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Villas and condos Kissimmee, Florida

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  • Established history of renting online
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  • 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 3,792 Rentals in Kissimmee
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From
$83
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Grill, Parking, Wi-Fi & more
18 photos Details
Reviews (7) Make Enquiry
From
$158
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Elder access, Hot Tub, Pet friendly & more
35 photos Details
Reviews (23) Make Enquiry
From
$169
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Washer/Dryer, Other outdoor space, Hot Tub & more
12 photos Details
Reviews (4) Make Enquiry
Also consider
Bella Vida Luxurious Executive Close To Disney
4 Bedrooms, sleeps 10
$175 - $212 / night
Martha's House
3 Bedrooms, sleeps 8
$154 - $192 / night
Disney Vacation Rental
4 Bedrooms, sleeps 10
$118 - $146 / night
141 3 Bedroom home with private pool Kissimmee
3 Bedrooms, sleeps 6
$111 - $143 / night
From
$116
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Internet, Parking & more
15 photos Details
Reviews (13) Make Enquiry
From
$111
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Housekeeping Optional, Elder access, Washer/Dryer & more
30 photos Details
Reviews (52) Make Enquiry
From
$101
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Other outdoor space, Air Conditioning
16 photos Details
Reviews (4) Make Enquiry
From
$204
Per Night
5 Bedrooms, Sleeps 12
Heated Pool, Grill, Other outdoor space
15 photos Details
Reviews (2) Make Enquiry
From
$715
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
Public pool, Child pool, Wheelchair access & more
20 photos Details
Reviews (5) Make Enquiry
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From
$241
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Other outdoor space, Internet, Pool, Outdoor Pool & more
37 photos Details
Reviews (1) Make Enquiry
From
$158
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Housekeeping Optional, Suitable for children & more
14 photos Details
Reviews (2) Make Enquiry
From
$137
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Air Conditioning, Pet friendly, Washer/Dryer & more
18 photos Details
Reviews (5) Make Enquiry
From
$106
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Air Conditioning, Private pool, Other outdoor space & more
23 photos Details
Reviews (7) Make Enquiry
From
$83
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Suitable for children, Public pool & more
30 photos Details
Reviews (7) Make Enquiry
From
$94
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Pool, Heated Pool, Public pool & more
21 photos Details
Reviews (5) Make Enquiry
From
$133
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
3 photos Details
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From
$143
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Other outdoor space, Air Conditioning
16 photos Details
Reviews (12) Make Enquiry
From
$158
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Elder access, Private pool, Shared Tennis Court & more
27 photos Details
Reviews (2) Make Enquiry
From
$211
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 16
Hot Tub, Suitable for children, Internet & more
40 photos Details
Reviews (1) Make Enquiry
From
$1,537
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 12
Private pool, Game Room, Children's Pool, Private Outdoor Pool (Heated) & more
24 photos Details
Reviews (7) Make Enquiry
From
$101
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Air Conditioning & more
14 photos Details
Reviews (1) Make Enquiry
From
$80
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Public pool, Internet, Air Conditioning & more
9 photos Details
Reviews (3) Make Enquiry
From
$137
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Internet, Other outdoor space & more
23 photos Details
Reviews (9) Make Enquiry
From
$84
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Air Conditioning, Pool, Internet & more
31 photos Details
Reviews (1) Make Enquiry
From
$243
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
Grill, Suitable for children, Internet & more
24 photos Details
Reviews (6) Make Enquiry
From
$41
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Parking, Air Conditioning, Wheelchair access & more
33 photos Details
Reviews (4) Make Enquiry
From
$158
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Air Conditioning, Pet friendly, Washer/Dryer & more
23 photos Details
Reviews (15) Make Enquiry
From
$116
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Air Conditioning, Grill, Private pool & more
18 photos Details
Reviews (10) Make Enquiry
From
$90
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Private pool, Grill, Air Conditioning & more
17 photos Details
Reviews (14) Make Enquiry
From
$206
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Parking, Suitable for children, Grill & more
24 photos Details
Reviews (4) Make Enquiry
From
$110
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 9
Shared Tennis Court, Hot Tub, Other outdoor space & more
21 photos Details
Reviews (23) Make Enquiry
From
$340
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Game Room, Private Outdoor Pool (Heated) & more
20 photos Details
Reviews (2) Make Enquiry
From
$298
Per Night
6 Bedrooms, 12 Bathrooms, Sleeps 12
Grill, Hot Tub, Private Fishing Lake/River & more
22 photos Details
Reviews (1) Make Enquiry
From
$200
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 16
Pool, Grill, Air Conditioning & more
28 photos Details
Reviews (6) Make Enquiry
From
$80
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Public pool, Pool, Air Conditioning & more
13 photos Details
Reviews (9) Make Enquiry
From
$163
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
Fireplace, Hot Tub, Fitness Room & more
31 photos Details
Reviews (9) Make Enquiry
From
$127
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Housekeeping Optional, Suitable for children & more
21 photos Details
Reviews (1) Make Enquiry
From
$398
Per Night
8 Bedrooms, 5 Bathrooms, Sleeps 19
Sauna, Housekeeping Optional, Elder access & more
24 photos Details
Reviews (1) Make Enquiry
From
$248
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 12
Grill, Other outdoor space, Heated Pool
15 photos Details
Reviews (7) Make Enquiry
From
$94
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Private Outdoor Pool (Unheated) & more
9 photos Details
Reviews (1) Make Enquiry
From
$154
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Fitness Room, Air Conditioning, Hot Tub
21 photos Details
Reviews (2) Make Enquiry
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Suitability

