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

2209 Wyndham Palms Way

Kissimmee
This 4 bdrm/3 bth home is located in the Windsor Palms. Home has 1 king, 1 queen, 4 twin beds. Home...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

8988 Cuban Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on ...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

Emerald Island Haven

Kissimmee
Bring your family to stay at this delightful and elegantly furnished vacation pool home that's locat...
Home 6 / 4.5 / 12

*
Online booking available

$200 - $455
Per Night

$1400 - $3185
Per Week

Sugar Sands

Kissimmee
Bring your family to stay in this fabulous Paradise Palms vacation town home with spa pool that's lo...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Reunion Kingston, 6 bedrooms, Encore Club at Reunion, pri...

Kissimmee
Reunion Kingston Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $800
Per Night

$2100 - $4350
Per Week

3 bedrooms Townhouse at The Villas at Seven Dwarfs (G-Bl)

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

$90 - $180
Per Night

$630 - $1260
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

$209 - $399
Per Night

$1463 - $2793
Per Week

2545 Renshaw Street

Kissimmee
Situated in a great location within Windsor Hills, this townhome is sure to delight! Enjoy glorious ...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2736 Oakwater Drive

Kissimmee
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater. The ...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

Disney Oh So Close

Kissimmee
With 3 bedrooms and 2 bathrooms, this fully air-conditioned, spacious vacation condo is perfect for ...
Condo 3 / 2 / 8

*
Online booking available

$70 - $155
Per Night

$490 - $1085
Per Week

Princess Palms Paradise, Windsor Palms, 3 Bedroom, Sleeps...

Kissimmee
If you want a vacation rental in Orlando that is truly close to the action and provides a residence ...
Condo 3 / 3 / 6

*
Online booking available

$90 - $200
Per Night

$540 - $1050
Per Week

8132 Sun Palm Drive

Kissimmee
Welcome to Windsor Palms Resort and this stunning 4 bedroom, 3 bathroom rental home located near the...
Home 4 / 3 / 10

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

Very comfortable vacation home, 3 miles from Disney, priv...

Kissimmee
Very comfortable vacation home, 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacati...
Villa 5 / 4 / 10

*
Online booking available

$125 - $169
Per Night

$854 - $1295
Per Week

2562 Maneshaw Lane

Kissimmee
We want you to come and enjoy our townhome on your next vacation! Situated in the heart of Windsor ...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

8980 Majesty Palm Road

Kissimmee
We are proud to offer this stunning 5 bedroom, 4 bathroom townhome in the popular resort community o...
Home 5 / 4 / 10

*
Online booking available

$250 - $370
Per Night

$1750 - $2590
Per Week

2973 Buccaneer Palm Road

Kissimmee
On your next trip to Orlando, check out this stunning 5 bedroom, 5 bathroom pool home. With 5 bathro...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

The Irish Jig

Kissimmee
The Irish Jig is perfectly placed at the fabulous Windsor Hills resort to maximize your family's vac...
Home 3 / 2.5 / 8

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

Disney Satisfaction

Kissimmee
This spacious and contemporary design condo has everything your family could want for a fantastic va...
Condo 3 / 2 / 10

*
Online booking available

$70 - $155
Per Night

$490 - $1085
Per Week

Reunion Lancaster, 8 bedrooms, Encore Club, private pool spa

Kissimmee
Lancaster at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 20 peopl...
Home 8 / 5.5 / 20

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

Butterfly Palm, Windsor Palms, 3 Bedroom, Sleeps 8, Pool

Kissimmee
Butterfly Palms Condo is part of the Windsor Palms vacation community that is located in close proxi...
Condo 3 / 2 / 8

*
Online booking available

$115 - $275
Per Night

$690 - $1350
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

2545 Montego Bay Blvd.

Kissimmee
This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation f...
Villa 3 / 2 / 8

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

In popular Indian Creek, only 3 miles from Disney, privat...

Kissimmee
In popular Indian Creek, only 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacation...
Villa 4 / 3 / 8

*
Online booking available

$104 - $129
Per Night

$725 - $1149
Per Week

8107 Coconut Palm Way, U305

Kissimmee
Welcome to this elegant, professionally decorated Orlando vacation condo, located in the beautiful W...
Condo 3 / 2 / 6

*
Online booking available

$140 - $210
Per Night

$980 - $1470
Per Week

2372 Silver Palm Drive

Kissimmee
This stunning 3 bedroom, 3 bathroom townhome is sure to delight guests traveling to the Disney area....
Home 3 / 3 / 6

*
Online booking available

$190 - $275
Per Night

$1330 - $1925
Per Week

 

More Getaway Locations and Properties