Kissimmee villas, Holiday rentals and apartments

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Price per night

£186 Average

Price per night

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Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Bass Lakes Estate (1)
  • Bellavida Resort (9)
  • Calabria, Orlando (2)
  • Chatham Park (1)
  • Country Creek (2)
  • Creekside (1)
  • Crescent Lakes (9)
  • Crystal Cove Resort (2)
  • Cumbrian Lakes (23)
  • Doral Woods (9)
  • Eagle Pointe (6)
  • Emerald Isle Kissimmee (41)
  • Formosa Gardens (9)
  • Hamilton's Reserve (2)
  • Indian Creek (12)
  • Indian Point (3)
  • Indian Ridge (4)
  • Indian Ridge Oaks (4)
  • Kissimmee City (14)
  • Lake Berkley (21)
  • Lake Marion (1)
  • Liberty Village (1)
  • Lindfields (12)
  • Oak Island Cove (4)
  • Oak Island Harbor (1)
  • Orange Lake Resort (5)
  • Paradise Palms (3)
  • Remington (2)
  • Rolling Hills at Formosa (1)
  • Seasons Resort (13)
  • Sunset Lakes (10)
  • Terra Verde Resort (8)
  • The Hamlets (3)
  • Trafalgar Village (3)
  • Tuscany, Florida (1)
  • Veranda Palms (3)
  • Villasol (2)
  • Vista del lago (1)
  • Westside (2)
  • Windsor Hills Resort (16)
  • Windsor Palms (14)
  • Winward Cay (5)

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Apartments Westside
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Cumbrian Lakes
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Bellavida Resort
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Seasons Resort
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Terra Verde Resort
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Lindfields
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Compass Bay
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Villas Indian Creek
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Villas Formosa Gardens
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Sunset Lakes
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Venetian Bay Villages
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1,092 Holiday homes

