Kissimmee apartment or villa with cot

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  • United States
  • Florida
  • Central Florida
  • Kissimmee

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  • Bass Lakes Estate (1)
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  • Crystal Cove Resort (1)
  • Cumbrian Lakes (15)
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  • Emerald Isle Kissimmee (33)
  • Encantada Resort (2)
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  • Formosa Gardens (7)
  • Hamilton's Reserve (2)
  • Indian Creek (7)
  • Indian Point (2)
  • Indian Ridge (3)
  • Indian Ridge Oaks (2)
  • Kissimmee City (12)
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  • Lindfields (15)
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  • Oak Island Harbor (1)
  • Paradise Palms (8)
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  • Veranda Palms (3)
  • Villasol (2)
  • Westside (2)
  • Windsor Hills Resort (12)
  • Windsor Palms (12)
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319 Holiday homes

Filters applied: Cot available (319)

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

1 / 50

Kissimmee holiday condo rental

Central Florida / Kissimmee

4 10 1 night min stay

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

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from £83 / night

£549 / week

Book

from £83 / night

1 / 8

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 £111 / night

£690 / week

Book

from £111 / night

(11) Excellent 

1 / 49

Bungalow rental in Kissimmee

Kissimmee / Eagle Pointe

4 8 5 nights min stay

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

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from £69 / night

£380 - £569 / week

Book

from £69 / night

(5) Very Good 

1 / 18

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 14 5 nights min stay

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

Add to shortlist

from £95 / night

£665 - £700 / week

Book

from £95 / night

1 / 14

Holiday villa in Kissimmee

Kissimmee / Crescent Lakes

6 14 4 nights min stay

Villa / 6 bedrooms / sleeps 14 / 4 nights min stay

Add to shortlist

from £145 / night

£850 / week

Book

from £145 / night

(2) Very Good 

1 / 17

Holiday home in Kissimmee

Central Florida / Kissimmee

3 7 3 nights min stay

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

Add to shortlist

from £56 / night

£359 - £387 / week

Book

from £56 / night

(1) Excellent 

1 / 10

Kissimmee holiday townhouse rental

Kissimmee / Compass Bay

4 9 Min stay varies

Townhouse / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £65 / night

£450 - £580 / week

Book

from £65 / night

(10) Excellent 

1 / 69

Townhouse rental in Fiesta Key with golf nearby

Kissimmee / Fiesta Key

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £28 / night

£238 - £518 / week

Book

from £28 / night

(1) Excellent 

1 / 21

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £85 / night

£800 / week

Book

from £85 / night

1 / 14

Holiday condo rental

Kissimmee / Lindfields

3 8 Min stay varies

Condo / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £76 / night

£532 - £845 / week

Book

from £76 / night

(1) Excellent 

1 / 15

Coral Cay holiday townhouse rental

Kissimmee / Coral Cay

4 8 5 nights min stay

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

Add to shortlist

from £66 / night

£442 - £616 / week

Book

from £66 / night

(14) Excellent 

1 / 30

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £69 / night

£478 - £676 / week

Book

from £69 / night

(9) Excellent 

1 / 51

Doral Woods holiday villa rental

Kissimmee / Doral Woods

4 8 4 nights min stay

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

Add to shortlist

from £62 / night

£420 - £475 / week

Book

from £62 / night

(2) Excellent 

1 / 17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min stay

House / 3 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £70 / night

£490 / week

Book

from £70 / night

1 / 51

Holiday villa in Kissimmee

Kissimmee / Hamilton's Reserve

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £97 / night

£618 - £725 / week

Book

from £97 / night

(1) Excellent 

1 / 48

Kissimmee holiday villa rental

Kissimmee / Indian Creek

5 10 3 nights min stay

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

Add to shortlist

from £90 / night

£630 / week

Book

from £90 / night

(3) Excellent 

1 / 24

Holiday home in Kissimmee

Kissimmee / Tuscany, Florida

5 10 7 nights min stay

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

Add to shortlist

from £115 / night

£980 / week

Book

from £115 / night

(7) Very Good 

1 / 39

Kissimmee holiday townhouse rental

Kissimmee / Crestwynd Bay

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £80 / night

£535 - £650 / week

Book

from £80 / night

1 / 12

Holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £86 / night

£600 - £849 / week

Book

from £86 / night

1 / 18

Townhouse rental in Kissimmee

Kissimmee / Terra Verde Resort

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £73 / night

£483 - £725 / week

Book

from £73 / night

(10) Excellent 

