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

Windsor Hills 7773

Kissimmee
Welcome to Windsor Hills Without doubt Windsor Hills Resort is the most popular Resort in the area....
Villa 6 / 4 / 12

*
Online booking available

$305 - $465
Per Night

$2135 - $3255
Per Week

VM - 2172

Kissimmee
Encantada Resort - The Perfect Location. Encantada Resort is on the south side of US192, just west o...
Home 3 / 2 / 6

*
Online booking available

$130 - $165
Per Night

$910 - $1155
Per Week

VM - 4171

Kissimmee
Veranda Palms Resort-Kissimmee, Florida is an upscale gated community located just 5 miles from Walt...
Home 4 / 3 / 8

*
Online booking available

$165 - $270
Per Night

$1155 - $1890
Per Week

2831 Oakwater Drive

Kissimmee
This lovely condo consists of one king bed, one queen bed and two twin beds, all bedrooms equipped w...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

7661 Fitzclarence Street

Kissimmee
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2740 Lido Key Drive

Kissimmee
Emerald Island Home Impressive 2 story pool/spa home that sleeps 16 in style. Gorgeous 7 Bedroom/4.5...
Home 7 / 4.5 / 16

*
Online booking available

$340 - $450
Per Night

$2380 - $3150
Per Week

Serenity at Golden Palms, 7 Bedroom, Gameroom, Private Po...

Kissimmee
Serenity at Golden Palms is located just 8 miles from the gates to Walt Disney World and within the ...
Home 7 / 6 / 16

*
Online booking available

$100 - $374
Per Night

$1170 - $2247
Per Week

VM - 5013

Kissimmee
Indian Creek is an excellent location west of Disney near Splendid China in the sought after Formosa...
Villa 4 / 3 / 10

*
Online booking available

$155 - $230
Per Night

$1085 - $1610
Per Week

2 Bedrooms Condo at Windsor Palms Resort (ga)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 2 / 2 / 4

*
Online booking available

$85 - $180
Per Night

$595 - $1260
Per Week

7730 Comrow Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

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

Kissimmee
There is no finer vacation available than the Reunion Cheshire at the Encore Club. Eight bedrooms wi...
Home 8 / 5.5 / 18

*
Online booking available

$100 - $950
Per Night

$2700 - $4975
Per Week

8964 Coco Palm Road

Kissimmee
Welcome to Paradise Palms Resort and to this nicely decorated 5 bedroom, 4 bathroom townhome. The so...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

4 Bedrooms TownHouse at Storey Lake 104804

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 4 / 3 / 8

*
Online booking available

$190 - $310
Per Night

$1330 - $2170
Per Week

(6VPS26SC18) 6 Bedroom Holiday Vacation Home

Kissimmee
You will love this amazing self catering 6 Bedroom 4 bath pool home with a game room and accommodate...
Home 6 / 4 / 12

*
Online booking available

$210 - $370
Per Night

$1470 - $2590
Per Week

Coconut Palms

Kissimmee
This newly refurbished 2nd floor condo is located in the exclusive resort of Windsor Palms. This gat...
Condo 2 / 2 / 4

*
Online booking available

$120 - $155
Per Night

$840 - $1085
Per Week

Sven's Sweet Home

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

*
Online booking available

$130 - $210
Per Night

$910 - $1470
Per Week

VM - 4136

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

*
Online booking available

$150 - $285
Per Night

$1050 - $1995
Per Week

4 Bedroom Townhouse at The Villas at Seven Dwarfs (md)

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

$95 - $200
Per Night

$665 - $1400
Per Week

8926 Majesty Palm Road

Kissimmee
Paradise Palms is one of Global’s newest and most sought after resort communities. One of the best w...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Paradise Palms Townhouse – Upscale Vacation Homes in Disn...

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

$155 - $270
Per Night

$1085 - $1890
Per Week

Spacious Vacation Home Rental House with Private Pool and...

Kissimmee
This is one of the best luxury retreats you can find for your Disney vacation: only 3 miles from Dis...
Home 6 / 4 / 12

*
Online booking available

$240 - $420
Per Night

$1680 - $2940
Per Week

Beautiful pool home in Paradise Palms Resort!

Kissimmee
Beautiful six bedroom, five bathroom 3275 sq ft, pool home in beautiful Paradise Palms Resort. Only ...
Home 6 / 5 / 16

*
Online booking available

$330 - $465
Per Night

$2310 - $3255
Per Week

Storytellers Villa

Kissimmee
Located Autumn Creek Circle 2709,this property is a 5 bedroom, 4 bathroom house and can sleep up to ...
Villa 5 / 4 / 10

*
Online booking available

$350 - $535
Per Night

$2450 - $3745
Per Week

IC049OR - Deluxe 4 Bed 3 Bath Pool Home At The Prestigiou...

Kissimmee
Indian Creek is an excellent location west of Disney near Splendid China in the sought after Formosa...
Villa 4 / 3 / 8

*
Online booking available

$135 - $175
Per Night

$945 - $1225
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 3 / 2 / 6

*
Online booking available

$110 - $225
Per Night

$770 - $1575
Per Week

 

More Getaway Locations and Properties