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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 (5)
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  • Villa (457)
  • Cottage (41)
  • House (433)
  • Penthouse (1)
  • Lodge (1)
  • Manor House (1)
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  • Studio (11)
  • Yacht (1)
  • Yurt (1)
  • Boathouse (1)
  • Condo (292)
  • Private room (3)
  • Guest house (1)
  • B&B (1)
  • Hotel apartment (14)
  • Tented camp (1)
  • Caravan/Mobile Home (2)

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5 Holiday homes

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Bungalow
Fishing

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

£1,067 / 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

£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 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

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

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 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

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

Indian Shores holiday home rental

Indian Shores house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £262 / night

£1,829 / week

1 / 13

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

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

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 £169 / night

£1,183 / week

1 / 48

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

£1,439 / 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

£1,644 - £2,010 / week

1 / 14

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

£1,165 / 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

£1,023 - £1,727 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa letting

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £320 / night

£2,238 / week

1 / 25

Great rentals within 20 miles that match your search

Condo rental in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £92 / night

£640 / week

1 / 10

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 £914 / night

£6,394 / 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

£914 / week

1 / 37

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: Property type

2 reviews

from £133 / night

£1,096 / 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: Property type

from £151 / night

£1,055 - £1,791 / week

1 / 42

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: Property type

2 reviews

from £411 / night

£2,877 / 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: Property type

from £366 / night

£2,558 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

20 reviews

from £151 / night

£1,055 / week

1 / 48

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £503 / night

£3,517 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £229 / night

£1,599 / week

1 / 23

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: Property type

5 reviews

from £229 / night

£1,599 / 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: Property type

3 reviews

from £146 / night

£1,017 / 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: Property type

2 reviews

from £136 / night

£1,279 / week

1 / 25

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