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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Castiglion Fiorentino

Refine your search

Price per night

Amenity Filter

Rating

1031 Best Vacation Rentals in Castiglion Fiorentino (Starting from $52)

I Quattro Cantoni Apartment
I Quattro Cantoni Apartment
Apartment
Castiglion Fiorentino, Italy
0.1k from Castiglion Fiorentino center

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

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$85
Average price / night
Check Availability
❤️ of Castiglion Fiorentino
❤️ of Castiglion Fiorentino
Apartment
Castiglion Fiorentino, 52043, Italy
0.1k from Castiglion Fiorentino center

Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space, Patio, Washer

1 Bedroom1 Guest
9.6

Exceptional

9 reviews

$115
Average price / night
Check Availability
Casa Traquandi
Casa Traquandi
Apartment
Castiglion Fiorentino, Italy
0.1k from Castiglion Fiorentino center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
8.7

Fabulous

15 reviews

$136
Average price / night
Check Availability
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
Apartment
Castiglion Fiorentino, 52043, Italy
0.1k from Castiglion Fiorentino center

AC, Balcony, Fireplace, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms3 Guests
9.8

Exceptional

24 reviews

$157
Average price / night
Check Availability
La Tinaia
La Tinaia
Apartment
Castiglion Fiorentino, Tuscany, Italy
0.1k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
9.3

Superb

27 reviews

$61
Average price / night
Check Availability
Holiday home Old Town Castiglione Fiorentino in picturesque alley.
Holiday home Old Town Castiglione Fiorentino in picturesque alley.
House
Castiglion Fiorentino, 52043, Italy
0.1k from Castiglion Fiorentino center

AC, Balcony, Extra Bed, Heater, Internet, Kitchen, Laundry, Outdoor Space, Toys

1 Bedroom4 Guests
8.0

Good

1 reviews

$114
Average price / night
Check Availability
La Casa del Melograno
La Casa del Melograno
House
Castiglion Fiorentino, Tuscany, Italy
0.1k from Castiglion Fiorentino center

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

2 Bedrooms5 Guests
8.7

Fabulous

3 reviews

$110
Average price / night
Check Availability
Casa Letizia
Casa Letizia
House
Castiglion Fiorentino, Italy
0.1k from Castiglion Fiorentino center

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

2 Bedrooms3 Guests
8.3

Very Good

20 reviews

$116
Average price / night
Check Availability
The window on the tower apartment new castiglion fiorentino
The window on the tower apartment new castiglion fiorentino
Apartment
Castiglion fiorentino, 52043, Italy
0.2k from Castiglion Fiorentino center

Heater, Internet, Kitchen, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$160
Average price / night
Check Availability
Casa il Cassero
Casa il Cassero
Apartment
Castiglion Fiorentino, Italy
0.2k from Castiglion Fiorentino center

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

2 Bedrooms8 Guests
8.6

Fabulous

30 reviews

$74
Average price / night
Check Availability
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
Check Availability
La finestra sulla torre
La finestra sulla torre
Apartment
Castiglion Fiorentino, Italy
0.2k from Castiglion Fiorentino center

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

1 Bedroom4 Guests
7.5

Good

4 reviews

$107
Average price / night
Check Availability
San Michele al Borgo
San Michele al Borgo
House
Via Dante Alighieri 32, Castiglion Fiorentino, 52043, Italy
0.2k from Castiglion Fiorentino center

AC, Bar, Breakfast Included, Business Services, Housekeeping, Internet, Laundry, Microwave, No Smoking

9.8

Exceptional

9 reviews

$119
Average price / night
Check Availability
Porta Fiorentina Home
Porta Fiorentina Home
Apartment
Castiglion Fiorentino, Italy
0.2k from Castiglion Fiorentino center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$232
Average price / night
Check Availability
Beautiful private villa for 8 guests with WIFI, private pool, A/C, TV, patio and pets allowed
Beautiful private villa for 8 guests with WIFI, private pool, A/C, TV, patio and pets allowed
House
Castiglion Fiorentino, 52043, Italy
0.3k from Castiglion Fiorentino center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Outdoor Space, Patio

3 Bedrooms8 Guests
New to Booking
$341
Average price / night
Check Availability
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
Check Availability
Stunning 2-bedroom apartment with AC in Castiglion Fiorentino
Stunning 2-bedroom apartment with AC in Castiglion Fiorentino
Apartment
Castiglion Fiorentino, 52043, Italy
0.3k from Castiglion Fiorentino center

AC, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

2 Bedrooms5 Guests
New to Booking
$104
Average price / night
Check Availability
Suite La Gioconda
Suite La Gioconda
House
Castiglion Fiorentino, Italy
0.2k from Castiglion Fiorentino center

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

2 Bedrooms5 Guests
8.9

Fabulous

103 reviews

$52
Average price / night
Check Availability
Slope 15, small apartment in Castiglion Fiorentino
Slope 15, small apartment in Castiglion Fiorentino
Apartment
Castiglion Fiorentino, 52043, Italy
0.4k from Castiglion Fiorentino center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$143
Average price / night
Check Availability
Suite Romantica con Giardino in Dimora Storica - Camera e Appartamento - B&B Palazzo Robicci
Suite Romantica con Giardino in Dimora Storica - Camera e Appartamento - B&B Palazzo Robicci
House
Castiglion Fiorentino, Tuscany, Italy
0.2k from Castiglion Fiorentino center

Security/Safety, Sports/Activities, Guest Services, Smoking, View, Laundry, Restaurant

1 Bedroom2 Guests
9.1

Superb

44 reviews

$118
Average price / night
Check Availability
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
Check Availability
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
Check Availability
Brand new apartment nestled in a park with swimming pool, 2 steps from the city center
Brand new apartment nestled in a park with swimming pool, 2 steps from the city center
Apartment
Castiglion Fiorentino, 52043, Italy
0.7k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
8.0

Good

2 reviews

$165
Average price / night
Check Availability
Happy Nest Tuscany Between Florence and Rome
Happy Nest Tuscany Between Florence and Rome
House
Castiglion Fiorentino, 52043, Italy
0.9k from Castiglion Fiorentino center

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

2 Bedrooms4 Guests
New to Booking
$118
Average price / night
Check Availability
Nice apartment for 4 people with WIFI, pool, TV and pets allowed, close to Cortona
Nice apartment for 4 people with WIFI, pool, TV and pets allowed, close to Cortona
Apartment
Castiglion Fiorentino, 52043, Italy
0.9k from Castiglion Fiorentino center

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

1 Bedroom4 Guests
8.0

Good

2 reviews

$127
Average price / night
Check Availability
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
Check Availability
Apartment surrounded by a beautiful park with swimming pool located in the city center
Apartment surrounded by a beautiful park with swimming pool located in the city center
Apartment
Castiglion Fiorentino, 52043, Italy
0.9k from Castiglion Fiorentino center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$183
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 Castiglion Fiorentino.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Castiglion Fiorentino's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Castiglion Fiorentino Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1031 verified vacation rentals in Castiglion Fiorentino. 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 Castiglion Fiorentino vary depending on the season, property size, and location. Rates typically start from around $52 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 Castiglion Fiorentino 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 Castiglion Fiorentino welcome pets. Currently, 59 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 Castiglion Fiorentino often include amenities such as Fireplace/Heating, Laundry, and Internet. 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.