  • Wheelchair access (537)
  • Elder access (1,654)
  • Suitable for children (2,342)
  • Pet friendly (144)
  • Smoking allowed (83)

Amenities

  • Internet (2,542)
  • Air Conditioning (2,475)
  • All pools (2,289)
  • Washer/Dryer (1,643)
  • Other outdoor space (1,619)
  • View all amenities
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Villas in Kissimmee

Kissimmee, near Orlando in Florida, is a great family friendly destination, as it is so near so many of Florida's most famous tourist attractions and theme parks, including Walt Disney World. In addition to these attractions and a glorious sub-tropical climate, the area presents unique opportunities to spot exotic and endangered wildlife. Whether your family are, roller-coaster fanatics or naturalists, or a mixture of both, you will have a packed time in the area, and you can cut down on the expenses by investigating the wide range of villas and holiday rentals on offer.

Things to do in Kissimmee

Kissimmee is within easy reach of Disney World, Sea World Orlando and Universal Studios, but you can also go for lesser known attractions such as Forever Florida, where you can go on safari on horseback or on a coach to spot alligators, black bears and even the incredibly rare Florida panther. Florida is of course also famous for its swamps, so a trip to Boggy Creek is also a perfect day out, you can take a ride in a swamp buggy out to explore the wetlands and see turtles and various exotic birds. These kinds of attractions provide memories which will last a lifetime, and are great for kids. And for a bit of fun, make sure you go to Medieval Times for a dinner show with a difference, as knights joust on horseback. This is an expensive venue, but could be a highpoint of an unforgettable family holiday, and of course you'll be saving a considerable amount of money by renting a villa rather than forking out for a hotel room.

Kissimmee Holiday Rentals

A holiday full of theme parks can be an expensive business with even a small family. But you can make your budget go further by opting to rent a villa, as prices start around £500 a week for villas for up to six people. With air conditioning, pools, broadband and TVs included as standard, you can make yourself completely at home during your stay, and maybe even spend a day in the villa between theme park trips - with the extra space of self-catered accommodation this becomes a real option, whereas in a hotel kids are generally climbing up the walls within twenty minutes! By renting a villa, you can enjoy a low cost holiday in Kissimmee, and probably get to relax a whole lot more!