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

(8) Excellent 

1 / 99

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

6 14 5 nights min stay

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

Add to shortlist

from £149 / night

£1038 - £1376 / week

Book

from £149 / night

(6) Excellent 

1 / 19

Villa rental in Kissimmee

Kissimmee / Bellavida Resort

4 8 1 night min stay

Villa / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £70 / night

£450 / week

Book

from £70 / night

(4) Very Good 

1 / 49

Holiday villa rental

Kissimmee / Trafalgar Village

4 8 4 nights min stay

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

Add to shortlist

from £80 / night

£450 - £599 / week

Book

from £80 / night

1 / 23

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 7 nights min stay

Villa / 6 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £125 / night

£875 - £1225 / week

Book

from £125 / night

1 / 15

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £124 / night

£828 - £1863 / week

Book

from £124 / night

(1) Excellent 

1 / 33

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £143 / night

£997 - £1403 / week

Book

from £143 / night

(17) Excellent 

1 / 62

Holiday villa in Kissimmee

Kissimmee / Lindfields

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £68 / night

£475 - £625 / week

Book

from £68 / night

(5) Excellent 

1 / 13

Holiday villa with swimming pool in Kissimmee

Kissimmee / Indian Point

4 8 4 nights min stay

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

Add to shortlist

from £75 / night

£525 / week

Book

from £75 / night

(3) Excellent 

1 / 98

Villa rental in Seasons Resort

Kissimmee / Seasons Resort

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £105 / night

£660 - £1737 / week

Book

from £105 / night

1 / 33

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £167 / night

£1167 - £1629 / week

Book

from £167 / night

(10) Excellent 

1 / 31

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £167 / night

£1167 - £1799 / week

Book

from £167 / night

1 / 23

Kissimmee holiday villa rental

Central Florida / Kissimmee

2 8 7 nights min stay

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

Add to shortlist

from £149 / night

£1042 - £1237 / week

Book

from £149 / night

(5) Excellent 

1 / 45

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £129 / night

£900 - £1580 / week

Book

from £129 / night

(5) Excellent 

1 / 18

Holiday villa rental

Kissimmee / Kissimmee City

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £124 / night

£1690 / week

Book

from £124 / night

(4) Excellent 

1 / 77

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 14 5 nights min stay

Villa / 7 bedrooms / sleeps 14 / 5 nights min stay

Add to shortlist

from £202 / night

£1407 - £2136 / week

Book

from £202 / night

(3) Very Good 

1 / 21

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

5 12 5 nights min stay

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

Add to shortlist

from £126 / night

£882 - £1050 / week

Book

from £126 / night

(3) Good 

1 / 45

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 15 Min stay varies

Villa / 6 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £132 / night

£919 - £1945 / week

Book

from £132 / night

(2) Very Good 

1 / 70

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £99 / night

£691 - £969 / week

Book

from £99 / night

(2) Excellent 

1 / 100

Holiday villa rental

Central Florida / Kissimmee

8 19 Min stay varies

Villa / 8 bedrooms / sleeps 19 / Min stay varies

Add to shortlist

from £209 / night

£834 - £2511 / week

Book

from £209 / night

(10) Excellent 

1 / 18

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £155 / night

£1085 - £1575 / week

Book

from £155 / night

(7) Very Good 

1 / 25

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £139 / night

£694 - £1805 / week

Book

from £139 / night

(5) Very Good 

1 / 29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 3 nights min stay

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

Add to shortlist

from £130 / night

£910 / week

Book

from £130 / night

1 / 81

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 14 3 nights min stay

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

Add to shortlist

from £125 / night

£875 / week

Book

from £125 / night

(13) Excellent 

1 / 46

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £167 / night

£1167 - £1799 / week

Book

from £167 / night

1 / 15

Holiday villa in Kissimmee City

Kissimmee / Kissimmee City

8 20 Min stay varies

Villa / 8 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £118 / night

£695 - £2014 / week

Book

from £118 / night

(1) Excellent 

1 / 88

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 4 nights min stay

Villa / 5 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £95 / night

£625 - £840 / week

Book

from £95 / 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

1 / 63

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £132 / night

£924 - £1289 / week

Book

from £132 / night

(38) Excellent 

1 / 32

Holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £157 / night

£1094 - £1143 / week

Book

from £157 / night

1 / 13

Seasons Resort holiday villa rental

Kissimmee / Seasons Resort

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £132 / night

£903 - £1070 / week

Book

from £132 / night

1 / 22

Villa rental in Kissimmee

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £88 / night

£616 - £910 / week

Book

from £88 / night

(19) Very Good 

1 / 75

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £70 / night

£556 - £695 / week

Book

from £70 / night

1 / 24

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 18 Min stay varies

Villa / 7 bedrooms / sleeps 18 / Min stay varies

Add to shortlist

from £129 / night

£834 - £1875 / week

Book

from £129 / night

(3) Excellent 

1 / 44

Villa accommodation in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £105 / night

£1042 - £1563 / week

Book

from £105 / night

(1) Excellent 

1 / 98

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 13 4 nights min stay

Villa / 6 bedrooms / sleeps 13 / 4 nights min stay

Add to shortlist

from £112 / night

£730 - £1056 / week

Book

from £112 / night

(1) Excellent 

1 / 99

Holiday villa in Kissimmee

Kissimmee / Paradise Palms

6 14 1 night min stay

Villa / 6 bedrooms / sleeps 14 / 1 night min stay

Add to shortlist

from £166 / night

£1161 - £2305 / week

Book

from £166 / night

(1) Excellent 

1 / 28

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £125 / night

£687 - £1652 / week

Book

from £125 / night

(2) Excellent 

1 / 100

Emerald Isle Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 5 nights min stay

Villa / 7 bedrooms / sleeps 16 / 5 nights min stay

Add to shortlist

from £205 / night

£1415 - £2155 / week

Book

from £205 / night

1 / 14

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 15 Min stay varies

Villa / 7 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £156 / night

£932 - £1173 / week

Book

from £156 / night

(6) Excellent 

1 / 89

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 5 nights min stay

Villa / 7 bedrooms / sleeps 16 / 5 nights min stay

Add to shortlist

from £219 / night

£1528 - £2330 / week

Book

from £219 / night

(13) Excellent 

1 / 21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £155 / night

£1085 - £1575 / week

Book

from £155 / night

1 / 86

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £105 / night

£764 - £1750 / week

Book

from £105 / night

1 / 39

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 13 Min stay varies

Villa / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £165 / night

£1155 / week

Book

from £165 / 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) Excellent 

1 / 27

Holiday villa with shared pool in Terra Verde Resort

Kissimmee / Terra Verde Resort

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £118 / night

£827 - £1572 / week

Book

from £118 / night

1 / 42

Holiday villa in Kissimmee

Kissimmee / Crystal Cove Resort

7 16 1 night min stay

Villa / 7 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £166 / night

£1161 - £2305 / week

Book

from £166 / night

(1) Excellent 

1 / 100

Kissimmee holiday villa rental

Kissimmee / Sunset Lakes

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £91 / night

£632 - £924 / week

Book

from £91 / night

1 / 44

Villa letting in Kissimmee

Kissimmee / Windsor Palms

6 14 3 nights min stay

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

Add to shortlist

from £194 / night

£1207 / week

Book

from £194 / night

(21) Excellent 

1 / 90

Villa rental in Kissimmee with swimming pool

Kissimmee / Eagle Pointe

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £67 / night

£469 - £553 / week

Book

from £67 / night

(2) Good 

1 / 100

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £100 / night

£761 - £969 / week

Book

from £100 / night

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