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

Destination Relaxation

Kissimmee
Destination Relaxation is a fabulous family Orlando vacation town home with spa pool in the heart of...
Home 4 / 3 / 9

*
Online booking available

$90 - $205
Per Night

$630 - $1435
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

Mira Villa

Kissimmee
Bring your family to stay at this spacious and well appointed 6 bedroom private pool home that's per...
Villa 6 / 5 / 12

*
Online booking available

$175 - $400
Per Night

$1225 - $2800
Per Week

7643 Heritage Crossing Way

Kissimmee
This splendidly decorated three-bedroom vacation villa features a spectacular, balcony view of Tom W...
Condo 3 / 2 / 6

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

Star Lake Paradise

Kissimmee
This value for money 4 bedroom Orlando vacation home is just waiting to make your dreams come true. ...
Home 4 / 2 / 10

*
Online booking available

$125 - $285
Per Night

$875 - $1995
Per Week

3 Bedrooms Condo at Windsor Palms Resort (vd)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 3 / 2 / 6

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (fd1)

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

$90 - $170
Per Night

$630 - $1190
Per Week

2628 Daulby Street

Kissimmee
This 6 bedroom 4 bath 2,812 sq feet unit sleeps 12 in style. With 2 king bedrooms, 1 queen bedroom,...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

Your Vacation Spot

Kissimmee
Have a great time with your family when you book and stay at this 4 bedroom pool on the gated Terra ...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

8095Sd-Jonathan's Executive Mansion

Kissimmee
Jonathan’s Executive Mansion This truly stunning 5 bedrooms 4 bathrooms villa is located in the well...
Villa 5 / 4 / 11

*
Online booking available

$160 - $228
Per Night

$1120 - $1596
Per Week

Paradise Vacation

Kissimmee
You'll have a smile as wide as Mickey's when you stay at this wonderful vacation home on the exclusi...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

4 bedroom/3 bathroom home

Kissimmee
4 bedroom/3 bathroom home Unit Description: These 4 bedroom/3 bath homes feature a private swimming...
Condo 4 / 3 / 8

*
Online booking available

$216 - $276
Per Night

$1512 - $1932
Per Week

5 bedroom, 4 bathroom, Kissimmee Home (CTP8965)

Kissimmee
This luxurious 2-storey townhome features a living room with a 42” flat screen TV, dining area with ...
Home 5 / 4 / 10

*
Online booking available

$194 - $300
Per Night

$1358 - $2100
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

2326 Silver Palm Drive

Kissimmee
3 bedroom 3 bath townhome Welcome to this elegant, professionally decorated Orlando vacation town ho...
Home 3 / 3 / 6

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

Lovely 4 Bedrooms, 3 Bathrooms Townhome, Minutes from Disney

Kissimmee
Lovely 4 bedroom, 3 bathroom townhome with private pool located in the 5* gated resort community of ...
Villa 4 / 3 / 8

*
Online booking available

$110 - $165
Per Night

$770 - $1155
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

Dreams Unlimited

Kissimmee
This magnificent 6 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 mil...
Home 6 / 4 / 12

*
Online booking available

$225 - $520
Per Night

$1575 - $3640
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

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 - $236
Per Night

$763 - $1652
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

2837 Oakwater Drive

Kissimmee
This two bedroom/ two bath condo, with queen sleeper sofa, can accommodate up to six people. This un...
Condo 2 / 2 / 6

*
Online booking available

$155 - $210
Per Night

$1085 - $1470
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

2967 Buccaneer Palm Road

Kissimmee
Floor Plan (Majesty Palm) 3,275 sq. ft. 2 story home with loft / Pool & Spa We invite you to enjoy...
Home 6 / 5 / 14

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
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

 

More Getaway Locations and Properties