List your home
Apply filters
£ to

Holiday homes 41

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties

Filters applied: Villa (41)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
41 Results   |  

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

1 night min stay

Add to shortlist

from £141 / night

£986 - £1902 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Magnificent villa with swimming pool between Arezzo and Cortona  …see more


26 Jul 2014

5/5

"A wonderful place"

We had a wonderful week in the villa in Rigutoni. It is a beautiful setting. Sitting in front of the villa for dinner at night, which we did every night bar one when there was spectacular rain and a t… More


8 Aug 2014

5/5

"VACANZA INDIMENTICABILE DA RIPETERSI L'ANNO PROSSIMO"

la villa è stupenda, i posti sono meravigliosi! abbiamo fatto una vacanza indimenticabile da ripetersi assolutamente perché i posti da vedere sono tanti, e poi al Querciolo si sta proprio bene, imme… More


29 Oct 2013

5/5

"Esperienza fantastica!"

Questa estate io e un gruppo di amici abbiamo deciso di prendere in affitto questa casa per due settimane, ed è stata un'esperienza da consigliare a chiunque sia in cerca di un rifugio dallo stress c… More

See all reviews Continue

21 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £161 / night

£1127 - £2043 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £157 / night

£1095 - £2219 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Magical Villa with private pool on top of Tuscany Hills. One hour drive to Florence, Siena, Perugia. Near to Cortona, Montepulciano and Arezzo.  …see more


6 Jun 2013

5/5

"Just wonderfull"

Going to Daniele’s villa on the mountain in Castiglion Fiorentino is a great experience, once I experienced it, I fell in love with the place, the atmosphere and the hospitality of the host. It is t… More


20 May 2013

5/5

"Simply couldn't be better!"

We will be returning here for the sixth time this year. Danielle is the perfect host and our return always feels like a 'coming home'. Nothing is too much trouble for him. The house is well equippe… More

See all reviews Continue

Featured properties

Excellent 5/5 

24 Photos

Castiglion Fiorentino / Orzale

Villa / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £100 / night

£698 - £1050 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
ENCHAINTING VILLA with private POOL on top of TUSCAN HILLS. 10 minutes drive to the town of Castiglion Fiorentino. 25 to CORTONA. One hour to FIRENZE, PERUGIA and SIENA. 30 minutes to the TRASIMENO LAKE.  …see more


28 Jun 2015

5/5

"Fast zu schön, um wahr zu sein."

Am Hang gelegen ist die Aussicht bereits vom Frühstückstisch ein Traum. Am Tage hört man fast nur die Grillen zirpen und die Stille in der Nacht ist für uns Städter die pure Erholung. Das Haus is… More

See all reviews Continue

19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £197 / night

£1376 - £2539 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa has two stair. The large living room with sat TV and fireplace is on the ground floor, as is the fully equipped kitchen which gives onto the ample portico where one can dine overlooking the swimming pool and entire valley. There is also a double bedroom  …see more

24 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £151 / night

£1057 - £1522 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
In the Cortona countryside, 2 km from Castiglion Fiorentino. private garden wiht large pool.  …see more

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £91 / night

£634 - £1353 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
La casa è dotata di tutti i confort per una piacevole vacanza in tranquillità e relax. Piscina grande per rinfrescarsi nelle giornate estive e grande vasca idromassaggio riscaldata situata all'esterno con vista sulle colline di Castigion Fiorentino. Nel Giardino, dot  …see more


13 May 2015

5/5

"very good house to rent"

the place is beautiful! there is full of peace and incredible landscape around the house! very good swimming pool, there is also a Iacuzzi swimming pool with warm water! it is a very confortable hous… More


13 May 2015

5/5

"good place at good price"

it was the first time, we come in italy, we have rent this house because good price and there is a lot of bedrooms!! the owners is very friendly, we have free wifi connection in the house, the swimmin… More


12 May 2015

5/5

"I love this place!"

It was a very relaxing holiday! the house and the countryside give us peace and quiet. it was an hot week, but the house was fresh and breezy. the swimming pool is very nice and there is a beautiful… More

See all reviews Continue

Excellent 5/5 

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £146 / night

£1022 - £2240 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Inside the Villa Various paintings of flowers and colours of Tuscany hang on the walls bringing nature indoors. The living room is plain and simple, starting with the stone walls where the fireplace stands. Here you can take a relaxing break while watching satellite T  …see more


6 Jul 2014

5/5

"Tuscany in a nutshell!"

