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

Tropical Paradise Villa

Kissimmee
This family-sized vacation home is located in the gated Emerald Island resort that's less than 3 mil...
Home 4 / 2 / 8

*
Online booking available

$105 - $240
Per Night

$735 - $1680
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

8979 Cat Palm Road

Kissimmee
Let us give your next vacation that wow factor with this beautiful townhouse located in the resort c...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Reunion Sensation, 9 bedrooms, Encore Club, Private Pool ...

Kissimmee
Reunion Sensation at Encore Club is an 9-bedroom air-conditioned luxury home that sleeps 18 people i...
Home 6 / 6.5 / 14

*
Online booking available

$300 - $550
Per Night

$1900 - $2800
Per Week

4 BRs 3 BAs 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...
Condo 4 / 3 / 8

*
Online booking available

$105 - $200
Per Night

$735 - $1400
Per Week

7660 Comrow Street Unit 203

Kissimmee
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a dir...
Condo 3 / 2 / 8

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

Villascape

Kissimmee
Villascape is nestled on the Somerset community, just a short drive from Walt Disney World® Resort i...
Home 6 / 4 / 12

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
Per Week

Rhapsody Palms

Kissimmee
This spacious Orlando vacation rental is a family-friendly home that's available for you to make mag...
Home 4 / 2 / 10

*
Online booking available

$125 - $285
Per Night

$875 - $1995
Per Week

Wired Palms

Kissimmee
This quality Orlando vacation home is now available for families who enjoy the best - and want value...
Home 4 / 3 / 9

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

Tiger Lily Villa

Kissimmee
This fabulous family pool home has been upgraded to offer every family a magical vacation to remembe...
Home 4 / 3 / 10

*
Online booking available

$115 - $265
Per Night

$805 - $1855
Per Week

Paradise, Champion's Gate, 6 Bedroom, Sleeps 14, Private ...

Kissimmee
You’ll be near to Walt Disney World and to great golf when you make Paradise in Champions Gate the h...
Home 6 / 6 / 14

*
Online booking available

$300 - $550
Per Night

$1900 - $2800
Per Week

Secret Key

Kissimmee
Bedding Accommodations:Master Suite - King BedSecond Bedroom - King BedThird Bedroom - Queen BedFour...
Home 4 / 3 / 10

*
Online booking available

$190 - $290
Per Night

$1330 - $2030
Per Week

2 bedroom/2 bathroom villa

Kissimmee
2 bedroom/2 bathroom villa Unit Description: The 2-bedroom suite has a master bedroom with a king b...
Condo 2 / 2 / 6

*
Online booking available

$170 - $270
Per Night

$1190 - $1890
Per Week

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: This spacious villa features a master bedroom with private bath...
Condo 2 / 2 / 6

*
Online booking available

$199 - $374
Per Night

$1393 - $2618
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

2694 Manesty Lane

Kissimmee
Relax in this elegant and professionally decorated 5 bedroom/5 bath pool home, located in the beauti...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
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

$230 - $340
Per Night

$1610 - $2380
Per Week

Diamond Hills Condo

Kissimmee
This dazzling 3 bedroom vacation condo is located in Windsor Hills resort in Orlando, less than 2.5 ...
Condo 3 / 2 / 7

*
Online booking available

$75 - $165
Per Night

$525 - $1155
Per Week

Evening Breeze

Kissimmee
This beautifully furnished, fully air conditioned top floor (elevator serviced) end unit condo is lo...
Condo 3 / 2 / 6

*
Online booking available

$85 - $200
Per Night

$595 - $1400
Per Week

Orlando Vacation home with full amenities near Disney!

Kissimmee
Come and enjoy one of the most pleasant holidays or just a getaway you’ve ever had in this unique de...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

Reunion Fremont I, 8 bedrooms, Encore Club at Reunion, pr...

Kissimmee
Fremont I at Encore Club in Reunion Resort is an 8-bedroom / 8-bathroom air-conditioned luxury home ...
Home 8 / 8 / 16

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

119Pb-Summer Beach Villa at Terra Verde Resort

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

*
Online booking available

$99 - $149
Per Night

$693 - $1043
Per Week

8074 King Palm Circle

Kissimmee
Welcome to this beautifully furnished home in Kissimmee, Florida. With four bedrooms and three baths...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

8078 King Palm Circle

Kissimmee
Floor Plan (The Barrington II)  2,806  sq. ft. 2 story home with pool (West Facing Pool). 5 bedroom...
Home 5 / 3.5 / 10

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
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

 

More Getaway Locations and Properties