Kissimmee Vacation Rental Getaways


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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

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

$175 - $235
Per Night

$1225 - $1645
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

$260 - $385
Per Night

$1820 - $2695
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

5 bed executive

Kissimmee
5 bed executive Unit Description: This 5 bedroom executive home offers all the amenities of a hotel...
Condo 5 / 4 / 8

*
Online booking available

$105 - $999
Per Night

$735 - $6993
Per Week

2733 Oakwater Drive

Kissimmee
A beautiful spacious condo located in a new-gated community. This 3 bedroom, 2.5 bathrooms, Full Ki...
Condo 3 / 2.5 / 8

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

2779 Oakwater Drive

Kissimmee
Welcome to Oakwater Resort and this stunning 3 bedroom, 2.5 bathroom (1776 sq. ft.) rental located n...
Condo 3 / 2.5 / 8

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

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

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: The brilliantly adorned Two Bedroom Villa creates offers remark...
Condo 1 / 2 / 8

*
Online booking available

$169 - $319
Per Night

$1183 - $2233
Per Week

7643 Heritage Crossing Way

Kissimmee
This splendidly decorated three-bedroom vacation villa features a spectacular, balcony view of Tom W...
Condo 3 / 2 / 6

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

Summer Settings

Kissimmee
This family-friendly, spacious condo is the perfect spot to stay in when visiting Walt Disney World®...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Happy Dwarf Townhouse at The Villas at Seven Dwarfs

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

Abacos Three Bedroom Superior Villa

Kissimmee
Abacos Three Bedroom Superior Villa Unit Description: This 3 bedroom 2 Bathroom Superior Villa is 1...
Condo 3 / 2 / 8

*
Online booking available

$99 - $200
Per Night

$693 - $1400
Per Week

2307 Butterfly Palm Way, U302

Kissimmee
Enjoy this 2 Bedroom, 2 Bath vacation condominium that will sleep 6 comfortably.  Sleeping arrangeme...
Condo 2 / 2 / 6

*
Online booking available

$145 - $220
Per Night

$1015 - $1540
Per Week

Two bedroom bunk bed villa

Kissimmee
Two bedroom bunk bed villa Unit Description: This comfortable villa features a master bedroom with ...
Condo 2 / 2 / 6

*
Online booking available

$169 - $424
Per Night

$1183 - $2968
Per Week

2710 Oakwater Drive

Kissimmee
Welcome to this beautiful Florida vacation condo in Oakwater which was built in 2007. This 3 bedroom...
Condo 3 / 2 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (RT8720-C)

Kissimmee
An inviting 3 bedroom upper floor (second floor) condo situated in the Villas at Island Club, offeri...
Condo 3 / 2 / 8

*
Online booking available

$81 - $107
Per Night

$567 - $749
Per Week

3 bedroom/2.5 bathroom condo

Kissimmee
3 bedroom/2.5 bathroom condo Unit Description: Condos have a master suite with king or queen size b...
Condo 3 / 1 / 6

*
Online booking available

$145 - $218
Per Night

$1015 - $1526
Per Week

Aruba Two Bedroom Deluxe Villa

Kissimmee
Aruba Two Bedroom Deluxe Villa Unit Description: Two bedroom villas feature 1,400 square feet of li...
Condo 2 / 2 / 6

*
Online booking available

$85 - $169
Per Night

$595 - $1183
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

3 Bedrooms Condo at Windsor Palms Resort (bl)

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

Studio

Kissimmee
Studio Unit Description: Each spacious villa features a double bed, private bath with jetted tub/sh...
Condo 0 / 1 / 4

*
Online booking available

$99 - $211
Per Night

$693 - $1477
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