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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

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£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
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  • Villa (1,280)
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  • Lodge (1)
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  • Barn (1)
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  • Camper van (1)
  • Studio (67)
  • Yacht (1)
  • Condo (1,727)
  • Private room (15)
  • Hotel apartment (62)
  • Guest house (13)
  • B&B (5)
  • Caravan/Mobile Home (1)
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  • Tented camp (1)

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11 Holiday homes

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Bungalow
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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

£538 - £986 / 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

£913 / week

1 / 48

Great rentals within 20 miles that match your search

St. Pete Beach holiday bungalow rental

St. Pete Beach bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £275 / night

£1,920 / week

1 / 25

Great rentals within 20 miles that match your search

Bungalow rental in St. Pete Beach

St. Pete Beach bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £366 / night

£2,560 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday bungalow in Dunedin

Dunedin bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £263 / night

£1,837 / week

1 / 25

Great rentals within 20 miles that match your search

St. Pete Beach holiday bungalow rental

St. Pete Beach bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £366 / night

£2,560 / week

1 / 28

Great rentals within 20 miles that match your search

Bungalow rental in Port Richey

Port Richey bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £153 / night

£1,069 / week

1 / 75

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

£488 - £1,782 / 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 £174 / night

£1,077 - £1,718 / 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 £183 / night

£1,077 - £1,718 / 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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Crystal Beach holiday studio rental

Crystal Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

1 filter does not match: Property type

2 reviews

from £92 / night

£550 / week

1 / 16

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: Property type

4 reviews

from £229 / night

£1,603 / week

1 / 16

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

£1,674 / 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

£916 - £1,466 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Clearwater

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £138 / night

£962 / 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: Property type

3 reviews

from £129 / night

£898 / week

1 / 39

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 £163 / night

£1,135 / week

1 / 68

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £94 / night

£654 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Davenport

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £161 / night

£1,122 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

5 reviews

from £170 / night

£1,187 / week

1 / 48

Great rentals within 20 miles that match your search

Orlando holiday apartment accommodation

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £266 / night

£1,860 / week

1 / 8

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

15 reviews

from £138 / night

£962 / week

1 / 19

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: Property type

from £206 / night

£1,443 / week

1 / 24

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

15 reviews

from £206 / night

£1,649 - £2,016 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £183 / night

£1,282 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £184 / night

£871 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £157 / night

£1,100 / week

1 / 12

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: Property type

1 review

from £106 / night

£738 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

10 reviews

from £167 / night

£1,168 / week

1 / 68

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: Property type

2 reviews

from £145 / night

£1,026 - £1,732 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £243 / night

£1,700 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £109 / night

£763 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £184 / night

£1,191 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £115 / night

£802 / week

1 / 41

Great rentals within 20 miles that match your search

Indian Shores holiday apartment rental

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

14 reviews

from £275 / night

£1,924 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £550 / night

£2,748 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Clearwater

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £92 / night

£802 / week

1 / 26

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: Property type

1 review

from £916 / night

£6,412 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £165 / night

£916 / week

1 / 37

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