Villas in Castiglion Fiorentino and Apartments – Holiday Lettings - Holiday Rentals Castiglion Fiorentino

Close

View larger map

Also consider

Europe Holidays
439680 properties
Italy Holidays
99016 properties
Tuscany Holidays
23429 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Pieve di Chio
32 properties
Brolio
17 properties
Castroncello
6 properties

Castiglion Fiorentino

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
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

3,967 Holiday homes

(2) Excellent 

24

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £177 / night

£1,239 - £2,602 / week

Book View

from £177 / night

11

Holiday townhouse with shared pool in Orzale

Castiglion Fiorentino / Orzale

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £160 / night

£602 - £753 / week

Book View

from £160 / night

(1) Excellent 

13

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £62 / night

£434 / week

Book View

from £62 / night

(4) Excellent 

Certificate of Excellence

20

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

Certificate of Excellence

from £80 / night

£509 - £633 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £80 / night

8

Holiday farmhouse with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

13 5 Min stay varies

  • 13 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £53 / night

£337 - £602 / week

Book View

from £53 / night

(2) Excellent 

17

Farmhouse rental in Castiglion Fiorentino with shared pool

Province of Arezzo / Castiglion Fiorentino

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £89 / night

£620 / week

Book View

from £89 / night

(7) Very Good 

18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £266 / night

£1,770 / week

Book View

from £266 / night

33

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £177 / night

£1,239 / week

Book View

from £177 / night

(5) Excellent 

22

Cottage accommodation in Pieve di Chio

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £124 / night

£864 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £124 / night

28

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children

from £425 / night

£2,921 / week

Book View

from £425 / night

4

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £62 / night

£416 / week

Book View

Responds fast!
avg. 31 minutes

from £62 / night

16

Castiglion Fiorentino holiday home rental

Province of Arezzo / Castiglion Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£310 / week

Book View

Responds fast!
avg. 32 minutes

from £45 / night

(3) Excellent 

14

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £152 / night

£1,061 - £1,947 / week

Book View

from £152 / night

14

Holiday condo with shared pool in Montecchio Vesponi

Castiglion Fiorentino / Montecchio Vesponi

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £61 / night

£422 - £558 / week

Book View

from £61 / night

(5) Excellent 

43

Holiday farmhouse in Brolio

Castiglion Fiorentino / Brolio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £160 / night

£841 - £1,328 / week

Book View

from £160 / night

(1) Excellent 

38

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“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 surrounding gardens / outdoor eating areas. Dedi
…see more

from £181 / night

£1,266 - £3,098 / week

Book View

from £181 / night

15

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £190 / night

£1,328 / week

Book View

Responds fast!
avg. 31 minutes

from £190 / night

58

Holiday villa with indoor pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly

from £601 / night

£4,204 - £6,505 / week

Enquire View

from £601 / night

25

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £266 / night

£1,416 - £2,655 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £266 / night

6

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £107 / night

£620 / week

Book View

Responds fast!
avg. 31 minutes

from £107 / night

21

Holiday villa with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £124 / night

£753 / week

Book View

from £124 / night

12

Holiday villa accommodation

Province of Arezzo / Castiglion Fiorentino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

from £71 / night

£310 / week

Book View

from £71 / night

(19) Excellent 

42

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £270 / night

£1,284 - £2,726 / week

Book View

from £270 / night

20

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £39 / night

£273 - £459 / week

Book View

from £39 / night

(5) Excellent 

23

Townhouse rental in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

from £71 / night

£399 / week

Book View

from £71 / night

(1) Excellent 

10

Holiday apartment in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

from £71 / night

£443 / week

Book View

from £71 / night

(2) Excellent 

14

Holiday b&b in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about pets

from £80 / night

£487 / week

Book View

from £80 / night

44

Holiday home in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 252 km
  • Child friendly
  • Pet friendly

from £31 / night

£217 / week

Book View

from £31 / night

21

Holiday villa rental

Castiglion Fiorentino / Pieve di Chio

5 14 4 nights min

  • 5 bedrooms
  • Sleeps 14
  • 4 nights min
  • Child friendly
  • Pet friendly

from £121 / night

£841 / week

Book View

from £121 / night

18

Holiday villa with indoor pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £601 / night

£4,204 - £6,505 / week

Book View

from £601 / night

23

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £153 / night

£1,062 - £1,726 / week

Enquire View

from £153 / night

(2) Excellent 

37

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £160 / night

£1,115 - £2,107 / week

Book View

from £160 / night

21

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £62 / night

£434 / week

Enquire View

from £62 / night

26

Home rental in Castiglion Fiorentino with indoor pool

Province of Arezzo / Castiglion Fiorentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £177 / night

