Air conditioned apartments and villas to rent in Kissimmee City

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50 Holiday homes

Filters applied: Air conditioning (39)

1 / 17

Kissimmee City holiday condo rental

Kissimmee / Kissimmee City

3 8 3 nights min stay

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

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from £242 / night

£863 / week

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from £242 / night

(5) Excellent 

1 / 18

Holiday villa rental

Kissimmee / Kissimmee City

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

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from £124 / night

£1690 / week

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from £124 / night

1 / 15

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

8 20 Min stay varies

Villa / 8 bedrooms / sleeps 20 / Min stay varies

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from £117 / night

£690 - £2000 / week

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from £117 / night

1 / 35

Kissimmee City holiday townhouse rental

Kissimmee / Kissimmee City

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £118 / night

£821 - £966 / week

Book

from £118 / night

1 / 24

Villa accommodation in Kissimmee City

Kissimmee / Kissimmee City

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £75 / night

£614 - £797 / week

Book

from £75 / night

(3) Excellent 

1 / 49

Holiday home with indoor pool in Kissimmee City

Kissimmee / Kissimmee City

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

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from £107 / night

£749 / week

Book

from £107 / night

(4) Very Good 

1 / 41

Holiday condo in Kissimmee City

Kissimmee / Kissimmee City

3 8 3 nights min stay

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

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from £52 / night

£363 / week

Book

from £52 / night

1 / 42

Kissimmee City holiday home accommodation

Kissimmee / Kissimmee City

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £83 / night

£580 / week

Book

from £83 / night

1 / 24

Holiday home in Kissimmee City

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

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from £121 / night

1 / 26

Holiday townhouse with swimming pool in Kissimmee

Kissimmee / Kissimmee City

4 10 3 nights min stay

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

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from £96 / night

£672 - £768 / week

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from £96 / night

1 / 13

Holiday home with swimming pool in Kissimmee City

Kissimmee / Kissimmee City

4 9 5 nights min stay

House / 4 bedrooms / sleeps 9 / 5 nights min stay

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from £138 / night

£690 - £759 / week

Book

from £138 / night

(10) Excellent 

1 / 33

Villa rental in Kissimmee City with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

