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

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4,548 Holiday homes

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
  • Nearest beach 156 km
  • Swimming pool
  • Child friendly

from £178 / night

£1,246 / week

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from £178 / night

(12) Excellent 

Certificate of Excellence

22

Cottage accommodation in Pieve di Chio with swimming pool

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

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

Certificate of Excellence

from £124 / night

£864 / week

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Responds fast!
avg. 1 hour 5 minutes

from £124 / night

(7) Excellent 

12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 13 7 nights min

  • 6 bedrooms
  • sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £445 / night

£3,115 / week

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from £445 / night

8

Holiday farmhouse with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

13 5 2 nights min

  • 13 bedrooms
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £54 / night

£338 / week

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from £54 / night

(4) Excellent 

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

from £80 / night

£512 - £637 / week

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from £80 / night

11

Holiday townhouse with shared pool in Orzale

Castiglion Fiorentino / Orzale

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £159 / night

£749 / week

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from £159 / 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 £161 / night

£1,122 - £1,424 / week

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from £161 / 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 £44 / night

£308 / week

Book View

Responds fast!
avg. 32 minutes

from £44 / night

44

Villa rental in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly
  • Pet friendly

from £267 / night

£1,242 / week

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from £267 / night

26

Home rental in Castiglion Fiorentino with swimming 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 £178 / night

£1,246 / week

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from £178 / 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

£424 / week

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Responds fast!
avg. 2 hours 31 minutes

from £61 / 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 £280 / night

£1,958 / week

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from £280 / 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

£621 / week

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from £107 / night

23

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

£846 / week

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Responds fast!
avg. 18 minutes

from £121 / night

8

Holiday b&b in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £71 / night

£453 / week

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from £71 / night

58

Holiday villa with indoor pool in Brolio

Castiglion Fiorentino / Brolio

9 18 min stay varies

  • 9 bedrooms
  • sleeps 18
  • min stay varies
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly

from £604 / night

£4,214 - £6,521 / week

Enquire View

from £604 / 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

£488 / week

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from £80 / 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 £161 / night

£801 / week

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Responds fast!
avg. 2 hours 7 minutes

from £161 / night

50

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £110 / night

£767 - £1,682 / week

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from £110 / 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 £264 / night

£1,294 - £2,641 / week

Book View

Responds fast!
avg. 3 hours 44 minutes

from £264 / night

(1) Excellent 

14

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 £67 / night

£469 / week

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from £67 / night

33

Holiday villa rental

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £255 / night

£1,780 - £2,937 / week

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from £255 / 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 £428 / night

£2,937 / week

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Responds fast!
avg. 2 hours 7 minutes

from £428 / 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 £187 / night

£1,306 / week

Book View

from £187 / 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
  • Nearest beach 156 km
  • Swimming pool
  • Child friendly

from £176 / night

£1,233 / week

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from £176 / 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 £72 / night

£312 / week

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from £72 / 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

£414 / week

Book View

from £62 / 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

£623 / week

Book View

from £89 / night

(19) Excellent 

49

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 £271 / night

£1,287 - £2,822 / week

Book View

from £271 / 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 £63 / night

£435 / week

Book View

from £63 / night

(3) 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 £196 / night

£1,367 / week

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from £196 / night

49

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £241 / night

£1,686 - £3,993 / week

Book View

from £241 / 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 £290 / night

£2,025 / week

Book View

Responds fast!
avg. 25 minutes

from £290 / night

(2) Excellent 

38

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £161 / night

£1,122 - £2,119 / week

Book View

from £161 / night

18

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £112 / night

£779 / week

Book View

from £112 / night

(1) Excellent 

29

Holiday apartment in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly

from £88 / night

£440 / week

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from £88 / night

6

Holiday studio in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Studio 4 1 night min

  • Studio
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £44 / night

£305 / week

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from £44 / night

45

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £317 / night

£2,218 - £3,771 / week

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from £317 / night

28

Home rental in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Child friendly
  • Pet friendly

from £132 / night

£638 - £1,931 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £132 / night

20

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly

from £107 / night

£400 - £533 / week

Book View

from £107 / 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
Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking
Stunning views

This cottage is better than the pictures. It has stunning views across the valley and is ideally placed to visit all the nearby hilltop towns. We particularly enjoyed Cortona and Montepulciano. We spent a lot of time in the gorgeous pool taking in the views. The pool house was great with a toilet and a fridge so cold drinks were within easy reach. The cottage had everything we needed including plenty of towels for the pool. We had a lot of Bbq,s although it was missing a large grill to fit into the slots so we had to improvise. I would give this cottage 5 stars apart from a couple of things. The weather was very hot when we were there and although there are fans provided they were noisy to keep on all night and it was too hot to not have them on. Maybe some mesh screens would help at the windows so you could keep them open. Make sure you take plenty of insect repellent as we ended up with a lot of bites, even when we had sprayed. I know this can’t be helped but there are a lot of dogs in the nearby houses who barked a lot especially between 7-8pm so this cottage was not always a tranquil spot.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
Brolio Quinto - Typical Farmhouse in tuscan countryside near Cortona
Tuscan escape

We stayed her last August with two families It was the best holiday we've had so far, the place is amazing and very central for families who like to explore. Giovanna was really helpful and even gave us a lift into Cortona one evening. The dogs are all lovely also and the children enjoyed playing with them. Would really recommend A+see more