£1,363 - £2,354 / week

Book View

from £177 / night

36

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £110 / night

£769 - £1,171 / week

Book View

from £110 / night

19

Home accommodation in Pieve di Chio with shared pool

Castiglion Fiorentino / Pieve di Chio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly

from £120 / night

£576 - £1,062 / week

Enquire View

from £120 / night

(4) Excellent 

59

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

7 18 5 nights min

  • 7 bedrooms
  • Sleeps 18
  • 5 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly

from £288 / night

£2,014 / week

Book View

Responds fast!
avg. 20 minutes

from £288 / night

21

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly

from £160 / night

£797 / week

Book View

from £160 / night

26

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £91 / night

£632 - £1,190 / week

Book View

from £91 / night

(1) Excellent 

23

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £177 / night

£1,239 / week

Book View

from £177 / night

Top Destination reviews

TUSCANY VILLA PRINCIPE 8 prsns
A real gem in Tuscany

The villa is situated near to Castiglion Fiorentino which is a delightful spot in the heart of Tuscany. Florence, Siena and the vineyards of Chianti and Montepulciano are are accessible. Castiglion is well served by a train service to Florence and Rome if you do not fancy driving. The villa has a fantastic location at 600 metres up a hill pass. Being far enough away from any kind of hamlet, it gives a real sense of peace and tranquility. The views from the garden and pool areas provide breathtaking vistas of the Tuscan countryside. At night, relatively unpolluted by lights, the stars truly fill every part of the sky. The villa is spacious, tastefully and authentically furnished and provides absolutely everything you need. The bedrooms were very comfortable and the kitchen facilities comprehensive. It was a real joy to make great food(sometimes at the barbecue) and eat with family on the beautiful terrace. The host, Daniele, is a real gentleman and was always available to offer advice on how to best to use his home or enjoy the region. The villa was utterly ideal for our family of 5 adults and 4 children and we would recommend it wholeheartedly. Thank you Daniele for being such a great host. We hope to see you again one day!see more
Luxury villa with private swimming pool
AMAZING!!!

I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to make sure the house was warm enough and I got to meet so many people who went out of their way to help us throughout our stay. Jacopo even arranged for someone to order a birthday cake for me and cook me some delicious treats for my birthday. I'm already planning my next stay because I had such a great time. Thank you Jacopo for a wonderful experience!!! Annesee more
Cottage maltilde - Casa Matilde. Family Home for 3-4 guests. Private Pool.
Peace and tranquility

We had a great time, the pool was most welcome and the peace and tranquility much appreciated (only noise was the chickens next door!). It is quite remote but the stars were great and we even saw a porcupine. … see more
Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a  small Tuscan borgo
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored are within easy reach. There is plenty to see and do or you can just relax and enjoy the stillness as you lounge by the pool. A good selection "of delightful restaurants around in which to sample wonderful Italian food and wines. Looking forward to revisiting the delights of Tuscanny from this well situated holiday home.see more
Borgo Tranquilitta - IL SOLE - Family Cottages in Tuscany with pool.
Looking forward to next time

We thoroughly enjoyed our holiday at Borgo Tranquillita. It is the perfect place to stay whether you use it as a base for travelling the eastern part of Tuscany or just for a relaxing time at the top of picturesque hill. Lots of space around the three cottages, the perfect place for our dog. lots of privacy for ourselves. The cottage is clean and comfortable, the kitchen has got everything it needs - basics, no fuss - , the Wi-Fi works. The pool is just a few steps away from the cottage and we spent a lot of time just there catching up on some books and relaxing. But we also made a few day trips to places like Cortona, Arezzo, Gubbio and Florence which can also easily be reached by car. Taking the train to Florence is more comfortable though. There are also a couple of nice restaurants in Castiglion Fiorentino - namely Il Passagio and Pietro are well worth a visit. Thanks to the owner and Terry in particular who were very friendly and obliging. We felt at home from day 1. This a the perfect place to unwind and we wouldn´t hesitate to return, we loved it! Until next time...see more
Borgo Tranquilitta - LA LUNA
Rustic charm and a five star pool with a breathtaking view

This was indeed a haven of peace high up in the hills with a lovely view across the valley to the hills on the other side. The well appointed cottages make you feel you are part of the local landscape and the pool and its surroundings are delightfully luxurious. There are plenty of interesting places to see nearby, including Castiglione Fiorentino and Cortana.see more