Vacation Rentals in Pitigliano, Tuscany: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Pitigliano

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331 Best Vacation Rentals in Pitigliano (Starting from $49)

Agriturismo Eco-Bio Villa Vacasio
Agriturismo Eco-Bio Villa Vacasio
House
Pitigliano, Italy
0.6k from Pitigliano center

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

6 Bedrooms8 Guests
9.5

Superb

354 reviews

$151
Average price / night
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Stunning private villa for 5 guests with WIFI, A/C, TV and patio
Stunning private villa for 5 guests with WIFI, A/C, TV and patio
House
Pitigliano, 58017, Italy
0.8k from Pitigliano center

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

3 Bedrooms5 Guests
New to Booking
$159
Average price / night
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Holiday Home Podere Cavaceppi by Interhome
Holiday Home Podere Cavaceppi by Interhome
House
Italy
1.1k from Pitigliano center

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

3 Bedrooms5 Guests
9.5

Superb

2 reviews

$183
Average price / night
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Podere Cavaceppi by Interhome
Podere Cavaceppi by Interhome
House
Pitigliano, 58017, Italy
1.1k from Pitigliano center

AC, Balcony, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$137
Average price / night
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Country House Maremma Nel Tufo
Country House Maremma Nel Tufo
House
Pitigliano, Italy
1.1k from Pitigliano center

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

15 Bedrooms26 Guests
9.4

Superb

380 reviews

$122
Average price / night
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CASA MARTA
CASA MARTA
House
Pitigliano, 58017, Italy
2.1k from Pitigliano center

AC, Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$126
Average price / night
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Agrifa'
Agrifa'
House
Pitigliano, Italy
1.5k from Pitigliano center

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

5 Bedrooms20 Guests
8.7

Fabulous

132 reviews

$109
Average price / night
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CASA RINA: Detached house with 400 M2 private fenced garden, swimming pool.
CASA RINA: Detached house with 400 M2 private fenced garden, swimming pool.
House
Pitigliano, 58017, Italy
2.1k from Pitigliano center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$112
Average price / night
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La Dolce Vita Pitigliano
La Dolce Vita Pitigliano
Apartment
Italy
2.2k from Pitigliano center

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

1 Bedroom2 Guests
8.4

Very Good

16 reviews

$81
Average price / night
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Pitigliano Historic Center
Pitigliano Historic Center
Apartment
Pitigliano, 58017, Italy
2.3k from Pitigliano center

Heater, Internet, Kitchen, Living Area, No Smoking, TV

1 Bedroom4 Guests
New to Booking
$112
Average price / night
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Alla Riscossa
Alla Riscossa
House
Pitigliano, Italy
2.2k from Pitigliano center

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

2 Bedrooms2 Guests
9.2

Superb

11 reviews

$128
Average price / night
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Il Nido sulla Terrazza - Pitigliano
Il Nido sulla Terrazza - Pitigliano
Apartment
Pitigliano, 58017, Italy
2.3k from Pitigliano center

Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$127
Average price / night
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IL NIDO di PITIGLIANO
IL NIDO di PITIGLIANO
Apartment
Pitigliano, Italy
2.2k from Pitigliano center

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

1 Bedroom2 Guests
7.2

Good

13 reviews

$78
Average price / night
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Casa Marghera House Winery Bikes
Casa Marghera House Winery Bikes
House
Pitigliano, 58017, Italy
2.3k from Pitigliano center

Barbecue, Breakfast Available, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$143
Average price / night
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Da Titta
Da Titta
House
Pitigliano, Tuscany, Italy
2.2k from Pitigliano center

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

1 Bedroom2 Guests
9.5

Superb

141 reviews

$97
Average price / night
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2 Bedroom Apartment in Pitigliano
2 Bedroom Apartment in Pitigliano
Apartment
Pitigliano, 58017, Italy
2.3k from Pitigliano center

AC, Breakfast Included, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$198
Average price / night
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La Loggia del Capitano - Rione Capisotto
La Loggia del Capitano - Rione Capisotto
Apartment
Pitigliano, Tuscany, Italy
2.2k from Pitigliano center

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

1 Bedroom2 Guests
8.5

Very Good

63 reviews

$76
Average price / night
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La Bartolomea Home&Suite
La Bartolomea Home&Suite
House
Via Generale Orsini 25B, Pitigliano, 58017, Italy
2.3k from Pitigliano center

AC, Heater, Internet, No Smoking, Soundproof Room, TV

9.4

Superb

14 reviews

$132
Average price / night
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Le Casette nel Borgo
Le Casette nel Borgo
House
Pitigliano, Tuscany, Italy
2.2k from Pitigliano center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
9.5

Superb

105 reviews

$142
Average price / night
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The Volunteers' House
The Volunteers' House
Apartment
Pitigliano, 58017, Italy
2.4k from Pitigliano center

AC, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom3 Guests
New to Booking
$83
Average price / night
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Casa vicolo dell’assedio
Casa vicolo dell’assedio
House
Pitigliano, Italy
2.2k from Pitigliano center

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

2 Bedrooms4 Guests
9.0

Fabulous

23 reviews

$105
Average price / night
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La Casa degli Archi
La Casa degli Archi
House
Vicolo Antico Pretorio, Pitigliano, 58017, Italy
2.4k from Pitigliano center

Balcony, Heater, Housekeeping, Internet, Living Area, No Smoking

8.8

Fabulous

36 reviews

$143
Average price / night
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Dolce Vita Assedio
Dolce Vita Assedio
House
Pitigliano, Italy
2.2k from Pitigliano center

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

1 Bedroom4 Guests
8.3

Very Good

51 reviews

$79
Average price / night
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Wonderful Spacious Apartment(110sqm), Historical Center, Very Bright, Panorama
Wonderful Spacious Apartment(110sqm), Historical Center, Very Bright, Panorama
Apartment
Pitigliano, 58017, Italy
2.4k from Pitigliano center

Balcony, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV, Washer

2 Bedrooms3 Guests
10.0

Exceptional

31 reviews

$66
Average price / night
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The alley - Vintage home
The alley - Vintage home
Apartment
Pitigliano, 58017, Italy
2.4k from Pitigliano center

AC, Crib, Extra Bed, Fireplace, Heater, Internet, Kitchen, Living Area, No Smoking

2 Bedrooms6 Guests
8.0

Good

1 reviews

$151
Average price / night
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Dimora Montebello vintage house in the center of Pitigliano
Dimora Montebello vintage house in the center of Pitigliano
House
Pitigliano, 58017, Italy
2.4k from Pitigliano center

Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Tennis Court

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$149
Average price / night
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Studio Tufoletto - Pitigliano
Studio Tufoletto - Pitigliano
Apartment
Pitigliano, 58017, Italy
2.4k from Pitigliano center

Fireplace, Kitchen, No Smoking

1 Bedroom2 Guests
New to Booking
$49
Average price / night
Check Availability

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 Pitigliano.

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Frequently Asked Questions

You can explore 331 verified vacation rentals in Pitigliano. 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 Pitigliano vary depending on the season, property size, and location. Rates typically start from around $49 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 Pitigliano 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 Pitigliano welcome pets. Currently, 45 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 Pitigliano often include amenities such as Fireplace/Heating, Wellness Facilities, and Guest Services. 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.