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> North America
> United States
> Florida
> Central Florida
> Kissimmee

Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

Price per day

$1 $750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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)
  • Guest house (1)

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2 Vacation rentals

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Boat available
Trampoline

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Miami

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from $979 / night

$7,901 / week

1 / 14

Great rentals within 20 miles that match your search

Madeira Beach ski guest house to rent.

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from $172 / night

$1,203 / week

1 / 100

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

3 reviews

from $91 / night

$634 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

3 reviews

from $487 / night

$3,407 / week

1 / 31

Great rentals within 20 miles that match your search

Condo rental in New Smyrna Beach

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

5 reviews

from $315 / night

$2,205 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

1 filter does not match: Trampoline

from $1,295 / night

$9,065 / week

1 / 55

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation home in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

1 review

from $282 / night

$1,969 / week

1 / 23

Great rentals within 20 miles that match your search

Key Largo Vacation townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

6 reviews

from $401 / night

$1,661 - $3,435 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $516 / night

$3,607 / week

1 / 19

Great rentals within 20 miles that match your search

Orlando Vacation villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

1 review

from $197 / night

$1,374 / week

1 / 23

Great rentals within 20 miles that match your search

Naples Vacation villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $213 / night

$1,489 - $5,725 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $114 / night

$745 - $1,088 / week

1 / 34

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Boat available

2 reviews

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Villa rental in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

5 reviews

from $210 / night

$1,466 - $2,445 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation home in North Captiva Island

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

from $1,145 / night

$8,015 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $197 / night

$1,374 / week

1 / 16

Great rentals within 20 miles that match your search

Cape Coral Vacation villa rental

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

1 review

from $201 / night

$1,346 - $1,827 / week

1 / 26

Great rentals within 20 miles that match your search

Orlando Vacation condo rental

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $257 / night

$1,590 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $217 / night

$1,546 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $377 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Home accommodation in Venice

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

3 reviews

from $189 / night

$1,311 - $1,600 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

2 reviews

from $132 / night

$922 / week

1 / 26

Great rentals within 20 miles that match your search

Estero Vacation apartment rental

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $229 / night

$1,603 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $129 / night

$916 / week

1 / 13

Great rentals within 20 miles that match your search

Orlando Vacation private room rental

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $213 / night

$1,489 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Orlando

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $344 / night

$2,405 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation condo with shared pool, golf nearby in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Trampoline

from $267 / night

$1,864 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

15 reviews

from $258 / night

$2,061 - $2,519 / week

1 / 14

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

8 reviews

from $401 / night

$1,890 - $4,008 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

7 reviews

from $401 / night

$1,661 - $3,435 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation villa rental

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $401 / night

$2,806 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

3 reviews

from $243 / night

$1,704 - $2,101 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Punta Gorda

Punta Gorda house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

3 reviews

from $162 / night

$1,134 / week

1 / 29

Great rentals within 20 miles that match your search

Cape Coral Vacation home rental

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

10 reviews

from $207 / night

$1,443 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

32 reviews

from $573 / night

$4,008 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

5 reviews

from $344 / night

$2,056 - $3,315 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Don Pedro Island

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

3 reviews

from $596 / night

$3,893 / week

1 / 32

Great rentals within 20 miles that match your search

Hudson Vacation cottage rental

Hudson cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

8 reviews

from $201 / night

$1,262 - $1,623 / week

1 / 32

Great rentals within 20 miles that match your search

Home rental in Jupiter

Jupiter house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

8 reviews

from $407 / night

$2,685 / week

1 / 48

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