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  • Kissimmee

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2,266 Holiday homes

Filters applied: Non-Smoking property (2,266)

Travellers going to Kissimmee are booking July dates now. Secure your holiday home today and have the perfect trip.

(11) Very Good 

1 / 19

Kissimmee holiday apartment rental

Central Florida / Kissimmee

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $51 / night

$350 - $501 / week

Book Book View

from $51 / night

(1) Excellent 

1 / 44

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $161 / night

$1051 - $1701 / week

Book Book View

from $161 / night

(2) Very Good 

1 / 100

Kissimmee holiday home rental

Central Florida / Kissimmee

4 bedroomsSleeps 106 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min stay

from $131 / night

$849 / week

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from $131 / night

(6) Excellent 

1 / 67

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $133 / night

$932 - $1400 / week

Book Book View

from $133 / night

(1) Good 

1 / 37

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $165 / night

$1136 - $1501 / week

Book Book View

from $165 / night

1 / 24

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $127 / night

$889 - $1156 / week

Book Book View

from $127 / night

(1) Excellent 

1 / 24

Holiday home in Crescent Lakes

Kissimmee / Crescent Lakes

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $124 / night

$0 / week

Book Book View

from $124 / night

(28) Excellent 

1 / 20

Holiday home in Crescent Lakes

Kissimmee / Crescent Lakes

4 bedroomsSleeps 113 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min stay

from $130 / night

$899 / week

Book Book View

from $130 / night

(3) Good 

1 / 23

Holiday home with swimming pool in Terra Verde Resort

Kissimmee / Terra Verde Resort

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $126 / night

$851 - $1051 / week

Book Book View

from $126 / night

(14) Excellent 

1 / 48

Townhouse rental in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $69 / night

$0 / week

Book Book View

from $69 / night

(1) Excellent 

1 / 16

Kissimmee holiday home let

Kissimmee / Paradise Palms

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $150 / night

$0 / week

Book Book View

from $150 / night

(5) Very Good 

1 / 84

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $149 / night

$1000 - $1261 / week

Book Book View

from $149 / night

(1) Excellent 

1 / 27

Villa rental in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

5 bedroomsSleeps 103 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $131 / night

$914 - $1218 / week

Book Book View

from $131 / night

(1) Excellent 

1 / 14

Kissimmee holiday townhouse rental

Kissimmee / Trafalgar Village

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $91 / night

$600 - $1200 / week

Book Book View

from $91 / night

(7) Very Good 

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $161 / night

$1051 - $1350 / week

Book Book View

from $161 / night

(21) Excellent 

1 / 8

Holiday condo in Kissimmee

Kissimmee / Cane Island

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $73 / night

$508 - $609 / week

Book Book View

from $73 / night

(5) Excellent 

1 / 43

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $96 / night

$667 - $928 / week

Book Book View

from $96 / night

(3) Very Good 

1 / 23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 bedroomsSleeps 13Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies

from $159 / night

$1130 - $1899 / week

Book Book View

from $159 / night

1 / 40

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $130 / night

$901 - $1200 / week

Book Book View

from $130 / night

(6) Excellent 

1 / 73

Holiday villa rental

Central Florida / Kissimmee

3 bedroomsSleeps 84 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $101 / night

$701 - $3001 / week

Book Book View

from $101 / night

(4) Excellent 

1 / 39

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $141 / night

$976 - $1196 / week

Book Book View

from $141 / night

(2) Excellent 

1 / 24

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $100 / night

$0 / week

Book Book View

from $100 / night

(7) Very Good 

1 / 10

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 bedroomsSleeps 94 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 4 nights min stay

from $95 / night

$653 / week

Book Book View

from $95 / night

1 / 29

Kissimmee holiday home rental

Central Florida / Kissimmee

8 bedroomsSleeps 20Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies

from $219 / night

$1499 - $2699 / week

Book Book View

from $219 / night

(2) Very Good 

1 / 88

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 bedroomsSleeps 104 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min stay

from $138 / night

$907 - $1218 / week

Book Book View

from $138 / night

(3) Very Good 

1 / 15

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $80 / night

$0 / week

Book Book View

from $80 / night

1 / 42

Kissimmee holiday home rental

Central Florida / Kissimmee

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from $257 / night

$1800 - $2200 / week

Book Book View

from $257 / night

(6) Very Good 

1 / 17

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $89 / night

$617 - $762 / week

Book Book View

from $89 / night

(7) Excellent 

1 / 48

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from $240 / night

$1696 - $2800 / week

Book Book View

from $240 / night

(1) Excellent 

1 / 14

Villa rental in Kissimmee

Kissimmee / Bellavida Resort

4 bedroomsSleeps 104 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from $135 / night

$936 / week

Book Book View

from $135 / night

(3) Excellent 

1 / 44

Villa accommodation in Kissimmee with swimming pool

Central Florida / Kissimmee

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $150 / night

$1150 - $2301 / week

Book Book View

from $150 / night

(1) Good 

1 / 68

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $150 / night

$1101 / week

Book Book View

from $150 / night

(2) Excellent 

1 / 21

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $110 / night

$770 / week

Book Book View

from $110 / night

(10) Excellent 

1 / 21

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $86 / night

$576 - $700 / week

Book Book View

from $86 / night

(6) Excellent 

1 / 46

Villa rental in Indian Point with shared pool

Kissimmee / Indian Point

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $103 / night

$725 - $870 / week

Book Book View

from $103 / night

1 / 50

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $95 / night

$0 / week

Book Book View

from $95 / night

(1) Excellent 

1 / 29

Holiday villa rental

Kissimmee / Lindfields

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $86 / night

$561 - $840 / week

Book Book View

from $86 / night

(4) Very Good 

1 / 78

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $121 / night

$800 - $1090 / week

Book Book View

from $121 / night

(3) Excellent 

1 / 49

Holiday home with indoor pool in Kissimmee

Kissimmee / Kissimmee City

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $196 / night

$0 / week

Book Book View

from $196 / night

(9) Excellent 

1 / 25

Holiday villa in Kissimmee

Kissimmee / Calabria, Orlando

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $192 / night

$1339 / week

Book Book View

from $192 / night

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