Family-Friendly Vacation Rentals in Calimera, Puglia: Compare 10+ Sites & Save

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288 Best Family Vacation Rentals in Calimera (Starting from $25)

Tenuta Masseria del Gallo
Tenuta Masseria del Gallo
House
Calimera, Puglia, Italy
0.6k from Calimera center

Guest Services, Child Friendly, Air Conditioner, Oceanfront, Transportation/Shuttle, Ocean View, Internet

14 Bedrooms18 Guests
8.7

Fabulous

182 reviews

$72
Average price / night
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In the Heart of Salento: Typical Dwelling
In the Heart of Salento: Typical Dwelling
House
Calimera, 73021, Italy
1.6k from Calimera center

AC, Balcony, Fireplace, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom3 Guests
New to Booking
$161
Average price / night
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LA CASETTA 3.0
LA CASETTA 3.0
House
Calimera, Italy
0.9k from Calimera center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
9.7

Exceptional

15 reviews

$133
Average price / night
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La Dimora dei Gelsi
La Dimora dei Gelsi
Villa
Castrì di Lecce, 73100, Italy
2.6k from Calimera center

AC, Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Housekeeping, Internet

4 Bedrooms7 Guests
9.6

Exceptional

10 reviews

$276
Average price / night
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Corte delle rondini
Corte delle rondini
House
Calimera, Italy
0.9k from Calimera center

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

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$73
Average price / night
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In Grecìa Salentina, at 15 minutes from Lecce and the Adriatic coast, a \"courtyard house\" seventeenth century with large garden
In Grecìa Salentina, at 15 minutes from Lecce and the Adriatic coast, a \"courtyard house\" seventeenth century with large garden
House
Martignano, 73020, Italy
3.1k from Calimera center

Barbecue, Fireplace, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms5 Guests
9.8

Exceptional

69 reviews

$79
Average price / night
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La Casetta
La Casetta
House
Calimera, Italy
0.9k from Calimera center

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

1 Bedroom4 Guests
9.2

Superb

23 reviews

$47
Average price / night
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Relais Tenuta Campì
Relais Tenuta Campì
House
Strada Prov.le Martano Borgagne km0,500, Martano, 73025, Italy
4.0k from Calimera center

AC, Barbecue, Crib, Extra Bed, Free Parking, Housekeeping, Internet, Outdoor Space, Patio

9.6

Exceptional

12 reviews

$85
Average price / night
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La Casetta 2.0
La Casetta 2.0
House
Calimera, Italy
0.9k from Calimera center

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

2 Bedrooms6 Guests
9.3

Superb

35 reviews

$73
Average price / night
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House / Villa - Martano - Luxury Apartment
House / Villa - Martano - Luxury Apartment
Villa
Martano, italia, Italy
4.0k from Calimera center

AC, Arcade, Balcony, Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms10 Guests
9.8

Exceptional

69 reviews

$156
Average price / night
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BRAYHOUSE
BRAYHOUSE
Apartment
Calimera, Puglia, Italy
1.0k from Calimera center

Balcony/Terrace, Parking, Breakfast, Air Conditioner, Laundry, Child Friendly

1 Bedroom2 Guests
8.6

Fabulous

10 reviews

$25
Average price / night
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Masseria Stali, The Originals Relais
Masseria Stali, The Originals Relais
House
Via Cisterna Vecchia, Caprarica di Lecce, 73010, Italy
4.3k from Calimera center

AC, Bar, Breakfast Available, Business Services, Extra Bed, Free Parking, Heater, Hot Tub, Housekeeping

9.6

Exceptional

104 reviews

$79
Average price / night
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casaffianco
casaffianco
Apartment
Calimera, Italy
1.0k from Calimera center

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

1 Bedroom5 Guests
9.0

Fabulous

30 reviews

$50
Average price / night
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Tenuta Masseria & Spa Chicco Rizzo
Tenuta Masseria & Spa Chicco Rizzo
House
Contrada Chicco Rizzo, Sternatia, 73010, Italy
4.3k from Calimera center

AC, Bar, Breakfast Included, Business Services, Free Parking, Housekeeping, Internet, Kids Pool, Laundry

