We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Kissimmee, FL

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 4,009 Rentals in Kissimmee
loading...
Sort by
From
$383
Per Night
1 / 18
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 10
Dishwasher
Details Make Enquiry
From
$344
Per Night
1 / 12
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 12
Internet Access, Hot Tub
Details Make Enquiry
From
$150
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 8
Hot Tub, Internet Access, Dishwasher & more
Details Make Enquiry
Also consider
Amazing villa at Westgate Vacation Villas Resort
2 Bedrooms, sleeps 10
$209 - $256 / night
Luxury 5 Bed Villa near Disney with private pool
5 Bedrooms, sleeps 10
$164 / night
West Village at Orange Lake
2 Bedrooms, sleeps 8
$174 / night
Florida Villa by the Lake | 4 bedrooms | Sleep 8
4 Bedrooms, sleeps 8
$145 - $209 / night
From
$202
Per Night
1 / 16
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
From
$929
Per Week
1 / 11
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
From
$344
Per Night
1 / 19
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Hot Tub, Internet Access
Details Make Enquiry
From
$387
Per Night
1 / 21
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 14
Hot Tub, Internet Access
Details Make Enquiry
From
$224
Per Night
1 / 22
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Get the List
From
$174
Per Night
1 / 18
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
From
$368
Per Night
1 / 19
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Enquiry
From
$185
Per Night
1 / 8
3 Bedrooms, 2 Bathrooms, Sleeps 8
Internet Access, Dishwasher, Air Conditioning
Details Make Enquiry
From
$166
Per Night
1 / 6
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Internet Access
Details Make Enquiry
From
$448
Per Night
1 / 21
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Make Enquiry
From
$237
Per Night
1 / 27
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 10
Internet Access, Hot Tub, Housekeeping Optional & more
Details Make Enquiry
From
$170
Per Night
1 / 23
5 Bedrooms, 4 Bathrooms, Sleeps 13
Private Outdoor Pool (Heated), Wi-Fi & more
Details Make Enquiry
From
$256
Per Night
1 / 8
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 14
Private Outdoor Pool (Heated), Hot Tub, Washer & more
Details Make Enquiry
From
$314
Per Night
1 / 14
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
From
$344
Per Night
1 / 14
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 12
Internet Access, Hot Tub
Details Make Enquiry
From
$343
Per Night
1 / 20
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Make Enquiry
From
$185
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private Pool, Water Views, Dishwasher & more
Details Make Enquiry
From
$161
Per Night
1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 8
Private Pool, Dishwasher, Satellite TV & more
Details Make Enquiry
From
$254
Per Night
1 / 18
5 Bedrooms, 5 Bathrooms, Sleeps 12
Internet Access, Air Conditioning, Dishwasher
Details Make Enquiry
From
$382
Per Night
1 / 17
5 Bedrooms, 3 Bathrooms, Sleeps 10
Dishwasher, Internet Access, Air Conditioning
Details Make Enquiry
From
$196
Per Night
1 / 21
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Shared Outdoor Pool (Heated), Housekeeping Optional & more
Details Make Enquiry
From
$282
Per Night
1 / 28
7 Bedrooms, 10 Bathrooms, Sleeps 16
Private Outdoor Pool (Heated), Wi-Fi & more
Details Make Enquiry
From
$336
Per Night
1 / 20
6 Bedrooms, 4 Bathrooms, Sleeps 12
Air Conditioning, Satellite TV, Internet Access & more
Details Make Enquiry
From
$189
Per Night
1 / 8
Payment Protection
3 Bedrooms, 7 Bathrooms, Sleeps 8
Internet Access
Details Make Enquiry
From
$189
Per Night
1 / 10
Payment Protection
3 Bedrooms, 7 Bathrooms, Sleeps 8
Internet Access
Details Make Enquiry
From
$256
Per Night
1 / 13
Payment Protection
7 Bedrooms, 4 Bathrooms, Sleeps 16
Private Outdoor Pool (Heated), Wi-Fi, Hot Tub & more
Details Make Enquiry
From
$221
Per Night
1 / 13
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
From
$440
Per Night
1 / 21
7 Bedrooms, 6 Bathrooms, Sleeps 16
Heated Pool, Dishwasher, Air Conditioning & more
Details Make Enquiry
From
$151
Per Night
1 / 19
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
From
$196
Per Night
1 / 8
3 Bedrooms, 3 Bathrooms, Sleeps 6
Private Pool, Internet Access, Dishwasher & more
Details Make Enquiry
From
$231
Per Night
1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 8
Wi-Fi, Air Conditioning, Satellite TV & more
Details Make Enquiry
From
$161
Per Night
1 / 19
4 Bedrooms, 2 Bathrooms, Sleeps 10
Dishwasher, Air Conditioning
Details Make Enquiry
From
$220
Per Night
1 / 23
5 Bedrooms, 5 Bathrooms, Sleeps 10
Satellite TV, Internet Access, Dishwasher & more
Details Make Enquiry
From
$216
Per Night
1 / 9
3 Bedrooms, 3 Bathrooms, Sleeps 8
Dishwasher, Internet Access, Air Conditioning
Details Make Enquiry
From
$378
Per Night
1 / 35
5 Bedrooms, 6 Bathrooms, Sleeps 10
Private Outdoor Pool (Heated), Garden & more
Details Make Enquiry
From
$152
Per Night
1 / 18
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
From
$254
Per Night
1 / 13
5 Bedrooms, 5 Bathrooms, Sleeps 12
Dishwasher, Air Conditioning
Details Make Enquiry
Go to map view
Book Online(2711)
Use filters to find the best results!

Suitability

  • Wheelchair access (598)
  • Elder access (1,578)
  • Suitable for children (2,127)
  • Pet friendly (208)
  • Smoking allowed (9)

Amenities

  • Air Conditioning (2,785)
  • Internet (2,746)
  • All pools (2,252)
  • Washer/Dryer (1,839)
  • Other outdoor space (1,828)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List