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

2657 Emerald Island Blvd.

Kissimmee
On your next trip to the Disney area, enjoy this brightly decorated rental home featuring 4 bedrooms...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

5 bedroom Vacation Home at a Hotel Rate!

Kissimmee
This spacious 5 bedroom 5 bath holiday vacation home rental that accommodates 12 guests comfortably....
Home 5 / 5 / 10

*
Online booking available

$275 - $435
Per Night

$1925 - $3045
Per Week

Best Vacation Home Rental away from Home near Orlando Dis...

Kissimmee
Planning a group vacation to Disney World? This luxury house is a 10 minute drive to Disney Parks an...
Home 6 / 5 / 15

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

Reunion Madison, 8 bedrooms, Encore Club, private pool spa

Kissimmee
Madison at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 15 people ...
Home 8 / 7 / 15

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

3 bedroom/2.5 bath townhouse

Kissimmee
3 bedroom/2.5 bath townhouse Unit Description: Each Mediterranean style townhouse is fully furnishe...
Condo 3 / 2 / 6

*
Online booking available

$170 - $205
Per Night

$1190 - $1435
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (OW727)

Kissimmee
This stunning 3 bedroom 2 bath townhouse is located in Oakwater, convenient for all the theme parks!...
Condo 3 / 2 / 6

*
Online booking available

$85 - $125
Per Night

$595 - $805
Per Week

7652 Otterspool Street

Kissimmee
Enjoy your next vacation in this beautiful Florida vacation home.  This property will comfortably sl...
Home 3 / 3 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

3067 Beach Palm Ave.

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

$200 - $300
Per Night

$1400 - $2100
Per Week

8970 Majesty Palm Road

Kissimmee
Don''t look any further than this amazing townhome on your next trip to Orlando. This terrific 4 bed...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

San Salvador Two Bedroom Superior Villa

Kissimmee
San Salvador Two Bedroom Superior Villa Unit Description: This 2 bedroom 2 Bathroom Superior Villa ...
Condo 2 / 2 / 6

*
Online booking available

$109 - $209
Per Night

$763 - $1463
Per Week

2720 Oakwater Drive

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

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

7739 Comrow Street

Kissimmee
Our villa accommodates 8 people, and is equipped with everything needed to make your stay enjoyable....
Home 4 / 4 / 8

*
Online booking available

$295 - $370
Per Night

$2065 - $2590
Per Week

Emerald Palace

Kissimmee
This one-of-a-kind vacation home is located in the grand setting of the Emerald Island resort, just ...
Home 6 / 4.5 / 12

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
Per Week

Sandy Dreams

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

*
Online booking available

$200 - $455
Per Night

$1400 - $3185
Per Week

3 Bedrooms Condo at Windsor Palms Resort (G-Wp)

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

$90 - $180
Per Night

$630 - $1260
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

$260 - $330
Per Night

$1820 - $2310
Per Week

2716 Oakwater Drive

Kissimmee
Thank you for taking the time to look at our Florida vacation home. For your comfort and enjoyment,...
Home 3 / 2.5 / 8

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
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

$260 - $330
Per Night

$1820 - $2310
Per Week

2562 Archfeld Blvd

Kissimmee
Windsor Hills Spencer ll - 2382 sq. ft. Welcome to this elegant, and professionally decorated Orland...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Horizon Skies

Kissimmee
This captivating, upscale 3 bedroom vacation rental is located in ''The Cove'' - and enclave of Emer...
Home 3 / 2.5 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Vacation Dream Home

Kissimmee
Come and enjoy a family vacation to cherish forever - when you stay at this spacious and elegant 5 b...
Home 5 / 5 / 13

*
Online booking available

$180 - $415
Per Night

$1260 - $2905
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

Caribbean Magic

Kissimmee
Book your loved ones to stay at this wonderful family vacation home that has 4 large bedrooms, 4 ful...
Home 4 / 4 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
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

Special Holiday Vacation Home Villa at Encantada Resort 5...

Kissimmee
Don’t miss out on this 4 bed 3 bath holiday vacation town home rental! This home has 1 king, 1 queen...
Home 4 / 3 / 8

*
Online booking available

$180 - $290
Per Night

$1260 - $2030
Per Week

 

More Getaway Locations and Properties