Title: San Leo Vacation Packages & Trips 2026 from CA $1,204 | Expedia.ca

[Hotels in San Leo](https://expedia.ca/San-Leo-Hotels.d6123992.Travel-Guide-Hotels)[Vacation Rentals in San Leo](https://expedia.ca/San-Leo-Vacation-Rentals.d6123992.Travel-Guide-VacationRentals)[Flights to San Leo](https://expedia.ca/Cheap-Flights-To-San-Leo.d6123992.Travel-Guide-Flights)[San Leo Car Rentals](https://expedia.ca/Car-Rentals-In-San-Leo.d6123992.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6123992/707fffc1-deab-4258-8bd3-f7f2d4da1bf8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# San Leo Vacation Packages

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#### 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](https://www.expedia.ca/Fortress-Of-San-Leo-San-Leo.d6250454.Vacation-Attraction), [Montebello Castle](https://www.expedia.ca/Montebello-Castle-Poggio-Torriana.d553248622006995188.Vacation-Attraction) and [Rocca del Sasso](https://www.expedia.ca/Rocca-Del-Sasso-Verucchio.d6333843.Vacation-Attraction) 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.

![Senbhotel](https://images.trvl-media.com/lodging/2000000/1690000/1683000/1682936/fcf8c546_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Senbhotel

CA $1,204

per person

Jun 11 - Jun 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Ancona (AOI)

8.2/10 Very Good! (139 reviews)

The hotel is at a perfect location close to the train station and the city. The staff was very polite and accommodating. The facilities were super clean and comfortable. Definitely recommend this place!

Reviewed on Jul 7, 2025

![Hotel Derby](https://images.trvl-media.com/lodging/2000000/1230000/1228100/1228043/3d1b3813_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Derby

Marina Centro

CA $2,056

per person

Jun 21 - Jun 27

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Rimini (RMI)

7.6/10 Good! (19 reviews)

![Hotel Villa Caterina](https://images.trvl-media.com/lodging/3000000/2530000/2524100/2524039/d64a1090_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Villa Caterina

Marina Centro

CA $1,908

per person

Jun 21 - Jun 27

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Rimini (RMI)

8/10 Very Good! (127 reviews)

Very polite and helpful staff.. little bit outdated rooms but fairly clean. Nice location .

Reviewed on Jul 5, 2025

![Milano & Helvetia](https://images.trvl-media.com/lodging/1000000/970000/969800/969766/123dad99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Milano & Helvetia

CA $2,180

per person

Jun 21 - Jun 27

found 4 hours ago

Roundtrip flight included

Montreal (YUL) to Rimini (RMI)

8.6/10 Excellent! (61 reviews)

Staff very attentive, always smiling

Reviewed on Sep 9, 2024

## Ready to book your vacation to San Leo?

Choose your dates

## San Leo Hotel Deals

![Hotel Royal Plaza](https://images.trvl-media.com/lodging/77000000/76620000/76613900/76613837/3c32a0e4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hotel Royal Plaza

Viale Trieste 22 Rimini RN

CA $45

CA $62 total

Apr 15 - Apr 16

includes taxes & fees

7.8/10 Good! (112 reviews)

Good

Reviewed on Feb 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=76613837&PinnedHotelID=76613837&HadPinnedHotel=true&regionId=6123992)

![Hotel Corallo Rimini](https://images.trvl-media.com/lodging/2000000/1450000/1449500/1449481/abb9f651_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Corallo Rimini

Viale Vespucci 46 Rimini RN

CA $58

CA $72 total

Apr 7 - Apr 8

includes taxes & fees

8.8/10 Excellent! (175 reviews)

Las habitaciones muy limpias, los empleados muy amables, el unico pequeño problema fue las paredes no estaban bien insuladas y se oia todo de la habitacion vecina y el hotel estaba en remodelacion y un poco de ruido durante el dia, pero era temporada baja y estoy seguro que quedara muy bien.

Reviewed on Feb 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=1449481&PinnedHotelID=1449481&HadPinnedHotel=true&regionId=6123992)

![Hotel Diplomat Palace](https://images.trvl-media.com/lodging/37000000/36930000/36924900/36924827/85c30fac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Diplomat Palace

Viale Regina Elena 70 Rimini RN

Fully refundableReserve now, pay when you stay

CA $49

CA $67 total

Apr 28 - Apr 29

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=36924827&PinnedHotelID=36924827&HadPinnedHotel=true&regionId=6123992)

[See all 2,765 properties in San Leo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&regionId=6123992)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### What to do in San Leo

![Entrance Ticket - Titanus Museum: Multimedia Experience](https://mediaim.expedia.com/localexpert/45907263/bae52494-db43-4505-85a0-be5c10ab07f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Entrance Ticket - Titanus Museum: Multimedia Experience

CA $9

per adult

[](https://expedia.ca/things-to-do/entrance-ticket-titanus-museum-multimedia-experience.a45907263.activity-details)

![FORTRESS AT SUNSET](https://mediaim.expedia.com/localexpert/45969692/43bd12f5-0190-4459-a017-1eedf76e4d97.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison

CA $17

per adult

[](https://expedia.ca/things-to-do/san-leo-entrance-ticket-to-the-fortress-and-cagliostros-prison.a45969692.activity-details)

![San Leo Cashmere: Farm Experience](https://mediaim.expedia.com/localexpert/46962672/f553cfc2-82c3-4d56-91db-811611796226.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Leo Cashmere : Farm Experience

CA $80

per adult

[](https://expedia.ca/things-to-do/san-leo-cashmere-farm-experience.a46962672.activity-details)

[See all activities in San Leo](https://expedia.ca/things-to-do/search?rid=6123992)

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