Cottages in Windermere and Log cabins - Holiday Lettings - Holiday Rentals Windermere

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22,741 Holiday homes

7

Holiday home letting

Central Florida / Windermere

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £194 / night

£1,165 / week

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Responds fast!
avg. 2 hours 2 minutes

from £194 / night

25

Windermere holiday home let

Central Florida / Windermere

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £774 / night

£5,415 / week

Enquire View

from £774 / night

31

Holiday townhouse with shared pool in Windermere

Central Florida / Windermere

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £85 / night

£591 / week

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Responds fast!
avg. 2 hours 0 minutes

from £85 / night

31

Holiday townhouse with shared pool in Windermere

Central Florida / Windermere

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £85 / night

£593 / week

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from £85 / night

11

Windermere holiday apartment rental

Central Florida / Windermere

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £90 / night

£625 - £1,158 / week

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Responds fast!
avg. 3 hours 11 minutes

from £90 / night

18

Holiday home in Windermere

Central Florida / Windermere

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £83 / night

£580 / week

Enquire View

from £83 / night

8

Holiday home in Windermere

Central Florida / Windermere

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £120 / night

£839 - £2,073 / week

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Responds fast!
avg. 2 hours 33 minutes

from £120 / night

19

Holiday condo in Windermere

Central Florida / Windermere

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £77 / night

£538 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £77 / night

49

Windermere holiday guest house rental

Central Florida / Windermere

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min

from £78 / night

£583 - £746 / week

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from £78 / night

14

Holiday home in Windermere

Central Florida / Windermere

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £114 / night

£797 - £1,905 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £114 / night

19

Holiday condo in Windermere

Central Florida / Windermere

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£788 / week

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Responds fast!
avg. 1 hour 58 minutes

from £113 / night

20

Windermere holiday condo rental

Central Florida / Windermere

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£593 / week

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Responds fast!
avg. 1 hour 58 minutes

from £85 / night

20

Windermere holiday condo rental

Central Florida / Windermere

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£593 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £85 / night

17

Holiday condo with shared pool in Windermere

Central Florida / Windermere

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£699 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £100 / night

19

Holiday condo with shared pool in Windermere

Central Florida / Windermere

2 6 2 nights min

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

from £116 / night

£807 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from £116 / night

7

Holiday townhouse rental

Central Florida / Windermere

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £94 / night

£653 / week

Book View

Responds fast!
avg. 48 minutes

from £94 / night

13

Holiday home with shared pool in Windermere

Central Florida / Windermere

3 6 2 nights min

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

from £272 / night

£2,329 / week

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from £272 / night

Great rentals within 20 miles that match your search

Distance approx 12.43 miles from Windermere

(11) Excellent 

26

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £229 / night

£1,600 - £2,100 / week

Enquire View

from £229 / night

Distance approx 12.94 miles from Windermere

(14) Excellent 

34

Townhouse rental in Kissimmee with indoor pool, golf nearby

Kissimmee / Paradise Palms

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£538 / week

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from £85 / night

Distance approx 17.41 miles from Windermere

(16) Very Good 

Certificate of Excellence

31

Holiday home in Davenport

Central Florida / Davenport

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £86 / night

£600 - £800 / week

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from £86 / night

Distance approx 17.82 miles from Windermere

(7) Excellent 

25

Davenport holiday villa rental

Davenport / Tuscan Ridge

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool

from £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £100 / night

Distance approx 19.09 miles from Windermere

(5) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £114 / night

£795 - £1,195 / week

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from £114 / night

Distance approx 14.54 miles from Windermere

(5) Excellent 

21

Holiday villa rental

Davenport / Legacy Park

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £61 / night

£421 / week

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Responds fast!
avg. 2 hours 17 minutes

from £61 / night

Distance approx 13.41 miles from Windermere

30

Holiday villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £96 / night

£515 - £1,030 / week

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from £96 / night

Distance approx 11.78 miles from Windermere

(1) Excellent 

20

Townhouse rental in Clermont with swimming pool

Lake County / Clermont

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly

from £73 / night

£511 / week

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from £73 / night

Distance approx 18.21 miles from Windermere

42

Davenport holiday villa rental

Central Florida / Davenport

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £125 / night

£755 - £980 / week

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from £125 / night

Distance approx 12.06 miles from Windermere

25

Four Corners holiday apartment let

Central Florida / Four Corners

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly

from £185 / night

£1,295 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £185 / night

Distance approx 6.98 miles from Windermere Show on Map

(18) Excellent 

22

Orlando holiday apartment rental

Central Florida / Orlando

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 94 km
  • Swimming pool
  • Child friendly

from £123 / night

£861 / week

Book View

from £123 / night

Distance approx 17.23 miles from Windermere

(7) Excellent 

15

Villa rental in Orlando

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 132 km
  • Swimming pool
  • Child friendly

from £107 / night

£748 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £107 / night

Distance approx 14.72 miles from Windermere

(2) Excellent 

24

Holiday home in Davenport

Central Florida / Davenport

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £108 / night

£815 - £1,306 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £108 / night

Distance approx 9.37 miles from Windermere

(8) Excellent 

11

Orlando holiday apartment rental

Central Florida / Orlando

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £183 / night

£1,277 / week

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from £183 / night

Distance approx 11.96 miles from Windermere

15

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £202 / night

£1,412 / week

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from £202 / night

Distance approx 7.54 miles from Windermere Show on Map

21

Orlando holiday condo rental

Central Florida / Orlando

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £140 / night

£980 - £1,748 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £140 / night

Distance approx 11.96 miles from Windermere

13

Condo rental in Four Corners

Central Florida / Four Corners

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly

from £93 / night

£649 / week

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Responds fast!
avg. 1 hour 35 minutes

from £93 / night

Distance approx 11.51 miles from Windermere

5

Holiday condo with shared pool in Kissimmee

Central Florida / Kissimmee

2 7 7 nights min

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

from £104 / night

£726 / week

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from £104 / night

Distance approx 12.96 miles from Windermere

21

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £126 / night

£882 - £962 / week

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from £126 / night

Distance approx 16.09 miles from Windermere

65

Holiday villa with swimming pool, golf nearby in Reunion

Central Florida / Reunion

9 22 min stay varies

  • 9 bedrooms
  • sleeps 22
  • min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

from £614 / night

£4,297 / week

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from £614 / night

Distance approx 14.32 miles from Windermere

22

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £81 / night

£561 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £81 / night

Distance approx 16.67 miles from Windermere

16

Holiday home letting

Central Florida / Loughman

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £89 / night

£619 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £89 / night

Distance approx 5.92 miles from Windermere Show on Map

(1)  

23

Holiday villa in Orlando

Central Florida / Orlando

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£749 - £1,210 / week

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from £107 / night