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

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

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

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

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

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (fd3)

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

$90 - $170
Per Night

$630 - $1190
Per Week

3 bedroom/2.5 bathroom condo

Kissimmee
3 bedroom/2.5 bathroom condo Unit Description: Condos have a master suite with king or queen size b...
Condo 3 / 1 / 6

*
Online booking available

$145 - $218
Per Night

$1015 - $1526
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

Andros Two Bedroom Deluxe Villa

Kissimmee
Andros Two Bedroom Deluxe Villa Unit Description: This 2 bedroom 2 Bathroom Deluxe Villa is 1394 sq...
Condo 2 / 2 / 6

*
Online booking available

$99 - $219
Per Night

$693 - $1533
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

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 - $256
Per Night

$1190 - $1792
Per Week

4 BRs 3 BAs Townhome at The Villas at Seven Dwarfs (Rc)

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

$90 - $170
Per Night

$630 - $1190
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

$169 - $319
Per Night

$1183 - $2233
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

$175 - $235
Per Night

$1225 - $1645
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

$208 - $312
Per Night

$1456 - $2184
Per Week

Majesty Palm (Majesty8956Nto) Stylish 4 BR Townhome With ...

Kissimmee
Majesty Palm (Majesty8956Nto) Stylish 4 BR Townhome With Private Pool Fairways Florida Villas is pr...
Condo 4 / 3 / 8

*
Online booking available

$137 - $192
Per Night

$958 - $1344
Per Week

4 bedroom/3 bathroom home

Kissimmee
4 bedroom/3 bathroom home Unit Description: These 4 bedroom/3 bath homes feature a private swimming...
Condo 4 / 3 / 8

*
Online booking available

$216 - $276
Per Night

$1512 - $1932
Per Week

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

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

$90 - $170
Per Night

$630 - $1190
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

$89 - $209
Per Night

$623 - $1463
Per Week

7525 Bliss Way

Kissimmee
This beautiful 3 bedroom/ 2.5 bath condo is located in the brand new gated community of Oakwater, lo...
Condo 3 / 2.5 / 6

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
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

$70 - $165
Per Night

$490 - $1155
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

$159 - $211
Per Night

$988 - $1461
Per Week

Summer Settings

Kissimmee
This family-friendly, spacious condo is the perfect spot to stay in when visiting Walt Disney World®...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Treasure Hunt

Kissimmee
Inside this Windsor Palms 3 bedroom vacation condo, you'll find a spacious, well designed, fully air...
Condo 3 / 2 / 8

*
Online booking available

$70 - $165
Per Night

$490 - $1155
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