A castle on a cliff with dense forest.

San Leo Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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.
$140 nightly
The price is $140
Jul 28 - Jul 29
Total with taxes and fees
Beautiful self-catering flat for rent in the country
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
$137 nightly
The price is $137
Jul 19 - Jul 20
Total with taxes and fees
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
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
$93 nightly
The price is $103
Aug 12 - Aug 13
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)
$67 nightly
The price is $80
Jul 26 - Jul 27
Total with taxes and fees
Residence Città Ideale
1 bedroom

CN021 - Cesenatico, two-room apartment with courtyard in central position

CN021 - Cesenatico, two-room apartment with courtyard in central position
Cesenatico
$217 nightly
The price is $268
Jul 17 - Jul 18
Total with taxes and fees
CN021 - Cesenatico, two-room apartment with courtyard in central position
Fridge, oven, coffee/tea maker, toaster

DIMORA GUIDI 3 bedroom with A/C and 2 bathroom

DIMORA GUIDI 3 bedroom with A/C and 2 bathroom
Urbino
$156 nightly
The price is $162
Jul 18 - Jul 19
Total with taxes and fees
DIMORA GUIDI 3 bedroom with A/C and 2 bathroom
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
$401 nightly
The price is $401
Jul 18 - Jul 19
Total with taxes and fees
Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi, and Air Conditioning
Exterior

La Corte Segreta - Urbino Historic Centre

La Corte Segreta - Urbino Historic Centre
Historic Centre of Urbino
$192 nightly
The price is $198
Jul 22 - Jul 23
Total with taxes and fees
La Corte Segreta - Urbino Historic Centre
Suite, Garden View | Soundproofing, WiFi (free)

Le Stanze di Caterina

Le Stanze di Caterina
Cesenatico
10.0 out of 10, Exceptional, (2 reviews)
"Fresh and clean! Good location. Lovely staff."
Norway
Karin
$90 nightly
The price is $102
Jul 30 - Jul 31
Total with taxes and fees
Le Stanze di Caterina
Smart TV, stereo, printers

Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
$135 nightly
The price is $135
Aug 13 - Aug 14
Total with taxes and fees
Gio's Hygge Nest
Dining

To feeling at home "at ANGELA's"

To feeling at home "at ANGELA's"
Montelabbate
$235 nightly
The price is $235
Jul 20 - Jul 21
Total with taxes and fees
To feeling at home "at ANGELA's"
Internet

Charming Central Apartment in Historic Cesena, Italy

Charming Central Apartment in Historic Cesena, Italy
Centro Urbano
$171 nightly
The price is $171
Jul 21 - Jul 22
Total with taxes and fees
Charming Central Apartment in Historic Cesena, Italy
On the beach, sun loungers, beach umbrellas

Residence Altomare

Residence Altomare
Riccione
10.0 out of 10, Exceptional, (3 reviews)
"Camera pulita, posizione molto comoda, personale disponibile e gentile"
Italy
Mauro
$99 nightly
The price is $114
Jul 26 - Jul 27
Total with taxes and fees
Residence Altomare
Beach/ocean view

B&B La Volpina

B&B La Volpina
Viserbella
10.0 out of 10, Exceptional, (3 reviews)
"Tutto... ........Perfetto.......................!!"
Italy
Francesco
$137 nightly
The price is $153
Jul 27 - Jul 28
Total with taxes and fees
B&B La Volpina
Private beach nearby, sun loungers, beach umbrellas

Residence Mimosa

Residence Mimosa
3.0 star property
Rimini
8.2 out of 10, Very Good, (21 reviews)
"Staff went out of their way to accommodate our needs."
United States
Heather
$91 nightly
The price is $106
Jul 19 - Jul 20
Total with taxes and fees
Residence Mimosa
Exterior

Residence Mareo

Residence Mareo
3.0 star property
Riccione
8.2 out of 10, Very Good, (34 reviews)
"Posizione strategica, a due passi dal mare , da via Dante e da via le c Ceccarini, con servizio spiaggia agevolato, appartamento pulito e lo staff sempre pronto e attento agli ospiti"
Italy
Renzo
$133 nightly
The price is $151
Jul 17 - Jul 18
Total with taxes and fees
Residence Mareo
Terrace/patio

Green Residence

Green Residence
2.0 star property
Rimini
9.6 out of 10, Exceptional, (4 reviews)
"We were delighted with our stay. The accommodation is family friendly, modern and clean. It is well equipped for self catering. The owners are kind and good communicators. It is a few minutes to walk to the beach, and you can also easily walk from the airport. I wouldn't hesitate booking again. Thank you for a lovely stay."
United Kingdom
Joseph
$198 nightly
The price is $222
Jul 22 - Jul 23
Total with taxes and fees
Green Residence
Interior

Charming Studio Apartment in the Heart of Cesena

Charming Studio Apartment in the Heart of Cesena
Centro Urbano
$142 nightly
The price is $142
Jul 20 - Jul 21
Total with taxes and fees
Charming Studio Apartment in the Heart of Cesena
Interior

Charming Green Building Apartment in Cesena Comfort Meets Sustainability

Charming Green Building Apartment in Cesena Comfort Meets Sustainability
Quartiere Oltre Savio
$203 nightly
The price is $203
Jul 26 - Jul 27
Total with taxes and fees
Charming Green Building Apartment in Cesena Comfort Meets Sustainability
Suite, Balcony | In-room safe, blackout drapes, soundproofing, free WiFi

Evangelisti Palace

Evangelisti Palace
Igea Marina
$177 nightly
The price is $197
Jul 19 - Jul 20
Total with taxes and fees
Evangelisti Palace
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 Accademia

Hotel Accademia

10/10 Excellent
"The rooms were reasonably small, but not too small, the breakfast was excellence as is the location"
karl 3-night trip
Posted 8 hours ago
Hotel Accademia

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 $106 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.

Explore a world of travel with Expedia

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?

Newly renovated Italian villa with external hot tub and heated swimming pool: This highly rated vacation home rental in San Leo is located in a rural location and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Rimini Beach. 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.