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

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Castiglion Fiorentino

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4,492 Holiday homes

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 £159 / night

£598 - £747 / week

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from £159 / 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 £60 / night

£418 - £553 / week

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Responds fast!
avg. 2 hours 31 minutes

from £60 / 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

£334 - £597 / week

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from £53 / 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

£1,407 - £2,637 / week

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Responds fast!
avg. 1 hour 28 minutes

from £264 / 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 £158 / night

£1,053 - £1,316 / week

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from £158 / 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

£448 / week

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from £71 / 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

£506 - £629 / week

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Responds fast!
avg. 2 hours 22 minutes

from £80 / 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 £109 / night

£762 - £1,161 / week

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from £109 / night

(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 £176 / night

£1,228 - £2,579 / week

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from £176 / 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 £151 / night

£1,052 - £1,930 / week

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from £151 / 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

£307 / week

Book View

from £71 / 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 £176 / night

£1,228 / week

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from £176 / 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 £120 / night

£834 / week

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Responds fast!
avg. 18 minutes

from £120 / 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 £176 / night

£1,228 - £2,334 / week

Book View

from £176 / night

(7) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £124 / night

£864 / week

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Responds fast!
avg. 1 hour 15 minutes

Booked 10+ times!

from £124 / 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 £268 / night

£1,272 - £2,790 / week

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from £268 / 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 £79 / night

£483 / week

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from £79 / night

33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 8 7 nights min

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

from £108 / night

£756 - £1,658 / week

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from £108 / 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 £176 / night

£1,229 - £2,151 / week

Book View

from £176 / 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 £596 / night

£4,170 - £6,452 / week

Enquire View

from £596 / 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

£430 / week

Book View

from £62 / 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 £238 / night

£1,667 - £3,948 / week

Book View

from £238 / 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 £440 / night

£3,077 / week

Book View

from £440 / 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 £88 / night

£616 / week

Book View

from £88 / 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 £264 / night

£1,755 / week

Book View

Booked 5 times

from £264 / 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 £158 / night

£1,106 - £2,088 / week

Book View

from £158 / 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

£413 / week

Book View

from £62 / 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

£439 - £702 / week

Book View

from £88 / 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 £176 / night

£1,231 / week

Book View

from £176 / night

12

Castiglion Fiorentino holiday guest house rental

Province of Arezzo / Castiglion Fiorentino

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £43 / night

£264 / week

Book View

from £43 / 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

£467 / week

Book View

from £67 / 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 £90 / night

£627 - £1,179 / week

Book View

from £90 / 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 £123 / night

£747 / week

Book View

from £123 / night

(1) Excellent 

20

Holiday cottage in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly

from £88 / night

£614 / week

Book View

from £88 / 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 £189 / night

£1,317 / week

Book View

from £189 / night

23

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

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

from £226 / night

£1,579 - £2,755 / week

Book View

from £226 / night

(1) Excellent 

27

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly

from £176 / night

£1,231 / week

Book View

from £176 / 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

(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 £286 / night

£1,997 / week

Book View

Responds fast!
avg. 25 minutes

from £286 / 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 £43 / night

£301 / week

Book View

from £43 / 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
Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyards and orchards just like a postcard. The whole house was renovated. The kitchen has all of the best and most up to date appliances. Both of the bathrooms have all new fixtures and were spotlessly clean. The linens that were supplied were of the highest quality. Since this is an old country house there is no air conditioning but the owner supplies fans which work just fine to cool the hot August summer days and nights. The pool is beautiful and they even supplied beach towels! The pool and patio area included a little pool house with a sink. There is a grill and nice outdoor furniture which we enjoyed on our "stay at home" day of relaxation. The whole area is just breathtaking. We rented a car and the driving was very easy and safe in this area. Not a lot of traffic. We drove all along the main highway and visited all of the beautiful old cities. All of them were less than a 1/2 hour drive from the house. The property managers are very accessible, spoke very good English and were able to advise us on places to see. We always felt very comfortable. I could go on and on and I just cannot think of anything negative to say about it!!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