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Holiday Lettings
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> Florida
> Central Florida
> Orlando
> Villas and holiday rentals in Windsor Hills

Villas in Windsor Hills and Holiday rentals - Holiday Lettings - Holiday Rentals Windsor Hills

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
  • Apartment (31)
  • Villa (218)
  • House (220)
  • Townhouse (56)
  • Condo (101)
  • Hotel apartment (6)

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632 Holiday homes

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Great rentals within 20 miles that match your search

Holiday hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £246 / night

£1,720 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
62 reviews

from £123 / night

£859 / week

1 / 24

Great rentals within 20 miles that match your search

Clermont holiday villa rental

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
76 reviews

from £125 / night

£778 - £972 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
7 reviews

from £110 / night

£529 / week

1 / 23

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 £277 / night

£1,938 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in ChampionsGate

ChampionsGate house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £175 / night

£1,223 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa rental

ChampionsGate villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16
9 reviews

from £278 / night

£1,479 - £1,715 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Reunion

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

from £351 / night

£2,222 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from £139 / night

£972 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £82 / night

£1,619 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £298 / night

£2,080 / week

1 / 82

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £231 / night

£1,616 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £173 / night

£1,205 / week

1 / 69

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
80 reviews

from £132 / night

£922 - £962 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
26 reviews

from £132 / night

£922 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from £138 / night

£962 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £232 / night

£1,620 / week

1 / 67

Great rentals within 20 miles that match your search

Home rental in Celebration with shared pool

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £84 / night

£501 - £834 / week

1 / 15

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £86 / night

£602 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
1 review

from £125 / night

£857 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Davenport

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
20 reviews

from £69 / night

£458 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

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 £153 / night

£1,066 - £1,817 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £155 / night

£1,084 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £93 / night

£649 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Reunion

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £325 / night

£2,271 / week

1 / 13

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 hotel apartment in Celebration

Celebration hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £162 / night

£1,019 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £199 / night

£1,758 - £1,888 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa in ChampionsGate

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £301 / night

£2,106 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £125 / night

£875 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Reunion with shared pool, golf nearby

Reunion house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £348 / night

£649 - £3,893 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 21

from £325 / night

£2,271 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
1 review

from £325 / night

£2,271 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 15 bedrooms
  • 17 bathrooms
  • sleeps 42

from £462 / night

£3,233 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Kissimmee

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 30

from £277 / night

£1,938 / week

1 / 87

Great rentals within 20 miles that match your search

Holiday villa rental

ChampionsGate villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £186 / night

£1,759 - £2,277 / week

1 / 49

Great rentals within 20 miles that match your search

Reunion holiday villa rental

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
8 reviews

from £298 / night

£1,947 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Reunion

Reunion villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

from £447 / night

£3,127 / week

1 / 90

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Reunion

Reunion villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £447 / night

£3,127 / week

1 / 90

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