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  • United States
  • Florida
  • Central Florida
  • Kissimmee

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  • Bass Lakes Estate (1)
  • Bellavida Resort (10)
  • Calabria, Orlando (1)
  • Cane Island (1)
  • Chatham Park (1)
  • Compass Bay (2)
  • Country Creek (2)
  • Creekside (1)
  • Crescent Lakes (13)
  • Crestwynd Bay (1)
  • Crystal Cove Resort (1)
  • Cumbrian Lakes (12)
  • Doral Woods (9)
  • Eagle Pointe (7)
  • Emerald Isle Kissimmee (24)
  • Encantada Resort (3)
  • Fiesta Key (1)
  • Formosa Gardens (8)
  • Hamilton's Reserve (2)
  • Indian Creek (13)
  • Indian Point (1)
  • Indian Ridge (2)
  • Indian Ridge Oaks (4)
  • Kissimmee City (13)
  • Lake Berkley (10)
  • Liberty Village (1)
  • Lindfields (11)
  • Oak Island Cove (2)
  • Oak Island Harbor (2)
  • Orange Lake Resort (2)
  • Paradise Palms (8)
  • Regal Oaks (1)
  • Remington (3)
  • Rolling Hills at Formosa (1)
  • Seasons Resort (3)
  • Sunset Lakes (4)
  • Terra Verde Resort (8)
  • The Hamlets (3)
  • Trafalgar Village (3)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (1)
  • Veranda Palms (1)
  • Villasol (2)
  • Vista del lago (2)
  • Westside (4)
  • Windsor Hills Resort (13)
  • Windsor Palms (7)
  • Winward Cay (3)

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364 Holiday homes

Filters applied: Private garden (364)

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

(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) Excellent 

1 / 39

Holiday home with golf nearby, tennis court in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 13 7 nights min stay

