Kissimmee villas, Holiday rentals and apartments

Close

View larger map

Price per night

£123 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Bass Lakes Estate (1)
  • Bellavida Resort (22)
  • Calabria, Orlando (3)
  • Cane Island (4)
  • Chatham Park (2)
  • Compass Bay (16)
  • Coral Cay (10)
  • Country Creek (2)
  • Creekside (2)
  • Crescent Lakes (17)
  • Crestwynd Bay (7)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (23)
  • Doral Woods (9)
  • Eagle Pointe (11)
  • Emerald Isle Kissimmee (67)
  • Encantada Resort (9)
  • Fiesta Key (7)
  • Formosa Gardens (15)
  • Hamilton's Reserve (2)
  • Indian Creek (16)
  • 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 (2)
  • Lindfields (22)
  • Lucaya Village (2)
  • Oak Island Cove (6)
  • Oak Island Harbor (3)
  • Orange Lake Resort (9)
  • Paradise Palms (32)
  • Regal Oaks (12)
  • Remington (3)
  • 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 (36)
  • Windsor Palms (27)
  • Winward Cay (5)

More

Less

Also consider

Emerald Isle Kissimmee
67 properties
Kissimmee City
38 properties
Villas Windsor Hills Resort
36 properties
Villas Paradise Palms
32 properties
Lake Berkley
30 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
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

3,060 Holiday homes

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

(5) Excellent 

1 / 76

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £100 / night

£605 / week

Book Book View

from £100 / night

(3) Very Good 

1 / 19

Villa rental in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £59 / night

£427 / week

Book Book View

from £59 / night

(1) Excellent 

1 / 51

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £75 / night

£575 - £650 / week

Book Book View

from £75 / night

(3) Excellent 

1 / 65

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £70 / night

£450 - £600 / week

Book Book View

from £70 / night

(2) Very Good 

1 / 16

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from £103 / night

£720 / week

Book Book View

from £103 / night

(3) Excellent 

1 / 13

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 8
  • 14 nights min stay

from £147 / night

£1028 - £1316 / week

Book Book View

from £147 / night

(3) Excellent 

1 / 85

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from £137 / night

£959 - £1487 / week

Book Book View

from £137 / night

1 / 14

Holiday condo in Kissimmee

Central Florida / Kissimmee

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £145 / night

£1011 / week

Book Book View

from £145 / night

(1) Excellent 

1 / 25

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £135 / night

£850 - £1100 / week

Book Book View

from £135 / night

1 / 24

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £84 / night

£585 - £792 / week

Book Book View

from £84 / night

1 / 41

Holiday home letting

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £81 / night

£537 / week

Book Book View

from £81 / night

(1) Very Good 

1 / 8

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £62 / night

£432 - £648 / week

Book Book View

from £62 / night

(4) Excellent 

1 / 10

Kissimmee holiday apartment rental

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min stay

from £55 / night

£384 / week

Book Book View

from £55 / night

1 / 26

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from £103 / night

£617 - £668 / week

Book Book View

from £103 / night

1 / 64

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £72 / night

£514 - £548 / week

Book Book View

from £72 / night

(2) Very Good 

1 / 75

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £96 / night

£600 / week

Book Book View

from £96 / night

(11) Excellent 

1 / 100

Holiday apartment in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £62 / night

