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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses 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.
Property type
  • Apartment (1)
  • Villa (1)
  • House (7)

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9 Holiday homes

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Private pool
Pets allowed

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £138 / night

£866 - £1,224 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £115 / night

£802 - £1,444 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £138 / night

£866 - £1,444 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10
2 reviews

from £170 / night

£1,069 - £1,833 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
26 reviews

from £138 / night

£866 - £1,224 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Davenport

Davenport apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10
2 reviews

from £94 / night

£655 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£825 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home rental

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15
38 reviews

from £274 / night

£1,918 - £2,143 / week

1 / 63

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

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Holiday home with swimming pool in ChampionsGate

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £99 / night

£692 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home with swimming pool in ChampionsGate

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Pets allowed

from £236 / night

£1,649 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home rental

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home accommodation

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 38

Great rentals within 20 miles that match your search

ChampionsGate holiday home let

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Pets allowed

from £204 / night

£1,423 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in ChampionsGate with swimming pool

ChampionsGate house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £231 / night

£1,617 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday townhouse rental

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £149 / night

£1,041 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in ChampionsGate

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

2 reviews

from £185 / night

£1,293 / week

1 / 53

Great rentals within 20 miles that match your search

ChampionsGate holiday home rental

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Pets allowed

from £236 / night

£1,649 / week

1 / 41

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

1 filter does not match: Pets allowed

from £301 / night

£2,102 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £923 / night

£6,459 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Intercession City

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

2 reviews

from £277 / night

£1,933 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

2 reviews

from £116 / night

£739 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £99 / night

£692 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in ChampionsGate

ChampionsGate townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £125 / night

£873 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £133 / night

£931 / week

1 / 94

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £138 / night

£964 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Davenport

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Pets allowed

1 review

from £315 / night

£2,205 / week

1 / 30

Great rentals within 20 miles that match your search

Celebration holiday villa rental

Celebration villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £124 / night

£867 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Celebration

Celebration villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Pets allowed

from £96 / night

£666 / week

1 / 83

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 47

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

16 reviews

from £98 / night

£682 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa rental

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

6 reviews

from £147 / night

£1,028 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

4 reviews

from £369 / night

£2,308 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

28 reviews

from £153 / night

£1,293 / week

1 / 20

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

1 filter does not match: Pets allowed

from £370 / night

£2,586 / week

1 / 57

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £930 / night

£6,511 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Loughman

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

from £167 / night

£1,164 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Pets allowed

1 review

from £324 / night

£2,171 / week

1 / 67

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