Kissimmee villas, Holiday rentals and apartments

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  • United States
  • Florida
  • Central Florida
  • Kissimmee

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  • Bass Lakes Estate (1)
  • Bellavida Resort (22)
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  • Coral Cay (10)
  • Country Creek (2)
  • Creekside (2)
  • Crescent Lakes (17)
  • Crestwynd Bay (7)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (22)
  • Doral Woods (9)
  • Eagle Pointe (11)
  • Emerald Isle Kissimmee (66)
  • Encantada Resort (9)
  • Fiesta Key (7)
  • Formosa Gardens (15)
  • Hamilton's Reserve (2)
  • Indian Creek (17)
  • Indian Point (3)
  • Indian Ridge (5)
  • Indian Ridge Oaks (7)
  • Kissimmee City (37)
  • Lake Berkley (29)
  • Lake Marion (3)
  • Legacy Dunes Resort (6)
  • Liberty Village (5)
  • Lindfields (23)
  • Lucaya Village (2)
  • Oak Island Cove (6)
  • Oak Island Harbor (3)
  • Orange Lake Resort (9)
  • Paradise Palms (31)
  • Regal Oaks (12)
  • Remington (2)
  • Rolling Hills at Formosa (4)
  • Seasons Resort (23)
  • Sunset Lakes (12)
  • Terra Verde Resort (21)
  • The Hamlets (3)
  • Trafalgar Village (8)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (12)
  • Veranda Palms (9)
  • Villasol (5)
  • Vista del lago (2)
  • Westside (28)
  • Windsor Hills Resort (35)
  • Windsor Palms (27)
  • Winward Cay (5)

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Also consider

Emerald Isle Kissimmee
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Kissimmee City
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Villas Paradise Palms
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Lake Berkley
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Apartments Westside
28 properties
Villas Windsor Palms
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Seasons Resort
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Bellavida Resort
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Cumbrian Lakes
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Lindfields
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Terra Verde Resort
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Crescent Lakes
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Villas Indian Creek
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Compass Bay
16 properties
Villas Formosa Gardens
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Sunset Lakes
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Regal Oaks
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Venetian Bay Villages
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Eagle Pointe
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4,822 Holiday homes

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

1 / 19

Kissimmee holiday villa rental

Kissimmee / Indian Creek

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $171 / night

$0 / week

Book Book View

from $171 / night

(1) Excellent 

1 / 30

Holiday villa in Kissimmee

Central Florida / Kissimmee

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $86 / night

$600 / week

Book Book View

from $86 / night

1 / 16

Apartment rental in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $121 / night

$806 / week

Book Book View

from $121 / night

(1) Very Good 

1 / 73

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $98 / night

$685 - $1004 / week

Book Book View

from $98 / night

1 / 30

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $102 / night

$661 - $866 / week

Book Book View

from $102 / night

1 / 52

Holiday home in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $111 / night

$0 / week

Book Book View

from $111 / night

(1) Excellent 

1 / 16

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $171 / night

$1158 - $1755 / week

Book Book View

from $171 / night

(1) Very Good 

1 / 85

Kissimmee holiday apartment rental

Central Florida / Kissimmee

3 bedroomsSleeps 10Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies

from $86 / night

$504 - $786 / week

Book Book View

from $86 / night

1 / 20

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $126 / night

$881 / week

Book Book View

from $126 / night

(1) Excellent 

1 / 35

Kissimmee holiday home rental

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $100 / night

$694 - $974 / week

Enquire Enquire View

from $100 / night

1 / 7

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from $261 / night

$1707 - $2714 / week

Book Book View

from $261 / night

(1) Very Good 

1 / 15

Kissimmee holiday home accommodation

Central Florida / Kissimmee

3 bedroomsSleeps 103 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $181 / night

$1265 - $1974 / week

Book Book View

from $181 / night

(4) Excellent 

1 / 18

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $89 / night

$588 - $956 / week

Book Book View

from $89 / night

(4) Very Good 

1 / 31

Townhouse rental in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $70 / night

