A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Castiglion Fiorentino villas

A two-story building with balconies, outdoor seating, and potted plants.

1. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$130
includes taxes & fees
4 Nov - 5 Nov
Artisti del Cavallo Tourism
A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

2. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AU$9,970
includes taxes & fees
1 Nov - 2 Nov
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A two-story building with a balcony, outdoor seating area, and string lights.

3. VILLA IL MATTO with a saltwater pool, spa, and sauna

VILLA IL MATTO with a saltwater pool, spa, and sauna
Toscana
The price is AU$872
includes taxes & fees
29 Nov - 30 Nov
VILLA IL MATTO with a saltwater pool, spa, and sauna
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$254
includes taxes & fees
31 Oct - 1 Nov
Il Poggio dell'Eremita
A stone wall, a round table with chairs, a bowl of fruit, and a glass of juice.

5. Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Cortona
The price is AU$2,901
includes taxes & fees
31 Oct - 1 Nov
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

6. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is AU$3,237
includes taxes & fees
2 Nov - 3 Nov
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

7. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is AU$375
includes taxes & fees
3 Nov - 4 Nov
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A terrace with a table and chairs, a view of the sunset, and a stone building.

8. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (11 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is AU$313
includes taxes & fees
3 Nov - 4 Nov
Villa Graziella, Romantic Perugia
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

9. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AU$454
includes taxes & fees
27 Nov - 28 Nov
Villa Falco-Cignella Resort Apartments in Tuscany
A stone building with a staircase leading to a porch, a small adjacent structure, and a row of green folding chairs in front.

10. Villa Santarsa, sleeps 31, stunning views and a private pool, no neighbors

Villa Santarsa, sleeps 31, stunning views and a private pool, no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
The price is AU$2,206
includes taxes & fees
2 Nov - 3 Nov
Villa Santarsa, sleeps 31, stunning views and a private pool, no neighbors
A patio with a table and chairs, a large umbrella, and a vase of flowers.

11. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AU$458
includes taxes & fees
3 Nov - 4 Nov
Villa Cielo- Cignella Resort Tuscany Accommodation
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

12. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is AU$1,330
includes taxes & fees
31 Oct - 1 Nov
Red Heart - Relax with Your Loved Ones in Tuscany
A pool with a stone border, surrounded by a well-manicured lawn and trees.

13. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$986
includes taxes & fees
8 Nov - 9 Nov
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
A stone building with a tiled roof, a small porch, and a pathway leading to it.

14. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AU$2,833
includes taxes & fees
31 Oct - 1 Nov
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A building with arched windows and a hammock in the garden.

15. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AU$760
includes taxes & fees
8 Nov - 9 Nov
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, green shutters, and a tiled roof.

16. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is AU$894
includes taxes & fees
1 Nov - 2 Nov
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A rustic stone building with a balcony, surrounded by lush greenery and flowering plants.

17. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AU$1,442
includes taxes & fees
1 Nov - 2 Nov
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
A house with a patio, outdoor seating, and a view of the landscape.

18. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$866
includes taxes & fees
31 Oct - 1 Nov
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglion Fiorentino Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"One of the cleanest hotels I’ve ever seen. Very old but beautifully maintained. The bed was a little too hard. It was a lovely property and good value."
Rebecca 1-night trip
Posted 16 hours ago
Hotel Corsignano

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Number of reviews
106
Accommodation
1411 Villas
Lowest Price
AU$130
Highest Price
AU$9,970