Kissimmee villas, Holiday rentals and apartments

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Price per night

£140 Average

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Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Bass Lakes Estate (1)
  • Bellavida Resort (27)
  • Calabria, Orlando (3)
  • Cane Island (5)
  • Chatham Park (2)
  • Compass Bay (16)
  • Coral Cay (11)
  • Country Creek (2)
  • Creekside (2)
  • Crescent Lakes (18)
  • Crestwynd Bay (31)
  • Crystal Cove Resort (7)
  • Cumbrian Lakes (27)
  • Doral Woods (9)
  • Eagle Pointe (9)
  • Emerald Isle Kissimmee (69)
  • Encantada Resort (9)
  • Fiesta Key (8)
  • Formosa Gardens (16)
  • Hamilton's Reserve (2)
  • Indian Creek (16)
  • Indian Point (3)
  • Indian Ridge (5)
  • Indian Ridge Oaks (8)
  • Kissimmee City (40)
  • Lake Berkley (32)
  • Lake Marion (4)
  • Legacy Dunes Resort (6)
  • Liberty Village (2)
  • Lindfields (22)
  • Lucaya Village (3)
  • Oak Island Cove (6)
  • Oak Island Harbor (3)
  • Orange Lake Resort (10)
  • Paradise Palms (52)
  • Regal Oaks (12)
  • Remington (3)
  • Rolling Hills at Formosa (4)
  • Seasons Resort (24)
  • Sunset Lakes (12)
  • Terra Verde Resort (22)
  • 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 (42)
  • Windsor Palms (30)
  • Winward Cay (6)

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Also consider

Emerald Isle Kissimmee
69 properties
Villas Paradise Palms
52 properties
Villas Windsor Hills Resort
42 properties
Kissimmee City
40 properties
Lake Berkley
32 properties
Crestwynd Bay
31 properties
Villas Windsor Palms
30 properties
Apartments Westside
28 properties
Cumbrian Lakes
27 properties
Bellavida Resort
27 properties
Seasons Resort
24 properties
Terra Verde Resort
22 properties
Lindfields
22 properties
Crescent Lakes
18 properties
Compass Bay
17 properties
Villas Indian Creek
16 properties
Villas Formosa Gardens
16 properties
Sunset Lakes
12 properties
Regal Oaks
12 properties
Venetian Bay Villages
12 properties
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2,586 Holiday homes

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

(2) Very Good 

1 / 30

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 10 4 nights min stay

House / 4 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £72 / night

£483 / week

Book

from £72 / night

1 / 10

Holiday villa in Kissimmee

Kissimmee / Paradise Palms

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £174 / night

£1216 / week

Book

from £174 / night

(2) Very Good 

1 / 48

Holiday villa with golf nearby in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £32 / night

