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

1061 Lake Berkley Drive

Kissimmee
This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes...
Home 4 / 2 / 8

*
Online booking available

$125 - $160
Per Night

$875 - $1120
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

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

7660 Comrow St # 403

Kissimmee
Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the ...
Villa 3 / 2 / 6

*
Online booking available

$105 - $130
Per Night

$735 - $910
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 - $115
Per Night

$595 - $805
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

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

5 bedroom, 5 bathroom, Kissimmee Home (WH717)

Kissimmee
Windsor Hills Pool Home. 5 Bed/5 Bath (sleeps 12). HDTVs/Cable/Wi-Fi/Games Room. Welcome to our mag...
Home 5 / 5 / 12

*
Online booking available

$199 - $199
Per Night

$1393 - $1393
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

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

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

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

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

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

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 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
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

2504 Hamlet Lane

Kissimmee
This wonderful Orlando Florida vacation home, features a nautical theme through out the home. It has...
Home 4 / 2.5 / 8

*
Online booking available

$130 - $160
Per Night

$910 - $1120
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 / 10

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

2200 Wyndham Palms Way

Kissimmee
A 4 bedroom/3 bath home located in the Windsor Palms. This home has 1 king, 1 queen, and 4 twin bed...
Home 4 / 3 / 10

*
Online booking available

$255 - $325
Per Night

$1785 - $2275
Per Week

1592 Heritage Crossing Court

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

$175 - $255
Per Night

$1225 - $1785
Per Week

3 bedroom/2 bathroom condo

Kissimmee
3 bedroom/2 bathroom condo Unit Description: This beautifully decorated three bedroom condo comes e...
Condo 3 / 2 / 6

*
Online booking available

$128 - $187
Per Night

$896 - $1309
Per Week

8953 Cuban Palm Road

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 5 ...
Home 6 / 4 / 14

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2809 Almaton Loop Unit 104

Kissimmee
Beautifully decorated new 3 bedroom 2 bath condo in sought after Windsor Hills resort community. Ne...
Condo 3 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

2960 Buccaneer Palm Road

Kissimmee
Welcome to this gorgeous 6 bedroom, 5 bathroom rental home in the stunning resort community of Parad...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
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