Vacation Rentals in Montegrimano, San Leo: Compare 10+ Sites & Save

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  5.  Montegrimano

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49 Best Vacation Rentals in Montegrimano (Starting from $52)

Fattoria Bio L'A Ceccoli
Fattoria Bio L'A Ceccoli
House
Sassofeltrio, Italy
0.8k from Montegrimano center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms9 Guests
10.0

Exceptional

53 reviews

$92
Average price / night
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Awesome home in Montegrimano Terme PU
Awesome home in Montegrimano Terme PU
House
Montegrimano Terme PU, 61010, Italy
1.3k from Montegrimano center

Crib, Extra Bed, Fireplace, Free Parking, Kitchen, Living Area, No Smoking, Outdoor Space, TV

2 Bedrooms6 Guests
2.0

Review score

1 reviews

$162
Average price / night
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Villa Coccole
Villa Coccole
Villa
Montetassi, Italy
1.3k from Montegrimano center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$146
Average price / night
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Gio's Hygge Nest
Gio's Hygge Nest
Apartment
Montegrimano, 61010, Italy
2.3k from Montegrimano center

Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

1 Bedroom3 Guests
New to Booking
$135
Average price / night
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Newly renovated Italian villa with external hot tub and heated swimming pool
Newly renovated Italian villa with external hot tub and heated swimming pool
House
San Leo, 47865, Italy
3.7k from Montegrimano center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$835
Average price / night
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Your entire private home in the beautiful peaceful hills of historic Montefeltro
Your entire private home in the beautiful peaceful hills of historic Montefeltro
House
Macerata Feltria, PU, 61023, Italy
4.2k from Montegrimano center

Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Patio

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$327
Average price / night
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Locanda San Marino Al Coppo
Locanda San Marino Al Coppo
House
Monte Grimano Terme, Italy
3.4k from Montegrimano center

Cheap, Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms7 Guests
8.7

Fabulous

133 reviews

$122
Average price / night
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Dimora Dei Sogni 7+1, Emma Villas
Dimora Dei Sogni 7+1, Emma Villas
Villa
Macerata Feltria, 61023, Italy
5.9k from Montegrimano center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Pool

5 Bedrooms8 Guests
New to Booking
$790
Average price / night
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Casa Giogano
Casa Giogano
House
San Leo, Italy
3.6k from Montegrimano center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Pet-friendly, Lodgings

10 Bedrooms26 Guests
9.6

Exceptional

6 reviews

$876
Average price / night
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Pet friendly apartment
Pet friendly apartment
Apartment
Villagrande di Monteco, 61014, Italy
6.1k from Montegrimano center

Barbecue, Crib, Fireplace, Free Parking, Heater, Kitchen, Living Area, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$129
Average price / night
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Casa Giulia
Casa Giulia
Apartment
Monte Grimano Terme, Italy
3.7k from Montegrimano center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

4 Bedrooms7 Guests
9.2

Superb

46 reviews

$83
Average price / night
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Nice home in Villagrande di Monteco
Nice home in Villagrande di Monteco
House
Villagrande di Monteco, 61014, Italy
6.1k from Montegrimano center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Kitchen, Living Area, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$133
Average price / night
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Il Castello
Il Castello
House
Montegrimano, San Leo, Italy
5.1k from Montegrimano center

Tv, Internet, Wellness Facilities, Entertainment, Security/Safety, Sports/Activities, Guest Services

3 Bedrooms9 Guests
8.5

Very Good

51 reviews

$71
Average price / night
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Landgut \"TenutaQuarantaOlivi by Interhome
Landgut \"TenutaQuarantaOlivi by Interhome
House
Montescudo, 47854, Italy
7.4k from Montegrimano center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking

4 Bedrooms4 Guests
New to Booking
$658
Average price / night
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Von der Festung zum Meer\" - Ihr Zuhause in San Leo by Interhome
Von der Festung zum Meer\" - Ihr Zuhause in San Leo by Interhome
House
San Leo, 47865, Italy
7.6k from Montegrimano center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, TV

