Family-Friendly Vacation Rentals in Montecassiano, Marche: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Marche
  5.  Montecassiano

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77 Best Family Vacation Rentals in Montecassiano (Starting from $44)

La Dimora del Borgo
La Dimora del Borgo
House
Montecassiano, Italy
0.2k from Montecassiano center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Lodgings, Places to stay, Self-catering

3 Bedrooms7 Guests
9.8

Exceptional

9 reviews

$82
Average price / night
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CASALE MONTEFANO EXCLUSIVE USE
CASALE MONTEFANO EXCLUSIVE USE
House
Montefano, 62010, Italy
5.2k from Montecassiano center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$358
Average price / night
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Il Giardino Dei Limoni
Il Giardino Dei Limoni
House
Montecassiano, Italy
1.9k from Montecassiano center

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

8 Bedrooms15 Guests
8.9

Fabulous

223 reviews

$44
Average price / night
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Luxury Villa in Italy with Tennis Court, 300sqm Pool & Breathtaking Sea View
Luxury Villa in Italy with Tennis Court, 300sqm Pool & Breathtaking Sea View
Villa
Macerata, 62100, Italy
5.8k from Montecassiano center

AC, Barbecue, Breakfast Available, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

9 Bedrooms14 Guests
9.6

Exceptional

25 reviews

$1128
Average price / night
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Villa Scuderi
Villa Scuderi
House
Recanati, Italy
3.1k from Montecassiano center

Bedding/Linens, Restaurant, Security/Safety, Laundry, Ocean View, Pool, Parking

10 Bedrooms32 Guests
8.2

Very Good

68 reviews

$92
Average price / night
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Farmhouse with pool in the Marche region.
Farmhouse with pool in the Marche region.
Apartment
Macerata, 62100, Italy
6.9k from Montecassiano center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms9 Guests
New to Booking
$221
Average price / night
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Nice Home In Macerata With Wifi
Nice Home In Macerata With Wifi
House
Macerata, Italy
3.7k from Montecassiano center

Luxury, Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, 4-star

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$345
Average price / night
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Marche country house with pool in a wonderful location
Marche country house with pool in a wonderful location
House
Montefano, 62010, Italy
7.2k from Montecassiano center

AC, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$422
Average price / night
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Casa Rossa
Casa Rossa
House
Montecassiano, Italy
4.2k from Montecassiano center

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

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$114
Average price / night
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An old country house recently renewed for a magic stay!
An old country house recently renewed for a magic stay!
House
Appignano, 62010, Italy
7.4k from Montecassiano center

AC, Barbecue, Fireplace, Free Parking, Internet, Laundry, Microwave, Outdoor Space, Pool

4 Bedrooms10 Guests
2.0

Review score

1 reviews

$501
Average price / night
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Il Giardino Degli Ulivi
Il Giardino Degli Ulivi
Apartment
Montecassiano, Marche, Italy
4.2k from Montecassiano center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7 Bedrooms14 Guests
9.0

Fabulous

152 reviews

$69
Average price / night
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Villa Flavia - Private villa, 8 bedrooms, pool, A/C, wifi, pets, Marche
Villa Flavia - Private villa, 8 bedrooms, pool, A/C, wifi, pets, Marche
Villa
Filottrano, 60024, Italy
8.3k from Montecassiano center

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

8 Bedrooms20 Guests
9.0

Fabulous

2 reviews

$705
Average price / night
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Country House La Fattoria Di Paolo
Country House La Fattoria Di Paolo
House
Treia, Italy
4.6k from Montecassiano center

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

5 Bedrooms16 Guests
8.0

Good

9 reviews

$70
Average price / night
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Villa Flavia - Private villa, 6 bedrooms, pool, A/C, wifi, pets, Marche
Villa Flavia - Private villa, 6 bedrooms, pool, A/C, wifi, pets, Marche
Villa
Filottrano, 60024, Italy
8.3k from Montecassiano center

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

6 Bedrooms16 Guests
9.4

Superb

3 reviews

$650
Average price / night
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Agriturismo Nido delle Rondini
Agriturismo Nido delle Rondini
House
Macerata, Italy
4.7k from Montecassiano center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms8 Guests
9.9

Exceptional

103 reviews

$104
Average price / night
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Elegant villa with pool and countryside views, 30 minutes from the beaches of the Conero Riviera
Elegant villa with pool and countryside views, 30 minutes from the beaches of the Conero Riviera
Villa
Filottrano, 60024, Italy
8.7k from Montecassiano center

AC, Barbecue, Free Parking, Internet, Microwave, No Smoking, Outdoor Space, Pool, TV

5 Bedrooms12 Guests
New to Booking
$614
Average price / night
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Il Casale dell'Acquabona
Il Casale dell'Acquabona
House
Montefano, Italy
5.0k from Montecassiano center

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

6 Bedrooms14 Guests
9.0

Fabulous

135 reviews

$82
Average price / night
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Holiday Residence Belohorizonte
Holiday Residence Belohorizonte
House
Via 2 Agosto 1980 10, Macerata, 62100, Italy
8.7k from Montecassiano center

AC, Breakfast Available, Business Services, Fitness Equipment, Heater, Housekeeping, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.2

Superb

21 reviews

$121
Average price / night
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Osteria dei Segreti
Osteria dei Segreti
House
Appignano, Italy
5.3k from Montecassiano center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals

38 Bedrooms25 Guests
9.0

Fabulous

124 reviews

$146
Average price / night
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Beautiful farmhouse just a few minutes from the sea.
Beautiful farmhouse just a few minutes from the sea.
House
Recanati, 62019, Italy
8.9k from Montecassiano center

AC, Barbecue, Free Parking, Internet, Microwave, Outdoor Space, Pool, TV, Washer

4 Bedrooms14 Guests
New to Booking
$598
Average price / night
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Italian Experience-Villa Luna
Italian Experience-Villa Luna
Villa
Macerata, Italy
5.3k from Montecassiano center

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

5 Bedrooms12 Guests
9.5

Superb

2 reviews

$608
Average price / night
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The Orange Apartment
The Orange Apartment
Apartment
Recanati, 62019, Italy
9.0k from Montecassiano center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$64
Average price / night
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Dimora Rosa Bianca
Dimora Rosa Bianca
House
Montecassiano, Marche, Italy
6.0k from Montecassiano center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

4 Bedrooms12 Guests
9.5

Superb

152 reviews

$109
Average price / night
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Agriturismo Poggio Ajano
Agriturismo Poggio Ajano
House
Abbazia di Santa Maria in Selva, Italy
6.1k from Montecassiano center

Cheap, Accommodations, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

10 Bedrooms26 Guests
8.5

Very Good

112 reviews

$98
Average price / night
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Agriturismo Al Crepuscolo
Agriturismo Al Crepuscolo
House
Recanati, Italy
6.3k from Montecassiano center

Cheap, Accommodations, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

8 Bedrooms9 Guests
9.2

Superb

65 reviews

$214
Average price / night
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Villa Giulia - Homelike Villas
Villa Giulia - Homelike Villas
Villa
Appignano, Italy
6.7k from Montecassiano center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$446
Average price / night
Check Availability
Lo Spettacolo
Lo Spettacolo
Apartment
Macerata, Italy
6.7k from Montecassiano center

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

2 Bedrooms3 Guests
9.5

Superb

127 reviews

$97
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 Family Vacation Rentals in Montecassiano.

Stay Near Montecassiano's Top Attractions

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Montecassiano Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 77 verified family-friendly vacation rentals in Montecassiano. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Montecassiano vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $44 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Montecassiano offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Montecassiano are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Montecassiano often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.