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

Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to D...

Kissimmee
Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to Disney! Inside this lovely resort apartment...
Apartment 2 / 2 / 4

*
Online booking available

$121 - $165
Per Night

$684 - $989
Per Week

7520 Pellham Way

Kissimmee
We invite you to enjoy our Oakwater Condo on your next trip to Orlando. Absolutely perfect for famil...
Cabin 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

8938 Cuban Palm Road

Kissimmee
We proudly offer this 5 bedroom, 4 bathroom townhome, with pool. There is plenty of room in this stu...
Cabin 5 / 4 / 10

*
Online booking available

$260 - $385
Per Night

$1820 - $2695
Per Week

Mar 16 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

The Villas At Seven Dwarfs Lane. Minutes To Disney World.

Kissimmee
The Villas At Seven Dwarfs Lane is located in the heart of Walt Disney World Parks. We are just off ...
Condo 3 / 2 / 8

$89 - $115
Per Night

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

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

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

$80 - $150
Per Night

$560 - $1050
Per Week

3 bedroom, 3 bathroom, Kissimmee Condo (BBL3143-D)

Kissimmee
This villa is tastefully decorated and will make your vacation stay very enjoyable. This home featu...
Condo 3 / 3 / 8

*
Online booking available

$72 - $97
Per Night

$504 - $679
Per Week

Escape2disney

Kissimmee
This delightful 3 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 mile...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

1 bedroom/1 bathroom Villa

Kissimmee
1 bedroom/1 bathroom Villa Unit Description: The 1-bedroom suites has a master bedroom with a king ...
Condo 1 / 1 / 4

*
Online booking available

$141 - $227
Per Night

$987 - $1589
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BBD3159-A)

Kissimmee
A fantastic and relaxing 3 bedroom ground floor condo situated in the Villas at Island Club, offerin...
Condo 3 / 2 / 7

*
Online booking available

$81 - $107
Per Night

$567 - $749
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

$180 - $265
Per Night

$1260 - $1855
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (OW727)

Kissimmee
This stunning 3 bedroom 2 bath townhouse is located in Oakwater, convenient for all the theme parks!...
Condo 3 / 2 / 6

*
Online booking available

$85 - $115
Per Night

$595 - $805
Per Week

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

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

2778 Almaton Loop Unit 105

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

3 bedroom/2 bathroom Condo

Kissimmee
3 bedroom/2 bathroom Condo Unit Description: Condos include a master suite with king or queen bed, ...
Condo 3 / 2 / 6

*
Online booking available

$117 - $172
Per Night

$819 - $1204
Per Week

1592 Heritage Crossing Court

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 8

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
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

7675 Comrow Street Unit 104

Kissimmee
Ideally located ground floor condo with pool and clubhouse just across the street and the outdoor am...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2815 Oakwater Drive

Kissimmee
Water & nature views surround this spectacular 3 bedroom 2 bath, 1500 sq.ft. newly furnished and pro...
Condo 3 / 2 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

Studio

Kissimmee
Studio Unit Description: The Studio villa features two double beds, stall shower, kitchenette with ...
Condo 0 / 1 / 4

*
Online booking available

$99 - $159
Per Night

$693 - $1113
Per Week

Disney Satisfaction

Kissimmee
This spacious and contemporary design condo has everything your family could want for a fantastic va...
Condo 3 / 2 / 8

*
Online booking available

$65 - $155
Per Night

$455 - $1085
Per Week

Disney At Your Doorstep

Kissimmee
This fabulous family 3 bedroom condo is perfectly located on the Windsor Hills Resort in Kissimmee, ...
Condo 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

7613 Cabana Ct., Unit 402A

Kissimmee
Our luxury vacation condo is located on the fourth floor of the Reunion Villas South, within easy ac...
Condo 3 / 3 / 8

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

3 bedroom/3 bathroom townhome

Kissimmee
3 bedroom/3 bathroom townhome Unit Description: These lovely three bedroom townhomes come equipped ...
Condo 3 / 3 / 6

*
Online booking available

$151 - $226
Per Night

$1057 - $1582
Per Week

5 bedrooms 5 baths home

Kissimmee
5 bedrooms 5 baths home Unit Description: This spacious home offers 5 bedrooms, 5 bathrooms and a p...
Condo 5 / 5 / 10

*
Online booking available

$263 - $360
Per Night

$1841 - $2520
Per Week

Kissimmee Getaway Information

Rich in history, Lake Kissimmee was a prominent site during the Seminole War and the Civil War and served as an important early American industrial site. Today, visitors can enjoy the 5,930-acre park through many recreational activities. A living history farm, open weekends and holidays, is a favorite for individuals of all ages. The park has always harbored a large number of plant and animal species and even today the park boasts 50 species of plants and animals that are either threatened or endangered.

Lake Kissimmee State Park is a quiet destination that offers a variety of recreations including mountain biking, horseback riding, hiking, boating, canoeing, picnicking, nature photography, bird-watching, camping, and more.

More Getaway Locations and Properties