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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 -

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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
  • Bungalow (9)
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  • Villa (1,125)
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  • House (2,442)
  • Penthouse (1)
  • Lodge (1)
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  • Townhouse (387)
  • Camper van (1)
  • Studio (8)
  • Condo (1,653)
  • Private room (6)
  • Hotel apartment (26)
  • Guest house (2)
  • Log cabin (2)
  • B&B (1)

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9 Holiday homes

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Bungalow
Dishwasher

Great rentals within 20 miles that match your search

Holiday bungalow in Tampa

Tampa bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £85 / night

£589 - £1,407 / week

1 / 34

Great rentals within 20 miles that match your search

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
26 reviews

from £142 / night

£909 / week

1 / 48

Great rentals within 20 miles that match your search

Bungalow rental in Longboat Key

Longboat Key bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £96 / night

£672 / week

1 / 56

Great rentals within 20 miles that match your search

Longboat Key holiday bungalow rental

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £96 / night

£672 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday bungalow accommodation

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £220 / night

£1,535 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday bungalow in Gulfport

Gulfport bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday bungalow with swimming pool in St. Petersburg

St. Petersburg bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £83 / night

£486 - £1,777 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
10 reviews

from £173 / night

£1,074 - £1,713 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £182 / night

£1,074 - £1,713 / week

1 / 12

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £86 / night

£601 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home letting

Indian Rocks Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £239 / night

£1,669 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £147 / night

£914 - £1,462 / week

1 / 20

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: Property type

3 reviews

from £73 / night

£505 / 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: Property type

from £155 / night

£1,004 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

2 reviews

from £160 / night

£1,119 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Orlando

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £136 / night

£950 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £118 / night

£868 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Clermont

Clermont house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

6 reviews

from £133 / night

£813 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Redington Shores

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

7 reviews

from £108 / night

£521 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in Redington Shores

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

3 reviews

from £174 / night

£1,215 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Orlando

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £118 / night

£822 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £281 / night

£1,964 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Tampa

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £356 / night

£1,643 - £2,155 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Sanford

Sanford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

3 reviews

from £302 / night

£2,110 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage in Oviedo

Oviedo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £110 / night

£768 / week

1 / 22

Great rentals within 20 miles that match your search

Oviedo holiday home rental

Oviedo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £188 / night

£1,311 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Oviedo

Oviedo house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £320 / night

£2,238 / week

1 / 66

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: Property type

6 reviews

from £105 / night

£736 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £118 / night

£821 / week

1 / 25

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: Property type

5 reviews

from £204 / night

£1,291 - £2,314 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £137 / night

£959 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £91 / night

£633 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment in St. Petersburg

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

5 reviews

from £115 / night

£772 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home accommodation

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £137 / night

£959 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

9 reviews

from £145 / night

£1,011 / week

1 / 59

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool

Orlando house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £162 / night

£1,132 / week

1 / 68

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Property type

11 reviews

from £480 / night

£3,357 / week

1 / 33

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