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Holiday Rentals in Kissimmee, Florida

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All 4,290 Rentals in Kissimmee
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From
$107
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
Booking
Private pool, Children's Pool, Private Outdoor Pool (Heated) & more
29 photos Details
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From
$198
Per Night
4 Bedrooms, Sleeps 8
Hot Tub, Pool, Private Pool & more
13 photos Details
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From
$107
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Air Conditioning, Suitable for children & more
4 photos Details
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Also consider
Indian Ridge Villa
3 Bedrooms, sleeps 6
$149 - $165 / night
6BR5.5BA Lakeview Luxury Resort Villa near Disney
6 Bedrooms, sleeps 14
$160 / night
Seasons
3 Bedrooms, sleeps 6
$114 - $151 / night
Brand New Villa Windsor Hill 3ml to Disney SF Pool
6 Bedrooms, sleeps 12
$172 - $375 / night
From
$236
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Suitable for children, Elder access
11 photos Details
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From
$138
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Housekeeping Optional, Air Conditioning & more
23 photos Details
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From
$107
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Elder access, Other outdoor space, Parking & more
8 photos Details
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From
$268
Per Night
6 Bedrooms, 3 Bathrooms, Sleeps 15
Elder access, Suitable for children
36 photos Details
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From
$149
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Private Pool, Air Conditioning, Hot Tub & more
8 photos Details
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From
$172
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Internet, Other outdoor space, Suitable for children & more
17 photos Details
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From
$122
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Grill, Hot Tub, Parking & more
19 photos Details
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From
$189
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Booking
Air Conditioning, Suitable for children, Internet & more
20 photos Details
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From
$161
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Internet, Grill, Suitable for children & more
13 photos Details
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From
$75
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Grill, Private pool & more
25 photos Details
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From
$138
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Internet, Air Conditioning, Suitable for children & more
34 photos Details
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From
$102
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Air Conditioning, Wheelchair access, Spa/Whirlpool & more
15 photos Details
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From
$193
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Booking
Internet, Washer/Dryer, Fitness Room & more
18 photos Details
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From
$117
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Elder access, Public pool, Suitable for children & more
59 photos Details
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From
$153
Per Night
4 Bedrooms, 1 Bathroom, Sleeps 10
Other outdoor space, Heated Pool, Grill
15 photos Details
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From
$177
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
Internet, Private Pool, Private pool & more
31 photos Details
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From
$138
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 14
Waterfront, Private pool, Private Pool & more
17 photos Details
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From
$95
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Housekeeping Optional, Other outdoor space, Garden & more
19 photos Details
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From
$102
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Air Conditioning, Suitable for children & more
12 photos Details
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From
$227
Per Night
5 Bedrooms, 7 Bathrooms, Sleeps 12
Air Conditioning, Parking & more
8 photos Details
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From
$107
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Washer/Dryer, Hot Tub & more
17 photos Details
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From
$123
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Suitable for children, Elder access
14 photos Details
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From
$692
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
Wheelchair access, Internet, Fitness Room & more
12 photos Details
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From
$311
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Private pool, Suitable for children & more
23 photos Details
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From
$161
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
Suitable for children, Water Views, Grill & more
15 photos Details
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From
$86
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Other outdoor space, Shared Outdoor Pool (Heated) & more
10 photos Details
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From
$117
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Elder access, Suitable for children & more
44 photos Details
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From
$102
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Internet, Parking, Wheelchair access & more
33 photos Details
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From
$102
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Suitable for children & more
18 photos Details
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From
$129
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Suitable for children, Other outdoor space & more
15 photos Details
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From
$129
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Washer/Dryer, Grill, Internet & more
22 photos Details
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From
$161
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Fireplace, Private Pool, Air Conditioning & more
13 photos Details
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From
$84
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private Pool, Private pool, Other outdoor space & more
16 photos Details
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From
$1,582
Per Week
6 Bedrooms, 5 Bathrooms, Sleeps 14
Internet, Game Room, Shared Tennis Court & more
10 photos Details
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From
$11
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Air Conditioning, Other outdoor space
11 photos Details
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From
$236
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 11
Shared Tennis Court, Children's Pool & more
25 photos Details
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From
$107
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Air Conditioning, Other outdoor space, Internet
7 photos Details
Make Enquiry
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Book Online(2776)
Use filters to find the best results!

Suitability

  • Wheelchair access (605)
  • Elder access (1,714)
  • Suitable for children (2,402)
  • Pet friendly (201)
  • Smoking allowed (89)

Amenities

  • Internet (3,006)
  • Air Conditioning (2,957)
  • All pools (2,680)
  • Other outdoor space (1,944)
  • Washer/Dryer (1,754)
  • View all amenities
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