San Leo Holiday Rentals

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Our top choices for San Leo holiday rentals

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
The price is NZ$179
includes taxes & fees
18 May - 19 May
Alloggio al San Girolamo

To feeling at home "at ANGELA's"

To feeling at home "at ANGELA's"
Montelabbate
The price is NZ$404
includes taxes & fees
18 May - 19 May
To feeling at home "at ANGELA's"

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.
The price is NZ$228
includes taxes & fees
20 May - 21 May
Beautiful self-catering flat for rent in the country

Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is NZ$135
includes taxes & fees
19 May - 20 May
Residence Città Ideale

Ca Moro - Rooms and Apartments

Ca Moro - Rooms and Apartments
Rimini Historic Center
The price is NZ$215
includes taxes & fees
17 May - 18 May
Ca Moro - Rooms and Apartments

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
The price is NZ$645
includes taxes & fees
17 May - 18 May
Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi and Air Conditioning

Le Stanze di Caterina

Le Stanze di Caterina
Cesenatico
10.0 out of 10, Exceptional, (1 review)
"tutto perfetto. location arredamento zona silenzio "
Italy
davide
The price is NZ$174
includes taxes & fees
17 May - 18 May
Le Stanze di Caterina

Bluemar Sea View (105sqm) with sea and canal view terraces

Bluemar Sea View (105sqm) with sea and canal view terraces
Cattolica
The price is NZ$559
includes taxes & fees
17 May - 18 May
Bluemar Sea View (105sqm) with sea and canal view terraces

Nero D'Avorio Aparthotel & SPA

Nero D'Avorio Aparthotel & SPA
Rimini
8.8 out of 10, Excellent, (75 reviews)
"Very nice close to airport."
United Kingdom
Julie
The price is NZ$127
includes taxes & fees
17 May - 18 May
Nero D'Avorio Aparthotel & SPA

Rustic upper floor of a country villa in the heart of Italy

Rustic upper floor of a country villa in the heart of Italy
Emilia-Romagna
The price is NZ$424
includes taxes & fees
17 May - 18 May
Rustic upper floor of a country villa in the heart of Italy

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom

DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom
Urbino
The price is NZ$346
includes taxes & fees
17 May - 18 May
DIMORA GUIDI URBINO Apartment 3 bedroom 2 bathroom

Residence Flow-r

Residence Flow-r
Riccione
The price is NZ$442
includes taxes & fees
24 May - 25 May
Residence Flow-r

La Corte Segreta - Urbino Historic Centre

La Corte Segreta - Urbino Historic Centre
Historic Centre of Urbino
The price is NZ$249
includes taxes & fees
18 May - 19 May
La Corte Segreta - Urbino Historic Centre

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
The price is NZ$258
includes taxes & fees
17 May - 18 May
Astoria Suite Hotel

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
The price is NZ$152
includes taxes & fees
31 May - 1 June
B&B Corte dei Turchi

Residence Beach Paradise

Residence Beach Paradise
3.0 star property
Viserbella
8.0 out of 10, Very good, (40 reviews)
"Nice staff Spacious apartment Three big terraces Very close to the beach"
Germany
Steffi
The price is NZ$285
includes taxes & fees
25 May - 26 May
Residence Beach Paradise

Residence Mimosa

Residence Mimosa
3.0 star property
Rimini
8.2 out of 10, Very good, (20 reviews)
"Résidence très sympa et très bien localisée. Dommage que l'appartement manque d'équipements (pas de lave vaisselle, pas de tire bouchon, pas de verres a vin, pas de grille pain) et l'appartement mériterait une rénovation. "
France
Marc
The price is NZ$100
includes taxes & fees
19 May - 20 May
Residence Mimosa

Residence Altomare

Residence Altomare
Riccione
The price is NZ$95
includes taxes & fees
3 June - 4 June
Residence Altomare

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.
The price is NZ$275
includes taxes & fees
31 May - 1 June
House "Joy" within walking distance of San Marino

Entire Relais with two accommodations, in the hills between Misano and Riccione

Entire Relais with two accommodations, in the hills between Misano and Riccione
Emilia-Romagna
The price is NZ$1,575
includes taxes & fees
17 May - 18 May
Entire Relais with two accommodations, in the hills between Misano and Riccione
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

Find out more about San Leo

Everything you need to know about San Leo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Leo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Leo holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Leo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Leo holiday rentals we have selected for you start as low as NZ$94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Leo rentals

At Expedia, we put the best San Leo holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in San Leo?

Yes, there are holiday rentals close to the most popular sights in San Leo, or you can select a more secluded option if you're looking for a relaxing stay. San Leo is known for its monuments.

What are some of the best holiday rentals that San Leo has to offer?

FANTASTIC RURAL HOUSE IN FULL RELAXATION IN THE HILLS WITH SWIMMING POOL: This holiday home rental outside of San Leo is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of books so that you can immerse yourself in your holiday.

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 holiday rental in San Leo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leo. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.