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

Nto Cane Island: Cane Island Condo Bronze

Kissimmee
Inside this lovely resort apartment you will find a fully equipped kitchen featuring wood cabinets a...
Apartment 2 / 2 / 4

*
Online booking available

$121 - $165
Per Night

$684 - $989
Per Week

Vacation Home Rental 3 Bedroom Apartment by Owner!

Kissimmee
This beautiful 3 Bedroom 2 Bath Home accommodates up to 6 guests comfortably. The perfect Disney vac...
Apartment 3 / 2 / 6

*
Online booking available

$155 - $245
Per Night

$1085 - $1715
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

$145 - $200
Per Night

$1015 - $1400
Per Week

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

$90 - $180
Per Night

$630 - $1260
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

$89 - $179
Per Night

$623 - $1253
Per Week

2774 Almaton Loop Unit 403

Kissimmee
Luxuriously appointed 3 bedroom, 2 bath top floor unit in the beautiful Windsor Hills resort that sl...
Condo 3 / 2 / 8

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

3 bedrooms Townhouse at The Villas at Seven Dwarfs (G-Bl)

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

$90 - $180
Per Night

$630 - $1260
Per Week

2710 Oakwater Drive

Kissimmee
Welcome to this beautiful Florida vacation condo in Oakwater which was built in 2007. This 3 bedroom...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

7660 Comrow Street Unit 303

Kissimmee
This beautifully decorated 3-bedroom, 2-bath condo is an ideal vacation spot in Orlando for the fami...
Condo 3 / 2 / 8

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

2784 Almaton Loop Unit 104

Kissimmee
Newly decorated and upgraded 1st floor 3 bedroom, 2 bath condo. This home comes with a 42" flat scre...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

2 bedroom/2 bathroom condo

Kissimmee
2 bedroom/2 bathroom condo Unit Description: Condos have a master suite with king or queen size bed...
Condo 2 / 2 / 4

*
Online booking available

$109 - $163
Per Night

$763 - $1141
Per Week

Two bedroom bunk bed villa

Kissimmee
Two bedroom bunk bed villa Unit Description: This comfortable villa features a master bedroom with ...
Condo 2 / 2 / 6

*
Online booking available

$209 - $399
Per Night

$1463 - $2793
Per Week

3 bedroom/2.5 bath townhouse

Kissimmee
3 bedroom/2.5 bath townhouse Unit Description: Each Mediterranean style townhouse is fully furnishe...
Condo 3 / 2 / 6

*
Online booking available

$170 - $205
Per Night

$1190 - $1435
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 - $125
Per Night

$595 - $805
Per Week

San Salvador Two Bedroom Superior Villa

Kissimmee
San Salvador Two Bedroom Superior Villa Unit Description: This 2 bedroom 2 Bathroom Superior Villa ...
Condo 2 / 2 / 6

*
Online booking available

$109 - $209
Per Night

$763 - $1463
Per Week

2720 Oakwater Drive

Kissimmee
This beautiful 3 bedroom/ 2 bath condo is located in the beautiful gated community of Oakwater, loca...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

3 Bedrooms Condo at Windsor Palms Resort (G-Wp)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 3 / 2 / 6

*
Online booking available

$90 - $180
Per Night

$630 - $1260
Per Week

3 Bedrooms Townhome at The Villas at Seven Dwarfs (ky)

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

$90 - $180
Per Night

$630 - $1260
Per Week

7664 Comrow Street Unit 303

Kissimmee
Floor Plan (Sonoma) 1,247 sq. ft. 3rd Floor Condo We invite you to enjoy our condo on your next tr...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

2821 Almaton Loop # 204

Kissimmee
Beautifully decorated new 3 bedroom 2 bath condo in the Windsor Hills resort community. Near clubho...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

Sunset Magic

Kissimmee
This elegant 2 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 miles f...
Condo 2 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Peaceful Scenic Condo, Windsor Hills, 3 Bedroom, Sleeps 8...

Kissimmee
An Orlando vacation doesn’t get better than this! Stay in Peaceful, Scenic Condo in the Windsor Hill...
Condo 3 / 2 / 7

*
Online booking available

$115 - $275
Per Night

$690 - $1350
Per Week

Two bedroom deluxe villa with loft

Kissimmee
Two bedroom deluxe villa with loft Unit Description: This spacious villa features a master bedroom ...
Condo 2 / 2 / 10

*
Online booking available

$289 - $561
Per Night

$2023 - $3927
Per Week

7504 Pellham Way

Kissimmee
Hello, welcome to our Florida vacation condo! We purchased our 3 bedrooms-2 baths condo in 2013. Ou...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
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