Kissimmee villas, Holiday rentals and apartments

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  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

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  • Bass Lakes Estate (1)
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  • Crystal Cove Resort (5)
  • Cumbrian Lakes (23)
  • Doral Woods (9)
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  • Emerald Isle Kissimmee (67)
  • Encantada Resort (9)
  • Fiesta Key (7)
  • Formosa Gardens (15)
  • Hamilton's Reserve (2)
  • Indian Creek (16)
  • Indian Point (3)
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  • Kissimmee City (37)
  • Lake Berkley (29)
  • Lake Marion (3)
  • Legacy Dunes Resort (6)
  • Liberty Village (2)
  • Lindfields (22)
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  • Orange Lake Resort (9)
  • Paradise Palms (31)
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  • Remington (3)
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  • Villasol (5)
  • Vista del lago (2)
  • Westside (28)
  • Windsor Hills Resort (36)
  • Windsor Palms (27)
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Also consider

Emerald Isle Kissimmee
67 properties
Kissimmee City
38 properties
Villas Windsor Hills Resort
36 properties
Villas Paradise Palms
31 properties
Lake Berkley
29 properties
Apartments Westside
28 properties
Villas Windsor Palms
27 properties
Cumbrian Lakes
23 properties
Seasons Resort
23 properties
Lindfields
22 properties
Bellavida Resort
22 properties
Terra Verde Resort
21 properties
Crescent Lakes
17 properties
Villas Indian Creek
16 properties
Compass Bay
16 properties
Villas Formosa Gardens
15 properties
Regal Oaks
12 properties
Sunset Lakes
12 properties
Venetian Bay Villages
12 properties
Eagle Pointe
11 properties
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3,135 Holiday homes

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

(13) Very Good 

1 / 66

Holiday home rental

Kissimmee / Lindfields

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay

from £45 / night

£300 / week

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from £45 / night

1 / 13

Kissimmee holiday villa rental

Central Florida / Kissimmee

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £107 / night

£744 - £993 / week

Book Book View

from £107 / night

(2) Good 

1 / 100

Kissimmee holiday villa rental

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from £107 / night

£750 - £819 / week

Book Book View

from £107 / night

(5) Very Good 

1 / 84

Kissimmee holiday villa rental

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £102 / night

£685 - £864 / week

Book Book View

from £102 / night

(7) Very Good 

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £110 / night

£720 - £925 / week

Book Book View

from £110 / night

(1) Very Good 

1 / 26

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £90 / night

£624 / week

Book Book View

from £90 / night

(11) Very Good 

1 / 18

Kissimmee holiday home let

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £59 / night

£360 / week

Book Book View

from £59 / night

(1) Very Good 

1 / 15

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £62 / night

£432 / week

Book Book View

from £62 / night

(1) Excellent 

1 / 49

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from £125 / night

£895 - £1565 / week

Book Book View

from £125 / night

1 / 40

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £90 / night

£617 - £822 / week

Book Book View

from £90 / night

1 / 30

Holiday home rental

Central Florida / Kissimmee

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min stay

from £199 / night

£1370 - £1713 / week

Book Book View

from £199 / night

(2) Excellent 

1 / 21

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from £76 / night

£528 / week

Book Book View

from £76 / night

(21) Excellent 

1 / 8

Holiday condo in Kissimmee

Kissimmee / Cane Island

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £50 / night

£350 - £420 / week

Book Book View

from £50 / night

(5) Excellent 

1 / 43

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £66 / night

£460 - £640 / week

Book Book View

from £66 / night

(5) Very Good 

1 / 49

Holiday villa rental

Kissimmee / Trafalgar Village

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £80 / night

£450 - £599 / week

Book Book View

from £80 / night

(3) Excellent 

1 / 49

Holiday home with indoor pool in Kissimmee

Kissimmee / Kissimmee City

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £134 / night

£935 / week

Book Book View

from £134 / night

(5) Very Good 

1 / 22

Holiday villa with swimming pool in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £90 / night

