Vacation rentals in Castiglion Fiorentino

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Top-rated vacation rentals in Castiglion Fiorentino

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Guest favourite

Farm stay in Ruscello

4.99 out of 5 average rating, 324 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

Nov. 19 – 26

$203 CAD per night

Guest favourite

Home in Castiglion Fiorentino

4.97 out of 5 average rating, 58 reviews

The little turret

The proposed farmhouse is a typical terrace made of characteristic Tuscan stone, ideal for those who want to spend relaxing holidays immersed in the green of the Castilian hills surrounding the small Chio valley. The accommodation, with turret, is arranged on three levels: the portion of the building that can be used is located on the first floor with living/dining room and equipped kitchen and on the second floor with double bedroom, double bedroom and bathroom with shower, all furnished in style.

Dec. 4 – 11

$113 CAD per night

Guest favourite

Apartment in Cortona

4.99 out of 5 average rating, 118 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Mar. 21 – 28

$182 CAD per night

Guest favourite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Dec. 13 – 20

$585 CAD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Nov. 7 – 14

$835 CAD per night

Guest favourite

Vacation home in Cortona

4.95 out of 5 average rating, 203 reviews

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Mar. 29 – Apr. 5

$153 CAD per night

Guest favourite

Condo in Castiglion Fiorentino

4.95 out of 5 average rating, 62 reviews

[Castiglion Fiorentino] Gem under the tower

Cozy flat of nearly located in the heart of Castiglion Fiorentino, right under the Cassero tower, just a short stroll from the main shops, cafès and restaurants of Corso Italia. Modern, sunny and quiet flat on the first floor of a block of flats without lift. It is equipped with air conditioning , a 42 inch TV , free wi-fi connection. Ideal for its tranquillity and silence, it is particularly recommended for couples and families with babies.

Nov. 15 – 22

$108 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Dec. 13 – 20

$221 CAD per night

Guest favourite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 203 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Apr. 29 – May 6

$227 CAD per night

Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 137 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Dec. 25 – Jan. 1

$506 CAD per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Feb. 4 – 11

$1,203 CAD per night

Guest favourite

Apartment in Monticchiello

4.99 out of 5 average rating, 300 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Nov. 1 – 8

$341 CAD per night