£497 - £966 / week

Book

from £32 / night

1 / 8

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 14 3 nights min stay

Villa / 6 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £167 / night

£1167 / week

Book

from £167 / night

1 / 28

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £142 / night

£932 - £949 / week

Book

from £142 / night

1 / 29

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £138 / night

£963 - £1156 / week

Book

from £138 / night

(15) Excellent 

1 / 51

Villa rental in Kissimmee

Kissimmee / Villasol

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £99 / night

£693 / week

Book

from £99 / night

(14) Excellent 

1 / 108

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £67 / night

£464 / week

Book

from £67 / night

(6) Excellent 

1 / 46

Villa rental in Indian Point with shared pool

Kissimmee / Indian Point

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £71 / night

£590 / week

Book

from £71 / night

(3) Excellent 

1 / 20

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £77 / night

£487 - £1389 / week

Book

from £77 / night

1 / 34

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £104 / night

£773 - £1063 / week

Book

from £104 / night

1 / 33

Holiday villa rental

Kissimmee / Windsor Hills Resort

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £150 / night

£972 - £1736 / week

Book

from £150 / night

(2) Excellent 

1 / 100

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £42 / night

£389 - £553 / week

Book

from £42 / night

(4) Excellent 

1 / 79

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £98 / night

£678 - £830 / week

Book

from £98 / night

1 / 24

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £99 / night

£693 - £833 / week

Book

from £99 / night

(2) Excellent 

1 / 55

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £77 / night

£1389 / week

Book

from £77 / night

(1) Excellent 

1 / 32

Holiday villa with golf nearby in Lake Berkley

Kissimmee / Lake Berkley

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £160 / night

£1112 - £1737 / week

Book

from £160 / night

(3) Excellent 

1 / 44

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £80 / night

£560 - £565 / week

Book

from £80 / night

(4) Very Good 

1 / 24

Coral Cay holiday home rental

Kissimmee / Coral Cay

4 7 Min stay varies

House / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £30 / night

£350 - £630 / week

Book

from £30 / night

(2) Very Good 

1 / 13

Holiday home in Terra Verde Resort

Kissimmee / Terra Verde Resort

5 10 3 nights min stay

House / 5 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(4) Very Good 

1 / 23

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £63 / night

£973 / week

Book

from £63 / night

(2) Excellent 

1 / 26

Holiday townhouse rental

Central Florida / Kissimmee

4 8 3 nights min stay

Townhouse / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £83 / night

£580 - £897 / week

Book

from £83 / night

(3) Excellent 

1 / 119

Holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £93 / night

£647 - £973 / week

Book

from £93 / night

1 / 14

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 8 7 nights min stay

Condo / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £147 / night

£1025 / week

Book

from £147 / night

(19) Excellent 

1 / 24

Holiday villa with private swimming pool in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £99 / night

£925 / week

Book

from £99 / night

1 / 15

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 8 3 nights min stay

Condo / 2 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £125 / night

£869 / week

Book

from £125 / night

1 / 16

Kissimmee holiday home let

Kissimmee / Paradise Palms

5 11 3 nights min stay

House / 5 bedrooms / sleeps 11 / 3 nights min stay

Add to shortlist

from £138 / night

£966 / week

Book

from £138 / night

(2) Poor 

1 / 22

Holiday apartment letting

Central Florida / Kissimmee

3 10 2 nights min stay

Apartment / 3 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £60 / night

£414 - £1872 / week

Book

from £60 / night

1 / 15

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £181 / night

£1216 - £1737 / week

Book

from £181 / night

(10) Excellent 

1 / 49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £81 / night

£570 - £750 / week

Book

from £81 / night

(2) Very Good 

1 / 17

Holiday villa rental

Central Florida / Kissimmee

3 8 7 nights min stay

Villa / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £65 / night

£450 / week

Book

from £65 / night

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 5 nights min stay

Villa / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £111 / night

£1087 / week

Book

from £111 / night

(2) Very Good 

1 / 76

Holiday home in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £77 / night

£535 - £778 / week

Book

from £77 / night

(13) Excellent 

1 / 42

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 5 nights min stay

Villa / 3 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £74 / night

£516 / week

Book

from £74 / night

(4) Excellent 

1 / 58

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £63 / night

£452 - £622 / week

Book

from £63 / night

(1) Very Good 

1 / 15

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 3 nights min stay

House / 6 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £194 / night

£1357 / week

Book

from £194 / night

1 / 29

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £125 / night

£850 - £900 / week

Book

from £125 / night

1 / 33

Holiday home with indoor pool in Kissimmee

Kissimmee / Paradise Palms

6 13 5 nights min stay

House / 6 bedrooms / sleeps 13 / 5 nights min stay

Add to shortlist

from £166 / night

£1162 - £1381 / week

Book

from £166 / night

(2) Very Good 

1 / 22

Holiday hotel apartment in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

Hotel apartment / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £174 / night

£1910 / week

Book

from £174 / night

1 / 23

Holiday home in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

House / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £214 / night

£1276 - £2207 / week

Book

from £214 / night

1 / 21

Holiday villa in Windsor Palms

Kissimmee / Windsor Palms

6 14 3 nights min stay

Villa / 6 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £139 / night

£764 / week

Book

from £139 / night

1 / 24

Holiday villa in Kissimmee

Central Florida / Kissimmee

2 8 7 nights min stay

Villa / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £109 / night

£763 / week

Book

from £109 / night

(3) Excellent 

1 / 98

Home rental in Kissimmee with indoor pool

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £70 / night

£487 - £875 / week

Book

from £70 / night

(4) Very Good 

1 / 11

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 3 nights min stay

Villa / 5 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £111 / night

£771 / week

Book

from £111 / night

(18) Excellent 

1 / 77

Holiday condo with golf nearby in Kissimmee

Kissimmee / Windsor Palms

3 7 Min stay varies

Condo / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £63 / night

£390 - £675 / week

Book

from £63 / night

1 / 13

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 10 2 nights min stay

Villa / 4 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £139 / night

£643 - £730 / week

Book

from £139 / night

(1) Excellent 

1 / 22

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £84 / night

£584 / week

Book

from £84 / night

1 / 21

Condo rental in Kissimmee

Central Florida / Kissimmee

2 6 3 nights min stay

Condo / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £118 / night

£608 / week

Book

from £118 / night

(1) Excellent 

1 / 28

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 10 2 nights min stay

Villa / 5 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £125 / night

£875 / week

Book

from £125 / night

(13) Excellent 

1 / 47

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £47 / night

£377 - £556 / week

Book

from £47 / night

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