Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

4716 Windwood Drive

Kissimmee
Enjoy this spacious 4 bedroom 2 bath Orlando Florida-style vacation home situated in the tranquil es...
Home 4 / 2 / 10

*
Online booking available

$125 - $150
Per Night

$875 - $1050
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

7660 Comrow St # 403

Kissimmee
Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the ...
Villa 3 / 2 / 6

*
Online booking available

$105 - $130
Per Night

$735 - $910
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

180 Hideaway Beach Lane

Kissimmee
Located in the prestigious gated community of Terra Verde, in the heart of Kissimmee. Expect to be i...
Home 7 / 4.5 / 14

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
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

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

$135 - $180
Per Night

$945 - $1260
Per Week

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$148 - $197
Per Night

$1016 - $1359
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

2212 San Vittorino Cr # 108

Kissimmee
4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd ma...
Home 4 / 3 / 8

*
Online booking available

$125 - $160
Per Night

$875 - $1120
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

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

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

6 bedroom, 4 bathroom, Kissimmee Villa (AF2548)

Kissimmee
This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$268 - $339
Per Night

$1876 - $2373
Per Week

Celebrate at Disney

Kissimmee
This family friendly 4 bedroom pool home is located on Oak Island - just minutes from the theme park...
Home 4 / 3 / 14

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

Sunny Lake View

Kissimmee
Bring along your family for a vacation that they'll remember forever as one of their best and most e...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

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

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

3 bedroom, 2.5 bathroom, Kissimmee Villa (LHD1178)

Kissimmee
This prestigious three bed family pool home is located in the heart of all the local attractions, re...
Villa 3 / 2.5 / 8

*
Online booking available

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Owner
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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

$159 - $349
Per Night

$1113 - $2443
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

$135 - $200
Per Night

$945 - $1400
Per Week

2305 Butterfly Palm Way U102

Kissimmee
St. Andrews floor plan 1408 sqft 3 bedroom 2 bath (1st floor) Welcome to this elegant, professionall...
Condo 3 / 2 / 6

*
Online booking available

$125 - $190
Per Night

$875 - $1330
Per Week

8078 King Palm Circle

Kissimmee
Floor Plan (The Barrington II)  2,806  sq. ft. 2 story home with pool (West Facing Pool). 5 bedroom...
Home 5 / 3.5 / 10

*
Online booking available

$285 - $395
Per Night

$1995 - $2765
Per Week

2305 Butterfly Palm Way, U104

Kissimmee
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor P...
Condo 2 / 2 / 4

*
Online booking available

$110 - $170
Per Night

$770 - $1190
Per Week

2953 Beach Palm Avenue

Kissimmee
Welcome to this beautiful 6 bedroom, 5 bathroom vacation home in the stunning resort community of Pa...
Home 6 / 5 / 14

*
Online booking available

$365 - $495
Per Night

$2555 - $3465
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