theme Park Rimini and Skypark Parco Avventura

Our pick of the best San Leo Hotel Deals

Club Meeting Hotel
Club Meeting Hotel
4 out of 5
Via Regina Elena 171, Rimini, RN
Stay at this 4-star family-friendly hotel in Rimini. Enjoy free Wi-Fi, 2 beach bars and a rooftop terrace. Popular attractions Rimini Beach and Viale Ceccarini ...
8/10 Very Good! (160 reviews)
"Polite stuff"

Reviewed on 14 Aug 2024

Club Meeting Hotel
Hotel Avana Mare
Hotel Avana Mare
3 out of 5
Viale Gaetano Genghini, Rimini, RN
Stay at this 3-star hotel in Rimini. Enjoy free Wi-Fi, breakfast (surcharge) and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
7.8/10 Good! (124 reviews)
"Staff were very helpful & friendly. Quiet area & a stones throw from the beach"

Reviewed on 17 May 2025

Hotel Avana Mare
Hotel Gaston
Hotel Gaston
4 out of 5
Viale Palmanova 11, Rivabella, Rimini, RN
Stay at this 4-star hotel in Rimini. Enjoy free Wi-Fi, an outdoor pool and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
7.8/10 Good! (82 reviews)
"very friendly staff and nice room"

Reviewed on 3 Jun 2025

Hotel Gaston
See all 2,730 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a San Leo travel package cost?
Our San Leo travel packages, which begin from just £204, are an easy way to save big bucks. Pick your preferred flights, hotels and rental cars to create your perfect getaway.
If I'm not able to travel, can I cancel my San Leo travel package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your San Leo travel package for free if you've booked in the last 24 hours. For bookings older than that, you can still cancel and rebook, but your airline, hotel or car rental company may impose a charge. Want more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to San Leo?
Simply by bundling. Hotels, rental cars and flights --- combine whatever you need into a San Leo travel package to save a pile of cash. Score even more deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your way. We offer more than 550 airlines and 1,000,000 properties across the globe, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later San Leo holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Make sure you bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in San Leo?
San Leo is home to a number of interesting places to discover, like Cathedral of San Leo. Spend your nights in a hotel nearby and make sightseeing easier.
What are the top hotels in San Leo?
i-Suite Hotel and Grand Hotel Rimini are among the most popular properties in San Leo. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my San Leo holiday?
Reward yourself with the biggest variety and the lowest prices by booking your holiday to San Leo nice and early. Air carriers typically advertise flight tickets around 12 months before departure, so start your planning as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia San Leo travel package include?
Flights, hotels and car rentals --- we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to put together an unforgettable San Leo trip.
What should I know before booking a San Leo travel package?
Locking in all the parts of your getaway together is a terrific way to save. Combine your car rentals, airfares and hotels into a convenient package. But you're not restricted to hotels. Expedia has all sorts of properties, including holiday rentals such as oceanfront condos and short-term homes. The list is almost endless!
Can I choose my airline with a San Leo Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to San Leo in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines across the world.

Discover the most popular places to visit in San Leo

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

Unmissable things to do in San Leo

San Leo Cashmere: Farm Experience

San Leo Cashmere: Farm Experience

£41
per adult
San Leo Cashmere: Farm Experience
FORTRESS AT SUNSET

San Leo: Entrance ticket to the fortress and prison of Cagliostro

£9
per adult
San Leo: Entrance ticket to the fortress and prison of Cagliostro
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. Flight-inclusive packages are ATOL protected.