What an incredible place! This villa has absolutely everything you need to make your stay in Tuscany a pleasant one. All rooms are big, clean and with typical furniture and the kitchen well equipped. … More


10 May 2014

5/5

"Villa Serene"

Villa Senaia was a truly wonderful experience so much so we return every two years with family & friends. The wonderful panoramic vista from the villa and pool is breath taking as it calming. Subtle h… More


26 Feb 2014

5/5

"A most warm welcome to a beautiful home"

With the hills of Tuscany and a church spire in the background, playing bocce or swimming in the pool said "we are no where else but Italy." Dining on the terrace overlooking the town of Castiglion-F… More

See all reviews Continue

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £81 / night

£564 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Italia, Toscana, casa vacanza, Cortona, Castiglion Fiorentino, Arezzo, etruschi, natura e libertà. A due passi dal lago Trasimeno  …see more


18 Aug 2014

5/5

"Excellent"

Excellent welcome, beautiful garden with playground and barbecue, owners available. We ave the dog with us and we really enjoyed. Magnificent and peaceful palce..... next year we are here.....… More


14 May 2015

5/5

"Relax all'ombra di Castel Fiorentino"

La Casa delle Rose é la location perfetta x chi cerca un oasi per il relax...vi troverete immersi nella tranquilla campagna toscana,all'ombra dello splendido borgo di Castel Fiorentino. Ottima logist… More

See all reviews Continue

43 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £629 / night

£4400 - £7000 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Villa Colline Senesi is an old country residence, skilfully restored and transformed into an exclusive private retreat. Situated in the centre of Valdichiana, close to Arezzo and Cortona, the villa offers the possibility to quickly reach the main historical and artisti  …see more

40 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £1172 / night

£8200 - £12300 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
nestling in the heart of the world-famous chianti valley, just thirty minutes from florence, stands castello  di ginevra. This graceful country residence is located near the ancient town of castelfiorentino and is steeped in history. Traces of the original 13th-centur  …see more

29 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 7 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £302 / night

£2113 - £2747 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
In the shade of a cypress grove, between the warm colors of ancient stone and the restful green of the olive trees, you will discover "Villa Panichi": the perfect location for family reunion and an ideal place to spend your holidays in absolute tranquility in Tuscany!  …see more

14 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £121 / night

£845 - £1740 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday property located in Tuscany in Castiglion Fiorentino. Close location to many touristic attractions like Cortona, Arezzo, Siena, Montepulciano, Montalcino, Chianti, Florence and many more makes it a fantastic place for family holidays.  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £36 / night

£247 / week

View

Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
B&B val di chio, B&B val di chiana, Casa vacanze Arezzo, casa vacanze val di chio, casa vacanze val di chiana, casa vacanze Toscana, Casa vacanze Castiglion Fiorentino.  …see more

8 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £135 / night

£939 - £2629 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on the border between Tuscany and Umbria, this lovely country villa has been recently built in perfect harmony with the surrounding territory.  …see more

24 Photos

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £353 / night

£2465 - £4930 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa with swimming pool, indoor pool and sauna near Cortona – sleeps 18+6 SPECIAL 10% SPRING DISCOUNT on full occupancy valid in April and May Possibility to add 6 extra beds  …see more

30 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

Short stays welcome

Add to shortlist

from £443 / night

£3099 - £4930 / week

View

Key info:

  • Nearest beach 201 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated int  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £353 / night

£2465 - £4930 / week

View

Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property.  …see more

Very Good 4.5/5 

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £144 / night

£1006 - £1705 / week

View

Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
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.  …see more


12 Sep 2013

5/5

"Perfekter Toskanaurlaub mit Freunden und Kindern"

Nach langer Anreise erwartete uns ein freundlicher Empfang und ein sehr netter Vermieter. Die Ausstattung des Hauses sowie des Geländes (Pool, Liegen, Gartenmöbel) sind hervorragend. Der Vermieter w… More


13 Jun 2013

5/5

"Un posto incantevole"

Un posto incantevole. La casa è molto bella e funzionale. Un vecchio casale del 1700 ristrutturato ma che conserva ancora il fascino del tempo. La casa è molto tranquilla, pulita e con tutti gli op… More


6 Sep 2013

4/5

"Echt Italie"

Een prachtig huis op een mooie plek. Rust, stilte, uitzicht. Het huis is ruim, schoon en prima verzorgd. Heerlijk zwembad. Je hebt een eigen auto nodig, want het huis ligt heerlijk afgelegen. Hier gaa… More

See all reviews Continue

Very Good 4.5/5 

24 Photos

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £57 / night

£398 - £592 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
San Regolo in Brolio is a lovely brand new hamlet with a small collection of villas located on the edge of the village of San Regolo, and is within easy walking distance of the centre of the village.  …see more


13 Jan 2012

5/5

"Fantastico!"

