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

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

1039 Lake Berkley Dr

Kissimmee
This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 15...
Home 4 / 3 / 10

*
Online booking available

$125 - $160
Per Night

$875 - $1120
Per Week

3 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 3 / 2 / 6

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

Luxury of the highest quality. One of the closest to Disney

Kissimmee
Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appoint...
Villa 7 / 5.5 / 16

$2200 - $3355
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 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

2974 Viscount Circle

Kissimmee
This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly p...
Villa 3 / 2 / 6

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

Jan 4 - 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

2989 Sunset Vista Blvd

Kissimmee
Within the small gated community of Sunset Lakes, we have a 4 bed and 3 bath air conditioned villa w...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Kissimmee
Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World...
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
Per Week

4716 Windwood Drive

Kissimmee
Enjoy this spacious 4 bedroom 2 bath Orlando Florida-style vacation home situated in the tranquil es...
Home 4 / 2 / 10

*
Online booking available

$125 - $150
Per Night

$875 - $1050
Per Week

Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 emerald Isle villa

Kissimmee
Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for your holiday is very imp...
Villa 7 / 5.5 / 16

$230 - $400
Per Night

$1800 - $2900
Per Week

2263 Wyndham Palms Way

Kissimmee
This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney....
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

The villa for a luxury holiday. One of the closest to Disney

Kissimmee
Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a s...
Villa 7 / 4.5 / 14

$1875 - $2925
Per Week

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$150 - $160
Per Night

$1016 - $1089
Per Week

2 bedroom/2.5 bath townhouse

Kissimmee
2 bedroom/2.5 bath townhouse Unit Description: Each Mediterranean style townhouse is fully furnishe...
Condo 2 / 2 / 4

*
Online booking available

$155 - $175
Per Night

$1085 - $1225
Per Week

2777 Oakwater Drive

Kissimmee
Gardenia floor plan (second floor unit) - This beautiful 3 bedroom/ 2 bath condo is located in the b...
Condo 3 / 2.5 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

2305 Butterfly Palm Way, U104

Kissimmee
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor P...
Condo 2 / 2 / 4

*
Online booking available

$125 - $185
Per Night

$875 - $1295
Per Week

8922 Majesty Palm Road

Kissimmee
This lovely 4 bedroom, 3 bathroom vacation town home in Paradise Palms. There are stainless steel ap...
Home 4 / 3 / 8

*
Online booking available

$200 - $295
Per Night

$1400 - $2065
Per Week

8176 Fan Palm Way

Kissimmee
We invite you to enjoy this home on your next trip to Orlando. Absolutely perfect for family groups,...
Home 5 / 3 / 11

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
Per Week

One bedroom deluxe villa

Kissimmee
One bedroom deluxe villa Unit Description: This spacious villa features a private bathroom with whi...
Condo 1 / 1 / 4

*
Online booking available

$129 - $212
Per Night

$903 - $1484
Per Week

2814 Oakwater Drive

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Home 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

8848 Candy Palm Road

Kissimmee
Floor Plan (Majesty Palm) 3,275 sq. ft. 2 story home with loft / East Facing Pool We invite you to...
Home 6 / 5 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

180 Hideaway Beach Lane

Kissimmee
Located in the prestigious gated community of Terra Verde, in the heart of Kissimmee. Expect to be i...
Home 7 / 4.5 / 14

*
Online booking available

$250 - $250
Per Night

$1750 - $1750
Per Week

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: This spacious villa features a master bedroom with private bath...
Condo 2 / 2 / 6

*
Online booking available

$159 - $259
Per Night

$1113 - $1813
Per Week

7663 Sir Kaufman Court

Kissimmee
Welcome to this elegant, and professionally decorated Orlando vacation townhome, located in the beau...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
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