Kissimmee Vacation Rental Getaways


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  • Pool Access
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  • Smoking allowed
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  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Palm Breeze

Kissimmee
This value-for-money Windsor Palms 2 bedroom vacation condo unit is the perfect place for your famil...
Condo 2 / 2 / 6

*
Online booking available

$60 - $145
Per Night

$420 - $1015
Per Week

Sherwood Pearl

Kissimmee
This fantastic five bedroom pool home is waiting to give you and your family a vacation that will pr...
Home 5 / 3 / 10

*
Online booking available

$185 - $425
Per Night

$1295 - $2975
Per Week

Sunrise Key

Kissimmee
Bring your family to stay in this terrific town home that's just a hop-skip-and a jump to the Emeral...
Home 4 / 3 / 10

*
Online booking available

$95 - $220
Per Night

$665 - $1540
Per Week

8967 California 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

8988 Cuban Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on ...
Home 4 / 3 / 8

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Little Gem Condo

Kissimmee
This spacious 3 bed, 2 bath condo is located in the Formosa Gardens area and is on a gated community...
Condo 3 / 2 / 6

*
Online booking available

$60 - $145
Per Night

$420 - $1015
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (AL2778#401)

Kissimmee
The condo, which can sleep a maximum of 8 people, has 3 double bedrooms with built in wardrobes and ...
Condo 3 / 2 / 8

*
Online booking available

$91 - $143
Per Night

$637 - $1001
Per Week

2438 Sweetwater Club Circle Unit 50

Kissimmee
Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater ...
Villa 3 / 2 / 8

*
Online booking available

$85 - $105
Per Night

$595 - $735
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (MB7930)

Kissimmee
This spacious 4 bedroom, 3 bathroom single-storey villa with 2 master suites is on Rolling Hills. T...
Villa 4 / 3 / 8

*
Online booking available

$96 - $124
Per Night

$672 - $868
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (WPW2222)

Kissimmee
Location, location, location! If you are looking for the closest 5 star resort homes to Disney, then...
Villa 4 / 3 / 8

*
Online booking available

$186 - $240
Per Night

$1302 - $1680
Per Week

2307 Butterfly Palm Way, U302

Kissimmee
Enjoy this 2 Bedroom, 2 Bath vacation condominium that will sleep 6 comfortably.  Sleeping arrangeme...
Condo 2 / 2 / 6

*
Online booking available

$145 - $220
Per Night

$1015 - $1540
Per Week

8106 Princess Palm Lane

Kissimmee
Please feel free to view our new, professionally decorated townhouse. Our amenities include a spaci...
Home 3 / 3 / 6

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

Dolce Vita

Kissimmee
This family friendly (and budget friendly!) 3 bedroom vacation townhouse is the perfect place for yo...
Home 3 / 2 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

All That Jazz

Kissimmee
This quality vacation pool home has everything that you and your family could possibly need for the ...
Home 6 / 5 / 14

*
Online booking available

$185 - $425
Per Night

$1295 - $2975
Per Week

Florida Funtasy

Kissimmee
This 5 bedroom family pool home on Calabria is the perfect spot for enjoying a magical vacation to O...
Home 5 / 4 / 10

*
Online booking available

$135 - $305
Per Night

$945 - $2135
Per Week

Simba's Sleep-A-Way

Kissimmee
Simba's Sleep-A-Way is a fabulous 5 bedroom Orlando vacation town home with spa pool in the heart of...
Home 5 / 4 / 11

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (CPW8101#302)

Kissimmee
An extensively updated 3 bedroom, 2 bath modern condo with over 1400 square feet of living space is ...
Condo 3 / 2 / 8

*
Online booking available

$100 - $100
Per Night

$700 - $700
Per Week

2712 Oakwater Drive

Kissimmee
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, loca...
Condo 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

2705 Formosa Blvd.

Kissimmee
Can you say wow what a house!! 7 bedroom/7 bath pool home located in the luxurious, gated community ...
Home 7 / 7 / 15

*
Online booking available

$595 - $710
Per Night

$4165 - $4970
Per Week

Musical Cabana

Kissimmee
Come and spend a family vacation based in this family-sized town house located in the enclave at Eme...
Home 3 / 2 / 6

*
Online booking available

$85 - $195
Per Night

$595 - $1365
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BB3129-C)

Kissimmee
This beautifully furnished 3 bedroom upper floor (second floor) condo situated in the Villas at Isla...
Condo 3 / 2 / 6

*
Online booking available

$81 - $107
Per Night

$567 - $749
Per Week

7660 Comrow Street Unit 303

Kissimmee
This beautifully decorated 3-bedroom, 2-bath condo is an ideal vacation spot in Orlando for the fami...
Condo 3 / 2 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

8677 La Isla Drive

Kissimmee
This fabulous 1,960 sq. ft. villa has been newly furnished and decorated by its owners to create a v...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

2973 Buccaneer Palm Road

Kissimmee
On your next trip to Orlando, check out this stunning 5 bedroom, 5 bathroom pool home. With 5 bathro...
Home 5 / 5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

3 bedroom, 2 bathroom, Kissimmee Villa (M07832)

Kissimmee
This is the home for that memorable vacation or business trip. Only minutes from dining, shopping a...
Villa 3 / 2 / 6

*
Online booking available

$94 - $130
Per Night

$658 - $910
Per Week

 

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