1 / 33

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £82 / night

£540 - £660 / week

Book

from £82 / night

1 / 24

Villa accommodation in Kissimmee

Kissimmee / Indian Creek

3 6 5 nights min stay

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

Add to shortlist

from £83 / night

£580 - £628 / week

Book

from £83 / night

1 / 33

Home rental in Kissimmee with swimming pool

Kissimmee / Paradise Palms

5 11 5 nights min stay

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

Add to shortlist

from £149 / night

£1043 - £1154 / week

Book

from £149 / night

(17) Excellent 

1 / 24

Villa rental in Sunset Lakes

Kissimmee / Sunset Lakes

4 10 5 nights min stay

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

Add to shortlist

from £100 / night

£700 - £840 / week

Book

from £100 / night

(1) Excellent 

1 / 20

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £150 / night

£1050 - £1250 / week

Book

from £150 / night

(13) Excellent 

1 / 28

Holiday villa with golf nearby in Kissimmee

Kissimmee / Sunset Lakes

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £114 / night

£800 - £1050 / week

Book

from £114 / night

(2) Excellent 

1 / 23

Holiday villa in Doral Woods

Kissimmee / Doral Woods

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £100 / night

£695 - £875 / week

Book

from £100 / night

(10) Excellent 

1 / 51

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £68 / night

£420 - £595 / week

Book

from £68 / night

(22) Excellent 

1 / 20

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £83 / night

£580 - £628 / week

Book

from £83 / night

(37) Excellent 

1 / 60

Villa rental in Kissimmee

Kissimmee / Indian Ridge

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £79 / night

£425 - £675 / week

Book

from £79 / night

(3) Very Good 

1 / 21

Holiday villa with swimming pool 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 £91 / night

£650 - £835 / week

Book

from £91 / night

(2) Very Good 

1 / 100

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £97 / night

£676 - £981 / week

Book

from £97 / night

(2) Excellent 

1 / 100

Holiday home in Kissimmee

Kissimmee / Paradise Palms

4 12 Min stay varies

House / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £83 / night

£580 - £942 / week

Book

from £83 / night

1 / 84

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £97 / night

£676 - £981 / week

Book

from £97 / night

(2) Excellent 

1 / 16

Holiday villa in Indian Creek

Kissimmee / Indian Creek

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(13) Very Good 

1 / 68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 1 night min stay

Villa / 5 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £70 / night

£410 - £495 / week

Book

from £70 / night

1 / 91

Villa accommodation in Kissimmee

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

(3) Excellent 

1 / 61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 5 nights min stay

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

Add to shortlist

from £99 / night

£690 - £1050 / week

Book

from £99 / night

1 / 24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £128 / night

£894 - £1207 / week

Book

from £128 / 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 £158 / night

£1104 - £1725 / week

Book

from £158 / night

1 / 22

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £83 / night

£580 - £1035 / week

Book

from £83 / night

(5) Excellent 

1 / 21

Trafalgar Village holiday home rental

Kissimmee / Trafalgar Village

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £114 / night

£797 - £1304 / week

Book

from £114 / night

1 / 100

Villa accommodation in Kissimmee

Central Florida / Kissimmee

4 8 5 nights min stay

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

Add to shortlist

from £97 / night

£676 - £981 / week

Book

from £97 / night

(5) Excellent 

1 / 24

Holiday villa in Kissimmee

Kissimmee / Lindfields

3 8 5 nights min stay

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

Add to shortlist

from £90 / night

£630 - £665 / week

Book

from £90 / night

1 / 24

Holiday villa accommodation

Kissimmee / Formosa Gardens

8 18 Min stay varies

Villa / 8 bedrooms / sleeps 18 / Min stay varies

Add to shortlist

from £529 / night

£3200 - £3700 / week

Book

from £529 / 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 £90 / night

£628 - £918 / week

Book

from £90 / night

(6) Excellent 

1 / 12

Holiday home in Kissimmee

Kissimmee / Lindfields

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £75 / night

£525 / week

Book

from £75 / night

(1) Very Good 

1 / 30

Holiday apartment in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min stay

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

Add to shortlist

from £56 / night

£387 / week

Book

from £56 / night

(1) Excellent 

1 / 24

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £146 / night

£1025 - £1500 / week

Book

from £146 / night

(1) Excellent 

1 / 52

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £75 / night

£825 / week

Book

from £75 / night

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