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 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

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

2538 Hamlet Lane

Kissimmee
This welcoming 5 bedroom, 3 bath pool home is situated in the electronic gated Community of the Haml...
Home 5 / 3 / 10

*
Online booking available

$145 - $180
Per Night

$1015 - $1260
Per Week

2536 Hamlet Lane

Kissimmee
This 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living ro...
Home 5 / 3 / 10

*
Online booking available

$145 - $180
Per Night

$1015 - $1260
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

In popular Indian Creek, under 3 miles from Disney, priva...

Kissimmee
In popular Indian Creek, under 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacatio...
Villa 4 / 3 / 8

*
Online booking available

$104 - $129
Per Night

$725 - $1149
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

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

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

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 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

964 Golden Bear Drive

Kissimmee
This beautiful 5 bedroom, 4.5 bathroom vacation rental is sure to make your next stay exceptional in...
Home 5 / 4.5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

Emerald Lagoon

Kissimmee
Emerald Lagoon Villa is situated in a perfect location in the fabulous gated resort community at Eme...
Home 4 / 3 / 10

*
Online booking available

$130 - $295
Per Night

$910 - $2065
Per Week

Sun Mantra

Kissimmee
Sun Mantra vacation town home is ideally situated on the fabulous Windsor Palms resort, that's less ...
Home 3 / 3 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Reunion Castle Magic 6 Bedroom, Sleeps 14, Private Pool

Kissimmee
Located on the Jack Nicklaus-designed Tradition Golf Course, Reunion Castle Home delivers on all you...
Home 6 / 5.5 / 14

*
Online booking available

$325 - $850
Per Night

$1950 - $4250
Per Week

Storey Lake 4902, 4 Bedrooms, Sleeps 10, Private Pool

Kissimmee
Welcome to Storey Lake Resort and this luxurious 4 bedroom, 3 bath rental with a private pool locate...
Home 4 / 3 / 10

*
Online booking available

$150 - $450
Per Night

$1550 - $2300
Per Week

7668 Otterspool Street

Kissimmee
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family grou...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
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 - $300
Per Night

$1400 - $2100
Per Week

8952 Majesty Palm Road

Kissimmee
Welcome to this beautiful 4 bedroom, 3 bathroom townhome in the stunning community of Paradise Palms...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Reunion Mandrake, 5 bedrooms, Encore Club at Reunion, pri...

Kissimmee
Elegant living and family fun come together like never before in the beautiful 2,500 square foot Man...
Home 5 / 5.5 / 10

*
Online booking available

$300 - $675
Per Night

$1800 - $3600
Per Week

8416 Rising Star Court

Kissimmee
Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 3 bathroom villa tha...
Home 4 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Min Rates Apply: Reunion: Reunion Villa

Kissimmee
Tastefully appointed 4 bedroom, 4 full bath home located in much sought after Reunion Resort. From ...
Villa 4 / 4 / 8

*
Online booking available

$1540 - $1663
Per Week

Disney Retreat Two

Kissimmee
This marvelous 3 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 miles...
Home 3 / 2 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Morgan's Villa

Kissimmee
Morgan's Villa is a spacious 7 bedroom Orlando family vacation home, located in the perfect spot in ...
Home 7 / 5 / 16

*
Online booking available

$205 - $475
Per Night

$1435 - $3325
Per Week

Mickey's Dream Castle

Kissimmee
Come and stay at this family-friendly, 4 bedroom Orlando vacation town home with spa pool. Located i...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
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