Kissimmee Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

Harbor Nights

Kissimmee
Your whole family, kids, sisters, brothers, Mom and Dad - can all come and stay in this fabulous vac...
Home 7 / 4 / 14

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
Per Week

Very comfortable vacation home, 3 miles from Disney, priv...

Kissimmee
Very comfortable vacation home, 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacati...
Villa 5 / 4 / 10

*
Online booking available

$135 - $169
Per Night

$945 - $1295
Per Week

Luxury Villa 4 Bed/ 3 Bath & Gamesroom (Magnolia7974s) 3 ...

Kissimmee
Luxury Villa 4 Bed/ 3 Bath & Gamesroom (Magnolia7974s) 3 Miles From Disney! See nightly fireworks w...
Villa 4 / 3 / 8

*
Online booking available

$161 - $192
Per Night

$1127 - $1344
Per Week

2405 Silver Palm Drive

Kissimmee
Welcome to the world famous Windsor Palms gated community. This accommodation is a beautifully furni...
Home 3 / 3 / 6

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

1368 Center Court Ridge 302

Kissimmee
Stunning 3 bed, 3 bath unit overlooking the 11th hole of the Tom Watson Course. Just 30 minutes from...
Home 3 / 3 / 6

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

Greg's Disney Getaway

Kissimmee
This Mediterranean-styled 3 bedroom town home sits in the private enclave at Emerald Island resort -...
Home 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

In popular Indian Creek, only 3 miles from Disney, privat...

Kissimmee
In popular Indian Creek, only 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacation...
Villa 4 / 3 / 8

*
Online booking available

$109 - $129
Per Night

$763 - $1149
Per Week

Reunion Crestview, 5 BRs, Encore Club at Reunion, private...

Kissimmee
Reunion Crestview, 5 BRs, Encore Club at Reunion, private pool, spa Elegant living and family fun c...
Home 5 / 5.5 / 10

*
Online booking available

$300 - $675
Per Night

$2050 - $3500
Per Week

7505 Bliss Way

Kissimmee
Welcome to your Orlando condo. This condo is located 1.5 miles from Disney world, in the gated comm...
Condo 3 / 2 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

2809 Almaton Loop Unit 104

Kissimmee
Beautifully decorated new 3 bedroom 2 bath condo in sought after Windsor Hills resort community. Ne...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2582 Archfeld Blvd

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 6 / 4 / 12

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

Taragon

Kissimmee
Bring your family to stay in this value-for-money 4 bedroom pool home on the Terra Verde resort here...
Home 4 / 3 / 8

*
Online booking available

$95 - $220
Per Night

$665 - $1540
Per Week

Sun and Sand

Kissimmee
Come and enjoy a family vacation home that your loved ones can cherish forever - this fabulous and s...
Home 6 / 5 / 14

*
Online booking available

$200 - $465
Per Night

$1400 - $3255
Per Week

Angel's Retreat

Kissimmee
Angel's Retreat is a fully air-conditioned Orlando vacation home that's nestled in the popular India...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

Paradise Getaway

Kissimmee
This spacious 6 bedroom family-friendly pool home-away-from-home offers the perfect location for fam...
Home 6 / 5 / 12

*
Online booking available

$200 - $465
Per Night

$1400 - $3255
Per Week

3 Bedrooms Townhome at The Villas at Seven Dwarfs

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

$82 - $160
Per Night

$574 - $1120
Per Week

4 bedroom, 2.5 bathroom, Kissimmee Home (SB1151)

Kissimmee
This quaint town house is tastefully decorated and furnished to a high standard. With light and colo...
Home 4 / 2.5 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

5 bedroom, 4 bathroom, Kissimmee Villa (SEB1135)

Kissimmee
This stunning two-story, five bedroom/four bath villa, brand new for 2006, is situated in the new co...
Villa 5 / 4 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

8974 California Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on yo...
Home 4 / 3 / 10

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

7661 Fitzclarence Street

Kissimmee
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

Evening Breeze

Kissimmee
This beautifully furnished, fully air conditioned top floor (elevator serviced) end unit condo is lo...
Condo 3 / 2 / 6

*
Online booking available

$85 - $195
Per Night

$595 - $1365
Per Week

Waterside Villa

Kissimmee
Waterside Villa is nestled on a premium lot overlooking a lake and conservation woodlands in the fab...
Home 4 / 3 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

Reunion Fremont I, 8 BRs, Encore Club at Reunion, private...

Kissimmee
Reunion Fremont I, 8 BRs, Encore Club at Reunion, private pool, spa Fremont I at Encore Club in Reu...
Home 8 / 8 / 16

*
Online booking available

$500 - $500
Per Night

$3500 - $3500
Per Week

2946 Sunset Vista Blvd.

Kissimmee
This 3 bedroom 2.5 bath Orlando Florida vacation home is located in the Sunset Lakes subdivision. Th...
Villa 3 / 2.5 / 8

*
Online booking available

$105 - $135
Per Night

$735 - $945
Per Week

 

More Getaway Locations and Properties