Kissimmee villas, Holiday rentals and apartments

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Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

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  • Bass Lakes Estate (1)
  • Bellavida Resort (35)
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  • Cane Island (6)
  • Chatham Park (2)
  • Compass Bay (17)
  • 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 (70)
  • Encantada Resort (10)
  • 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 (33)
  • Lake Marion (4)
  • Legacy Dunes Resort (6)
  • Liberty Village (2)
  • Lindfields (22)
  • Lucaya Village (4)
  • Oak Island Cove (6)
  • Oak Island Harbor (3)
  • Orange Lake Resort (10)
  • Paradise Palms (53)
  • 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
70 properties
Villas Paradise Palms
53 properties
Villas Windsor Hills Resort
42 properties
Kissimmee City
40 properties
Bellavida Resort
35 properties
Lake Berkley
33 properties
Crestwynd Bay
31 properties
Villas Windsor Palms
30 properties
Apartments Westside
28 properties
Cumbrian Lakes
27 properties
Seasons Resort
24 properties
Lindfields
22 properties
Terra Verde Resort
22 properties
Crescent Lakes
18 properties
Compass Bay
17 properties
Villas Formosa Gardens
16 properties
Villas Indian Creek
16 properties
Venetian Bay Villages
12 properties
Regal Oaks
12 properties
Sunset Lakes
12 properties
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2,147 Holiday homes

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

(2) Excellent 

1 / 24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 4 nights min stay

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

Add to shortlist

from £103 / night

£689 - £794 / week

Book

from £103 / night

1 / 22

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £79 / night

£552 / week

Book

from £79 / night

1 / 11

Kissimmee holiday home accommodation

Kissimmee / Emerald Isle Kissimmee

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £59 / night

£407 / week

Book

from £59 / night

1 / 10

Kissimmee holiday apartment rental

Kissimmee / Cane Island

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £80 / night

£380 - £552 / week

Book

from £80 / night

1 / 11

Kissimmee holiday home rental

Central Florida / Kissimmee

4 9 3 nights min stay

House / 4 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £76 / night

£497 - £587 / week

Book

from £76 / night

1 / 22

Kissimmee holiday condo rental

Central Florida / Kissimmee

2 7 Min stay varies

Condo / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £55 / night

£379 - £524 / week

Book

from £55 / night

1 / 96

Kissimmee holiday home rental

Kissimmee / Lake Berkley

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £104 / night

£894 / week

Book

from £104 / night

1 / 24

Holiday home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

House / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £217 / night

£1518 - £1932 / week

Book

from £217 / night

1 / 4

Holiday home in Kissimmee

Kissimmee / Rolling Hills at Formosa

4 8 3 nights min stay

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

Add to shortlist

from £100 / night

£690 / week

Book

from £100 / night

1 / 15

Condo rental in Kissimmee

Kissimmee / Kissimmee City

4 10 1 night min stay

Condo / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £83 / night

£580 / week

Book

from £83 / 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 £117 / night

£604 / week

Book

from £117 / night

1 / 23

Kissimmee holiday apartment rental

Central Florida / Kissimmee

2 5 7 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £66 / night

£459 / week

Book

from £66 / night

(1) Excellent 

1 / 27

Holiday villa rental

Kissimmee / Lindfields

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £66 / night

£435 - £580 / week

Book

from £66 / night

1 / 24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min stay

Villa / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £70 / night

£490 - £630 / week

Book

from £70 / 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 / 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

