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

Newly Furnished Luxury Key West Home- Perfect for Multi F...

Kissimmee
Newly Furnished Luxury Key West Home- Perfect for Multi Families- Large Pool! 2 King, 1 Queen, 4 Tw...
Home 5 / 5.5 / 10

*
Online booking available

$175 - $277
Per Night

$1253 - $2653
Per Week

3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

Kissimmee
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! (cc) The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
Per Week

3 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

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

$75 - $190
Per Night

$525 - $1330
Per Week

Lovely Getaway!

Kissimmee
Beautiful brand new 4BD/3.5BA pool town-home located in Storey Lake! Bedding Configuration: 2 King,...
Condo 4 / 3.5 / 8

*
Online booking available

$417 - $417
Per Night

$877 - $3210
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

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

$75 - $190
Per Night

$525 - $1330
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

$89 - $200
Per Night

$623 - $1400
Per Week

Paradise Palms - 8953 Cuban Palm Road

Kissimmee
We are pleased to offer this 2 story with loft, 6 bedroom, 5 bathroom vacation rental with north fac...
Home 6 / 5 / 14

*
Online booking available

$245 - $1525
Per Night

$1715 - $10675
Per Week

Windsor Hills - 2628 Daulby Street

Kissimmee
We invite you to enjoy our luxurious Villa on your next trip to Orlando. Absolutely stunning, this p...
Home 6 / 4 / 13

*
Online booking available

$220 - $1375
Per Night

$1540 - $9625
Per Week

3 bedrooms Townhouse at The Villas at Seven Dwarfs (G-Bl)

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

$75 - $190
Per Night

$525 - $1330
Per Week

Minutes To Disney- Private Pool- Huge Resort Pool and Clu...

Kissimmee
Minutes To Disney- Private Pool- Huge Resort Pool and Clubhouse- Call Now! 2 Kings, 1 Queen, 1 Full...
Condo 4 / 3 / 10

*
Online booking available

$90 - $169
Per Night

$630 - $1463
Per Week

Windsor Hills Resort 2

Kissimmee
Enjoy of sophisticated and modern accommodations on your next visit to the Windsor Hills Resort. Thi...
Condo 2 / 2 / 6

*
Online booking available

$140 - $190
Per Night

$875 - $1190
Per Week

1529 Indian Oaks Trail

Kissimmee
1529 Indian Oaks Trail Kissimmee, Fl 34747 - 2405IR Privacy Fence, BBQ Grill. Only A Few Minutes Fr...
Home 4 / 2 / 8

*
Online booking available

$80 - $120
Per Night

$560 - $840
Per Week

8913 Candy Palm Road

Kissimmee
 Lake Front, Next To Clubhouse!!  Property Type: 4 Bedrooms / 3Bath Townhome with Private Pool Floo...
Home 4 / 3 / 8

*
Online booking available

$130 - $215
Per Night

$910 - $1505
Per Week

9062 Rhodes Street

Kissimmee
Best Home and Resort!! Gameroom, BBQ grill, jacuzzi, 2 master suites!  Property Type: 6 Bedrooms, 4...
Home 6 / 4.5 / 13

*
Online booking available

$245 - $390
Per Night

$1715 - $2730
Per Week

Windsor Hills - 7661 Fitzclarence Street

Kissimmee
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400...
Home 3 / 3 / 6

*
Online booking available

$110 - $940
Per Night

$770 - $6580
Per Week

Paradise Palms - 8859 Candy Palm Road

Kissimmee
This 2 story 1,914 sq. ft. 4-bedroom, 3-bathroom townhome can easily accommodate eight. The upgraded...
Home 4 / 3 / 8

*
Online booking available

$125 - $990
Per Night

$875 - $6930
Per Week

5 Bedroom vacation home near Orlando Disney Area!

Kissimmee
This spacious 5 Bedroom/4 Bath Vacation Holiday Town-Home that sleeps up to 12 guests has a private ...
Home 5 / 4 / 12

*
Online booking available

$195 - $315
Per Night

$1365 - $2205
Per Week

Storey Lake - 4805 Brier Rose Lane

Kissimmee
As you plan your next trip to the sunshine state, this gorgeous 4 bedroom, 3 bathroom vacation renta...
Home 4 / 3 / 10

*
Online booking available

$160 - $1365
Per Night

$1120 - $9555
Per Week

Storey Lake - 3193 Pequod Place

Kissimmee
Welcome to Storey Lake Resort, one of the best located resorts in the Orlando area. On your next tri...
Home 5 / 4 / 13

*
Online booking available

$185 - $1550
Per Night

$1295 - $10850
Per Week

3 Bedrooms Condo at Windsor Palms Resort (G-WP)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot cl...
Condo 3 / 2 / 6

*
Online booking available

$100 - $240
Per Night

$700 - $1680
Per Week

Windsor Palms - 8062 King Palm Circle

Kissimmee
Welcome to Central Florida, where sunshine adds life to your life! This vacation home is surely to e...
Home 4 / 3 / 8

*
Online booking available

$155 - $950
Per Night

$1085 - $6650
Per Week

VM - 7014 Windsor Splendor

Kissimmee
Gorgeous brand new 2 story townhouse with 4 bedrooms and 3.5 Bath, 2,102 Sq Ft. Get ready to enjoy ...
Home 4 / 3 / 10

*
Online booking available

$160 - $325
Per Night

$1120 - $2275
Per Week

8870 Candy Palm Road Villa #221657

Kissimmee
This beautiful and extremely well maintained villa has a fully equipped kitchen, laundry room, free ...
Villa 6 / 5 / 12

*
Online booking available

$235 - $410
Per Night

$1645 - $2870
Per Week

Lovely 3Bd/3Ba min from Walt Disney!

Kissimmee
This 2-story townhouse is a true paradise in the beautiful Windsor Palms. Enjoy all the amenities of...
Condo 3 / 3 / 6

*
Online booking available

$365 - $365
Per Night

$723 - $2817
Per Week

Windsor Hills - 7652 Otterspool Street

Kissimmee
This stunning 3 bedroom, 3 Bathroom rental (1416sq.ft.) located near the theme parks in Orlando, Flo...
Home 3 / 3 / 7

*
Online booking available

$110 - $940
Per Night

$770 - $6580
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