We stayed for one week in this fantastic villa, one of a cluster of villas but with your own garden, sun loungers and patio you never feel like you are surrounded by other people. Villa Mimosa was… More


31 Aug 2012

5/5

"un petit paradis / ideal pour rayonner dans la region"

Nous avons sejourné pour la deuxième année consécutive à San Regolo, dans la villa fiorella qui fait partie du petit ensemble de la caza de vacanciones. L'emplacement est merveilleux, la piscine … More


27 Feb 2014

4/5

"Comfortable stay in a good location."

The local rep, Marianna, was friendly and helpful. The villa is well located for exploring locally on foot and by car. Because of the bad weather we spent more time inside the villa rather than al fr… More

See all reviews Continue

Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £201 / night

£1402 - £2500 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more


13 Mar 2013

5/5

"Lovely family vacation"

Clean, comfortable and spacious. These are important when choosing a vacation home and Daniella certainly has all of this. Te bedrooms are very comfortable, clean bathrooms, a full kitchen with just … More


17 Feb 2013

5/5

"Beautiful Setting, Fantastic View, Charming Host"

We have stayed at this villa 3 times and will be staying there again this May (2013). Our first stay was for 2 weeks in 2001. We were a party of 6 including my 80 year old mother. We appreciated th… More


11 Feb 2013

5/5

"exceptional place: Peaceful and our Perfect home form Home"

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… More

See all reviews Continue

Excellent 5/5 

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £116 / night

£807 - £2317 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The villa, of recent reconstruction, is positioned on the hills next to the characteristic town of Castiglion Fiorentino, in the middle of the Chiana valley and Chio valley amidst nature and art.  …see more


13 May 2013

5/5

"Magical !!"

Magical large architected stone villa in a wonderful rural setting with fabulous views of Tuscany and nearby Castiglion Fiorentino hill town - topped off with a large infinity pool and large surroundi… More

See all reviews Continue

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 15

7 Nights min stay

Add to shortlist

from £247 / night

£1726 - £3170 / week

View

Key info:

  • Not suitable for children
  • Pets welcome
 …see more

16 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £202 / night

£1409 - £2416 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa  …see more

28 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £182 / night

£1268 - £2465 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • No pets allowed
villa with pool near Cortona  …see more

9 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £177 / night

£1236 - £2282 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casale Fiorentinaandnbsp;is a beautiful stone farmhouse located inandnbsp;Castiglion Florentinoandnbsp;amidst the Tuscan country side with its olive groves and rich vineyards.andnbsp; Theandnbsp;kitchenandnbsp;opens onto the outside dining area, a covered porch  …see more

20 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

Add to shortlist

from £196 / night

£1370 - £2282 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Romanaandnbsp;is sited in the middle of an uninhabited medieval village enjoying the privacy and serenity of nature and old time places.andnbsp; Welcoming up toandnbsp;14 people,andnbsp;the villa is comfortably furnished with period furniture and medieval  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £71 / night

£493 - £944 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
It is the ideal place if you are looking to relax, private pool and beautiful view  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £98 / night

£685 - £725 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Grazia has all the warm characteristic of an ancient Tuscan farmhouse. The renovation, has been completed retaining all original features. High-ceilings with chestnut beams, and terra-cotta floors set the seen of this cosy family vacation home.  …see more


15 May 2013

5/5

"A place in the sun and relaxing!"

I stayed at this villa for a week with my friends. The building is historic and so charming and it has a character. We liked the decoration in the rooms and very clean. Wifi was very useful to have, t… More


5 May 2013

5/5

"Perfect location for company retreat or working holiday: writing, thinking, walking, etc"

I needed a place to host a week of brainstorming and team-building for myself and a small group of people in my company. I was lucky enough to come across this one and it turned out to be more than I … More

Thanks for choosing our villa and for staying with us. We really do appreciate it - and, thank you for taking the time to let us know what you thought of our accommodations. We look forward to welcoming you here again one day. Our very best wishes


20 May 2013

5/5

"Ein gelungener, erholsamer und interessanter Urlaub."

