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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
  • Apartment (42)
  • Villa (19)
  • House (12)
  • Townhouse (2)
  • Studio (1)
  • Condo (104)
  • Hotel apartment (79)

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259 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £183 / night

£1,280 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £320 / night

£2,240 / week

1 / 63

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £85 / night

£595 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in St. Petersburg

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
20 reviews

from £343 / night

£2,400 / week

1 / 120

Great rentals within 20 miles that match your search

Apartment rental in Indian Shores

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
20 reviews

from £347 / night

£2,423 / week

1 / 22

Great rentals within 20 miles that match your search

Madeira Beach holiday apartment rental

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
9 reviews

from £197 / night

£1,376 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Reunion

Reunion house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £106 / night

£736 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £173 / night

£1,235 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £106 / night

£736 / week

1 / 21

Great rentals within 20 miles that match your search

Townhouse rental in Clearwater

Clearwater townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £456 / night

£3,193 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £135 / night

£775 - £2,844 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday condo in St. Pete Beach

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
16 reviews

from £366 / night

£2,560 - £3,292 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo in Indian Shores

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £178 / night

£1,246 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £311 / night

£2,062 / week

1 / 32

Great rentals within 20 miles that match your search

Indian Shores holiday condo accommodation

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
44 reviews

from £159 / night

£1,207 - £2,286 / week

1 / 43

Great rentals within 20 miles that match your search

Cocoa Beach holiday apartment rental

Cocoa Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
10 reviews

from £75 / night

£523 / week

1 / 29

Great rentals within 20 miles that match your search

Condo accommodation in Holmes Beach with golf nearby

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £622 / night

£4,352 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,144 - £4,116 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday apartment in Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £357 / night

£2,496 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £320 / night

£2,240 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Indian Rocks Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
20 reviews

from £168 / night

£1,502 - £2,396 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday hotel apartment in Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £48 / night

£332 / week

1 / 14

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