Showing

PreviousNext property

$384

6 BR / 5 BA / Sleeps 16

Santo Stefano - Castiglion Fiorentino vacation rentals
1 / 20

$384

Inquire

Santo Stefano

Castiglion Fiorentino house
6 BR / 5 BA / Sleeps 16 | Quick view

Details

Ground floor The first apartment is located on the Ground Floor and is composed of a living room with a sofa bed, fireplace, well equipped kitchen, 1 master bedroom with a private bathroom with bathtub, 1 bedroom with 2 single beds, and a bathroom with a bathtub. The entrance to the apartment is through a private …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Garden
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$881

9 BR / 10 BA / Sleeps 18

1 Reviews

$881

Inquire

Villa Rental in Tuscany, Castiglion Fiorentino - Villa Principessa

Castiglion Fiorentino villa
9 BR / 10 BA / Sleeps 18 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

What made you realize how much you'd love a holiday in Tuscany? Was it the thought of the beautiful countryside scenery, the delicious cuisine, or all the charming hilltop towns you could explore? It may have been all of the above and if so, you'll absolutely find each of these while at this Italian villa. Just …
  • Sauna
  • Internet Access
  • Washing Machine
  • Central heating
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Tom's review of Villa Principessa

Left on Sep 03, 2011 for a stay in August 2011

Very nice. Beautiful property, good amenities.

The views.

Bees made it hard to open the windows and doors. Air conditioning is not up to U.S. standards.

Easy to drive to Montepulciano, Cortona, Montalcino.

PreviousNext property

$336

4 BR / 5 BA / Sleeps 8

Villa Martini - Castiglion Fiorentino vacation rentals
1 / 16

$336

Inquire

Villa Martini

Castiglion Fiorentino house
4 BR / 5 BA / Sleeps 8 | Quick view

Details

Four Bedroom Detached Villa Castiglion Fiorentino Villa Martini is a lovely example of a Tuscan farmhouse and annex, situated in a wonderful elevated position with amazing views of the countryside all around. The villa and it's dependance are enclosed in their own well kept grounds where, just a few steps away, …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$590

9 BR / 12 BA / Sleeps 18

Villa Mimi - Castiglion Fiorentino vacation rentals
1 / 44

$590

Inquire

Villa Mimi

Castiglion Fiorentino house
9 BR / 12 BA / Sleeps 18 | Quick view

Details

In the quiet heartland the Valdichiana, at the top of a hill, stands Villa Mimi. Its high position gives this wonderful holiday home fantastic views across the Italian countryside. This property is an old country villa, carefully restored and now an exclusive private retreat that still enjoys its charming original …
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$288

4 BR / 4 BA / Sleeps 8

Villa Guardian - Castiglion Fiorentino vacation rentals
1 / 13

$288

Inquire

Villa Guardian

Castiglion Fiorentino house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Four Bedroom Detached Villa Castiglion Fiorentino Villa Guardian is a gorgeous stone country house in a panoramic position with lovely views over the valley with the Tuscan town of Castiglion Fiorentino visible beyond. Surrounded by hills dotted with silvery olive groves, the villa is immersed in its' own …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$908

9 BR / 9 BA / Sleeps 18

Villa Valdichiana Villa in Tuscany, Arezzo villa, holiday in Italian villa, - Castiglion Fiorentino vacation rentals
1 / 20

$908

Inquire

Villa Valdichiana Villa in Tuscany, Arezzo villa, holiday in Italian villa,

Castiglion Fiorentino house
9 BR / 9 BA / Sleeps 18 | Quick view

Details

(Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. Villa Valdiciana is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surrounds the property. …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$207

5 BR / 2 BA / Sleeps 9

1 / 15

$207

Book

Tuscany Villa Rigutini, Charming , Historic Home

Castiglion Fiorentino villa
5 BR / 2 BA / Sleeps 9 | Quick view

Details

Villa Rigutini is a lovely historic Tuscan villa dating back to 1400. It offers charm along with lots of space and a perfect home for either families or friends. Villa Rigatoni is a 7-room villa of 3230 square feet (300 m2) over 2 floors. Villa Rigatoni, dates back to the15th century. The villa is situated in a …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$392

6 BR / 6 BA / Sleeps 15

1 / 13

$392

Inquire

Villa Galileo

Castiglion Fiorentino villa
6 BR / 6 BA / Sleeps 15 | Quick view

Details

Villa Galileo (13 +2 pers.) Surrounded by olive groves and woods among the Tuscan hills villa Galileo is the perfect place for a peaceful and relaxing stay. It belongs to a farm situated between the city of Arezzo and the Etruscan town of Cortona and just minutes away from the medieval village of Castiglion …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$336

4 BR / 3 BA / Sleeps 11

1 / 42

$336

Book

The Dreamful Holiday House !

