Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Dutch Royal Treat

Kissimmee
This exclusive 4 bedroom vacation rental is located in Windsor Hills in Kissimmee, less than 2.5 mil...
Home 4 / 4 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

Sunset Magic

Kissimmee
This elegant 2 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 miles f...
Condo 2 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Mickey's Magical Castle

Kissimmee
This spacious 3 bedroom vacation town home can accommodate up to six guests and is located on the fa...
Home 3 / 3 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Sunset Palm Retreat

Kissimmee
Sunset Palm Retreat is in the gated Encantada Resort located less than 5 miles from Walt Disney Worl...
Home 4 / 3 / 10

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Cool Waters

Kissimmee
This 4/3 bath bedroom vacation rental is over 2300 sq.ft and is located in Oak Island in Kissimmee, ...
Home 4 / 2 / 9

*
Online booking available

$85 - $195
Per Night

$595 - $1365
Per Week

5344-Coral Vine Villa

Kissimmee
Coral Vine Villa is a large 4 bedroom, 3 bathroom (2 en-suite) villa with south facing pool situated...
Villa 4 / 3 / 10

*
Online booking available

$133 - $178
Per Night

$931 - $1246
Per Week

3 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$89 - $160
Per Night

$623 - $1120
Per Week

One bedroom villa

Kissimmee
One bedroom villa Unit Description: This spacious villa features a master bedroom with private bath...
Condo 1 / 1 / 4

*
Online booking available

$109 - $179
Per Night

$763 - $1253
Per Week

8972 Coco Palm Road

Kissimmee
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family grou...
Home 4 / 3 / 9

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

8951 Coco Palm Road

Kissimmee
Floor Plan (The Royale Palm) 2,128 sq. ft. 2 story townhome. We invite you to enjoy our townhome on...
Home 5 / 4 / 10

*
Online booking available

$260 - $385
Per Night

$1820 - $2695
Per Week

8926 Majesty Palm Road

Kissimmee
Paradise Palms is one of Global’s newest and most sought after resort communities. One of the best w...
Home 4 / 3 / 10

*
Online booking available

$275 - $405
Per Night

$1925 - $2835
Per Week

Royal Emerald

Kissimmee
This 6 bedroom estate home on the Emerald Island Resort has been elegantly and professionally decora...
Home 6 / 5 / 12

*
Online booking available

$195 - $455
Per Night

$1365 - $3185
Per Week

3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

Kissimmee
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! (cc) The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$89 - $160
Per Night

$623 - $1120
Per Week

1061 Lake Berkley Drive

Kissimmee
This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes...
Home 4 / 2 / 8

*
Online booking available

$125 - $160
Per Night

$875 - $1120
Per Week

7724 Comrow Street

Kissimmee
This 2,500 square foot 5B/5B Seville home sleeps 11 and is south facing for year round, all day Flor...
Home 5 / 5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

2813 Almaton Loop Unit 403

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

7660 Comrow Street Unit 203

Kissimmee
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a dir...
Condo 3 / 2 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

Fabulous Vacation

Kissimmee
Come and stay at this spacious 3 bed/3 bath vacation town house in Windsor Hills here in Kissimmee ....
Home 3 / 3 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

3 Bedroom Townhouse at The Villas at Seven Dwarfs (sg)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$89 - $160
Per Night

$623 - $1120
Per Week

7659 Sir Kaufman Court

Kissimmee
Lovely, 3 bedroom /3bath two-story townhome can sleep 6 comfortably. Bedding includes one King-size...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

2954 Buccaneer Palm Road

Kissimmee
This is beautiful 5 bedroom, 5 bathroom vacation rental home in Paradise Palms. This home is nicely ...
Home 5 / 5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

Pineapple Palms

Kissimmee
This stunning 6 bedroom vacation rental is located in Windsor Hills resort in Kissimmee, less than 2...
Home 6 / 4 / 12

*
Online booking available

$215 - $500
Per Night

$1505 - $3500
Per Week

2 bedroom/2 bathroom condo

Kissimmee
2 bedroom/2 bathroom condo Unit Description: Condos have a master suite with king or queen size bed...
Condo 2 / 2 / 4

*
Online booking available

$110 - $163
Per Night

$770 - $1141
Per Week

3 bedroom/2 bathroom condo

Kissimmee
3 bedroom/2 bathroom condo Unit Description: This beautifully decorated three bedroom condo comes e...
Condo 3 / 2 / 6

*
Online booking available

$128 - $187
Per Night

$896 - $1309
Per Week

2647 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home with a fantastic view of the lake has been ...
Home 5 / 5 / 12

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

 

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