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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

Property rating (out of 5)
  • 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
  • Condo (3)

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3 Holiday homes

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Great rentals within 20 miles that match your search

Holly Hill holiday condo rental

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £407 / night

£2,848 / week

1 / 14

Great rentals within 20 miles that match your search

Holly Hill holiday condo rental

Holly Hill condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £628 / night

£4,397 / week

1 / 15

Great rentals within 20 miles that match your search

Holly Hill holiday condo rental

Holly Hill condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £628 / night

£4,397 / week

1 / 14

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home letting

Indian Rocks Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £239 / night

£1,674 / week

1 / 48

Great rentals within 20 miles that match your search

St. Petersburg holiday home rental

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £206 / night

£1,443 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £145 / night

£1,026 - £1,732 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday manor house in St. Petersburg

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

1 review

from £916 / night

£6,412 / week

1 / 24

Great rentals within 20 miles that match your search

Condo rental in New Smyrna Beach

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £184 / night

£1,764 - £2,084 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home rental

Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £133 / night

£1,100 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £152 / night

£1,058 - £1,796 / week

1 / 42

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Beach or lakeside relaxation

1 review

from £73 / night

£824 / week

1 / 27

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: Beach or lakeside relaxation

2 reviews

from £413 / night

£2,886 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £367 / night

£2,565 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £240 / night

£1,680 / week

1 / 16

Great rentals within 20 miles that match your search

Indian Shores holiday condo rental

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £229 / night

£1,603 / week

1 / 23

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: Beach or lakeside relaxation

3 reviews

from £146 / night

£1,020 / 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: Beach or lakeside relaxation

2 reviews

from £137 / night

£1,283 / week

1 / 25

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: Beach or lakeside relaxation

1 review

from £155 / night

£1,084 / 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: Beach or lakeside relaxation

3 reviews

from £228 / night

£1,597 / 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: Beach or lakeside relaxation

1 review

from £92 / night

£2,290 / week

1 / 24

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: Beach or lakeside relaxation

from £275 / night

£1,924 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

25 reviews

from £218 / night

£1,520 - £2,080 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

1 review

from £799 / night

£5,591 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £229 / night

£1,603 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday townhouse in Clearwater

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £321 / night

£2,245 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £181 / night

£1,347 - £2,552 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

20 reviews

from £110 / night

£770 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £197 / night

£1,740 - £1,868 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

17 reviews

from £119 / night

£834 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Beach or lakeside relaxation

22 reviews

from £367 / night

£2,565 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

10 reviews

from £174 / night

£1,077 - £1,718 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

12 reviews

from £91 / night

£619 / week

1 / 30

Great rentals within 20 miles that match your search

Villa accommodation in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £166 / night

£1,078 / week

1 / 32

Great rentals within 20 miles that match your search

Villa rental in Poinciana

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £88 / night

£586 / week

1 / 42

Great rentals within 20 miles that match your search

Tampa holiday home rental

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Beach or lakeside relaxation

25 reviews

from £152 / night

£1,160 - £1,609 / week

1 / 71

Great rentals within 20 miles that match your search

Windsor Hills Resort holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £179 / night

£1,237 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Manasota Key

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

12 reviews

from £124 / night

£866 - £1,122 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £277 / night

£1,799 - £1,992 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £302 / night

£1,832 / week

1 / 5

Great rentals within 20 miles that match your search

Apartment rental in St. Petersburg

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £106 / night

£710 / week

1 / 19

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