$504 - $655 / week

Book Book View

from $70 / night

(2) Excellent 

1 / 12

Kissimmee holiday home rental

Kissimmee / Windsor Hills Resort

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $177 / night

$1234 - $1586 / week

Book Book View

from $177 / night

1 / 12

Holiday condo with shared pool in Kissimmee

Central Florida / Kissimmee

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $108 / night

$756 / week

Book Book View

from $108 / night

(1) Very Good 

1 / 16

Kissimmee holiday home rental

Central Florida / Kissimmee

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $146 / night

$811 / week

Book Book View

from $146 / night

(1) Excellent 

1 / 27

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $116 / night

$806 / week

Book Book View

from $116 / night

(2) Very Good 

1 / 18

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

Kissimmee / Orange Lake Resort

2 bedroomsSleeps 81 night min stay

  • 2 bedrooms
  • Sleeps 8
  • 1 night min stay

from $252 / night

$1764 / week

Book Book View

from $252 / night

1 / 41

Kissimmee holiday home rental

Central Florida / Kissimmee

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $167 / night

$1133 - $2013 / week

Book Book View

from $167 / night

1 / 25

Holiday home in Kissimmee

Central Florida / Kissimmee

5 bedroomsSleeps 125 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min stay

from $187 / night

$1184 / week

Book Book View

from $187 / night

(2) Excellent 

1 / 22

Home rental in Kissimmee

Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $157 / night

$1088 - $1450 / week

Book Book View

from $157 / night

(1) Excellent 

1 / 20

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay

from $126 / night

$806 / week

Book Book View

from $126 / night

(2) Excellent 

1 / 30

Kissimmee holiday villa let

Kissimmee / Lindfields

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $96 / night

$603 - $875 / week

Book Book View

from $96 / night

1 / 22

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $116 / night

$806 / week

Book Book View

from $116 / night

1 / 14

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $213 / night

$1486 / week

Book Book View

from $213 / night

(4) Excellent 

1 / 22

Townhouse rental in Regal Oaks with shared pool

Kissimmee / Regal Oaks

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $89 / night

$618 / week

Book Book View

from $89 / night

(1) Excellent 

1 / 29

Kissimmee holiday home rental

Kissimmee / Formosa Gardens

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $368 / night

$2205 - $3822 / week

Book Book View

from $368 / night

(3) Very Good 

1 / 74

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 bedroomsSleeps 123 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $159 / night

$1103 - $1204 / week

Book Book View

from $159 / night

(3) Excellent 

1 / 24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $146 / night

$1022 - $1169 / week

Book Book View

from $146 / night

(3) Very Good 

1 / 19

Villa rental in Kissimmee

Central Florida / Kissimmee

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $86 / night

$628 / week

Book Book View

from $86 / night

1 / 32

Kissimmee holiday home rental

Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $153 / night

$1068 - $1531 / week

Book Book View

from $153 / night

1 / 17

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $116 / night

$776 - $1038 / week

Book Book View

from $116 / night

(1) Excellent 

1 / 19

Holiday home in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $110 / night

$769 - $860 / week

Book Book View

from $110 / night

1 / 14

Holiday apartment in Kissimmee

Central Florida / Kissimmee

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $177 / night

$0 / week

Book Book View

from $177 / night

1 / 14

Kissimmee holiday b&b rental

Central Florida / Kissimmee

1 bedroomSleeps 83 nights min stay

  • 1 bedroom
  • Sleeps 8
  • 3 nights min stay

from $76 / night

$504 / week

Book Book View

from $76 / night

(3) Very Good 

1 / 64

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $131 / night

$917 / week

Book Book View

from $131 / night

1 / 24

Villa rental in Kissimmee

Kissimmee / Indian Creek

5 bedroomsSleeps 125 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min stay

from $221 / night

$1470 / week

Book Book View

from $221 / night

(2) Excellent 

1 / 19

Holiday home rental

Central Florida / Kissimmee

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $126 / night

$0 / week

Book Book View

from $126 / night

1 / 23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 bedroomsSleeps 17Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies

from $353 / night

$1611 - $3211 / week

Book Book View

from $353 / night

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