Family-Friendly Vacation Rentals in Castiglione dei Pepoli, Emilia-Romagna: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  Italy
  4.  Emilia-Romagna
  5.  Castiglione dei Pepoli

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37 Best Family Vacation Rentals in Castiglione dei Pepoli (Starting from $60)

La vecchia stalla
La vecchia stalla
House
Castiglione dei Pepoli, Italy
1.3k from Castiglione dei Pepoli center

Cheap, Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

6 Bedrooms19 Guests
9.4

Superb

59 reviews

$360
Average price / night
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Appartamento Simona Comfort&relax in Centro Paese
Appartamento Simona Comfort&relax in Centro Paese
Apartment
Castiglione dei Pepoli, 40035, Italy
2.3k from Castiglione dei Pepoli center

Barbecue, Crib, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$112
Average price / night
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La Casa di Mary
La Casa di Mary
Apartment
Castiglione dei Pepoli, Italy
1.8k from Castiglione dei Pepoli center

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

3 Bedrooms5 Guests
9.8

Exceptional

23 reviews

$150
Average price / night
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Apartm. old stone house 6/7 persons
Apartm. old stone house 6/7 persons
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$292
Average price / night
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Appartamento Simona
Appartamento Simona
Apartment
Castiglione dei Pepoli, Italy
2.0k from Castiglione dei Pepoli center

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

1 Bedroom4 Guests
9.6

Exceptional

62 reviews

$105
Average price / night
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Villa La Dogana. Elegant castle in Barberino, Florence
Villa La Dogana. Elegant castle in Barberino, Florence
Villa
Barberino di Mugello, 50031, Italy
9.8k from Castiglione dei Pepoli center

Arcade, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

11 Bedrooms26 Guests
10.0

Exceptional

8 reviews

$1150
Average price / night
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La Corte dei Lillà
La Corte dei Lillà
Apartment
Castiglione dei Pepoli, Italy
2.1k from Castiglione dei Pepoli center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
7.7

Good

3 reviews

$64
Average price / night
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Borgo dell'Anello
Borgo dell'Anello
House
Castiglione dei Pepoli, Italy
2.1k from Castiglione dei Pepoli center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
New to Booking
$95
Average price / night
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Agriturismo Ca' de' Magnani
Agriturismo Ca' de' Magnani
House
Castiglione dei Pepoli, Emilia-Romagna, Italy
2.1k from Castiglione dei Pepoli center

Fireplace/Heating, Oceanfront, Internet, Parking, Wellness Facilities, Security/Safety, Accessibility

6 Bedrooms15 Guests
9.1

Superb

619 reviews

$93
Average price / night
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Appartamento Poli con giardino
Appartamento Poli con giardino
Apartment
Castiglione dei Pepoli, Italy
2.5k from Castiglione dei Pepoli center

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

1 Bedroom2 Guests
9.2

Superb

28 reviews

$79
Average price / night
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Appartamento Poli
Appartamento Poli
Apartment
Castiglione dei Pepoli, Italy
2.5k from Castiglione dei Pepoli center

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

2 Bedrooms4 Guests
9.4

Superb

66 reviews

$135
Average price / night
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La rosa dei pepoli
La rosa dei pepoli
House
Castiglione dei Pepoli, Italy
2.6k from Castiglione dei Pepoli center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
8.9

Fabulous

8 reviews

$115
Average price / night
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Casa Romano
Casa Romano
Apartment
Pian del Voglio, Italy
3.4k from Castiglione dei Pepoli center

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

3 Bedrooms6 Guests
8.3

Very Good

19 reviews

$122
Average price / night
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Il Casale-toscoemiliano
Il Casale-toscoemiliano
House
Camugnano, Italy
3.5k from Castiglione dei Pepoli center

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

5 Bedrooms17 Guests
9.5

Superb

461 reviews

$92
Average price / night
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Alloggio Ursula
Alloggio Ursula
Apartment
Lagaro, Italy
4.8k from Castiglione dei Pepoli center

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

2 Bedrooms4 Guests
9.0

Fabulous

16 reviews

$90
Average price / night
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Agriturismo Bordigaie
Agriturismo Bordigaie
House
Bruscoli, Italy
5.0k from Castiglione dei Pepoli center

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

1 Bedroom2 Guests
9.6

Exceptional

14 reviews

$84
Average price / night
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Affittacamere La Casa di Alma
Affittacamere La Casa di Alma
House
Roncobillaccio, Italy
5.2k from Castiglione dei Pepoli center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
8.6

Fabulous

42 reviews

$81
Average price / night
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Lo Zodiaco
Lo Zodiaco
House
Castiglione dei Pepoli, Emilia-Romagna, Italy
5.3k from Castiglione dei Pepoli center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

6 Bedrooms14 Guests
8.9

Fabulous

142 reviews

$60
Average price / night
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Le querce
Le querce
House
Castiglione dei Pepoli, Italy
5.6k from Castiglione dei Pepoli center

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

2 Bedrooms4 Guests
9.9

Exceptional

10 reviews

$114
Average price / night
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Casa di Eli e Matte
Casa di Eli e Matte
Villa
Le Serucce, Italy
6.4k from Castiglione dei Pepoli center

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

2 Bedrooms5 Guests
9.7

Exceptional

3 reviews

$142
Average price / night
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Agriturismo Il Passeggere
Agriturismo Il Passeggere
House
Bruscoli, Italy
6.7k from Castiglione dei Pepoli center

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

7 Bedrooms15 Guests
9.0

Fabulous

301 reviews

$118
Average price / night
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B&b Casa Rioletta
B&b Casa Rioletta
House
Italy
6.9k from Castiglione dei Pepoli center

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

4 Bedrooms8 Guests
9.9

Exceptional

73 reviews

$243
Average price / night
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La casa nel cammino degli Dei
La casa nel cammino degli Dei
House
Italy
7.1k from Castiglione dei Pepoli center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$116
Average price / night
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Awesome Home In Burzanella With Kitchen
Awesome Home In Burzanella With Kitchen
House
Italy
7.2k from Castiglione dei Pepoli center

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

4 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$140
Average price / night
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Villetta con giardino
Villetta con giardino
House
Camugnano, Italy
7.3k from Castiglione dei Pepoli center

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

2 Bedrooms4 Guests
9.6

Exceptional

5 reviews

$152
Average price / night
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Alloggio i querceti
Alloggio i querceti
Apartment
Camugnano, Italy
7.4k from Castiglione dei Pepoli center

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

2 Bedrooms4 Guests
8.4

Very Good

9 reviews

$85
Average price / night
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Agriturismo Il Casone
Agriturismo Il Casone
Apartment
Castiglione dei Pepoli, Emilia-Romagna, Italy
7.4k from Castiglione dei Pepoli center

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

6 Bedrooms16 Guests
9.6

Exceptional

71 reviews

$137
Average price / night
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Other accommodation types in Castiglione dei Pepoli:

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 Castiglione dei Pepoli.

Castiglione dei Pepoli Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 37 verified family-friendly vacation rentals in Castiglione dei Pepoli. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Castiglione dei Pepoli vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $60 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Castiglione dei Pepoli 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 Castiglione dei Pepoli 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 Castiglione dei Pepoli often include amenities such as Child Friendly, Fireplace/Heating, and Internet. 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.