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

2554 Archfeld Blvd

Kissimmee
2 story home with pool and spa (South Facing Pool) We invite you to enjoy our home on your next tri...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Beautiful 2 BR 2 BA Condo with Two King size beds!

Kissimmee
This awesome professionally decorated 2/2 condo not only has a fantastic location, it also comes com...
Condo 2 / 2 / 6

*
Online booking available

$160 - $220
Per Night

$1120 - $1540
Per Week

Charming and Cozy 4 BR 4 BA Townhome in Windsor Hills Res...

Kissimmee
Windsor Hills offers the convenience of being close to the attractions, shopping, golf and great res...
Cabin 4 / 4 / 8

*
Online booking available

$255 - $330
Per Night

$1785 - $2310
Per Week

Wonderful Fiesta Key Townhouse

Kissimmee
The luxury town house loacted near Disney World has just been recently decorated & re-furnished.The ...
Home 3 / 3 / 8

*
Online booking available

$85 - $155
Per Night

$595 - $1085
Per Week

Magical Seasons Villa

Kissimmee
This state-of-the-art 6 bedroom villa with 6 bathrooms is perfect for larger families, family reunio...
Villa 6 / 5 / 14

*
Online booking available

$235 - $290
Per Night

$1645 - $2030
Per Week

Martha's Windsor Palms Condo

Kissimmee
Windsor Palms is known to be home to some amazing vacation condos. This 2 bedroom and 2 bathroom con...
Condo 2 / 2 / 6

*
Online booking available

$85 - $150
Per Night

$595 - $1050
Per Week

(4PPT29BP43)Favorite Vacation Home Near Disney!

Kissimmee
This 4 bedroom 3.5 bath beautiful town home comfortably sleeps up to 8 guests. This amazing and new ...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

The Windsor Hills Resort - 77825GBSJGIO

Kissimmee
Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disn...
Home 6 / 4 / 12

*
Online booking available

$255 - $465
Per Night

$1785 - $3255
Per Week

VM - 5037

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

VM - 6042

Kissimmee
This two story three bedroom two and a half bathroom townhome is located in Regal Oaks: The perfect...
Home 4 / 3.5 / 8

*
Online booking available

$145 - $315
Per Night

$1015 - $2205
Per Week

VM - 6040

Kissimmee
This two story four bedroom three and a half bathroom townhome is located in Regal Oaks: The perfec...
Home 4 / 3 / 8

*
Online booking available

$145 - $315
Per Night

$1015 - $2205
Per Week

VM - 6056

Kissimmee
Enjoy your Orlando vacation at this light and spacious 3 bedroom 2 bathroom condominium vacation ren...
Condo 3 / 2 / 6

*
Online booking available

$135 - $225
Per Night

$945 - $1575
Per Week

8964 Cuban Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome. We invite you to enjoy our townhome on ...
Home 4 / 3 / 10

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

8883 Candy Palm Road

Kissimmee
This 4 bedroom, 3 bathroom Townhome has all the comforts of home and more. This rental is located ha...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Reunion Biltmore, 11 Bedrooms, Encore Club, Private Pool,...

Kissimmee
Imagine the best vacation ever where you and the whole family can gather in one house. Where there a...
Home 11 / 13 / 22

*
Online booking available

$100 - $1350
Per Night

$3600 - $6888
Per Week

Disney Vacation Home in paradise!

Kissimmee
This home is a 4 bedroom/ 3 bath holiday vacation town home located in the most popular resort in Ki...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

5 Bedrooms House at Reunion Resort 66099

Kissimmee
With a privileged location, only 15 minutes from the Disney parks and major Orlando attractions, Reu...
Home 5 / 5 / 12

*
Online booking available

$405 - $680
Per Night

$2835 - $4760
Per Week

Stewart's Windsor at Westside Villa

Kissimmee
This gorgeous 2 storey private pool home has two living areas as well a breakfast island bar and din...
Home 8 / 6 / 16

*
Online booking available

$380 - $475
Per Night

$2660 - $3325
Per Week

Pool View - Reunion Terraces Condo Overlooking Pool - Jus...

Kissimmee
5 Star Luxury Condo next to the pool! Located in the upscale Reunion Resort community at the Reunio...
Condo 3 / 2 / 8

*
Online booking available

$120 - $200
Per Night

$840 - $1400
Per Week

Tropical Palms

Kissimmee
Our spacious, well equipped home benefits from a private pool, games room and high speed internet ac...
Villa 4 / 3 / 10

*
Online booking available

$185 - $270
Per Night

$1295 - $1890
Per Week

Monster's Inc Monstropolis

Kissimmee
This beautifully decorated 2 bedroom 2.5 bathroom condo is perfect for your Orlando getaway. Featuri...
Home 2 / 2 / 4

*
Online booking available

$170 - $245
Per Night

$1190 - $1715
Per Week

VM - 6015

Kissimmee
Located in Indian Creek this villa is situated in one of the closest residential communities to the ...
Villa 5 / 4 / 10

*
Online booking available

$245 - $345
Per Night

$1715 - $2415
Per Week

7505 Bliss Way

Kissimmee
Welcome to your Orlando condo. This condo is located 1.5 miles from Disney world, in the gated comm...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

3043 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 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Golfers Dream Vacation Home Rental near Orlando!

Kissimmee
This amazing 6 bedroom 6 bath vacation home rental is perfect for group of 12! This home consist of ...
Home 6 / 6 / 12

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

 

More Getaway Locations and Properties