2 Bedrooms4 Guests
New to Booking
$253
Average price / night
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La Valle Dei Caprioli - B&B
La Valle Dei Caprioli - B&B
House
Località Gaiano- Santa Maria del Piano, Montescudo, 47854, Italy
7.7k from Montegrimano center

AC, Bar, Breakfast Available, Business Services, Free Parking, Heater, Housekeeping, Internet, Kids Pool

9.2

Superb

91 reviews

$59
Average price / night
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Gorgeous home in V. di Montecopiolo
Gorgeous home in V. di Montecopiolo
House
V. di Montecopiolo, 61014, Italy
7.7k from Montegrimano center

Crib, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$92
Average price / night
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Villa in Tavoleto with pool
Villa in Tavoleto with pool
Villa
Tavoleto, 61020, Italy
8.7k from Montegrimano center

Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

4 Bedrooms11 Guests
9.6

Exceptional

5 reviews

$310
Average price / night
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Casa Vitiolo - parte sinistra
Casa Vitiolo - parte sinistra
Apartment
Italy
6.3k from Montegrimano center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
9.4

Superb

20 reviews

$52
Average price / night
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Villa MOKA Apartment \"PAULA\" in a medieval farmhouse; in Montefeltro (Le Marche)
Villa MOKA Apartment \"PAULA\" in a medieval farmhouse; in Montefeltro (Le Marche)
Apartment
Lunano, 61026, Italy
9.0k from Montegrimano center

Barbecue, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$105
Average price / night
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Casa Vitiolo - right section
Casa Vitiolo - right section
Apartment
Montemaggio, Italy
6.3k from Montegrimano center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

4 Bedrooms13 Guests
New to Booking
$178
Average price / night
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Villa MOKA Apartment EMMA in an old farm(15th century) in Montefeltro(Le Marche)
Villa MOKA Apartment EMMA in an old farm(15th century) in Montefeltro(Le Marche)
Apartment
Lunano, 61026, Italy
9.2k from Montegrimano center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

1 Bedroom1 Guest
New to Booking
$55
Average price / night
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Casa Vitiolo
Casa Vitiolo
House
Italy
6.3k from Montegrimano center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

6 Bedrooms15 Guests
9.3

Superb

3 reviews

$278
Average price / night
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House \"Joy\" within walking distance of San Marino
House \"Joy\" within walking distance of San Marino
House
Emilia-Romagna, 47854, Italy
9.3k from Montegrimano center

AC, Balcony, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$148
Average price / night
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Agriturismo Ca' Belluccio
Agriturismo Ca' Belluccio
House
Santa Maria del Piano, Italy
6.6k from Montegrimano center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Places to stay

3 Bedrooms4 Guests
9.7

Exceptional

9 reviews

$118
Average price / night
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Villa MOKA, modern STUDIO in a farmhouse (15th cent.);  Montefeltro (Le Marche)
Villa MOKA, modern STUDIO in a farmhouse (15th cent.); Montefeltro (Le Marche)
Apartment
Lunano, 61026, Italy
9.4k from Montegrimano center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$105
Average price / night
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Stunning Home In Macerata Feltria
Stunning Home In Macerata Feltria
House
Italy
6.8k from Montegrimano center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 3-star, Lodgings

3 Bedrooms6 Guests
9.7

Exceptional

4 reviews

$241
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Montegrimano.

Montegrimano Vacation Rentals on the Map

Frequently Asked Questions

You can explore 49 verified vacation rentals in Montegrimano. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Montegrimano vary depending on the season, property size, and location. Rates typically start from around $52 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Montegrimano include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Montegrimano welcome pets. Currently, 39 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Montegrimano often include amenities such as Pet Friendly, Fireplace/Heating, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.