Trips By Owner - Vacation Rentals in Castiglion Fiorentino

La Tinaia From US $61
         

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9.3 (27 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Hotel Park From US $123
         

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8.8 (45 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Castiglion Fiorentino

Over 325+ Luxury Places to Stay in or Near Castiglion Fiorentino
Borgo San Pietro in Polvano From US $814
         

YD exclusive design villa Agati From US $724
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Borgo San Pietro in Polvano From US $705
         

Dimora di Castroncello From US $655
         

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New
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool
Stunning Home In Castiglion Fiorentino From US $628
         

Villa Dei Vigneti From US $618
         

Top-Rated Vacation Rentals with a Pool in Castiglion Fiorentino

Over 222+ Top-Rated Vacation Rentals with a Pool in or Near Castiglion Fiorentino
Agriturismo Santo Stefano From US $117
         

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10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Casa dei Girasoli From US $354
         

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10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Borgo Dolci Colline Resort Granaio From US $445
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Casupoli From US $419
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Villa Degli Olivi From US $351
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Casale Il Trecento From US $244
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa di Pino From US $172
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Agriturismo La Pievuccia From US $210
         

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9.8 (142 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Castiglion Fiorentino

Over 168+ Pet-Friendly Vacation Rentals in or Near Castiglion Fiorentino
Villa La Pinetina From US $492
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Bellavista di Mammi From US $459
         

New
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace
Cozy home in Castiglion F. AR From US $635
         

10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Villa with private pool near Castiglion Fiorentino From US $273
         

La Felcaia by Interhome From US $122
         

10.0 (17 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Villa Noceta - Villa with private pool From US $903
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Castiglion Fiorentino

Over 118+ Large Vacation Homes & Villas in or Near Castiglion Fiorentino
Villa Mezzavia From US $462
         

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9.6 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
La casa di Pino From US $236
         

8.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Castiglion Fiorentino

Over 6+ Wheelchair Accessible Vacation Homes in or Near Castiglion Fiorentino
San Michele al Borgo From US $122
         

|
9.4 (91 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Villa near Cortona From US $711
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Agriturismo S.Angelo From US $74
         

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8.9 (80 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Agriturismo Borgo Dante From US $83
         

|
8.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hotel Park From US $117
         

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8.4 (583 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Castiglion Fiorentino Vacation Rentals and Airbnb Places to Stay Under $200

Over 139+ Castiglion Fiorentino Vacation Rentals and Airbnb Places to Stay Under $200
Dimora del Passaggio From US $109
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Bed & Breakfast Viziottavo From US $107
         

10.0 (9 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Villa Sandia C: A cozy and welcoming apartment. From US $172
         

8.0 (1 Review)
House
  • Parking
  • Pool
  • Designated Smoking Area
La Felcaia by Interhome From US $131
         

10.0 (17 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Il Sorbino by Interhome From US $195
         

10.0 (12 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool

Instantly Bookable Vacation Homes in Castiglion Fiorentino

Over 146+ Instantly Bookable Vacation Homes in or Near Castiglion Fiorentino
Villa La Foce From US $427
         

Casa Legnaia, Agriturismo Borgo Santa Lucia From US $381
         

About Castiglion Fiorentino Vacation Rentals

With more than 334 Castiglion Fiorentino vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Tripsbyowner and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Castiglion Fiorentino.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Tripsbyowner Castiglion Fiorentino, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Castiglion Fiorentino. Places to stay near Castiglion Fiorentino are 1333.73 ft² on average, with prices averaging US $359 a night.

Tripsbyowner makes it easy and safe to find and compare vacation rentals in Castiglion Fiorentino with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Castiglion Fiorentino

Type Count
Vacation Homes 116
Villas 107
Holiday Apartments 75
Others 15
B&B 12
Cottages 5
Hotels 4

Use these Quick Filters to Find a Vacation Rental in Castiglion Fiorentino

Pro Tip: Tripsbyowner makes it easy to compare the best listings on Tripsbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Tripsbyowner homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Castiglion Fiorentino.

Weather in Castiglion Fiorentino

View the weather forecast for Castiglion Fiorentino before booking your Castiglion Fiorentino Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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Castiglion Fiorentino Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Castiglion Fiorentino?

There are a lot of options in Castiglion Fiorentino. If you plan on staying in the Castiglion Fiorentino area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Castiglion Fiorentino:

How many vacation rentals are available in Castiglion Fiorentino?

Currently, the total number of properties listed in 2026 is over 334 in the Castiglion Fiorentino area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Castiglion Fiorentino.