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

VM - 4192

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 8 / 6 / 16

*
Online booking available

$285 - $705
Per Night

$1995 - $4935
Per Week

VM - 6062

Kissimmee
Located in Windsor Hills, the Vacation Resort Community only 5 minutes away from Disney World, this ...
Villa 6 / 4 / 12

*
Online booking available

$375 - $530
Per Night

$2625 - $3710
Per Week

VM - 6026

Kissimmee
This luxurious five bedroom five bathroom pool townhome is the largest sized townhome located in the...
Villa 5 / 5 / 12

*
Online booking available

$270 - $350
Per Night

$1890 - $2450
Per Week

Windsor Hills Top Floor Disney Condo!

Kissimmee
This unit accepts only saturday to saturday bookings. That means check in on a saturday, and check o...
Condo 2 / 2 / 6

*
Online booking available

$60 - $260
Per Night

$420 - $1820
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 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

Archfeld 24

Kissimmee
Located less than 2 miles to Disney property Minutes to Universal and SeaWorld. 5 Bedrooms - 5 Bath...
Home 5 / 5 / 10

*
Online booking available

$255 - $375
Per Night

$1785 - $2625
Per Week

The best 5 BR in Bella Vida Resort, professionally decorated

Kissimmee
In this beautiful home you will find: 3 king sized master suites with private baths, 32 inch flat pa...
Home 5 / 5 / 10

*
Online booking available

$345 - $450
Per Night

$2415 - $3150
Per Week

Enchanted Compass Bay Townhouse

Kissimmee
This unit property is located in Kissimmee Florida offers you comfortable vacation townhouse for you...
Home 4 / 3 / 8

*
Online booking available

$120 - $175
Per Night

$840 - $1225
Per Week

MK028OR - Nice 2 Bed 2 Bath TownHome At Mango Key Near Di...

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 5

*
Online booking available

$95 - $125
Per Night

$665 - $875
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (gvs)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 3 / 2 / 6

*
Online booking available

$110 - $225
Per Night

$770 - $1575
Per Week

Stay Close to Downtown Kissimmee ID306MML

Kissimmee
This single story superior 4 bedroom, 3 bathroom pool home is located in the quiet community of Magi...
Home 4 / 3 / 8

*
Online booking available

$175 - $225
Per Night

$1225 - $1575
Per Week

Teascone 5 Bedroom House 7783

Kissimmee
This lovely pool home has 5 bedrooms (2 master suites) and 5 bathrooms. The family room has sofas, a...
Villa 5 / 5 / 10

*
Online booking available

$285 - $335
Per Night

$1995 - $2345
Per Week

Croft's Lakefront Sanctuary

Kissimmee
The St Lucia at Regal Oaks - 4 bedroom, 3 bath with 1,471 sq ft of living space. TV lounge, dining ...
Home 4 / 3 / 8

*
Online booking available

$135 - $210
Per Night

$945 - $1470
Per Week

Aurora's Restful Haven

Kissimmee
This beautiful five bedroom four bath pool townhome is located in the gated Paradise Palms Resort wh...
Home 5 / 4 / 13

*
Online booking available

$230 - $305
Per Night

$1610 - $2135
Per Week

Reunion Reflections, 5 Bedrooms, Game Room, Private Pool,...

Kissimmee
Located at the exclusive Reunion Resort with views of the Jack Nicklaus-designed golf course, Reflec...
Home 5 / 5.5 / 12

*
Online booking available

$100 - $605
Per Night

$1890 - $3629
Per Week

2604 Daulby Street

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 5 / 5 / 12

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

8104 Fan Palm Way

Kissimmee
This 4bdrm/3bth house located in a resort style gated community of Windsor Palms offfers 2 king, 1 q...
Home 4 / 3 / 10

*
Online booking available

$295 - $375
Per Night

$2065 - $2625
Per Week

8968 Majesty Palm Road

Kissimmee
Welcome to this superb 4 bedroom, 3 bathroom townhome in the fabulous resort community of Paradise P...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

4 Bedroom Home with Game Room, close to Disney!

Kissimmee
Cumbrian Lakes is a brand new single story family home fitted to the highest possible standards with...
Home 4 / 3 / 8

*
Online booking available

$195 - $250
Per Night

$1365 - $1750
Per Week

8134 Sun Palm Drive

Kissimmee
Is it time for you to visit sunny Orlando? If so, we invite you to stay at this beautiful home locat...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

Stay less than 5 miles to Disney ID8059WC

Kissimmee
Located in the Oak Island Harbor community is a single story 3 bedroom 2 bathroom vacation home whic...
Home 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

Reunion Sunrise, 8 Bedrooms, Encore Club, Private Pool, S...

Kissimmee
Leave all your worries behind on this vacation and stay at Reunion Sunrise! This beautifully decorat...
Home 8 / 7 / 18

*
Online booking available

$100 - $950
Per Night

$2700 - $4975
Per Week

VM - 6024

Kissimmee
This beautiful four bedroom three bath pool townhome is located in the gated Paradise Palms Resort w...
Home 4 / 3 / 10

*
Online booking available

$210 - $300
Per Night

$1470 - $2100
Per Week

Reunion Magic, 5 Bedrooms, Encore Club, Private Pool, Spa...

Kissimmee
Enjoy the modern elegance and crisp lines of the 2,500 square foot Magic at Reunion. With its though...
Home 5 / 5 / 12

*
Online booking available

$100 - $600
Per Night

$1800 - $3263
Per Week

Windsor Hills South Facing Pool Private End Unit Disney D...

Kissimmee
This unit accepts only saturday to saturday bookings. That means check in on a saturday, and check o...
Cabin 4 / 3 / 8

*
Online booking available

$75 - $315
Per Night

$525 - $2205
Per Week

 

More Getaway Locations and Properties