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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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  • 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.
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  • Villa (3)
  • House (1)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £322 / night

£2,252 / 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 £322 / night

£2,252 / 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 £322 / night

£2,147 / 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

£655 / week

1 / 54

Great rentals within 20 miles that match your search

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Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Shared garden

from £458 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

3 reviews

from £73 / night

£507 / week

1 / 33

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 £129 / night

£899 / week

1 / 39

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

£1,008 / week

1 / 28

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 £390 / night

£2,727 / week

1 / 31

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 £229 / night

£1,598 / week

1 / 48

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

£1,085 / week

1 / 23

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

£2,291 / week

1 / 24

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

£1,008 / 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

£1,925 / 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 £77 / night

£535 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £275 / night

£1,925 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Kissimmee with shared pool

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £95 / night

£661 / week

1 / 37

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

1 filter does not match: Shared garden

from £95 / night

£661 / week

1 / 62

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £92 / night

£642 / week

1 / 4

Great rentals within 20 miles that match your search

Indian Shores holiday condo rental

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

2 reviews

from £458 / night

£3,201 / week

1 / 60

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Shared garden

8 reviews

from £550 / night

£3,666 - £3,923 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Hudson

Hudson condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £138 / night

£963 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £271 / night

£1,893 / week

1 / 18

Great rentals within 20 miles that match your search

Condo rental in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £122 / night

£848 / week

1 / 10

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

2 reviews

from £97 / night

£642 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

9 reviews

from £302 / night

£2,111 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Brandon

Brandon house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

8 reviews

from £186 / night

£1,296 / week

1 / 15

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: Shared garden

12 reviews

from £275 / night

£1,925 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

5 reviews

from £147 / night

£917 / week

1 / 11

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Shared garden

2 reviews

from £734 / night

£5,132 / week

1 / 49

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: Shared garden

1 review

from £158 / night

£1,100 / week

1 / 23

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £161 / night

£917 / week

1 / 41

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £164 / night

£963 / week

1 / 38

Great rentals within 20 miles that match your search

Buena Ventura Lakes holiday condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

1 review

from £81 / night

£2,061 / week

1 / 7

Great rentals within 20 miles that match your search

Orlando ski villa to rent.

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

2 reviews

from £321 / night

£2,154 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £91 / night

£596 - £871 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Williamsburg

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £79 / night

£550 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

2 reviews

from £142 / night

£988 / week

1 / 25

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: Shared garden

from £138 / night

£963 - £1,540 / week

1 / 29

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