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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Winter Garden
> City Breaks & Holidays

Winter Garden Holidays & City Breaks - Holiday Lettings

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 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 (1)
  • Villa (1)
  • House (3)
  • Townhouse (1)
  • Condo (2)
  • Hotel apartment (1)

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9 properties suitable for city breaks and holidays

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City breaks

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
22 reviews

from £100 / night

£697 / week

1 / 26

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 review

from £86 / night

£573 - £1,031 / week

1 / 39

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £211 / night

£1,477 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £301 / night

£1,827 / week

1 / 5

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
12 reviews

from £91 / night

£617 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Orlando with golf nearby

Orlando house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
5 reviews

from £124 / night

£1,279 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Clermont

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £101 / night

£704 / week

1 / 44

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
34 reviews

from £201 / night

£1,407 - £1,567 / week

1 / 51

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