10.0

Exceptional

20 reviews

$166
Average price / night
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Apulia Honor Palace
Apulia Honor Palace
Villa
Calimera, Italy
1.1k from Calimera center

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

4 Bedrooms10 Guests
New to Booking
$345
Average price / night
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Apartment 'Dimora Elia' with Private Terrace, Wi-Fi and Air Conditioning
Apartment 'Dimora Elia' with Private Terrace, Wi-Fi and Air Conditioning
Apartment
Melendugno, 73026, Italy
4.5k from Calimera center

AC, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
10.0

Exceptional

5 reviews

$220
Average price / night
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A casa di Mary
A casa di Mary
Apartment
Calimera, Italy
1.1k from Calimera center

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

2 Bedrooms6 Guests
9.6

Exceptional

15 reviews

$75
Average price / night
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Via De Pace Flat, 18
Via De Pace Flat, 18
Apartment
Puglia, 73029, Italy
4.6k from Calimera center

AC, Balcony, Elevator, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom3 Guests
New to Booking
$128
Average price / night
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Palazzo Sabella Tommasi
Palazzo Sabella Tommasi
House
Calimera, Puglia, Italy
1.2k from Calimera center

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

10 Bedrooms24 Guests
9.2

Superb

30 reviews

$38
Average price / night
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Apartment 'La Dimora Di Marco - Sole E Luna' with Shared Terrace, Wi-Fi and Air Conditioning
Apartment 'La Dimora Di Marco - Sole E Luna' with Shared Terrace, Wi-Fi and Air Conditioning
Apartment
Melendugno, 73026, Italy
4.9k from Calimera center

AC, Barbecue, Breakfast Available, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$125
Average price / night
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Calimera Aparthotel - Be Smart
Calimera Aparthotel - Be Smart
Apartment
Calimera, Puglia, Italy
1.2k from Calimera center

Air Conditioner, Parking, Balcony/Terrace, Wheelchair Accessible, Breakfast, Internet, Child Friendly

5 Bedrooms15 Guests
8.5

Very Good

4 reviews

$42
Average price / night
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Al Vecchio Cinema Historic Home with Garden and Pool near Otranto and Torre dell'Orso
Al Vecchio Cinema Historic Home with Garden and Pool near Otranto and Torre dell'Orso
House
Martano, 73025, Italy
5.0k from Calimera center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

1 Bedroom4 Guests
New to Booking
$365
Average price / night
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La Tavernetta di Elisa
La Tavernetta di Elisa
Apartment
Calimera, Italy
1.2k from Calimera center

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

1 Bedroom3 Guests
9.6

Exceptional

31 reviews

$107
Average price / night
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Villa 'Antica Masseria Torre Della Luna' with Private Pool, Wi-Fi and Air Conditioning
Villa 'Antica Masseria Torre Della Luna' with Private Pool, Wi-Fi and Air Conditioning
Villa
Martano, 73025, Italy
5.3k from Calimera center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

6 Bedrooms21 Guests
New to Booking
$1225
Average price / night
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Al Vecchio Cinema new home near Otranto and Torre dell'Orso
Al Vecchio Cinema new home near Otranto and Torre dell'Orso
House
Martano, 73025, Italy
5.4k from Calimera center

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

1 Bedroom4 Guests
New to Booking
$232
Average price / night
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Don Agostino Relais Masseria
Don Agostino Relais Masseria
House
Prol. via Don Mauro Cassoni, Martano, 73025, Italy
5.5k from Calimera center

AC, Business Services, Crib, Extra Bed, Free Parking, Hot Tub, Housekeeping, Internet, Laundry

10.0

Exceptional

6 reviews

$117
Average price / night
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Masseria Palmeto - Four Bedroom Villa, Sleeps 8
Masseria Palmeto - Four Bedroom Villa, Sleeps 8
Villa
Martano, 73025, Italy
6.0k from Calimera center

AC, Arcade, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
New to Booking
$1321
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 Calimera.

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Calimera Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 288 verified family-friendly vacation rentals in Calimera. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Calimera vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $25 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Calimera 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 Calimera 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 Calimera often include amenities such as Child Friendly, Balcony/Terrace, and Fireplace/Heating. 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.