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

4 Bed Luxury Pool Home, Surrounded By 2 Lakes, A Beautifu...

Kissimmee
4 Bed Luxury Pool Home, Surrounded By 2 Lakes, A Beautiful Getaway (Av8420Rs) The villa is in the p...
Home 4 / 3 / 8

*
Online booking available

$152 - $175
Per Night

$1044 - $1204
Per Week

4 BRs 3 BAs townhome at The Villas at Seven Dwarfs (mzl)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$105 - $170
Per Night

$735 - $1190
Per Week

7769 Tosteth Street

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. (North Facing Pool) We invi...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

2663 Emerald Island Blvd.

Kissimmee
2317 sq ft 5 bedroom 3 bath (2 story) Pool home. We invite you to enjoy your next vacation at our l...
Home 5 / 3 / 12

*
Online booking available

$325 - $450
Per Night

$2275 - $3150
Per Week

2541 Oneida Loop

Kissimmee
Beautiful Luxury 4 Bedroom, 3 Bathroom Vacation Home only 5 minutes from World Renowned Disney Attra...
Home 4 / 3 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

Enchanted Cottage

Kissimmee
This family-friendly vacation pool home is perfect for vacations to the Walt Disney World® Resort ar...
Home 4 / 3 / 8

*
Online booking available

$135 - $305
Per Night

$945 - $2135
Per Week

945 Emerald Green Ct

Kissimmee
Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes fr...
Home 4 / 3 / 8

*
Online booking available

$130 - $175
Per Night

$910 - $1225
Per Week

One bedroom villa

Kissimmee
One bedroom villa Unit Description: The beautifully decorated One Bedroom Villa creates the perfect...
Condo 1 / 2 / 4

*
Online booking available

$119 - $179
Per Night

$833 - $1253
Per Week

Reunion Kingston, 6 BRs, Encore Club at Reunion, private ...

Kissimmee
Reunion Kingston, 6 BRs, Encore Club at Reunion, private pool, spa Reunion Kingston Home at Encore ...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $663
Per Night

$2300 - $4107
Per Week

8932 Majesty Palm Road

Kissimmee
Welcome to this stunning 5 bedroom, 4 bathroom townhome, with pool. Selecting this unit for your nex...
Home 5 / 4 / 10

*
Online booking available

$260 - $385
Per Night

$1820 - $2695
Per Week

Cindy's Castle

Kissimmee
Bring your loved ones for a vacation to remember forever when they stay at this fabulous 4 bedroom t...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

2785 Oakwater Drive

Kissimmee
This immaculate 3 bedroom 2 bathroom vacation home has a lake view with a private garage. It will co...
Home 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

7613 Cabana Ct., Unit 402A

Kissimmee
Our luxury vacation condo is located on the fourth floor of the Reunion Villas South, within easy ac...
Condo 3 / 3 / 8

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

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

Beautiful 4 Bed Sunset Lakes Family Home, With South Faci...

Kissimmee
Beautiful 4 Bed Sunset Lakes Family Home, With South Facing Pool (Av2902Sl) Nestled in a quiet cove...
Villa 4 / 3 / 10

*
Online booking available

$146 - $169
Per Night

$1004 - $1164
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

8110 Princess Palm Lane

Kissimmee
Welcome to this upgraded and newly decorated very spacious 3 bedroom, 3 bathroom Townhouse with its ...
Home 3 / 3 / 8

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

1598 Heritage Crossing Ct 202

Kissimmee
Enjoy this beautiful 3 bedroom, 2 bathroom townhome located in the stunning community of Reunion Res...
Home 3 / 2 / 8

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

2561 Oneida Loop

Kissimmee
This delightful 4 bedroom home is located in the highly coveted Indian Creek community. Only 4 miles...
Home 4 / 3 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

The Palace

Kissimmee
This amazing 5 bedroom vacation rental is located in Windsor Hills resort in Orlando, less than 2.5 ...
Home 5 / 5 / 10

*
Online booking available

$200 - $465
Per Night

$1400 - $3255
Per Week

4 Bedroom Townhouse at The Villas at Seven Dwarfs (sb)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$105 - $170
Per Night

$735 - $1190
Per Week

7652 Sir Kaufmann Court

Kissimmee
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhou...
Home 3 / 3 / 8

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

Sharing The Dream Villa

Kissimmee
This spacious 5 bedroom vacation rental is nestled on a well established boulevard on the Emerald Is...
Home 5 / 3 / 12

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

7660 Comrow St # 403

Kissimmee
Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the ...
Villa 3 / 2 / 6

*
Online booking available

$105 - $130
Per Night

$735 - $910
Per Week

8923 Bismark Palm Road

Kissimmee
We are proud to offer this gorgeous 4 bedroom, 3 bathroom townhome in Paradise Palms. This townhome ...
Home 4 / 3 / 10

*
Online booking available

$275 - $405
Per Night

$1925 - $2835
Per Week

 

More Getaway Locations and Properties