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Villas and condos Kissimmee, Florida

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 3,837 Rentals in Kissimmee
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From
$170
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Washer/Dryer, Suitable for children & more
8 photos Details
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From
$240
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 14
Sauna, Private Pool, Private pool & more
28 photos Details
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From
$410
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Suitable for children, Washer/Dryer, Hot Tub & more
14 photos Details
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Also consider
Wish upon a Mouse
3 Bedrooms, sleeps 6
$96 - $134 / night
2719 CALLAWAY
4 Bedrooms, sleeps 8
$1,102 / week
5* Windsor Hills Resort 6/BR.Last Minute $150/day.
6 Bedrooms, sleeps 16
$160 - $266 / night
Luxury 5 BED 3 BATH Villa, South Facing Pool
5 Bedrooms, sleeps 10
$128 - $156 / night
From
$128
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Fitness Room, Grill, Private pool & more
12 photos Details
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From
$95
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Fitness Room, Shared Outdoor Pool (Heated) & more
43 photos Details
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From
$116
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Wheelchair access, Private pool, Parking & more
14 photos Details
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From
$260
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Internet, Game Room, Parking & more
12 photos Details
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From
$236
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Shared Tennis Court, Children's Pool & more
8 photos Details
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From
$84
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 7
Air Conditioning, Washer/Dryer, Public pool & more
19 photos Details
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From
$84
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Pool, Other outdoor space, Internet & more
31 photos Details
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From
$112
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Air Conditioning, Private pool & more
24 photos Details
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From
$212
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Private Outdoor Pool (Unheated), Suitable for children & more
12 photos Details
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From
$84
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Shared Outdoor Pool (Heated), Public pool & more
17 photos Details
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From
$251
Per Night
7 Bedrooms, 4 Bathrooms, Sleeps 16
Other outdoor space, Internet, Air Conditioning
26 photos Details
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From
$85
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Parking, Other outdoor space & more
13 photos Details
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From
$184
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
Suitable for children, Elder access, Internet & more
21 photos Details
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From
$149
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Air Conditioning, Parking, Suitable for children & more
19 photos Details
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From
$153
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Wi-Fi, Game Room, Private Outdoor Pool (Heated) & more
7 photos Details
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From
$271
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 14
Child pool, Shared Tennis Court, Game Room & more
24 photos Details
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From
$213
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Smoking allowed, Suitable for children
12 photos Details
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From
$156
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Parking, Elder access, Other outdoor space & more
20 photos Details
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From
$128
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Parking, Pet friendly, Private pool & more
17 photos Details
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From
$287
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Private pool, Hot Tub, Internet & more
11 photos Details
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From
$165
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Shared Tennis Court, Wi-Fi, Parking & more
8 photos Details
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From
$240
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Private Outdoor Pool (Heated), Washer/Dryer, Grill & more
22 photos Details
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From
$202
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Private pool, Shared Tennis Court, Parking & more
11 photos Details
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From
$213
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 14
Public pool, Fitness Room, Private pool & more
31 photos Details
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From
$138
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Private pool, Pool, Private Pool & more
13 photos Details
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From
$90
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Elder access
7 photos Details
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From
$145
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Grill, Parking, Internet & more
25 photos Details
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From
$83
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Internet, Pool & more
15 photos Details
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From
$273
Per Night
7 Bedrooms, 4 Bathrooms, Sleeps 14
Suitable for children, Elder access
20 photos Details
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From
$95
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Other outdoor space, Heated Pool & more
38 photos Details
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From
$156
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Child pool, Game Room, Suitable for children & more
24 photos Details
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From
$141
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children, Elder access
25 photos Details
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From
$160
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Air Conditioning, Other outdoor space, Water Views & more
24 photos Details
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From
$149
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Suitable for children
22 photos Details
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From
$149
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Shared Tennis Court & more
6 photos Details
Make Enquiry
From
$293
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Private Outdoor Pool (Heated), Other outdoor space & more
22 photos Details
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From
$141
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Gym, Hot Tub, Air Conditioning & more
22 photos Details
Make Enquiry
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Suitability

  • Wheelchair access (544)
  • Elder access (1,657)
  • Suitable for children (2,345)
  • Pet friendly (152)
  • Smoking allowed (83)

Amenities

  • Internet (2,579)
  • Air Conditioning (2,506)
  • All pools (2,306)
  • Other outdoor space (1,658)
  • Washer/Dryer (1,640)
  • View all amenities
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