1 / 10

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 5 nights min stay

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

Add to shortlist

from £104 / night

£552 / week

Book

from £104 / night

1 / 9

Holiday home in Lake Berkley

Kissimmee / Lake Berkley

4 10 7 nights min stay

House / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £131 / night

£759 / week

Book

from £131 / night

1 / 32

Holiday condo in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

Condo / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £69 / night

£478 / week

Book

from £69 / night

(9) Excellent 

1 / 44

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £63 / night

£705 / week

Book

from £63 / night

(13) Excellent 

1 / 23

Kissimmee holiday villa let

Kissimmee / Bellavida Resort

6 13 Min stay varies

Villa / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £169 / night

£1145 - £1445 / week

Book

from £169 / night

1 / 24

Holiday villa rental

Central Florida / Kissimmee

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £76 / night

£527 - £768 / week

Book

from £76 / night

1 / 18

Kissimmee holiday townhouse rental

Kissimmee / Regal Oaks

4 8 Min stay varies

Townhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £69 / night

£518 - £880 / week

Book

from £69 / night

1 / 24

Holiday home in Kissimmee

Kissimmee / Kissimmee City

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £121 / night

£725 - £1280 / week

Book

from £121 / night

1 / 33

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £135 / night

£1176 - £2076 / week

Book

from £135 / 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

£869 / week

Book

from £125 / night

1 / 20

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 11 1 night min stay

Villa / 4 bedrooms / sleeps 11 / 1 night min stay

Add to shortlist

from £90 / night

£628 - £894 / week

Book

from £90 / night

(1) Excellent 

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £109 / night

£759 / week

Book

from £109 / night

(1) Excellent 

1 / 71

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £83 / night

£480 - £668 / week

Book

from £83 / night

1 / 19

Holiday townhouse rental

Kissimmee / Lucaya Village

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £65 / night

£455 - £875 / week

Book

from £65 / night

1 / 12

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 4 nights min stay

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

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

1 / 24

Holiday home in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

House / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £190 / night

£1690 / week

Book

from £190 / night

1 / 16

Holiday apartment with golf nearby in Kissimmee

Central Florida / Kissimmee

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £56 / night

£363 - £556 / week

Book

from £56 / night

1 / 5

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 5 Min stay varies

Condo / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £49 / night

£338 / week

Book

from £49 / night

1 / 68

Condo rental in Kissimmee

Kissimmee / Cane Island

3 6 3 nights min stay

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

Add to shortlist

from £73 / night

£507 / week

Book

from £73 / night

(7) Very Good 

1 / 24

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £74 / night

£515 - £690 / week

Book

from £74 / night

(1) Excellent 

1 / 43

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 8 4 nights min stay

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

Add to shortlist

from £76 / night

£483 - £759 / week

Book

from £76 / night

(4) Excellent 

1 / 12

Kissimmee holiday villa rental

Central Florida / Kissimmee

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £73 / night

£510 - £630 / week

Book

from £73 / night

1 / 19

Kissimmee holiday apartment rental

Central Florida / Kissimmee

2 8 4 nights min stay

Apartment / 2 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £173 / night

£966 / week

Book

from £173 / night

1 / 20

Holiday villa with swimming pool, golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 14 3 nights min stay

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

Add to shortlist

from £207 / night

£1449 / week

Book

from £207 / night

1 / 15

Kissimmee holiday home accommodation

Central Florida / Kissimmee

6 14 5 nights min stay

House / 6 bedrooms / sleeps 14 / 5 nights min stay

Add to shortlist

from £207 / night

£1449 / week

Book

from £207 / night

1 / 17

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £128 / night

£894 / week

Book

from £128 / night

(8) Excellent 

1 / 24

Villa rental in Kissimmee with golf nearby

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £140 / night

£900 - £1550 / week

Book

from £140 / night

1 / 18

Holiday villa letting

Central Florida / Kissimmee

2 8 7 nights min stay

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

Add to shortlist

from £138 / night

£966 - £1783 / week

Book

from £138 / night

(16) 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

1 / 11

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £55 / night

£382 - £720 / week

Book

from £55 / night

1 / 6

Holiday hotel apartment rental

Central Florida / Kissimmee

3 6 5 nights min stay

Hotel apartment / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £59 / night

£411 / week

Book

from £59 / night

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £127 / night

£725 - £933 / week

Book

from £127 / night

1 / 24

Condo rental in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

Condo / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £70 / night

£700 / week

Book

from £70 / 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 £166 / night

£1159 / week

Book

from £166 / night

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