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Holiday Rentals in Kissimmee, Florida

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All 4,263 Rentals in Kissimmee
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From
$93
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Internet
14 photos Details
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From
$110
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Gym, Wi-Fi & more
7 photos Details
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From
$138
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Sauna, Water Views, Public pool & more
51 photos Details
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Also consider
Big Brand New 4 Duplex  Home with free Wi-Fi
4 Bedrooms, sleeps 9
$128 - $181 / night
Luxury villa on lake * Vacation for under $500 PW*
3 Bedrooms, sleeps 8
$73 - $76 / night
Deluxe Villa near Disney
3 Bedrooms, sleeps 10
$227 / night
Delux Villa 10 Min from Disney, pool 5* resort
4 Bedrooms, sleeps 10
$74 / night
From
$193
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Grill, Private pool, Hot Tub & more
23 photos Details
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From
$182
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
Parking, Suitable for children, Wheelchair access & more
13 photos Details
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From
$302
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Public pool, Hot Tub, Air Conditioning & more
30 photos Details
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From
$91
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Pool, Private Pool & more
12 photos Details
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From
$236
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details
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From
$134
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Internet, Other outdoor space
31 photos Details
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From
$139
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details
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From
$59
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
Air Conditioning, Suitable for children & more
10 photos Details
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From
$172
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Suitable for children & more
11 photos Details
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From
$267
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 15
Booking
Air Conditioning, Internet, Suitable for children & more
28 photos Details
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From
$612
Per Night
8 Bedrooms, 5 Bathrooms, Sleeps 16
Suitable for children
16 photos Details
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From
$172
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Air Conditioning, Suitable for children & more
41 photos Details
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From
$139
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Suitable for children, Elder access
19 photos Details
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From
$207
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Suitable for children
15 photos Details
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From
$187
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
Suitable for children, Elder access
15 photos Details
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From
$139
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
9 photos Details
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From
$198
Per Night
3 Bedrooms, Sleeps 8
Private pool, Private Pool
11 photos Details
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From
$95
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Public pool, Washer/Dryer, Internet & more
22 photos Details
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From
$91
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Suitable for children, Public pool & more
26 photos Details
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From
$297
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Internet, Pool, Water Views & more
27 photos Details
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From
$85
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Air Conditioning, Internet, Fitness Room & more
25 photos Details
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From
$130
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private pool, Suitable for children & more
17 photos Details
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From
$145
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
Private pool, Parking, Air Conditioning & more
21 photos Details
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From
$123
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Gym, Public pool & more
17 photos Details
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From
$93
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Air Conditioning, Washer/Dryer, Elder access & more
10 photos Details
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From
$258
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 13
Booking
Suitable for children, Elder access
15 photos Details
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From
$138
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Air Conditioning, Internet
14 photos Details
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From
$331
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Heated Pool, Grill, Water Views & more
16 photos Details
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From
$235
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Internet, Air Conditioning
17 photos Details
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From
$393
Per Night
5 Bedrooms, Sleeps 10
Private pool, Internet, Public pool & more
19 photos Details
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From
$254
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 14
Grill, Heated Pool, Other outdoor space
15 photos Details
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From
$262
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Pool, Public pool, Air Conditioning & more
26 photos Details
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From
$235
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Air Conditioning
15 photos Details
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From
$199
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 16
Hot Tub, Parking, Outdoor Pool & more
8 photos Details
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From
$80
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Pool, Suitable for children & more
6 photos Details
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From
$257
Per Night
6 Bedrooms, Sleeps 15
Grill, Game Room, Private pool & more
19 photos Details
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From
$306
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Suitable for children
20 photos Details
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Book Online(2789)
Use filters to find the best results!

Suitability

  • Wheelchair access (605)
  • Elder access (1,720)
  • Suitable for children (2,412)
  • Pet friendly (201)
  • Smoking allowed (89)

Amenities

  • Internet (2,990)
  • Air Conditioning (2,927)
  • All pools (2,687)
  • Other outdoor space (1,955)
  • Washer/Dryer (1,764)
  • View all amenities
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