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Holiday Lettings
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> Florida
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> Orlando
> Villas and holiday rentals in Windsor Hills

Villas in Windsor Hills and Holiday rentals - Holiday Lettings - Holiday Rentals Windsor Hills

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (2)
  • Villa (5)
  • House (4)
  • Townhouse (3)
  • Condo (1)

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15 Holiday homes

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Cot available
Sauna

Great rentals within 20 miles that match your search

Home rental in Reunion with shared pool, golf nearby

Reunion house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £343 / night

£640 - £3,840 / week

1 / 56

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

from £392 / night

£2,739 / week

1 / 57

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £270 / night

£1,888 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse with golf nearby in Davenport

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
33 reviews

from £173 / night

£1,210 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool, golf nearby

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £137 / night

£954 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20
33 reviews

from £228 / night

£1,526 / week

1 / 105

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £174 / night

£1,166 - £1,600 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £82 / night

£570 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12
10 reviews

from £106 / night

£1,006 / week

1 / 36

Great rentals within 20 miles that match your search

Four Corners holiday villa let

Four Corners villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 17
9 reviews

from £366 / night

£2,560 / week

1 / 65

Great rentals within 20 miles that match your search

Davenport holiday apartment rental

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
29 reviews

from £181 / night

£1,267 / week

1 / 95

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £202 / night

£1,408 / week

1 / 73

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
34 reviews

from £202 / night

£1,408 - £1,568 / week

1 / 51

Great rentals within 20 miles that match your search

Four Corners holiday townhouse rental

Four Corners townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
3 reviews

from £151 / night

£192 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Reunion

Reunion house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £261 / night

£1,824 / week

1 / 67

Great rentals within 20 miles that match your search

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Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

3 reviews

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Cot available

12 reviews

from £275 / night

£1,920 / week

1 / 64

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

1 review

from £157 / night

£1,097 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £138 / night

£960 - £1,536 / week

1 / 29

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £155 / night

£1,082 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £173 / night

£1,235 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

from £126 / night

£882 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Cot available

from £138 / night

£896 / week

1 / 22

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Sauna

6 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £131 / night

£915 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

12 reviews

from £160 / night

£1,120 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Clermont

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sauna

5 reviews

from £101 / night

£704 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

1 review

from £235 / night

£1,646 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £103 / night

£686 / week

1 / 13

Great rentals within 20 miles that match your search

Orlando holiday private room rental

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £170 / night

£1,189 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home rental

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Sauna

11 reviews

from £92 / night

£640 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Cot available

13 reviews

from £320 / night

£2,240 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Cot available

5 reviews

from £204 / night

£1,291 - £2,314 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa letting

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £320 / night

£2,240 / week

1 / 25

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £137 / night

£954 / week

1 / 10

Great rentals within 20 miles that match your search

Orlando holiday townhouse rental

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

61 reviews

from £124 / night

£864 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

42 reviews

from £100 / night

£650 - £799 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with private swimming pool in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

44 reviews

from £147 / night

£960 - £1,235 / week

1 / 88

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Sauna

32 reviews

from £147 / night

£1,024 / week

1 / 30

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