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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
  • Condo (14)
  • Apartment (22)
  • Villa (126)
  • Cottage (2)
  • House (114)
  • Bungalow (1)
  • Townhouse (11)
  • Studio (1)
  • Guest house (1)

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14 Holiday homes

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Condo
Cot available

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £229 / night

£1,599 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Indian Rocks Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £297 / night

£2,078 / week

1 / 22

Great rentals within 20 miles that match your search

ChampionsGate holiday condo rental

ChampionsGate condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £73 / night

£511 / week

1 / 23

Great rentals within 20 miles that match your search

Condo letting in Davenport with golf nearby

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
1 review

from £183 / night

£1,142 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
1 review

from £99 / night

£691 / week

1 / 57

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £99 / night

£691 / week

1 / 55

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £118 / night

£825 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo in Indian Rocks Beach

Indian Rocks Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

from £206 / night

£1,439 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo rental

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £160 / night

£1,119 / week

1 / 37

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
25 reviews

from £284 / night

£1,736 - £2,558 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Clearwater

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
39 reviews

from £215 / night

£1,503 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £82 / night

£569 / week

1 / 54

Great rentals within 20 miles that match your search

Condo rental in Clearwater

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
4 reviews

from £160 / night

£1,119 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo rental

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
54 reviews

from £228 / night

£1,592 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Reunion holiday condo let

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £114 / night

£799 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £110 / night

£767 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Saint Cloud

Saint Cloud house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £101 / night

£703 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Indian Rocks Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £365 / night

£2,549 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday condo in Clearwater

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £638 / night

£4,465 / week

1 / 41

Great rentals within 20 miles that match your search

Condo rental in Orlando with shared pool

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £137 / night

£822 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £229 / night

£1,141 / week

1 / 12

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo let

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £137 / night

£959 / week

1 / 11

Great rentals within 20 miles that match your search

Cape Canaveral holiday condo rental

Cape Canaveral condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

from £83 / night

£575 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Palm Bay

Palm Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £92 / night

£594 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £146 / night

£959 / week

1 / 63

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: Property type

from £127 / night

£888 / week

1 / 24

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £93 / night

£652 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £104 / night

£722 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £78 / night

£543 / week

1 / 84

Great rentals within 20 miles that match your search

Holiday condo in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £274 / night

£1,917 / week

1 / 2

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £133 / night

£927 / week

1 / 1

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £142 / night

£1,022 - £3,194 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £137 / night

£959 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Carrollwood

Carrollwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £142 / night

£991 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in St. Pete Beach

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £124 / night

£913 - £1,095 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £105 / night

£721 / week

1 / 30

Great rentals within 20 miles that match your search

Villa rental in Loughman

Loughman villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Property type

from £142 / night

£991 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Williamsburg

Williamsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £85 / night

£594 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £361 / night

£2,524 / week

1 / 31

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £201 / night

£1,406 / week

1 / 15

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