House / 6 bedrooms / sleeps 13 / 7 nights min stay

Add to shortlist

from £173 / night

£1207 - £1912 / week

Book

from £173 / 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

(3) Excellent 

1 / 100

Holiday home with indoor pool in Kissimmee

Kissimmee / Paradise Palms

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £118 / night

£1162 - £1940 / week

Book

from £118 / 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 £131 / night

£913 - £1932 / week

Book

from £131 / night

1 / 29

Kissimmee holiday home rental

Central Florida / Kissimmee

8 20 Min stay varies

House / 8 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £152 / night

£1034 - £1862 / week

Book

from £152 / 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

(11) Very Good 

1 / 15

Holiday apartment rental

Central Florida / Kissimmee

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £139 / night

£973 / week

Book

from £139 / night

(2) Good 

1 / 73

Holiday hotel apartment accommodation

Central Florida / Kissimmee

8 17 Min stay varies

Hotel apartment / 8 bedrooms / sleeps 17 / Min stay varies

Add to shortlist

from £207 / night

£794 - £2407 / week

Book

from £207 / night

(4) Excellent 

1 / 39

Home accommodation in Kissimmee

Central Florida / Kissimmee

7 15 Min stay varies

House / 7 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2173 / week

Book

from £197 / 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

1 / 35

Kissimmee holiday townhouse rental

Kissimmee / Kissimmee City

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £119 / night

£827 - £973 / week

Book

from £119 / 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

£691 - £1664 / week

Book

from £125 / night

1 / 38

Holiday home with swimming pool, golf nearby in Kissimmee

Central Florida / Kissimmee

9 22 Min stay varies

House / 9 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £694 / night

£4857 / week

Book

from £694 / 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 £157 / night

£938 - £1181 / week

Book

from £157 / 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

(6) Excellent 

1 / 24

Holiday townhouse with swimming pool in Kissimmee

Kissimmee / Paradise Palms

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £104 / night

£653 - £1007 / week

Book

from £104 / night

(11) Excellent 

1 / 54

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £88 / night

£610 - £800 / week

Book

from £88 / night

(1) Excellent 

1 / 20

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £155 / night

£1080 - £1945 / week

Book

from £155 / night

(6) Excellent 

1 / 70

Kissimmee holiday villa let

Central Florida / Kissimmee

4 8 4 nights min stay

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

Add to shortlist

from £79 / night

£550 - £750 / week

Book

from £79 / night

1 / 25

Holiday home in Kissimmee

Kissimmee / Eagle Pointe

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £77 / night

£730 / week

Book

from £77 / night

1 / 18

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £104 / night

£725 - £1207 / week

Book

from £104 / night

1 / 34

Holiday villa in Crescent Lakes

Kissimmee / Crescent Lakes

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £89 / night

£618 / week

Book

from £89 / night

1 / 21

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £135 / night

£945 - £1204 / week

Book

from £135 / night

1 / 18

Villa accommodation in Kissimmee with indoor pool, golf nearby

Kissimmee / Liberty Village

3 6 14 nights min stay

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

Add to shortlist

from £100 / night

£694 - £2153 / week

Book

from £100 / night

1 / 22

Holiday home with indoor pool in Crystal Cove Resort

Kissimmee / Crystal Cove Resort

5 12 3 nights min stay

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

Add to shortlist

from £114 / night

£797 / week

Book

from £114 / night

1 / 49

Holiday home in Westside

Kissimmee / Westside

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £104 / night

£1021 / week

Book

from £104 / 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 / 24

Holiday home rental

Central Florida / Kissimmee

5 10 3 nights min stay

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

Add to shortlist

from £138 / night

£966 / week

Book

from £138 / 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 / 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

£966 / week

Book

from £63 / 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

(2) Very Good 

1 / 13

Holiday home in Terra Verde Resort

Kissimmee / Terra Verde Resort

5 10 1 night min stay

House / 5 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £111 / night

£759 / week

Book

from £111 / 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

(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 £76 / night

£532 - £773 / week

Book

from £76 / 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 £216 / night

£1285 - £2223 / week

Book

from £216 / night

1 / 34

Holiday townhouse in Kissimmee

Kissimmee / Regal Oaks

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £96 / night

£672 / week

Book

from £96 / night

(2) Excellent 

1 / 32

Holiday home in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £91 / night

£556 / week

Book

from £91 / night

(1) Excellent 

1 / 49

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £125 / night

£875 - £1350 / week

Book

from £125 / night

(3) Very Good 

1 / 18

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £60 / night

£400 - £650 / week

Book

from £60 / night

1 / 35

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

6 12 7 nights min stay

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

Add to shortlist

from £138 / night

£965 - £1345 / week

Book

from £138 / night

(9) Excellent 

1 / 25

Holiday villa in Kissimmee

Kissimmee / Calabria, Orlando

6 12 7 nights min stay

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

Add to shortlist

from £132 / night

£924 / week

Book

from £132 / night

1 / 24

Villa rental in Kissimmee

Kissimmee / Indian Creek

5 12 5 nights min stay

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

Add to shortlist

from £150 / night

£1000 / week

Book

from £150 / night

(8) Excellent 

1 / 16

Holiday villa rental

Kissimmee / Indian Ridge Oaks

3 6 7 nights min stay

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

Add to shortlist

from £54 / night

£375 - £475 / week

Book

from £54 / night

(1) Excellent 

1 / 39

Kissimmee holiday home rental

Central Florida / Kissimmee

5 10 7 nights min stay

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

Add to shortlist

from £98 / night

£681 - £944 / week

Book

from £98 / night

(1) Excellent 

1 / 15

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £48 / night

£735 / week

Book

from £48 / night

1 / 16

Holiday villa in Kissimmee

Kissimmee / Trafalgar Village

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £125 / night

£705 / week

Book

from £125 / night

(1) Very Good 

1 / 85

Kissimmee holiday apartment rental

Central Florida / Kissimmee

3 10 2 nights min stay

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

Add to shortlist

from £63 / night

£380 - £483 / week

Book

from £63 / night

1 / 16

Condo accommodation in Kissimmee

Central Florida / Kissimmee

3 12 7 nights min stay

Condo / 3 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £146 / night

£1018 / week

Book

from £146 / night

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