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 Condo

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

*
Online booking available

$155 - $195
Per Night

$910 - $1190
Per Week

Vacation in one of Kissimmee`s newest Resorts that has ev...

Kissimmee
Come enjoy Windsor at Westside, this 4 bedroom 3.5 bath townhome has many extra touches such as upgr...
Cabin 4 / 3.5 / 8

*
Online booking available

$245 - $345
Per Night

$1715 - $2415
Per Week

Afford-ably Priced 3 BR 3 BA Townhome in Windsor Palms Re...

Kissimmee
Here is a very affordable 3 bedroom 3 bathroom Town Home in Windsor Palms. BEDROOMS A spacious Maste...
Cabin 3 / 3 / 6

*
Online booking available

$140 - $235
Per Night

$980 - $1645
Per Week

4 bedroom townhome in the beautiful Trafalgar Village

Kissimmee
This lovely 4 bedroom 3 bath townhome is in the beautiful Trafalgar Village. You will enjoy your mor...
Cabin 4 / 3 / 9

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

Charming 3 Bedroom 3 Bathroom Townhome, sleeps 8

Kissimmee
Beautifully furnished in contemporary design this awesome 2-Story Town House boasts its own Private ...
Cabin 3 / 3 / 8

*
Online booking available

$180 - $245
Per Night

$1260 - $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

Elegant Townhome with Private Pool in Windsor Hills!

Kissimmee
Great location, 3 bed 3 bath town home with private pool in Windsor Hills. Walk to club house and ma...
Cabin 3 / 3 / 8

*
Online booking available

$145 - $225
Per Night

$1015 - $1575
Per Week

Cozy and Charming Townhome located in Windsor Hills Resort!

Kissimmee
No need for a large 4 bed property when a nice 3 bed 3 bath pool town home will do....look no furthe...
Cabin 3 / 3 / 8

*
Online booking available

$165 - $255
Per Night

$1155 - $1785
Per Week

Elegant and Spacious Townhome in Windsor at Westside Resort

Kissimmee
Gorgeous 4 Bedroom 3.5 Bathroom Town Home! Windsor at Westside is located only minutes from the entr...
Cabin 4 / 3.5 / 8

*
Online booking available

$245 - $345
Per Night

$1715 - $2415
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 - $335
Per Night

$1785 - $2345
Per Week

3165 Pequod Place

Kissimmee
Welcome to Storey Lake Resort. As you plan your next trip to the sunshine state, this gorgeous 5 bed...
Cabin 5 / 4 / 16

*
Online booking available

$250 - $370
Per Night

$1750 - $2590
Per Week

4813 Brier Rose Lane

Kissimmee
As you plan your next trip to the sunny Florida, this gorgeous 5 bedroom, 4 bathroom vacation rental...
Cabin 5 / 4 / 14

*
Online booking available

$250 - $370
Per Night

$1750 - $2590
Per Week

4 Bedroom Private Townhome in the Resort of Your Dreams!

Kissimmee
This 4 bedroom 3 bathroom private pool home is located in the renown Terra Verde Resort community. T...
Cabin 4 / 3 / 8

*
Online booking available

$165 - $220
Per Night

$1155 - $1540
Per Week

Mar 10 - Feb 28   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

$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

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 - $159
Per Night

$763 - $1113
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

2736 Oakwater Drive

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

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
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

Brand new 5 Br townhome with pool in new resort 10 minute...

Kissimmee
Brand new 5 Br townhome with pool in new resort 10 minutes from Disney World! Be the first to enjoy...
Condo 5 / 4.5 / 10

*
Online booking available

$189 - $365
Per Night

$1180 - $2542
Per Week

3 BR Condo in Windsor Palms Resort, one the Closest Commu...

Kissimmee
Stay In One Of The Closest Community to Walt Disney World! Located in the new resort community of Wi...
Condo 3 / 2 / 6

*
Online booking available

$140 - $185
Per Night

$980 - $1295
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

$95 - $209
Per Night

$665 - $1463
Per Week

Mini suite

Kissimmee
Mini suite Unit Description: The mini suite includes two double beds in the bedroom, a den with a q...
Condo 0 / 1 / 4

*
Online booking available

$113 - $227
Per Night

$791 - $1589
Per Week

3 bedroom villa

Kissimmee
3 bedroom villa Unit Description: This villa features a King in the master bedroom with Jacuzzi, t...
Condo 2 / 2 / 8

*
Online booking available

$212 - $382
Per Night

$1484 - $2674
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