Castiglion Fiorentino villa
4 BR / 3 BA / Sleeps 11 | Quick view

Details

VILLA IN TUSCANY WITH PRIVATE POOL AND IN A VERY PANORAMIC POSITION. Rural holiday house is placed on the silver hills covered with olives groves between the villages of Castiglion Fiorentino and Cortona (endowed with all kind of shops and services). It set in a very panoramic position and a stone's throw away from …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$280

5 BR / 10 BA / Sleeps 10

1 / 40

$280

Book

Tuscany Villa Principe

Castiglion Fiorentino villa
5 BR / 10 BA / Sleeps 10 | Quick view

Details

San Martino is ancient farm of 13th century of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the Hisorical Towns of Castiglion Fiorentino ( 10 min ), Cortona ( 25 min ), Arezzo ( 30 min ), Montepulciano ( 45 min ), FLORENCE , SIENA , PERUGIA at only …
  • Mountain Views
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Parking

PreviousNext property

$223

5 BR / 2 BA / Sleeps 11

2 Reviews

$223

Book

Vacation Rentals at Nightingale's Villa, Tuscany

Castiglion Fiorentino villa
5 BR / 2 BA / Sleeps 11 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most sought after locations in Tuscany. The villa …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

this could be heaven!

Left on Jan 17, 2014 for a stay in June 2013

A well maintained, bright and inviting home for our two weeks in Tuscany.

Beautiful views and amazing sunsets, a crystal blue pool and deep blue sky. In the evening, fireflies to entertain us as we sipped local wine and planned the next days tour.

Rooms the largest we found on our recent tours of Italy, and very helpful agent too. This could be heaven! Fantastic value, fantastc place, …

PreviousNext property

$400

9 BR / 9 BA / Sleeps 18

1 / 17

$400

Inquire

Villa Rustica

Castiglion Fiorentino house
9 BR / 9 BA / Sleeps 18 | Quick view

Details

9 Bedroom Detached Villa Arezzo Villa Rustica is a lovely Tuscan Manor house and cottage enclosed in spacious grounds. In the hills between Arezzo and Cortona this spacious villa is comfortably furnished in country style and has an inviting atmosphere. There plenty of space for dining al fresco and relaxing in the…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$280

6 BR / 5 BA / Sleeps 12

1 / 50

$280

Book

Exceptional, Luxury Tuscan Vacation Home.

Castiglion Fiorentino villa
6 BR / 5 BA / Sleeps 12 | Quick view

Details

This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of the famed Montechio Castle and, the Etruscan Tuscan hill town of Castiglion Fiorentino can be easily seen from the many terraces that surround the …
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$263

4 BR / 3 BA / Sleeps 8

2 Reviews

$263

Book

Villa Senaia- Tuscany

Castiglion Fiorentino villa
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Villa Senaia - Enjoy your stay In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Add this to your bucket list!

Left on Feb 06, 2014 for a stay in September 2013

we (a group of 7 adults)have stayed at Villa Senaia twice so far (for 2 weeks at a time) and have planned our 3rd visit for Sept. 2014. There is so many positive about this wonderful place and part of Italy, it shouldn't be missed. The villa is spectacular with breathtaking views of the valley and the walled city of Castiglion Fiorentino. It sits on a hill a short distance from CF and has …

PreviousNext property

$297

5 BR / 5 BA / Sleeps 10

3 Reviews

$297

Book

Villa Daniella, Charming & Elegant for 4-10 guests

Castiglion Fiorentino house
5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Set in the grounds of Tenuta San Martino sits this lovely stone villa with private pool, gardens and private access road. The villa enjoys amazing views of the historic Valley of Chio and the medieval town of Castiglion Fiorentino. Nestled amongst ancient olive groves, and surrounded by the bucolic splendor of …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

exceptional place: Peaceful and our Perfect home form Home

Left on Feb 11, 2013 for a stay in August 2012

We did enjoy our two weeks here. It was home from home. Relaxed and care free.

The property was clean and bright, everything for our needs. Of course, we do not have a pool at home - and this is what makes a holiday - having a special something for us all to enjoy. The views are marvelous and the surrounding just perfect.

The journey down the hill finds the the closest shop and restaurant. a …


Looking for more rentals?


We're showing only results that match your dates and preferences.


See all 42 Castiglion Fiorentino rentals, all 0 Tuscany rentals, or start a new search.


There are no more results in Castiglion Fiorentino. Top of page