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from £82 / night

£540 - £660 / week

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from £82 / night

1 / 4

Apartment rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

2 6 3 nights min stay

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

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from £132 / night

£897 / week

Book

from £132 / night

1 / 14

Holiday townhouse in Kissimmee City

Kissimmee / Kissimmee City

3 8 1 night min stay

Townhouse / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £56 / night

£380 / week

Book

from £56 / night

1 / 24

Holiday townhouse in Kissimmee City

Kissimmee / Kissimmee City

3 8 1 night min stay

Townhouse / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £56 / night

£387 / week

Book

from £56 / night

(1) Excellent 

1 / 24

Holiday villa in Kissimmee City

Kissimmee / Kissimmee City

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £110 / night

£549 - £700 / week

Book

from £110 / night

1 / 25

Kissimmee City holiday home rental

Kissimmee / Kissimmee City

3 8 3 nights min stay

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

Add to shortlist

from £63 / night

£432 / week

Book

from £63 / night

(1) Very Good 

1 / 11

Holiday condo rental

Kissimmee / Kissimmee City

2 8 Min stay varies

Condo / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £42 / night

£256 - £566 / week

Book

from £42 / night

1 / 35

Holiday villa rental

Kissimmee / Kissimmee City

4 8 2 nights min stay

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

Add to shortlist

from £145 / night

£725 / week

Book

from £145 / night

(2) Excellent 

1 / 15

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £60 / night

£425 - £515 / week

Book

from £60 / night

(2) Good 

1 / 20

Holiday apartment with shared pool in Kissimmee City

Kissimmee / Kissimmee City

2 6 4 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 4 nights min stay

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from £38 / night

£228 / week

Book

from £38 / night

1 / 91

Villa accommodation in Kissimmee City

Kissimmee / Kissimmee City

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £59 / night

£414 - £794 / week

Book

from £59 / night

1 / 20

Condo rental in Kissimmee City with golf nearby

Kissimmee / Kissimmee City

3 6 Min stay varies

Condo / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £56 / night

£376 - £587 / week

Book

from £56 / night

(4) Excellent 

1 / 75

Holiday villa rental

Kissimmee / Kissimmee City

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £94 / night

£628 - £818 / week

Book

from £94 / night

1 / 13

Condo rental in Kissimmee City

Kissimmee / Kissimmee City

2 8 7 nights min stay

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

Add to shortlist

from £143 / night

£1000 / week

Book

from £143 / night

(2) Excellent 

1 / 71

Holiday villa with shared pool in Kissimmee

Kissimmee / Kissimmee City

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £70 / night

£450 / week

Book

from £70 / night

1 / 8

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

1 4 7 nights min stay

Villa / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £69 / night

£483 / week

Book

from £69 / night

1 / 15

Condo rental in Kissimmee City

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 / 24

Holiday townhouse with golf nearby in Kissimmee City

Kissimmee / Kissimmee City

3 6 5 nights min stay

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

Add to shortlist

from £69 / night

£435 - £483 / week

Book

from £69 / night

1 / 23

Holiday townhouse in Kissimmee City

Kissimmee / Kissimmee City

3 6 1 night min stay

Townhouse / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £103 / night

£720 / week

Book

from £103 / night

1 / 19

Holiday condo in Kissimmee

Kissimmee / Kissimmee City

3 6 3 nights min stay

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

Add to shortlist

from £52 / night

£363 / week

Book

from £52 / night

(12) Excellent 

1 / 17

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £49 / night

£220 - £475 / week

Book

from £49 / night

1 / 16

Holiday villa with swimming pool in Kissimmee

Kissimmee / Kissimmee City

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

1 / 56

Holiday townhouse in Kissimmee

Kissimmee / Kissimmee City

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £53 / night

£371 - £441 / week

Book

from £53 / night

1 / 32

Townhouse rental in Kissimmee City with golf nearby

Kissimmee / Kissimmee City

3 7 7 nights min stay

Townhouse / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £66 / night

£459 / week

Book

from £66 / night

1 / 20

Holiday townhouse in Kissimmee City

Kissimmee / Kissimmee City

3 7 Min stay varies

Townhouse / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £56 / night

£387 - £700 / week

Book

from £56 / night

1 / 22

Kissimmee holiday apartment rental

Kissimmee / Kissimmee City

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £50 / night

£348 - £532 / week

Book

from £50 / night

1 / 24

Holiday home with swimming pool, golf nearby in Kissimmee

Kissimmee / Kissimmee City

4 10 90 nights min stay

House / 4 bedrooms / sleeps 10 / 90 nights min stay

Add to shortlist

from £90 / night

£628 / week

Enquire

from £90 / night

(3) Very Good 

1 / 20

Kissimmee City holiday villa rental

Kissimmee / Kissimmee City

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £82 / night

£575 - £750 / week

Enquire

from £82 / night

More results near

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 7

Holiday villa rental

Central Florida / Kissimmee

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £115 / night

£800 / week

Book

from £115 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 17

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 3 nights min stay

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

Add to shortlist

from £171 / night

£950 - £1000 / week

Book

from £171 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 8

Holiday hotel apartment with golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

1 4 Min stay varies

Hotel apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £115 / night

£800 / week

Book

from £115 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

(13) Excellent 

1 / 59

Holiday townhouse with shared pool in Kissimmee

Kissimmee / Trafalgar Village

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £85 / night

£340 - £1170 / week

Book

from £85 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

(2) Very Good 

1 / 18

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 1 night min stay

Villa / 2 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £171 / night

£1200 / week

Book

from £171 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

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

Distance approx 0.1 miles from Kissimmee City Show on Map

(2) Very Good 

1 / 13

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Orange Lake Resort

2 8 Min stay varies

Villa / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £171 / night

£1200 / week

Book

from £171 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 21

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min stay

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

Add to shortlist

from £62 / night

£518 / week

Book

from £62 / night

Distance approx 0.09 miles from Kissimmee City Show on Map

1 / 24

Villa rental 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 £166 / night

£1811 / week

Book

from £166 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 22

Home rental in Kissimmee

Kissimmee / Veranda Palms

4 11 Min stay varies

House / 4 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £114 / night

£797 - £1251 / week

Book

from £114 / night

Distance approx 0.1 miles from Kissimmee City Show on Map

1 / 6

Holiday hotel apartment in Kissimmee

Central Florida / Kissimmee

1 4 2 nights min stay

Hotel apartment / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £76 / night

£414 / week

Book

from £76 / night

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