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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and condos in Windsor Hills Resort

Villas in Windsor Hills Resort and Condos - Holiday Lettings - Holiday Rentals Windsor Hills Resort

Price per night

£1 £750 -

Bedrooms

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  • 5
  • 4 and above
  • 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
  • Villa (3)
  • House (1)

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4 Holiday homes

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Shared garden
Under 5s

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £321 / night

£2,247 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from £321 / night

£2,247 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £321 / night

£2,142 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £109 / night

£653 / week

1 / 54

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: Shared garden

3 reviews

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Shared garden

from £155 / night

£1,005 / week

1 / 28

Great rentals within 20 miles that match your search

Clearwater holiday condo rental

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared garden

3 reviews

from £128 / night

£896 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

3 reviews

from £389 / night

£2,720 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Orlando

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £458 / night

£3,657 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

8 reviews

from £146 / night

£1,018 - £3,433 / week

1 / 10

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: Shared garden

from £137 / night

£954 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

2 reviews

from £412 / night

£2,880 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Orlando

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £261 / night

£1,824 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £270 / night

£1,888 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £106 / night

£736 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with indoor pool in Clermont

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

27 reviews

from £110 / night

£640 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £366 / night

£2,560 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

20 reviews

from £151 / night

£1,056 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday condo in Brandon

Brandon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £118 / night

£826 / week

1 / 53

Great rentals within 20 miles that match your search

Clermont holiday home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

11 reviews

from £124 / night

£864 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse in Davenport

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Shared garden

1 review

from £110 / night

£768 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Clearwater

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Shared garden

from £235 / night

£1,646 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Madeira Beach

Madeira Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 18

1 filter does not match: Shared garden

from £122 / night

£854 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Shared garden

from £249 / night

£1,738 / week

1 / 6

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared garden

from £503 / night

£3,520 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo in Clearwater

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

5 reviews

from £83 / night

£576 - £768 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £366 / night

£2,560 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

3 reviews

from £146 / night

£1,018 / week

1 / 30

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

2 reviews

from £137 / night

£1,280 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage in Ruskin

Ruskin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

4 reviews

from £146 / night

£1,018 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in St. Petersburg

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £83 / night

£581 / week

1 / 54

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £155 / night

£1,082 / week

1 / 23

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

3 reviews

from £228 / night

£1,594 / week

1 / 48

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £92 / night

£2,286 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £182 / night

£960 / week

1 / 20

Great rentals within 20 miles that match your search

Clearwater holiday condo rental

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £183 / night

£1,280 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £453 / night

£3,168 / week

1 / 16

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: Shared garden

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £275 / night

£1,920 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £74 / night

£512 / week

1 / 14

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