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

Sandy Ridge Retreat - Luxury Condo in Reunion Resort

Kissimmee
Spacious ground floor 3 Bed Luxury Condo in Sandy Ridge Dr Reunion Resort Located in the upscale Re...
Condo 3 / 3 / 6

*
Online booking available

$140 - $220
Per Night

$980 - $1540
Per Week

VM - 4196

Kissimmee
Storey Lake-4872VCTDI 4 bedrooms 3 baths pool home / Sleeps 8 Please note: this brand new town hom...
Home 4 / 3 / 8

*
Online booking available

$135 - $240
Per Night

$945 - $1680
Per Week

Reunion Raven, 8 Bedrooms, Encore Club, Private Pool, Spa...

Kissimmee
Cool midcentury styling plus the latest electronics bring you beauty and comfort in this big, luxe f...
Home 8 / 7 / 18

*
Online booking available

$400 - $1317
Per Night

$2800 - $9219
Per Week

2634 Corvette Lane Townhome OC

Kissimmee
Incredible 2 bedroom 2.5 bath two story Townhome in the luxury gated community of Regal Oaks. Dual s...
Home 2 / 2 / 4

*
Online booking available

$120 - $315
Per Night

$840 - $2205
Per Week

Windsor Hills - 2632 Archfeld Blvd

Kissimmee
This very modern 6 bedroom 4 bathroom home has been professionally furnished and decorated including...
Home 6 / 4 / 14

*
Online booking available

$230 - $455
Per Night

$1610 - $3185
Per Week

Windsor Palms - 2305 Butterfly Palm Way, U104

Kissimmee
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor P...
Condo 2 / 2 / 6

*
Online booking available

$80 - $180
Per Night

$560 - $1260
Per Week

4 Bedroom House at Bella Vida 105029

Kissimmee
Bella Vida Resort is located just minutes from Walt Disney World, Universal Studios, Sea World, and ...
Home 4 / 3 / 8

*
Online booking available

$215 - $355
Per Night

$1505 - $2485
Per Week

Incredible 5-bedroom home with private splash pool!

Kissimmee
Everyone will have plenty of room to relax and recharge in this beautiful luxury townhome. Featuri...
Condo 5 / 4.5 / 10

*
Online booking available

$133 - $407
Per Night

$1090 - $2769
Per Week

VM - 5033

Kissimmee
Spacious 3 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 3 / 2 / 8

*
Online booking available

$105 - $165
Per Night

$735 - $1155
Per Week

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

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

$89 - $200
Per Night

$623 - $1400
Per Week

MK002OR - Nice 2 Bed 2 Bath TownHome At Mango Key Near Di...

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 6

*
Online booking available

$95 - $125
Per Night

$665 - $875
Per Week

6 Bedrooms House at Paradise Palms 87376

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 6 / 5 / 12

*
Online booking available

$300 - $520
Per Night

$2100 - $3640
Per Week

4 Bedrooms 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...
Home 4 / 3 / 8

*
Online booking available

$120 - $250
Per Night

$840 - $1750
Per Week

VM - 6061

Kissimmee
This gorgeous six bedroom four bathroom pool home is also known as Tinkerbell's Little Castle and is...
Villa 6 / 4 / 14

*
Online booking available

$375 - $530
Per Night

$2625 - $3710
Per Week

High Point Villa 1 #74

Kissimmee
High Point World Resort is on the front gate of Disney's main entrance but set back far enough to be...
Villa 1 / 1 / 4

*
Online booking available

$205 - $205
Per Night

$1435 - $1435
Per Week

Windsor At Westside - 8912 Rhodes Street

Kissimmee
Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vac...
Home 7 / 5.5 / 14

*
Online booking available

$300 - $580
Per Night

$2100 - $4060
Per Week

Book your next vacation in this beautiful townhome with p...

Kissimmee
Book your next vacation in this beautiful townhome with private splash pool! Put your feet up in on...
Condo 5 / 4.5 / 10

*
Online booking available

$165 - $505
Per Night

$1354 - $3443
Per Week

Windsor at Westside-2082ARDI

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 4 / 3 / 8

*
Online booking available

$135 - $255
Per Night

$945 - $1785
Per Week

Flik & Princess Atta's Hideaway

Kissimmee
This gorgeous vacation home rental in Legacy Dunes sleeps six with two bedroom and two bathrooms. En...
Condo 2 / 2 / 6

*
Online booking available

$110 - $130
Per Night

$770 - $910
Per Week

VM - 5026

Kissimmee
This splendid villa is fully air conditioned and the accommodation consists of large open plan livin...
Villa 4 / 2 / 10

*
Online booking available

$150 - $200
Per Night

$1050 - $1400
Per Week

Reunion Lancaster, 8 Bedrooms, Encore Club, Private Pool,...

Kissimmee
If you are looking for a place for your next family reunion, you won’t find a better destination tha...
Home 8 / 8 / 18

*
Online booking available

$360 - $1170
Per Night

$2520 - $8190
Per Week

W-Star Island 1 Bedroom Deluxe #226336

Kissimmee
The shining Star Island resort is located in Kissimmee Florida, not even 10 minutes from Walt Disney...
Condo 1 / 1 / 4

*
Online booking available

$125 - $125
Per Night

$875 - $875
Per Week

Windsor Palms - 8167 Sun Palm Drive

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 6 / 4 / 12

*
Online booking available

$175 - $375
Per Night

$1225 - $2625
Per Week

Windsor Hills - 2647 Daulby Street

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 5 / 5 / 13

*
Online booking available

$190 - $375
Per Night

$1330 - $2625
Per Week

Spacious 3BR condo ten minutes from Disney parks

Kissimmee
This 3BR condo with 2 full baths is perfect for a family or group of 6. This holiday vacation condo ...
Condo 3 / 2 / 6

*
Online booking available

$120 - $320
Per Night

$840 - $2240
Per Week

 

More Getaway Locations and Properties