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

$200 - $290
Per Night

$1400 - $2030
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

$135 - $180
Per Night

$945 - $1260
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (AL2817#404)

Kissimmee
This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all...
Condo 3 / 2 / 8

*
Online booking available

$91 - $143
Per Night

$637 - $1001
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

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 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

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

Tinkerbell's Condo

Kissimmee
This spacious and contemporary design condo has everything your family could want for a fantastic va...
Condo 3 / 2 / 6

*
Online booking available

$65 - $155
Per Night

$455 - $1085
Per Week

Minnie's Condo

Kissimmee
This third floor condo is located on the Windsor Palms gated resort and has all the amenities and ho...
Condo 3 / 2 / 6

*
Online booking available

$65 - $155
Per Night

$455 - $1085
Per Week

Tigger's Time Out

Kissimmee
Inside Tigger's Time Out 3 bedroom vacation condo, you'll find a spacious, well designed, fully air-...
Condo 3 / 2 / 6

*
Online booking available

$70 - $165
Per Night

$490 - $1155
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

Palm Breeze

Kissimmee
This value-for-money Windsor Palms 2 bedroom vacation condo unit is the perfect place for your famil...
Condo 2 / 2 / 6

*
Online booking available

$60 - $145
Per Night

$420 - $1015
Per Week

Little Gem Condo

Kissimmee
This spacious 3 bed, 2 bath condo is located in the Formosa Gardens area and is on a gated community...
Condo 3 / 2 / 6

*
Online booking available

$60 - $145
Per Night

$420 - $1015
Per Week

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

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

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

3 Bedrooms Condo at Windsor Palms Resort (vd)

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

$82 - $160
Per Night

$574 - $1120
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

$82 - $160
Per Night

$574 - $1120
Per Week

2787 Oakwater Drive

Kissimmee
This beautiful professionally decorated condo is located in the brand new gated community of Oakwate...
Condo 2 / 2 / 4

*
Online booking available

$115 - $160
Per Night

$805 - $1120
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

3 bedroom, 2 bathroom, Kissimmee Condo (CCC2730A)

Kissimmee
Location, Location, Location ! Located in the heart of all the parks & attractions. This fantastic g...
Condo 3 / 2 / 6

*
Online booking available

$72 - $97
Per Night

$504 - $679
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

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

$209 - $558
Per Night

$1463 - $3906
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

$135 - $200
Per Night

$945 - $1400
Per Week

2773 Oakwater Drive

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

*
Online booking available

$115 - $160
Per Night

$805 - $1120
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