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Holiday Rentals in Kissimmee, Florida

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All 4,242 Rentals in Kissimmee
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From
$269
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Elder access, Suitable for children & more
20 photos Details
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From
$1,601
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
Elder access, Wheelchair access & more
30 photos Details
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From
$371
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 18
Suitable for children, Housekeeping Optional & more
8 photos Details
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Also consider
Alberto Circle
3 Bedrooms, sleeps 6
$89 / night
Princess, Mickey Themed Luxury House Windsor Hills
5 Bedrooms, sleeps 10
$203 - $290 / night
Lovely condo 4 Miles 2 Disney
3 Bedrooms, sleeps 6
$86 - $125 / night
DisneyHomesFlorida
4 Bedrooms, sleeps 10
$175 / night
From
$139
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
Internet, Other outdoor space, Pet friendly & more
21 photos Details
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From
$183
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Suitable for children, Elder access
21 photos Details
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From
$74
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Public pool, Fitness Room, Washer/Dryer & more
12 photos Details
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From
$129
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Wheelchair access, Grill, Fitness Room & more
9 photos Details
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From
$128
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private Pool, Private pool, Internet & more
52 photos Details
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From
$128
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 9
Air Conditioning, Other outdoor space, Private pool & more
33 photos Details
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From
$215
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 15
Private Pool, Other outdoor space, Air Conditioning & more
34 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Internet, Other outdoor space
21 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Internet, Other outdoor space
33 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Other outdoor space, Air Conditioning
28 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Other outdoor space, Internet, Air Conditioning
14 photos Details
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From
$134
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Air Conditioning, Other outdoor space
33 photos Details
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From
$350
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 13
Private Pool, Internet, Private pool & more
25 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Other outdoor space, Grill & more
18 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Other outdoor space, Grill & more
21 photos Details
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From
$102
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Internet, Grill, Other outdoor space & more
21 photos Details
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From
$183
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Other outdoor space, Air Conditioning & more
24 photos Details
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From
$177
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Other outdoor space, Private pool & more
23 photos Details
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From
$247
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Internet
22 photos Details
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From
$331
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 14
Pool, Suitable for children, Other outdoor space & more
11 photos Details
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From
$161
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Grill, Air Conditioning & more
16 photos Details
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From
$215
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Air Conditioning, Private pool & more
16 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Air Conditioning, Grill & more
20 photos Details
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From
$532
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
Private pool, Grill, Internet & more
25 photos Details
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From
$209
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Wheelchair access, Private Outdoor Pool (Heated) & more
22 photos Details
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From
$150
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 14
Private Outdoor Pool (Heated), Sauna, Washer/Dryer & more
21 photos Details
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From
$145
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 14
Air Conditioning, Fitness Room, Internet & more
16 photos Details
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From
$118
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Private pool, Air Conditioning, Grill & more
18 photos Details
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From
$188
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
Private Pool, Water Views, Waterfront & more
13 photos Details
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From
$183
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Elder access, Internet, Suitable for children & more
8 photos Details
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From
$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Other outdoor space, Public pool, Washer/Dryer & more
13 photos Details
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From
$90
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Shared Outdoor Pool (Heated) & more
25 photos Details
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From
$139
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Grill, Private Pool, Wheelchair access & more
9 photos Details
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From
$91
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Elder access
14 photos Details
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From
$1,145
Per Week
7 Bedrooms, 4 Bathrooms, Sleeps 14
Private Outdoor Pool (Heated), Washer/Dryer, Garden & more
12 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Grill, Air Conditioning, Other outdoor space & more
24 photos Details
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From
$124
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Internet, Other outdoor space
15 photos Details
Make Enquiry
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Book Online(2705)
Use filters to find the best results!

Suitability

  • Wheelchair access (608)
  • Elder access (1,738)
  • Suitable for children (2,447)
  • Pet friendly (196)
  • Smoking allowed (88)

Amenities

  • Internet (2,959)
  • Air Conditioning (2,891)
  • All pools (2,628)
  • Other outdoor space (1,950)
  • Washer/Dryer (1,773)
  • View all amenities
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