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Holiday Rentals in Kissimmee, Florida

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All 4,314 Rentals in Kissimmee
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From
$372
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Parking, Suitable for children, Hot Tub & more
13 photos Details
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From
$172
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Suitable for children, Elder access
22 photos Details
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From
$144
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Private pool, Private Pool & more
12 photos Details
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Also consider
Disney Vacation Home
4 Bedrooms, sleeps 8
$124 / night
See The Mouse Town House
3 Bedrooms, sleeps 8
$133 - $196 / night
7BR-5.5Bath-4Masters,Lakeview,Near Disney
7 Bedrooms, sleeps 16
$210 - $420 / night
Family Sized Villa Vacation Rental Westgate Tower
2 Bedrooms, sleeps 7
$94 / night
From
$176
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Elder access, Public pool, Air Conditioning & more
16 photos Details
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From
$266
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Hot Tub, Private Pool, Grill & more
19 photos Details
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From
$211
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Fitness Room, Children's Pool, Private Outdoor Pool (Heated) & more
28 photos Details
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From
$211
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Suitable for children
26 photos Details
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From
$266
Per Night
3 Bedrooms, Sleeps 8
Wi-Fi, Public pool, Pool & more
9 photos Details
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From
$771
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 18
Air Conditioning, Private pool, Private Pool & more
35 photos Details
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From
$99
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Public pool, Water Views, Internet & more
1 photo Details
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From
$124
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Elder access
18 photos Details
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From
$132
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Air Conditioning
13 photos Details
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From
$715
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
Wheelchair access, Internet, Fitness Room & more
12 photos Details
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From
$166
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Suitable for children, Other outdoor space & more
15 photos Details
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From
$135
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Air Conditioning, Elder access & more
13 photos Details
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From
$99
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Air Conditioning
15 photos Details
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From
$343
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Heated Pool, Grill, Water Views & more
16 photos Details
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From
$407
Per Night
5 Bedrooms, Sleeps 10
Private pool, Internet, Public pool & more
19 photos Details
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From
$128
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Air Conditioning, Washer/Dryer, Water Views & more
14 photos Details
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From
$176
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 11
Fitness Room, Public pool, Washer/Dryer & more
22 photos Details
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From
$121
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Internet
19 photos Details
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From
$222
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Garden, Internet, Washer/Dryer & more
18 photos Details
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From
$121
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Hot Tub, Children's Pool, Private Outdoor Pool (Heated) & more
24 photos Details
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From
$316
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
Air Conditioning, Elder access & more
21 photos Details
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From
$176
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Game Room, Washer/Dryer, Parking & more
20 photos Details
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From
$165
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Public pool, Pool, Internet & more
22 photos Details
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From
$388
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Internet, Air Conditioning
72 photos Details
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From
$132
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private pool, Other outdoor space, Air Conditioning & more
14 photos Details
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From
$524
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
Hot Tub, Internet, Other outdoor space & more
20 photos Details
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From
$309
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
Housekeeping Optional, Parking, Private pool & more
14 photos Details
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From
$165
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Pet friendly, Internet, Air Conditioning & more
10 photos Details
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From
$266
Per Night
6 Bedrooms, Sleeps 15
Grill, Game Room, Private pool & more
19 photos Details
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From
$327
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
Private pool, Other outdoor space, Washer/Dryer & more
35 photos Details
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From
$211
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Child pool, Private pool, Sauna & more
30 photos Details
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From
$243
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Internet, Air Conditioning
17 photos Details
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From
$361
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 13
Parking, Other outdoor space, Private pool & more
25 photos Details
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From
$139
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Parking, Suitable for children, Elder access & more
21 photos Details
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From
$112
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Gym, Wi-Fi & more
7 photos Details
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From
$166
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 13
Booking
Housekeeping Optional, Suitable for children & more
27 photos Details
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From
$99
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Air Conditioning, Public pool & more
27 photos Details
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Book Online(2767)
Use filters to find the best results!

Suitability

  • Wheelchair access (606)
  • Elder access (1,696)
  • Suitable for children (2,404)
  • Pet friendly (176)
  • Smoking allowed (88)

Amenities

  • Internet (3,030)
  • Air Conditioning (3,013)
  • All pools (2,765)
  • Washer/Dryer (2,154)
  • Other outdoor space (2,096)
  • View all amenities
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