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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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Property type
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  • Cottage (13)
  • House (215)
  • Penthouse (1)
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  • Townhouse (52)
  • Studio (2)
  • Condo (14)
  • Private room (1)
  • B&B (1)
  • Caravan/Mobile Home (1)
  • Guest house (1)
  • Hotel apartment (1)
  • Tented camp (1)

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610 Holiday homes

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Private garden
Fishing

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
95 reviews

from £138 / night

£960 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
91 reviews

from £161 / night

£859 - £974 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
7 reviews

from £138 / night

£960 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
31 reviews

from £110 / night

£770 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 28

from £274 / night

£1,914 / week

1 / 45

Great rentals within 20 miles that match your search

Bradenton Beach holiday home rental

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
15 reviews

from £275 / night

£1,760 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
26 reviews

from £152 / night

£921 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
52 reviews

from £138 / night

£967 / week

1 / 41

Great rentals within 20 miles that match your search

Oviedo holiday home rental

Oviedo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £188 / night

£1,312 / week

1 / 27

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
21 reviews

from £115 / night

£802 - £859 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11
43 reviews

from £127 / night

£842 - £1,162 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
44 reviews

from £119 / night

£831 - £1,002 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Treasure Island

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13
45 reviews

from £548 / night

£4,474 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £228 / night

£1,594 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Haines City

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £87 / night

£608 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £170 / night

£1,191 / week

1 / 69

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
11 reviews

from £293 / night

£2,048 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £229 / night

£1,600 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday home letting

Homosassa house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £92 / night

£640 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £458 / night

£3,200 / week

1 / 28

Great rentals within 20 miles that match your search

Clermont ski villa to rent.

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £279 / night

£1,646 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Hernando Beach

Hernando Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£960 - £1,063 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
10 reviews

from £196 / night

£1,372 - £3,200 / week

1 / 39

Great rentals within 20 miles that match your search

Vero Beach holiday villa rental

Vero Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £327 / night

£2,286 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
16 reviews

from £151 / night

£1,052 - £1,792 / week

1 / 55

Great rentals within 20 miles that match your search

Lithia holiday tented camp rental

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £118 / night

£826 / week

1 / 5

Great rentals within 20 miles that match your search

Indian Shores holiday home rental

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £234 / night

£1,632 / week

1 / 19

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
56 reviews

from £207 / night

£1,025 - £1,260 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
37 reviews

from £503 / night

£1,806 - £9,052 / week

1 / 49

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool, golf nearby

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £201 / night

£1,403 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £281 / night

£1,965 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
3 reviews

from £132 / night

£922 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday townhouse in Melbourne Beach

Melbourne Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £453 / night

£3,168 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
15 reviews

from £228 / night

£1,594 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Weeki Wachee

Weeki Wachee house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £252 / night

£1,760 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 21

from £320 / night

£2,240 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home with golf nearby in New Port Richey

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
7 reviews

from £210 / night

£1,466 / week

1 / 27

Great rentals within 20 miles that match your search

Villa letting in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £441 / night

£3,085 / week

1 / 79

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £441 / night

£3,085 / week

1 / 78

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

from £441 / night

£3,085 / week

1 / 63

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