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

$145 - $200
Per Night

$1015 - $1400
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

$220 - $325
Per Night

$1540 - $2275
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

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

Escape2disney

Kissimmee
This delightful 3 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 mile...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

7660 Comrow Street Unit 203

Kissimmee
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a dir...
Condo 3 / 2 / 8

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

2854 Oakwater Drive

Kissimmee
Family friendly 3-bedroom / 2-bath first floor unit can accommodate up to 8 people. This warm and in...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (CPW8101#302)

Kissimmee
An extensively updated 3 bedroom, 2 bath modern condo with over 1400 square feet of living space is ...
Condo 3 / 2 / 8

*
Online booking available

$100 - $100
Per Night

$700 - $700
Per Week

3 Bedroom Townhouse at The Villas at Seven Dwarfs (sg)

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

3 bedroom, 2 bathroom, Kissimmee Condo (PP8100#303)

Kissimmee
This beautifully decorated 3 bedroom, 2 bathroom condo is situated in Windsor Palms, which features ...
Condo 3 / 2 / 6

*
Online booking available

$81 - $107
Per Night

$567 - $749
Per Week

4 Bedrooms Townhome at The Villas at Seven Dwarfs (jj)

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

4 bedroom/3 bathroom home

Kissimmee
4 bedroom/3 bathroom home Unit Description: These 4 bedroom/3 bath homes feature a private swimming...
Condo 4 / 3 / 8

*
Online booking available

$216 - $276
Per Night

$1512 - $1932
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

3 bedroom, 2 bathroom, Kissimmee Condo (BB3143-C)

Kissimmee
This inviting 3 bedroom condo, situated in the Villas at Island Club offers the proximity of the com...
Condo 3 / 2 / 6

*
Online booking available

$72 - $97
Per Night

$504 - $679
Per Week

4 bed executive

Kissimmee
4 bed executive Unit Description: This 4 bedroom executive home offers all the amenities of a hotel...
Condo 4 / 3 / 8

*
Online booking available

$105 - $999
Per Night

$735 - $6993
Per Week

2 bedroom/2 bathroom villa

Kissimmee
2 bedroom/2 bathroom villa Unit Description: The 2-bedroom suite has a master bedroom with a king b...
Condo 2 / 2 / 6

*
Online booking available

$170 - $256
Per Night

$1190 - $1792
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

2774 Almaton Loop Unit 403

Kissimmee
Luxuriously appointed 3 bedroom, 2 bath top floor unit in the beautiful Windsor Hills resort that sl...
Condo 3 / 2 / 8

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (CCC2730)

Kissimmee
Great Location & newly decorated & furnished in 2012! Located in the heart of all the parks & attrac...
Condo 3 / 2 / 6

*
Online booking available

$81 - $105
Per Night

$567 - $735
Per Week

Sunset Magic

Kissimmee
This elegant 2 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 miles f...
Condo 2 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
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 - $185
Per Night

$1085 - $1295
Per Week

1 bedroom villa

Kissimmee
1 bedroom villa Unit Description: This lavishly decorated villa has a master bedroom with a king be...
Condo 1 / 1 / 4

*
Online booking available

$125 - $329
Per Night

$875 - $2303
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