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

2779 Oakwater Drive

Kissimmee
Welcome to Oakwater Resort and this stunning 3 bedroom, 2.5 bathroom (1776 sq. ft.) rental located n...
Condo 3 / 2.5 / 8

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

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

976 Park Terrace Cr

Kissimmee
This breautiful 4 bedroom 3 bath townhouse has one bedroom downstairs and 3 bedrooms upstairs. It ha...
Home 4 / 3 / 8

*
Online booking available

$125 - $160
Per Night

$875 - $1120
Per Week

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: The brilliantly adorned Two Bedroom Villa creates offers remark...
Condo 1 / 2 / 8

*
Online booking available

$169 - $319
Per Night

$1183 - $2233
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

7738 Comrow Street

Kissimmee
We are proud to offer this elegant 5 bedroom, 5 bathroom vacation villa in Windsor Hills. This home ...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

Summer Settings

Kissimmee
This family-friendly, spacious condo is the perfect spot to stay in when visiting Walt Disney World®...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Disney Daze Villa

Kissimmee
Disney Daze has everything that you and your family could possibly need for the most magical vacatio...
Home 5 / 5 / 10

*
Online booking available

$195 - $455
Per Night

$1365 - $3185
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (MB7930)

Kissimmee
This spacious 4 bedroom, 3 bathroom single-storey villa with 2 master suites is on Rolling Hills. T...
Villa 4 / 3 / 8

*
Online booking available

$96 - $124
Per Night

$672 - $868
Per Week

2689 Manesty Lane

Kissimmee
Welcome to this elegant, and professionally decorated Orlando vacation pool home, located in the bea...
Home 5 / 5 / 12

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
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

$275 - $405
Per Night

$1925 - $2835
Per Week

Mickey's Lodge

Kissimmee
Mickey's Lodge is a quality 3 bedroom Tuscan-style Disney vacation town home located in Encantada re...
Home 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Mickey's Magical Manor

Kissimmee
Enjoy a vacation that will provide memories to last a lifetime the next time you come to visit the W...
Home 4 / 3 / 8

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

3 bedroom, 3 bathroom, Kissimmee Home (MS2573)

Kissimmee
This townhouse in Windsor Hills features 3 bedrooms and bathrooms and is decorated to make you feel ...
Home 3 / 3 / 8

*
Online booking available

$140 - $230
Per Night

$980 - $1610
Per Week

Happy Dwarf Townhouse 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

Abacos Three Bedroom Superior Villa

Kissimmee
Abacos Three Bedroom Superior Villa Unit Description: This 3 bedroom 2 Bathroom Superior Villa is 1...
Condo 3 / 2 / 8

*
Online booking available

$99 - $200
Per Night

$693 - $1400
Per Week

7795 Basnett Circle

Kissimmee
Enjoy an amazing vacation in Florida at this lovely home in Kissimmee. With five bedrooms and five b...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

7668 Otterspool Street

Kissimmee
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family grou...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

2307 Butterfly Palm Way, U302

Kissimmee
Enjoy this 2 Bedroom, 2 Bath vacation condominium that will sleep 6 comfortably.  Sleeping arrangeme...
Condo 2 / 2 / 6

*
Online booking available

$145 - $220
Per Night

$1015 - $1540
Per Week

8925 Sugar Palm Road

Kissimmee
This stunning 5 bedroom 5 bathroom home is located on a corner lot in Paradise Palms and is only 1 b...
Home 5 / 5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
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

$370 - $500
Per Night

$2590 - $3500
Per Week

2707 Formosa Blvd.

Kissimmee
Executive, 5 bdrm Gameroom in the gated community of Formosa Gardens. Enjoy two, comfortable King ma...
Home 5 / 4 / 10

*
Online booking available

$320 - $435
Per Night

$2240 - $3045
Per Week

Minnie's Mansion

Kissimmee
Bring your family to stay in this spacious and elegant 7 bedroom resort pool home on the Emerald Isl...
Home 7 / 4 / 14

*
Online booking available

$250 - $575
Per Night

$1750 - $4025
Per Week

Two bedroom bunk bed villa

Kissimmee
Two bedroom bunk bed villa Unit Description: This comfortable villa features a master bedroom with ...
Condo 2 / 2 / 6

*
Online booking available

$169 - $424
Per Night

$1183 - $2968
Per Week

5 bedroom, 3.5 bathroom, Kissimmee Villa (RC725)

Kissimmee
Luxurious and spacious 5 bedroom villa with 3.5 bathrooms, completed March 2009. This beautiful 2 st...
Villa 5 / 3.5 / 10

*
Online booking available

$160 - $160
Per Night

$1120 - $1120
Per Week

 

More Getaway Locations and Properties