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

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

$200 - $290
Per Night

$1400 - $2030
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

$135 - $180
Per Night

$945 - $1260
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

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

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

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

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

4 Bedroom Townhouse at The Villas at Seven Dwarfs (sb)

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 BRs 3 BAs townhome at The Villas at Seven Dwarfs (mzl)

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

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

Little Gem Condo

Kissimmee
This spacious 3 bed, 2 bath condo is located in the Formosa Gardens area and is on a gated community...
Condo 3 / 2 / 6

*
Online booking available

$60 - $145
Per Night

$420 - $1015
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

$155 - $220
Per Night

$1085 - $1540
Per Week

2890 Oakwater Drive

Kissimmee
This beautiful 3 bedroom and 2.5 bath condo is located in the gated community of Oakwater, located 1...
Condo 3 / 2.5 / 6

*
Online booking available

$155 - $220
Per Night

$1085 - $1540
Per Week

Disney At Your Doorstep

Kissimmee
This fabulous family 3 bedroom condo is perfectly located on the Windsor Hills Resort in Kissimmee, ...
Condo 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
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

2784 Almaton Loop Unit 104

Kissimmee
Newly decorated and upgraded 1st floor 3 bedroom, 2 bath condo. This home comes with a 42" flat scre...
Condo 3 / 2 / 6

*
Online booking available

$135 - $200
Per Night

$945 - $1400
Per Week

Deluxe King Room

Kissimmee
Deluxe King Room Unit Description: These poolside rooms feature a king-size bed, sleeper sofa, a mi...
Condo 0 / 1 / 5

*
Online booking available

$53 - $97
Per Night

$371 - $679
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

$110 - $170
Per Night

$770 - $1190
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

7525 Bliss Way

Kissimmee
This beautiful 3 bedroom/ 2.5 bath condo is located in the brand new gated community of Oakwater, lo...
Condo 3 / 2.5 / 6

*
Online booking available

$155 - $220
Per Night

$1085 - $1540
Per Week

2821 Almaton Loop # 204

Kissimmee
Beautifully decorated new 3 bedroom 2 bath condo in the Windsor Hills resort community. Near clubho...
Condo 3 / 2 / 6

*
Online booking available

$135 - $200
Per Night

$945 - $1400
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

Luxury Palms

Kissimmee
This exceptional quality 3 bedroom condo unit is the perfect choice for families that want something...
Condo 3 / 2 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
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