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

5 bedrooms 5 baths home

Kissimmee
5 bedrooms 5 baths home Unit Description: This spacious home offers 5 bedrooms, 5 bathrooms and a p...
Condo 5 / 5 / 10

*
Online booking available

$263 - $360
Per Night

$1841 - $2520
Per Week

8058 King Palm Circle

Kissimmee
4 bedroom 3 bath; Luxury house located beautiful gated community just 2.5 miles(4km) from the gates ...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

2831 Oakwater Drive

Kissimmee
This lovely condo consists of one king bed, one queen bed and two twin beds, all bedrooms equipped w...
Condo 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
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

8950 Coco Palm Road

Kissimmee
Floor Plan (The Royale Palm) 2,128 sq. ft. 2 story town home with splash pool We invite you to enj...
Home 5 / 4 / 13

*
Online booking available

$260 - $385
Per Night

$1820 - $2695
Per Week

2562 Maneshaw Lane

Kissimmee
We want you to come and enjoy our townhome on your next vacation! Situated in the heart of Windsor ...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
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

Palm Key Villa

Kissimmee
This spacious and gracious fully air-conditioned 7 bedroom Orlando vacation home is located in the p...
Home 7 / 4 / 16

*
Online booking available

$210 - $490
Per Night

$1470 - $3430
Per Week

Vacation on the Beach

Kissimmee
A perfect location for a family vacation? Come and stay at this beautiful 3 bedroom, 2.5 bathroom to...
Home 3 / 2.5 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Amazing 3 Bed 2.5 Bath Luxury Pool Home In Sunset Lakes C...

Kissimmee
Amazing 3 Bed 2.5 Bath Luxury Pool Home In Sunset Lakes Community (Av2940Sl) Welcome to our lovely ...
Home 3 / 2.5 / 7

*
Online booking available

$152 - $169
Per Night

$1044 - $1164
Per Week

8147 Fan Palm Way

Kissimmee
Brighton floor plan - 1816 sq.ft. 4 bedroom 3 bath (1 story) South facing pool Welcome to this elega...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

7684 Sir Kaufman Court

Kissimmee
Welcome to Villa Umbria in lower Windsor Hills. We invite you to enjoy your next vacation at our ne...
Home 3 / 3 / 8

*
Online booking available

$245 - $360
Per Night

$1715 - $2520
Per Week

Wired Palms

Kissimmee
This quality Orlando vacation home is now available for families who enjoy the best - and want value...
Home 4 / 3 / 9

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

Morgan's Villa

Kissimmee
Morgan's Villa is a spacious 7 bedroom Orlando family vacation home, located in the perfect spot in ...
Home 7 / 5 / 16

*
Online booking available

$205 - $475
Per Night

$1435 - $3325
Per Week

3 bedroom/2 bathroom condo

Kissimmee
3 bedroom/2 bathroom condo Unit Description: Condos have a master suite with king or queen size bed...
Condo 3 / 2 / 6

*
Online booking available

$124 - $181
Per Night

$868 - $1267
Per Week

Upgraded 4 Bed Eagle Pointe Kissimmee Disney With Wifi (A...

Kissimmee
Upgraded 4 Bed Eagle Pointe Kissimmee Disney With Wifi (Av4633Ep) We have reduced our prices by 25%...
Home 4 / 2 / 8

*
Online booking available

$146 - $169
Per Night

$1004 - $1164
Per Week

7735 Comrow Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 4 / 4 / 8

*
Online booking available

$350 - $440
Per Night

$2450 - $3080
Per Week

8208 Fan Palm Way

Kissimmee
This beautifull 4 bedroom 3 bath home located in the Resort style gated community just minutes away ...
Home 4 / 3 / 10

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

7504 Pellham Way

Kissimmee
Hello, welcome to our Florida vacation condo! We purchased our 3 bedrooms-2 baths condo in 2013. Ou...
Condo 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
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

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

964 Golden Bear Drive

Kissimmee
This beautiful 5 bedroom, 4.5 bathroom vacation rental is sure to make your next stay exceptional in...
Home 5 / 4.5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

My Emerald Island Villa

Kissimmee
This luxurious and special 7 bedroom pool home on the Emerald Island resort offers truly luxurious s...
Home 7 / 4 / 16

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
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

2235 Wyndham Palms Way

Kissimmee
Sunrise Sunset Villa is nestled in the exclusive Winsor Palms community, less than 3 miles from Walt...
Villa 4 / 2 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

 

More Getaway Locations and Properties