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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Apartments in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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.
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Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
90 reviews

from £101 / night

£710 - £762 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

20 reviews

from £151 / night

£1,056 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fishing

from £144 / night

£1,006 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

8 reviews

from £110 / night

£750 - £823 / week

1 / 11

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

12 reviews

from £275 / night

£1,920 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £91 / night

£595 - £869 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £448 / night

£3,136 / week

1 / 4

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £138 / night

£960 - £1,536 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £128 / night

£896 / week

1 / 38

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

32 reviews

from £130 / night

£906 - £1,248 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

7 reviews

from £127 / night

£890 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

34 reviews

from £202 / night

£1,408 - £1,568 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Orlando with swimming pool, golf nearby

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

2 reviews

from £170 / night

£1,152 / week

1 / 39

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £86 / night

£573 - £1,031 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Clermont

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

8 reviews

from £105 / night

£686 - £1,280 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Fishing

38 reviews

from £96 / night

£636 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

72 reviews

from £320 / night

£2,067 - £3,072 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

14 reviews

from £106 / night

£736 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

23 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fishing

from £118 / night

£823 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £137 / night

£954 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

7 reviews

from £261 / night

£1,824 - £2,300 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

12 reviews

from £261 / night

£1,824 - £2,300 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

21 reviews

from £106 / night

£736 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £82 / night

£570 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

22 reviews

from £96 / night

£672 / week

1 / 30

Great rentals within 20 miles that match your search

Clermont holiday villa rental

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £174 / night

£1,216 / week

1 / 18

Great rentals within 20 miles that match your search

Clermont holiday villa rental

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

37 reviews

from £128 / night

£896 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment accommodation in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

91 reviews

from £101 / night

£704 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home accommodation

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

8 reviews

from £275 / night

£1,920 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

13 reviews

from £110 / night

£768 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

33 reviews

from £119 / night

£832 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

22 reviews

from £100 / night

£698 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

102 reviews

from £142 / night

£992 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

57 reviews

from £275 / night

£1,920 - £2,496 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £142 / night

£894 / week

1 / 19

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

6 reviews

from £87 / night

£608 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

from £147 / night

£1,024 / week

1 / 26

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

34 reviews

from £80 / night

£479 / week

1 / 13

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