Vacation Rentals in Sasso di Simone, Sestino: Compare 10+ Sites & Save

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  4.  Sestino
  5.  Sasso di Simone

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58 Best Vacation Rentals in Sasso di Simone (Starting from $62)

Country House "Locanda Le Querce"
Country House "Locanda Le Querce"
House
Carpegna, Italy
3.1k from Sasso di Simone center

Kitchen, Smoking, Parking, Balcony/Terrace, Pet Friendly, Internet, Pool

7 Bedrooms15 Guests
8.7

Fabulous

7 reviews

$82
Average price / night
Check Availability
Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Apartment
Carpegna, 61021, Italy
4.0k from Sasso di Simone center

Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom5 Guests
New to Booking
$147
Average price / night
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C'era una volta Ca' Rombino
C'era una volta Ca' Rombino
House
Italy
3.9k from Sasso di Simone center

Fireplace/Heating, Guest Services, Parking, Internet, Security/Safety, Child Friendly

1 Bedroom6 Guests
New to Booking
$84
Average price / night
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Rustic stone house in Romagna with panoramic terrace and free Wi-Fi
Rustic stone house in Romagna with panoramic terrace and free Wi-Fi
Cottage
Pennabilli, 47864, Italy
4.5k from Sasso di Simone center

Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

23 reviews

$124
Average price / night
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Carpegna Green House
Carpegna Green House
Apartment
Carpegna, Italy
4.1k from Sasso di Simone center

Guest Services, Entertainment, Child Friendly, Wellness Facilities, Parking, View, Pet Friendly

1 Bedroom5 Guests
New to Booking
$132
Average price / night
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Appartamentino Rustico in Villa Maindi with garden use and free WiFi
Appartamentino Rustico in Villa Maindi with garden use and free WiFi
Apartment
Pennabilli, 47864, Italy
4.7k from Sasso di Simone center

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

1 Bedroom2 Guests
9.8

Exceptional

20 reviews

$62
Average price / night
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Carpegna Town Suites
Carpegna Town Suites
House
Carpegna, Italy
4.4k from Sasso di Simone center

View, Parking, Wellness Facilities, Security/Safety, Pet Friendly, Fireplace/Heating, Accessibility

6 Bedrooms16 Guests
9.6

Exceptional

9 reviews

$143
Average price / night
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Relax in Nature: Holiday Home with a View in Tuscany
Relax in Nature: Holiday Home with a View in Tuscany
House
Toscana, 52038, Italy
4.8k from Sasso di Simone center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$125
Average price / night
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Tuscan Hillside Heaven
Tuscan Hillside Heaven
Apartment
Italy
4.5k from Sasso di Simone center

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

3 Bedrooms9 Guests
8.9

Fabulous

6 reviews

$79
Average price / night
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Escape with Pool & WiFi
Escape with Pool & WiFi
House
Carpegna, 61021, Italy
5.3k from Sasso di Simone center

AC, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Living Area, No Smoking

4 Bedrooms11 Guests
9.8

Exceptional

9 reviews

$433
Average price / night
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Antiqua
Antiqua
House
Italy
5.0k from Sasso di Simone center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

4 Bedrooms4 Guests
9.2

Superb

23 reviews

$79
Average price / night
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Bring the whole family to this accommodation with plenty of space and tranquility.
Bring the whole family to this accommodation with plenty of space and tranquility.
House
San Marino Rustico, 47864, Italy
5.4k from Sasso di Simone center

Laundry, Living Area, Washer

4 Bedrooms21 Guests
New to Booking
$65
Average price / night
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Casa Kuraj
Casa Kuraj
House
Sestino, Italy
5.1k from Sasso di Simone center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms10 Guests
8.9

Fabulous

10 reviews

$92
Average price / night
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Peaceful Getaway in Frontino
Peaceful Getaway in Frontino
House
Frontino, 61020, Italy
5.9k from Sasso di Simone center

Barbecue, Fireplace, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Pool

6 Bedrooms13 Guests
10.0

Exceptional

6 reviews

$716
Average price / night
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IL BORGHETTO
IL BORGHETTO
Apartment
San Sisto, Italy
5.1k from Sasso di Simone center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom3 Guests
9.7

Exceptional

34 reviews

$103
Average price / night
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Terrace Retreat in the Marche
Terrace Retreat in the Marche
Apartment
Castello di Bascio, 47864, Italy
6.4k from Sasso di Simone center

Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms4 Guests
New to Booking
$232
Average price / night
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Agriturismo Montefiorentino
Agriturismo Montefiorentino
House
Italy
5.2k from Sasso di Simone center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay

8 Bedrooms22 Guests
New to Booking
$574
Average price / night
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Villa in Belforte near Sasso Simone Park
Villa in Belforte near Sasso Simone Park
Villa
Belforte all'Isauro, 61026, Italy
7.6k from Sasso di Simone center

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

5 Bedrooms15 Guests
9.4

Superb

3 reviews

$637
Average price / night
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Lovely Apartment In Frontino
Lovely Apartment In Frontino
Apartment
Frontino, Italy
5.2k from Sasso di Simone center

Apartments, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$186
Average price / night
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Apartment in Belforte near Oliva Castle
Apartment in Belforte near Oliva Castle
House
Belforte all'Isauro, 61026, Italy
7.6k from Sasso di Simone center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$368
Average price / night
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Villetta Vittoria Country House. La depandance
Villetta Vittoria Country House. La depandance
House
San Marino Rustico, Italy
5.3k from Sasso di Simone center

Cheap, Accommodations, Parking, Country houses, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$85
Average price / night
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Holiday Home in Belforte with Pool
Holiday Home in Belforte with Pool
Apartment
Belforte all'Isauro, 61026, Italy
7.6k from Sasso di Simone center

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

2 Bedrooms5 Guests
8.6

Fabulous

7 reviews

$206
Average price / night
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Nice home in Sestino with house a panoramic view
Nice home in Sestino with house a panoramic view
House
Sestino, 52038, Italy
8.3k from Sasso di Simone center

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

3 Bedrooms7 Guests
New to Booking
$142
Average price / night
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Accogliente Casa di Campagna Immersa nel Verde Dell'antica Val Marecchia
Accogliente Casa di Campagna Immersa nel Verde Dell'antica Val Marecchia
House
Pennabilli, 47864, Italy
8.4k from Sasso di Simone center

Crib, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$141
Average price / night
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Awesome home in Sestino AR
Awesome home in Sestino AR
House
Sestino AR, 52038, Italy
8.7k from Sasso di Simone center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$116
Average price / night
Check Availability
Villa in Piandimeleto with Pool & Sauna
Villa in Piandimeleto with Pool & Sauna
Villa
Piandimeleto, 61026, Italy
9.3k from Sasso di Simone center

AC, Extra Bed, Fireplace, Fitness Equipment, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms10 Guests
9.4

Superb

6 reviews

$448
Average price / night
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Apartment in Petrella Guidi with Garden Views
Apartment in Petrella Guidi with Garden Views
Apartment
Petrella Guidi, 61019, Italy
9.9k from Sasso di Simone center

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

2 Bedrooms5 Guests
9.2

Superb

20 reviews

$147
Average price / night
Check Availability

Other accommodation types in Sasso di Simone:

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 Sasso di Simone.

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Frequently Asked Questions

You can explore 58 verified vacation rentals in Sasso di Simone. 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 Sasso di Simone vary depending on the season, property size, and location. Rates typically start from around $62 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 Sasso di Simone 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 Sasso di Simone welcome pets. Currently, 40 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 Sasso di Simone often include amenities such as Pet Friendly, Fireplace/Heating, and Laundry. 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.