Villa Rentals in Castiglion Fiorentino, Tuscany: Compare 10+ Sites & Save

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  5.  Castiglion Fiorentino

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340 Best Villa Rentals in Castiglion Fiorentino (Starting from $93)

Camera e Appartamento Toscana - B&B Palazzo Robicci
Camera e Appartamento Toscana - B&B Palazzo Robicci
Villa
Castiglion Fiorentino, Italy
0.2k from Castiglion Fiorentino center

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

1 Bedroom2 Guests
8.6

Fabulous

8 reviews

$93
Average price / night
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Beautiful private villa for 6 people with WIFI, private pool, A/C, TV and terrace, close to Cort...
Beautiful private villa for 6 people with WIFI, private pool, A/C, TV and terrace, close to Cort...
Villa
Castiglion Fiorentino, 52043, Italy
0.2k from Castiglion Fiorentino center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$282
Average price / night
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Villa Cappuccini
Villa Cappuccini
Villa
Castiglion Fiorentino, Italy
0.9k from Castiglion Fiorentino center

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

6 Bedrooms14 Guests
New to Booking
$295
Average price / night
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Recently restored stone villa with private pool, ideal for couples of friends or families wishing to
Recently restored stone villa with private pool, ideal for couples of friends or families wishing to
Villa
Castiglion Fiorentino, 52043, Italy
0.6k from Castiglion Fiorentino center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Outdoor Space, Pool

3 Bedrooms6 Guests
New to Booking
$223
Average price / night
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Villa Degli Olivi
Villa Degli Olivi
Villa
Castiglion Fiorentino, Italy
1.2k from Castiglion Fiorentino center

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

7 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$351
Average price / night
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Villa Lucia - Tuscan villa with private pool
Villa Lucia - Tuscan villa with private pool
Villa
Castiglion Fiorentino, 52043, Italy
0.7k from Castiglion Fiorentino center

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

6 Bedrooms14 Guests
New to Booking
$665
Average price / night
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YD exclusive design villa Agati
YD exclusive design villa Agati
Villa
Castiglion Fiorentino, Italy
1.2k from Castiglion Fiorentino center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$919
Average price / night
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Luxury villa with private pool and large garden on the outskirts of Castiglion Fiorentino, reachable
Luxury villa with private pool and large garden on the outskirts of Castiglion Fiorentino, reachable
Villa
Castiglion Fiorentino, 52043, Italy
0.9k from Castiglion Fiorentino center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Laundry, Microwave, Outdoor Space

6 Bedrooms14 Guests
New to Booking
$524
Average price / night
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Panoramic View Village of Villa Luigina Cortona
Panoramic View Village of Villa Luigina Cortona
Villa
Castiglion Fiorentino, Tuscany, Italy
1.4k from Castiglion Fiorentino center

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

3 Bedrooms9 Guests
8.2

Very Good

7 reviews

$176
Average price / night
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Villa Del Portico. AC, Private pool. Pets allowed
Villa Del Portico. AC, Private pool. Pets allowed
Villa
Castiglion Fiorentino, 52043, Italy
0.9k from Castiglion Fiorentino center

AC, Balcony, Fireplace, Free Parking, Internet, Kitchen, Microwave, Outdoor Space, Pool

6 Bedrooms14 Guests
New to Booking
$536
Average price / night
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BellaVista di Mammi
BellaVista di Mammi
Villa
Castiglion Fiorentino, Italy
1.4k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
9.3

Superb

4 reviews

$364
Average price / night
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Beautiful private villa with private pool, A/C, WIFI, TV, terrace and pets allowed, close to Are...
Beautiful private villa with private pool, A/C, WIFI, TV, terrace and pets allowed, close to Are...
Villa
Castiglion Fiorentino, 52043, Italy
1.0k from Castiglion Fiorentino center

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

7 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$863
Average price / night
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Collina dei Fiori
Collina dei Fiori
Villa
Castiglion Fiorentino, Italy
1.7k from Castiglion Fiorentino center

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

4 Bedrooms9 Guests
New to Booking
$171
Average price / night
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Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
Villa
Castiglion Fiorentino, 52043, Italy
1.1k from Castiglion Fiorentino center

Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Laundry, Microwave, Outdoor Space, Pool

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$290
Average price / night
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Agriturismo Borgo Santa Lucia, Entire property
Agriturismo Borgo Santa Lucia, Entire property
Villa
Pergognano, Italy
1.8k from Castiglion Fiorentino center

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

6 Bedrooms15 Guests
New to Booking
$109
Average price / night
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Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of
Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of
Villa
Castiglion Fiorentino, 52043, Italy
1.2k from Castiglion Fiorentino center

AC, Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Outdoor Space

7 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$680
Average price / night
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Villa in Mammi with Pool near Florence
Villa in Mammi with Pool near Florence
Villa
Castiglion Fiorentino, Italy
1.8k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
New to Booking
$421
Average price / night
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Private infinity pool providing outstanding views, 2BR with en suite bathrooms
Private infinity pool providing outstanding views, 2BR with en suite bathrooms
Villa
Castiglion Fiorentino, 52043, Italy
1.3k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$358
Average price / night
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Villa Senaia
Villa Senaia
Villa
Castiglion Fiorentino, Italy
1.9k from Castiglion Fiorentino center

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

4 Bedrooms8 Guests
New to Booking
$268
Average price / night
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Splendid Villa with bg pool and tennis court
Splendid Villa with bg pool and tennis court
Villa
Castiglion Fiorentino, 52043, Italy
1.3k from Castiglion Fiorentino center

AC, Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Patio

7 Bedrooms14 Guests
New to Booking
$815
Average price / night
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Villa Il Sogno Di Pietro by Interhome
Villa Il Sogno Di Pietro by Interhome
Villa
Fondaccio, Italy
2.3k from Castiglion Fiorentino center

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

7 Bedrooms11 Guests
New to Booking
$515
Average price / night
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Villa la Ghiandaia Comfortable holiday residence
Villa la Ghiandaia Comfortable holiday residence
Villa
Santa Lucia, 52043, Italy
1.6k from Castiglion Fiorentino center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$1855
Average price / night
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CASA ANGELA
CASA ANGELA
Villa
Castiglion Fiorentino, Italy
2.5k from Castiglion Fiorentino center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$283
Average price / night
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Villa Castiglioni Comfortable holiday residence
Villa Castiglioni Comfortable holiday residence
Villa
Castiglion Fiorentino, 52043, Italy
1.6k from Castiglion Fiorentino center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$960
Average price / night
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Villa in Tuscany with Pool and Valley Views
Villa in Tuscany with Pool and Valley Views
Villa
Castiglion Fiorentino, Italy
2.6k from Castiglion Fiorentino center

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

4 Bedrooms8 Guests
New to Booking
$300
Average price / night
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Villa with private pool and tennis court, with the right mix of modern comfort, style and tradition.
Villa with private pool and tennis court, with the right mix of modern comfort, style and tradition.
Villa
Castiglion Fiorentino, 52043, Italy
1.6k from Castiglion Fiorentino center

AC, Balcony, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Outdoor Space

4 Bedrooms8 Guests
New to Booking
$545
Average price / night
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Casa White - Holiday Home with private pool and big garden near Castiglion Fiorentino, in Tuscany
Casa White - Holiday Home with private pool and big garden near Castiglion Fiorentino, in Tuscany
Villa
Castiglion Fiorentino, 52043, Italy
1.6k from Castiglion Fiorentino center

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

5 Bedrooms12 Guests
10.0

Exceptional

9 reviews

$544
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 Villa Rentals in Castiglion Fiorentino.

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Frequently Asked Questions

You can currently explore 340 verified villa rentals in Castiglion Fiorentino. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Castiglion Fiorentino vary depending on the season, location, and amenities. Rates typically start from around $93 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Castiglion Fiorentino are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Castiglion Fiorentino.

Yes, Castiglion Fiorentino offers a wide range of villas ideal for group stays. Many properties include 7 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Castiglion Fiorentino villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Castiglion Fiorentino often include highly sought-after amenities such as Pool, Fireplace/Heating, and Balcony/Terrace. These features enhance comfort and convenience, making them especially popular among travelers visiting Castiglion Fiorentino.

To discover top-rated villas in Castiglion Fiorentino, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.