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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Apartments and estates in Longwood

Holiday homes - Holiday rentals

Price per night

£1 £750 -

Bedrooms

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  • 4 and above
  • 3 and above
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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 (4)
  • Villa (42)
  • House (32)
  • Townhouse (36)
  • Condo (18)
  • Hotel apartment (2)

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134 Holiday homes

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Staffed property

Great rentals within 20 miles that match your search

Holiday home in Orlando

Orlando house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £83 / night

£576 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home accommodation

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
1 review

from £124 / night

£846 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £92 / night

£640 / 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 £320 / night

£2,240 / week

1 / 13

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 £160 / night

£1,006 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £160 / night

£1,120 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in ChampionsGate

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

from £244 / night

£1,689 - £4,648 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 22

from £184 / night

£1,270 - £5,571 / week

1 / 87

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

from £188 / night

£1,298 - £5,266 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 6

from £183 / night

£1,280 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 22

from £180 / night

£1,242 - £5,521 / week

1 / 84

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £220 / night

£1,536 / week

1 / 53

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £138 / night

£960 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £120 / night

£823 - £3,895 / week

1 / 65

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £148 / night

£1,018 - £3,764 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

from £208 / night

£1,438 - £6,159 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from £188 / night

£1,298 - £5,322 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £140 / night

£963 - £4,192 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £124 / night

£851 - £2,764 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 21

from £96 / night

£655 - £3,673 / week

1 / 51

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from £204 / night

£1,410 - £6,158 / week

1 / 84

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from £204 / night

£1,410 - £6,158 / week

1 / 89

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 17
1 review

from £164 / night

£1,130 - £4,557 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £148 / night

£1,018 - £3,590 / week

1 / 61

Great rentals within 20 miles that match your search

Reunion holiday home let

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £255 / night

£1,786 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £132 / night

£907 - £3,278 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Four Corners

Four Corners townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £108 / night

£739 - £2,360 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £108 / night

£739 - £3,914 / week

1 / 66

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22
1 review

from £448 / night

£3,136 / week

1 / 35

Great rentals within 20 miles that match your search

Condo accommodation in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £101 / night

£704 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £148 / night

£1,018 - £4,152 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 22

from £164 / night

£1,130 - £4,384 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £164 / night

£1,130 - £3,167 / week

1 / 25

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £140 / night

£963 - £3,623 / week

1 / 54

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £136 / night

£935 - £3,555 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £92 / night

£627 - £2,218 / week

1 / 47

Great rentals within 20 miles that match your search

Townhouse rental in Orlando

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £155 / night

£1,082 / week

1 / 28

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19
1 review

from £164 / night

£1,130 - £5,159 / week

1 / 65

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 13

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