Das antike Haus ist sehr bequem eingerichtet, sauber und gepflegt. Mein Mann und ich waren dort mit drei Freunden. Wir haben die Großzügigkeit und die Möglichkeiten dieses wunderschönen Landhauses… More

See all reviews Continue

Very Good 4.5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £141 / night

£986 - £1233 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Castello Margarita is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 4 - 16 guests It provides a compelling combination of a great location and charming farmhouse style.  …see more


3 Aug 2014

5/5

"Beautiful place to stay - highly recommended"

We spent a great week at the garden villa (ie the ground floor villa) in this house. It sits high above the valley with inspiring views. The villa was a great size could easily sleep 4 (with a fifth c… More


24 May 2013

5/5

"Beautiful property with stunning views"

We stayed in the lower apartment of the property for two weeks. The property is very, very beautiful and spacious and the views are absolutely stunning. Very well maintained. One of our sons is in a w… More

Hello Gerrard and family We are so very pleased you chose Villa Margarita for your family's vacation - but more so that you found the place so lovely. We would like to thank you for making time to comment and, we do look forward to welcoming you back to Tuscany... Best wishes to you.


24 May 2013

4/5

"Amazing villa, peaceful with stunning views. Perfect location!"

We stayed at this villa last Summer. Despite some confusion over our arrival day the owners and family ensured the villa was prepared for us before we settled in. I believe we were the first people to… More

See all reviews Continue

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

Short stays welcome

Add to shortlist

from £326 / night

£2280 - £3570 / week

View

Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Tuscan Villa . Villa for family reunions in Tuscany and for those looking for a stylish retreat.  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £443 / night

£3099 - £4930 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £346 / night

£2417 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £278 / night

£1945 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Chio is nestled in the Tuscan hillside covered by an olive grove at 350 meters above sea level in a panoramic position showcasing the town of Castiglion Fiorentino.  …see more

17 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 12

4 Nights min stay

Add to shortlist

from £215 / night

£1500 - £3100 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa la Rustica is a private villa situated 550 meters above sea level and nestled in an isolated Tuscan hillside surrounded by olive groves and oak trees. It is located 8 km from the town of Castiglion Fiorentino and a step away from Cortona and Umbria.  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Min stay varies

Add to shortlist

from £353 / night

£2465 - £6409 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Welcome to the Tuscany wedding villa Michele in Arezzo, Italy that has the capacity ofandnbsp;18 peopleandnbsp;with babysitter and andnbsp;indoor pool facilities. andnbsp;The Tuscan Villa Michele is an old country residence specially remodeled into an exclusive  …see more

Very Good 4/5 

47 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £565 / night

£3950 - £6284 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
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  …see more


3 Sep 2011

4/5

"Tom's review of Villa Principessa"

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, Mon… More

See all reviews Continue

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £151 / night

£1057 - £2536 / week

View

Key info:

  • Nearest beach 128 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Opened in 2010 .Beautiful villa in panoramic position with private pool in the countryside 8/11persons.Peaceful e charming location, ideal for families or groups. 4 bedroom / 6 bathroom. Only 10km from Cortona , 10 min from the village of Castiglion Fiorentino.  …see more


6 Jul 2014

5/5

"Beauty and peace"

We just returned from an amazing week at Villa Villibona. The location is secluded and peaceful with breathtaking views but still a short drive to town and many nearby towns (car is a must). The pict… More


2 Aug 2012

5/5

"totale ruhe"

wir verbrachten dort 3 wochen im juli 2012. alles war perfekt. andrea und seine mutter kuemmerten sich um jeglichen belang. die sprichwoertliche toskanische gastfreundschaft wurde hier mehr als ueberb… More

See all reviews Continue

42 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

1 night min stay

Add to shortlist

from £443 / night

£3099 - £4930 / week

View

Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Celeste is a grand villa accommodating up to 18 and ideal for a large group or family holiday combining culture and relaxation. It boasts lovely décor, privacy and excellent facilities including both an outdoor and indoor pool.  …see more

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £68 / night

£472 - £796 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This lovely accommodation set in Tuscany, Italy, has 3 bedrooms and 4 bathrooms, and it is perfect for those who are looking for peace and quiet. This pet-friendly property comes with a swimming pool and an Internet connection.  …see more

42 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

7 Nights min stay

Add to shortlist

from £116 / night

£806 - £1511 / week

View

Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This spacious villa boasts a very traditional Tuscan style, which mingles with many modern amenities, 4 bedrooms, full kitchen and a lovely private garden with swimming pool and splendid views of the surroundings.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page