San Leo Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for San Leo vacation rentals

Outdoor dining

Beautiful self-catering flat for rent in the country

Beautiful self-catering flat for rent in the country
URBANIA
9.2 out of 10, Wonderful, (37 reviews)
"We had an excellent time in this lovely, cosy and fully equipped accommodation. The host was extraordinarily kind and helpful so we felt welcome and at home."
Germany
Joerg G.
$145 nightly
The price is $145
Apr 16 - Apr 17
Total with taxes and fees
Beautiful self-catering flat for rent in the country
2 bedrooms, desk, iron/ironing board, travel crib

House "Joy" within walking distance of San Marino

House "Joy" within walking distance of San Marino
Emilia-Romagna
10.0 out of 10, Exceptional, (1 review)
"Tolle Wohnung mit perfekter Ausstattung. Balkon und Terrasse. Und hat es an nichts gefehlt. Lage ist ok, ca 30 min zu den Stränden und 20 Minuten nach San Marino Altstadt. Gastgeberin sehr freundlich und immer erreichbar. "
Germany
Sandra S.
$151 nightly
The price is $151
Apr 16 - Apr 17
Total with taxes and fees
House "Joy" within walking distance of San Marino
Dining

To feeling at home "at ANGELA's"

To feeling at home "at ANGELA's"
Montelabbate
$241 nightly
The price is $241
Apr 20 - Apr 21
Total with taxes and fees
To feeling at home "at ANGELA's"
BBQ/picnic area

Alloggio al San Girolamo

Alloggio al San Girolamo
Longiano
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place and host. Comfortable bed and good size room with an amazing country view. Breakfast was well prepared with homemade breads. Highly recommended. "
United States
Sara
$95 nightly
The price is $104
Apr 29 - Apr 30
Total with taxes and fees
Alloggio al San Girolamo
Courtyard

Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
$69 nightly
The price is $82
Apr 16 - Apr 17
Total with taxes and fees
Residence Città Ideale
Outdoor pool

Metropol Ceccarini Suite - Luxury apartments

Metropol Ceccarini Suite - Luxury apartments
4.0 star property
Riccione
9.6 out of 10, Exceptional, (31 reviews)
"Excellent hotel. Staff were very helpful. The apartments were beautiful. Will definitely stay again the next time we visit Italy "
United States
Daren
$96 nightly
The price is $113
Apr 28 - Apr 29
Total with taxes and fees
Metropol Ceccarini Suite - Luxury apartments
2 bedrooms, desk, iron/ironing board, free WiFi

[ Rimini Centro ] Titan's Lair apartment

[ Rimini Centro ] Titan's Lair apartment
Rimini
10.0 out of 10, Exceptional, (2 reviews)
"Great apartment. Only item to be concerned with is no real bedroom privacy if that is a factor to you. "
United States
Steve I.
$222 nightly
The price is $227
Apr 17 - Apr 18
Total with taxes and fees
[ Rimini Centro ] Titan's Lair apartment
Exterior

La Corte Segreta, a unique home in the heart of Urbino

La Corte Segreta, a unique home in the heart of Urbino
Historic Centre of Urbino
$120 nightly
The price is $126
Apr 16 - Apr 17
Total with taxes and fees
La Corte Segreta, a unique home in the heart of Urbino
View from property

B&B Corte dei Turchi

B&B Corte dei Turchi
Longiano
9.2 out of 10, Wonderful, (14 reviews)
"Great location and good quality restaurants."
United Kingdom
Murat
$83 nightly
The price is $91
Apr 22 - Apr 23
Total with taxes and fees
B&B Corte dei Turchi
Property grounds

Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning
Saludecio
$381 nightly
The price is $381
Apr 16 - Apr 17
Total with taxes and fees
Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning
Interior

Elegance and relaxation in an exclusive ground floor apartment flooded with light.

Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Carpegna
$151 nightly
The price is $151
Apr 18 - Apr 19
Total with taxes and fees
Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Outdoor dining

Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
Sassocorvaro
$141 nightly
The price is $141
May 2 - May 3
Total with taxes and fees
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
Dining

Angiolieri Flexrent - Abyssinia

Angiolieri Flexrent - Abyssinia
Riccione
$213 nightly
The price is $218
Apr 18 - Apr 19
Total with taxes and fees
Angiolieri Flexrent - Abyssinia
Exterior

Astoria Suite Hotel

Astoria Suite Hotel
4.0 star property
Marina Centro
8.8 out of 10, Excellent, (225 reviews)
"Italy vacation; stayed a few days in Rimini at the Astoria Suite Hotel. Great staff, Front Desk, Bar, Restaurant, Housekeeping, everyone were super helpful and friendly. Great hotel near beach (literally a 1/2 block walk). Close to everything. If we find our way back to Rimini, we will be staying at the Astoria Suite Hotel. Thanks"
United States
Richard
$92 nightly
The price is $111
Apr 26 - Apr 27
Total with taxes and fees
Astoria Suite Hotel
Desk, iron/ironing board, travel crib, free WiFi

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom
Urbino
$205 nightly
The price is $205
Apr 17 - Apr 18
Total with taxes and fees
DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom
Deluxe Studio, Multiple Beds, Courtyard View | In-room safe, desk, laptop workspace, blackout drapes

Ca Moro - Rooms and Apartments

Ca Moro - Rooms and Apartments
Rimini Historic Center
$118 nightly
The price is $132
Apr 29 - Apr 30
Total with taxes and fees
Ca Moro - Rooms and Apartments
Room

Prestigious apartment with two double bedrooms in a Relais with a pool

Prestigious apartment with two double bedrooms in a Relais with a pool
Emilia-Romagna
$338 nightly
The price is $338
Apr 16 - Apr 17
Total with taxes and fees
Prestigious apartment with two double bedrooms in a Relais with a pool
Smart TV, stereo, printers

Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
$139 nightly
The price is $139
Apr 19 - Apr 20
Total with taxes and fees
Gio's Hygge Nest
Outdoor dining

Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
Sant'Agata Feltria
$190 nightly
The price is $190
Apr 16 - Apr 17
Total with taxes and fees
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
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.
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Top San Leo Hotel Reviews

Hotel Rosa

Hotel Rosa

10/10 Excellent
"Perfect location with friendly staff. Clean room and good breakfast."
David 1-night trip
Posted 7 days ago
Hotel Rosa

Find out more about San Leo

Everything you need to know about San Leo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Leo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Leo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Leo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Leo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Leo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $52 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Leo rentals

At Expedia, we put the best San Leo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Leo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Leo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Leo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in San Leo?

Yes, we give you a choice of vacation rentals close to popular sights in San Leo, or you can go with a secluded option if you're looking for relaxation. San Leo is known for its monuments.

What's the top vacation rental in San Leo?

10 minutes from the beach, strategically located "Villa il Castellaccio": This vacation home rental outside of San Leo offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in San Leo?

Explore the area and family-friendly sights such as Italy in Miniature, or get out into nature at a spot like Monte Titano. While here, Fortress of San Leo and Cathedral of San Leo are other places worth a visit.

What’s a vacation rental in San Leo like?

Vacation rentals are private properties you can stay in for short or long periods in San Leo. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.