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

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  3.  Italy
  4.  Tuscany
  5.  Castelfiorentino

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851 Best Vacation Rentals in Castelfiorentino (Starting from $58)

La coccinella
La coccinella
Apartment
Castelfiorentino, Italy
0.6k from Castelfiorentino center

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

2 Bedrooms5 Guests
7.9

Good

55 reviews

$81
Average price / night
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Lovely home in Castelfiorentino -FI-
Lovely home in Castelfiorentino -FI-
House
Castelfiorentino -FI-, 50051, Italy
1.2k from Castelfiorentino center

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

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$116
Average price / night
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Le Case Di Camin Bianco
Le Case Di Camin Bianco
House
Castelfiorentino, Tuscany, Italy
0.9k from Castelfiorentino center

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

5 Bedrooms11 Guests
9.7

Exceptional

73 reviews

$127
Average price / night
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Aurelia by Interhome
Aurelia by Interhome
House
Castelfiorentino, 50051, Italy
1.2k from Castelfiorentino center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$643
Average price / night
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Tassinaia by Interhome
Tassinaia by Interhome
House
Castelfiorentino, 50051, Italy
1.2k from Castelfiorentino center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Pool

4 Bedrooms10 Guests
9.8

Exceptional

15 reviews

$643
Average price / night
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Holiday Home Tassinaia by Interhome
Holiday Home Tassinaia by Interhome
House
Castelfiorentino, Italy
1.2k from Castelfiorentino center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$189
Average price / night
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Apartment \"My Tuscan Suite\" in the heart of Tuscany | free WiFi, parking
Apartment \"My Tuscan Suite\" in the heart of Tuscany | free WiFi, parking
Apartment
CASTELFIORENTINO, 50051, Italy
1.3k from Castelfiorentino center

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

1 Bedroom2 Guests
New to Booking
$82
Average price / night
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Attico Castelfiorentino
Attico Castelfiorentino
Apartment
Castelfiorentino, Tuscany, Italy
1.3k from Castelfiorentino center

Parking, Balcony/Terrace

1 Bedroom7 Guests
New to Booking
$417
Average price / night
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Spacious Apartment in the Heart of Tuscany
Spacious Apartment in the Heart of Tuscany
Apartment
Castelfiorentino, 50051, Italy
2.0k from Castelfiorentino center

AC, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms5 Guests
New to Booking
$136
Average price / night
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Monolocale in Toscana
Monolocale in Toscana
Apartment
Castelnuovo D'elsa, Italy
1.6k from Castelfiorentino center

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

1 Bedroom3 Guests
9.8

Exceptional

4 reviews

$91
Average price / night
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Villa Toscana with private pool, wi-fi, 4 rooms and Parking - 4 bedrooms
Villa Toscana with private pool, wi-fi, 4 rooms and Parking - 4 bedrooms
Villa
Cambiano, 50051, Italy
2.0k from Castelfiorentino center

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

4 Bedrooms8 Guests
New to Booking
$345
Average price / night
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Andrea
Andrea
Apartment
Castelfiorentino, Tuscany, Italy
1.7k from Castelfiorentino center

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

2 Bedrooms4 Guests
8.2

Very Good

24 reviews

$120
Average price / night
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Wonderful private villa for 6 guests with private pool, WIFI, terrace and panoramic view
Wonderful private villa for 6 guests with private pool, WIFI, terrace and panoramic view
House
Castelfiorentino, 50051, Italy
2.3k from Castelfiorentino center

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

3 Bedrooms6 Guests
New to Booking
$184
Average price / night
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Heart of Tuscany - Spacious Apartment
Heart of Tuscany - Spacious Apartment
Apartment
Castelfiorentino, Italy
1.8k from Castelfiorentino center

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

2 Bedrooms5 Guests
9.6

Exceptional

7 reviews

$132
Average price / night
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Italian Experience- Podere Vallino
Italian Experience- Podere Vallino
House
Castelfiorentino, 50051, Italy
2.5k from Castelfiorentino center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$211
Average price / night
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Casa Olivia
Casa Olivia
Apartment
Castelfiorentino, Italy
1.8k from Castelfiorentino center

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

1 Bedroom3 Guests
9.0

Fabulous

11 reviews

$68
Average price / night
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Stunning private villa for 6 guests with WIFI, private pool, TV and panoramic view
Stunning private villa for 6 guests with WIFI, private pool, TV and panoramic view
House
Castelfiorentino, 50051, Italy
2.6k from Castelfiorentino center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$262
Average price / night
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APPARTAMENTS SAN FRANCESCO
APPARTAMENTS SAN FRANCESCO
Apartment
Castelfiorentino, Italy
1.9k from Castelfiorentino center

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

3 Bedrooms7 Guests
9.0

Fabulous

115 reviews

$58
Average price / night
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Stunning private villa for 6 guests with pool, WIFI, A/C, TV and terrace
Stunning private villa for 6 guests with pool, WIFI, A/C, TV and terrace
House
Castelfiorentino, 50051, Italy
2.6k from Castelfiorentino center

AC, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$177
Average price / night
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Agriturismo Le Docce
Agriturismo Le Docce
House
Castelfiorentino, Tuscany, Italy
2.0k from Castelfiorentino center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms10 Guests
7.9

Good

36 reviews

$84
Average price / night
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Podere Vallino in Castelnuovo D'elsa
Podere Vallino in Castelnuovo D'elsa
Apartment
Castelnuovo D'elsa, 50051, Italy
2.8k from Castelfiorentino center

Fireplace, Free Parking, Heater, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

2 Bedrooms6 Guests
New to Booking
$250
Average price / night
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Sunset Hill - Tuscany - Villa & private Pool
Sunset Hill - Tuscany - Villa & private Pool
House
Castelfiorentino, Italy
2.0k from Castelfiorentino center

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

4 Bedrooms8 Guests
9.7

Exceptional

28 reviews

$194
Average price / night
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Beautiful private villa for 6 people with WIFI, pool, TV, terrace and panoramic view
Beautiful private villa for 6 people with WIFI, pool, TV, terrace and panoramic view
Villa
Castelfiorentino, 50051, Italy
2.9k from Castelfiorentino center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$205
Average price / night
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L' Ulivo by Interhome
L' Ulivo by Interhome
House
Castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

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

2 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$153
Average price / night
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La Vecchia Pieve by Interhome
La Vecchia Pieve by Interhome
House
Castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$177
Average price / night
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Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
House
Castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

71 reviews

$190
Average price / night
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Casa Farsetti - Exclusive villa with private pool between Siena and Florence
Casa Farsetti - Exclusive villa with private pool between Siena and Florence
Villa
castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
9.2

Superb

22 reviews

$385
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 Vacation Rentals in Castelfiorentino.

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Frequently Asked Questions

You can explore 851 verified vacation rentals in Castelfiorentino. 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 Castelfiorentino vary depending on the season, property size, and location. Rates typically start from around $58 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 Castelfiorentino 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 Castelfiorentino welcome pets. Currently, 55 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 Castelfiorentino often include amenities such as Internet, 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.