£630 - £835 / week

Book Book View

from £90 / night

(5) Very Good 

1 / 32

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay

from £78 / night

£542 - £581 / week

Book Book View

from £78 / night

(3) Excellent 

1 / 44

Villa accommodation in Kissimmee with swimming pool

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from £103 / night

£788 - £1576 / week

Book Book View

from £103 / night

1 / 26

Home rental in Kissimmee

Central Florida / Kissimmee

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from £103 / night

£955 - £1914 / week

Book Book View

from £103 / night

(2) Very Good 

1 / 24

Home rental in Kissimmee with indoor pool

Kissimmee / Rolling Hills at Formosa

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £69 / night

£480 / week

Book Book View

from £69 / night

(2) Excellent 

1 / 15

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £55 / night

£384 / week

Book Book View

from £55 / night

(1) Excellent 

1 / 44

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from £71 / night

£490 - £668 / week

Book Book View

from £71 / night

(8) Very Good 

1 / 34

Holiday apartment with shared pool in Kissimmee

Central Florida / Kissimmee

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from £38 / night

£264 - £360 / week

Book Book View

from £38 / night

1 / 14

Kissimmee holiday villa let

Kissimmee / Windsor Hills Resort

  • 6 bedrooms
  • Sleeps 13
  • 4 nights min stay

from £151 / night

£1028 / week

Book Book View

from £151 / night

1 / 33

Kissimmee holiday home rental

Kissimmee / Kissimmee City

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies

from £129 / night

£902 - £1199 / week

Book Book View

from £129 / night

(2) Very Good 

1 / 88

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min stay

from £95 / night

£625 - £840 / week

Book Book View

from £95 / night

(6) Excellent 

1 / 67

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £92 / night

£638 - £959 / week

Book Book View

from £92 / night

(2) Very Good 

1 / 34

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 12
  • 6 nights min stay

from £124 / night

£864 / week

Book Book View

from £124 / night

(1) Very Good 

1 / 29

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from £134 / night

£959 - £1439 / week

Book Book View

from £134 / night

(1) Excellent 

1 / 17

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay

from £124 / night

£864 / week

Book Book View

from £124 / night

(6) Excellent 

1 / 42

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £110 / night

£768 - £911 / week

Book Book View

from £110 / night

(8) Excellent 

1 / 10

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £55 / night

£384 - £480 / week

Book Book View

from £55 / night

(2) Excellent 

1 / 28

Holiday villa with indoor pool in Kissimmee

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay

from £172 / night

£816 - £1576 / week

Book Book View

from £172 / night

1 / 18

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £103 / night

£720 - £1199 / week

Book Book View

from £103 / night

(1) Excellent 

1 / 14

Villa rental in Kissimmee

Kissimmee / Bellavida Resort

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from £93 / night

£641 / week

Book Book View

from £93 / night

(6) Excellent 

1 / 46

Villa rental in Indian Point with shared pool

Kissimmee / Indian Point

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £71 / night

£500 - £590 / week

Book Book View

from £71 / night

(2) Excellent 

1 / 30

Kissimmee holiday villa let

Kissimmee / Lindfields

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £65 / night

£410 - £595 / week

Book Book View

from £65 / night

(3) Excellent 

1 / 15

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £60 / night

£425 - £515 / week

Book Book View

from £60 / night

1 / 42

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies

from £177 / night

£1233 - £1507 / week

Book Book View

from £177 / night

1 / 75

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies

from £185 / night

£1233 - £1781 / week

Book Book View

from £185 / night

(2) Excellent 

1 / 82

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £96 / night

£672 - £925 / week

Book Book View

from £96 / night

(1) Excellent 

1 / 30

Kissimmee holiday home accommodation

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min stay

from £96 / night

£572 / week

Book Book View

from £96 / night

1 / 24

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from £243 / night

£1713 - £2398 / week

Book Book View

from £243 / night

(7) Excellent 

1 / 35

Holiday townhouse in Kissimmee

Kissimmee / Venetian Bay Villages

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £52 / night

£309 - £370 / week

Book Book View

from £52 / night

(5) Excellent 

1 / 23

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £75 / night

£500 / week

Book Book View

from £75 / night

(11) Very Good 

1 / 20

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from £99 / night

£690 / week

Book Book View

from £99 / night

(2) Excellent 

1 / 66

Holiday home rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay

from £69 / night

£463 - £651 / week

Book Book View

from £69 / night

(4) Excellent 

1 / 22

Townhouse rental in Regal Oaks with shared pool

Kissimmee / Regal Oaks

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £60 / night

£420 / week

Book Book View

from £60 / night

(9) Very Good 

1 / 52

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £50 / night

£322 - £576 / week

Book Book View

from £50 / night

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