£408 - £446 / week

Book Book View

from £62 / night

(7) Very Good 

1 / 24

Holiday home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £100 / night

£650 - £990 / week

Book Book View

from £100 / night

(2) Excellent 

1 / 31

Holiday home in Kissimmee

Kissimmee / Liberty Village

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from £79 / night

£552 - £699 / week

Book Book View

from £79 / night

1 / 18

Crescent Lakes holiday villa rental

Kissimmee / Crescent Lakes

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min stay

from £100 / night

£650 / week

Book Book View

from £100 / night

1 / 42

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 10
  • 1 night min stay

from £86 / night

£589 / week

Book Book View

from £86 / night

(1) Excellent 

1 / 20

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies

from £274 / night

£1096 - £2185 / week

Book Book View

from £274 / night

(1) Excellent 

1 / 20

Regal Oaks holiday townhouse rental

Kissimmee / Regal Oaks

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £69 / night

£480 - £576 / week

Book Book View

from £69 / night

(1) Excellent 

1 / 9

Home rental in Kissimmee

Kissimmee / Sunset Lakes

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £96 / night

£637 / week

Book Book View

from £96 / night

(1) Excellent 

1 / 100

Kissimmee holiday villa rental

Kissimmee / Sunset Lakes

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £90 / night

£624 - £911 / week

Book Book View

from £90 / night

(3) Excellent 

1 / 98

Villa rental in Seasons Resort

Kissimmee / Seasons Resort

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from £103 / night

£651 - £1713 / week

Book Book View

from £103 / night

(7) Very Good 

1 / 74

Holiday villa with shared pool in Kissimmee

Kissimmee / Lake Berkley

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £94 / night

£658 - £1176 / week

Book Book View

from £94 / night

(1) Excellent 

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from £103 / night

£720 - £927 / week

Book Book View

from £103 / night

(4) Excellent 

1 / 39

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from £155 / night

£1079 - £1987 / week

Book Book View

from £155 / night

(2) Very Good 

1 / 36

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay

from £75 / night

£471 / week

Book Book View

from £75 / night

1 / 24

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £82 / night

£571 - £907 / week

Book Book View

from £82 / night

1 / 64

Kissimmee holiday villa rental

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies

from £158 / night

£1103 - £2014 / week

Book Book View

from £158 / night

1 / 13

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £83 / night

£576 / week

Book Book View

from £83 / night

(4) Very Good 

1 / 36

Holiday condo in Kissimmee

Kissimmee / Kissimmee City

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £52 / night

£360 / week

Book Book View

from £52 / night

1 / 20

Home rental in Kissimmee with golf nearby

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £131 / night

£1319 / week

Book Book View

from £131 / night

(8) Excellent 

1 / 57

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £64 / night

£411 - £631 / week

Book Book View

from £64 / night

(2) Poor 

1 / 12

Kissimmee holiday townhouse rental

Kissimmee / Terra Verde Resort

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £60 / night

£380 - £385 / week

Book Book View

from £60 / night

(53) Excellent 

1 / 30

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from £96 / night

£672 / week

Book Book View

from £96 / night

(2) Excellent 

1 / 17

Home rental in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from £79 / night

£552 / week

Book Book View

from £79 / night

(2) Poor 

1 / 22

Holiday apartment letting

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £59 / night

£408 - £1846 / week

Book Book View

from £59 / night

(1) Very Good 

1 / 73

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £67 / night

£466 - £683 / week

Book Book View

from £67 / night

(3) Excellent 

1 / 100

Holiday villa in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay

from £55 / night

£379 / week

Book Book View

from £55 / night

(1) Excellent 

1 / 24

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £103 / night

£720 - £1247 / week

Book Book View

from £103 / night

(5) Excellent 

1 / 62

Holiday apartment in Kissimmee

Central Florida / Kissimmee

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £54 / night

£364 - £480 / week

Book Book View

from £54 / night

(1) Very Good 

1 / 90

Holiday villa with swimming pool, golf nearby in Kissimmee

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £111 / night

£477 - £666 / week

Book Book View

from £111 / night

1 / 23

Holiday home in Kissimmee

Central Florida / Kissimmee

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from £213 / night

£1268 - £2192 / week

Book Book View

from £213 / night

1 / 12

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £82 / night

£571 / week

Book Book View

from £82 / night

1 / 26

Kissimmee holiday home rental

Central Florida / Kissimmee

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies

from £137 / night

£955 - £1679 / week

Book Book View

from £137 / night

1 / 17

Holiday townhouse accommodation

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £90 / night

£624 / week

Book Book View

from £90 / night

1 / 30

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from £69 / night

£449 - £589 / week

Book Book View

from £69 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page