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

1039 Lake Berkley Dr

Kissimmee
This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 15...
Home 4 / 3 / 10

*
Online booking available

$125 - $160
Per Night

$875 - $1120
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

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

$150 - $160
Per Night

$1016 - $1089
Per Week

Windsor Hills Reserve Luxury Villa 6Br/4bth 5Min from Disney

Kissimmee
Windsor Hills villa description Our spacious family villa features 3500 square feet of luxury livi...
Home 6 / 4 / 16

$199 - $375
Per Night

$1393 - $2625
Per Week

Jan 4 - 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

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

Luxurious south facing lake view pool home near Disney!

Kissimmee
** Free nights on select stays. Please Inquire for Details !! ** Why stay in a cramped hotel room w...
Villa 3 / 2 / 8

$75 - $130
Per Night

$500 - $800
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

1061 Lake Berkley Drive

Kissimmee
This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes...
Home 4 / 2 / 8

*
Online booking available

$125 - $160
Per Night

$875 - $1120
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 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

945 Emerald Green Ct

Kissimmee
Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes fr...
Home 4 / 3 / 8

*
Online booking available

$130 - $175
Per Night

$910 - $1225
Per Week

3 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 3 / 2 / 6

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

2263 Wyndham Palms Way

Kissimmee
This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney....
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
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

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

3 bedroom/2 bathroom condo

Kissimmee
3 bedroom/2 bathroom condo Unit Description: This beautifully decorated three bedroom condo comes e...
Condo 3 / 2 / 6

*
Online booking available

$128 - $187
Per Night

$896 - $1309
Per Week

8416 Rising Star Court

Kissimmee
Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 3 bathroom villa tha...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

One bedroom villa

Kissimmee
One bedroom villa Unit Description: This spacious villa features a master bedroom with private bath...
Condo 1 / 1 / 4

*
Online booking available

$109 - $179
Per Night

$763 - $1253
Per Week

One bedroom deluxe villa

Kissimmee
One bedroom deluxe villa Unit Description: This spacious villa features a private bathroom with whi...
Condo 1 / 1 / 4

*
Online booking available

$129 - $212
Per Night

$903 - $1484
Per Week

7732 Teascone Blvd.

Kissimmee
Wow luxury and comfort await you at this new 6 bedroom, 4 bath home built in 2005. This home is perf...
Home 6 / 4 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8106 Fan Palm Way

Kissimmee
Welcome to this beautifully furnished home in Kissimmee, Florida. With five bedrooms and three-and-a...
Home 5 / 4 / 10

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
Per Week

8925 Sugar Palm Road

Kissimmee
This stunning 5 bedroom 5 bathroom home is located on a corner lot in Paradise Palms and is only 1 b...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

2 bedroom deluxe

Kissimmee
2 bedroom deluxe Unit Description: The 2-bedroom deluxe suite has a king bed in the master bedroom ...
Condo 2 / 2 / 8

*
Online booking available

$139 - $270
Per Night

$973 - $1890
Per Week

3 bedroom villa

Kissimmee
3 bedroom villa Unit Description: This villa features a King in the master bedroom with Jacuzzi, t...
Condo 2 / 2 / 8

*
Online booking available

$199 - $328
Per Night

$1393 - $2296
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

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