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Holiday Lettings
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> United States
> Florida
> Central Florida
> Villas and apartments in Kissimmee

Villas in Kissimmee and Apartments - Holiday Lettings - Holiday Rentals Kissimmee

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185 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ironshore

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

from £764 / night

£5,344 / week

1 / 73

Great rentals within 20 miles that match your search

Apartment rental in Kingston

Kingston apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
8 reviews

from £106 / night

£618 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa in Santa Cruz

Santa Cruz villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £52 / night

£297 - £618 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Ocho Rios with shared pool

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
32 reviews

from £115 / night

£619 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
5 reviews

from £110 / night

£768 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday b&b rental

Port Antonio b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £46 / night

£352 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday b&b in Guanaja

Guanaja b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£1,024 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
5 reviews

from £92 / night

£640 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Ocho Rios

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £128 / night

£896 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Tower Isle

Tower Isle house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 8

from £503 / night

£3,246 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Jonesville

Jonesville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£346 / week

1 / 35

Great rentals within 20 miles that match your search

Montego Bay holiday private room rental

Montego Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £51 / night

£320 / week

1 / 5

Great rentals within 20 miles that match your search

B&b accommodation in Treasure Beach

Treasure Beach b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
7 reviews

from £78 / night

£544 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Blue Mountains National Park

Blue Mountains National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £147 / night

£1,024 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Port Maria

Port Maria cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
4 reviews

from £87 / night

£608 / week

1 / 28

Great rentals within 20 miles that match your search

Kingston holiday apartment rental

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £101 / night

£704 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Ocho Rios

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2
2 reviews

from £81 / night

£456 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Oracabessa with swimming pool

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6
9 reviews

from £320 / night

£2,240 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Tower Isle

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16
15 reviews

from £778 / night

£5,440 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday cottage in Blue Mountains National Park

Blue Mountains National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£1,024 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday log cabin in Gatlinburg

Gatlinburg log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
85 reviews

from £146 / night

£1,018 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday log cabin in Helen

Helen log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £319 / night

£2,234 / week

1 / 36

Great rentals within 20 miles that match your search

Port Antonio holiday apartment rental

Port Antonio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £31 / night

£218 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
9 reviews

from £915 / night

£6,400 - £8,320 / week

1 / 17

Great rentals within 20 miles that match your search

Sandy Bay holiday villa rental

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14
3 reviews

from £3,127 / night

£21,888 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Puerto Plata

Puerto Plata apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £117 / night

£783 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home in Lake Lure

Lake Lure house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
29 reviews

from £238 / night

£1,829 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Negril

Negril house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7
7 reviews

from £243 / night

£1,696 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
51 reviews

from £581 / night

£4,069 - £6,355 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in East End

East End house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 19
51 reviews

from £297 / night

£2,074 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday villa rental

Treasure Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £70 / night

£487 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£768 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment rental

Spanish Town apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £74 / night

£512 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday b&b in Harbour View

Harbour View b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

from £256 / night

£1,792 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
7 reviews

from £91 / night

£639 - £959 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Treasure Beach

Treasure Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £106 / night

£736 / week

1 / 8

Great rentals within 20 miles that match your search

Ocho Rios holiday condo rental

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
4 reviews

from £83 / night

£558 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £83 / night

£526 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in Kingston with golf nearby

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£320 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo rental

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
7 reviews

from £55 / night

£412 - £796 / week

1 / 16

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