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

Simba's Sleep-A-Way

Kissimmee
Simba's Sleep-A-Way is a fabulous 5 bedroom Orlando vacation town home with spa pool in the heart of...
Home 5 / 4 / 11

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

3 bedroom/2 bathroom Condo

Kissimmee
3 bedroom/2 bathroom Condo Unit Description: Condos include a master suite with king or queen bed, ...
Condo 3 / 2 / 6

*
Online booking available

$117 - $172
Per Night

$819 - $1204
Per Week

979 Park Terrace Circle

Kissimmee
This wonderful 3 bedroom 2 1/2 bath townhouse is located in the exclusive gated community of Lake Be...
Home 3 / 2.5 / 8

*
Online booking available

$95 - $135
Per Night

$665 - $945
Per Week

6 bedroom, 5.5 bathroom, Kissimmee Villa (SEB1155)

Kissimmee
This luxury villa has all you need to enjoy a family vacation. This beautiful villa boasts nearly 3,...
Villa 6 / 5.5 / 14

*
Online booking available

$191 - $274
Per Night

$1337 - $1918
Per Week

8945 Bismark Palm Road

Kissimmee
Are you planning your vacation to Orlando ? - Explore the magic of theme parks like the Walt Disney ...
Home 4 / 3 / 10

*
Online booking available

$180 - $270
Per Night

$1260 - $1890
Per Week

7912 Sea Pearl Circle

Kissimmee
Gorgeous ultimate home in the gated community of Formosa Gardens. Villa features 7 bedrooms, 6 baths...
Home 7 / 6 / 14

*
Online booking available

$595 - $710
Per Night

$4165 - $4970
Per Week

2541 Oneida Loop

Kissimmee
Beautiful Luxury 4 Bedroom, 3 Bathroom Vacation Home only 5 minutes from World Renowned Disney Attra...
Home 4 / 3 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

Sunrise Estates

Kissimmee
Bring your family to stay at this spacious and well appointed seven bedroom pool vacation home on th...
Home 7 / 4 / 16

*
Online booking available

$250 - $575
Per Night

$1750 - $4025
Per Week

4 bedroom, 3 bathroom, Kissimmee Home (CC2330)

Kissimmee
This home has everything a family needs & more for that perfect Disney vacation! The house is locate...
Home 4 / 3 / 8

*
Online booking available

$85 - $111
Per Night

$595 - $777
Per Week

2989 Sunset Vista Blvd

Kissimmee
Within the small gated community of Sunset Lakes, we have a 4 bed and 3 bath air conditioned villa w...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

2818 Oakwater Drive

Kissimmee
Enjoy this brand-new resort featuring luxury condominiums! This beautiful gated community is just 1...
Condo 3 / 2 / 6

*
Online booking available

$155 - $220
Per Night

$1085 - $1540
Per Week

1598 Heritage Crossing Ct 202

Kissimmee
Enjoy this beautiful 3 bedroom, 2 bathroom townhome located in the stunning community of Reunion Res...
Home 3 / 2 / 8

*
Online booking available

$160 - $230
Per Night

$1120 - $1610
Per Week

7946 Sea Pearl Circle

Kissimmee
Gorgeous executive home in the gated community of Formosa Gardens. Villa features 4 bedrooms, 3 bath...
Home 4 / 3 / 8

*
Online booking available

$295 - $410
Per Night

$2065 - $2870
Per Week

Vacation Dream Home

Kissimmee
Come and enjoy a family vacation to cherish forever - when you stay at this spacious and elegant 5 b...
Home 5 / 5 / 13

*
Online booking available

$180 - $415
Per Night

$1260 - $2905
Per Week

Caribbean Sunshine

Kissimmee
Beautifully furnished and decorated, this luxurious Windsor Palms Resort town home has everything yo...
Home 3 / 3 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Brighton: 4 BR Home in Gated Resort Community with Privat...

Kissimmee
Brighton: 4 BR Home in Gated Resort Community with Private Pool and Spa Brighton is a 4 bedroom, 3 ...
Home 4 / 3 / 8

*
Online booking available

$125 - $180
Per Night

$875 - $1260
Per Week

Extra Large Home With Pool And Spa Overlooking Lake - 4 B...

Kissimmee
Extra Large Home With Pool And Spa Overlooking Lake - 4 Bed 3 Bath (Sh2540Ac) Located close to the ...
Home 4 / 3 / 8

*
Online booking available

$148 - $197
Per Night

$1016 - $1359
Per Week

7758 Tosteth Street

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. (South facing pool) We invit...
Home 5 / 5 / 10

*
Online booking available

$285 - $380
Per Night

$1995 - $2660
Per Week

2954 Buccaneer Palm Road

Kissimmee
This is beautiful 5 bedroom, 5 bathroom vacation rental home in Paradise Palms. This home is nicely ...
Home 5 / 5 / 10

*
Online booking available

$325 - $440
Per Night

$2275 - $3080
Per Week

Lovely 4 Bedrooms, 3 Bathrooms Townhome, Minutes from Disney

Kissimmee
Lovely 4 bedroom, 3 bathroom townhome with private pool located in the 5* gated resort community of ...
Villa 4 / 3 / 8

*
Online booking available

$110 - $165
Per Night

$770 - $1155
Per Week

Fabulous Vacation

Kissimmee
Come and stay at this spacious 3 bed/3 bath vacation town house in Windsor Hills here in Kissimmee ....
Home 3 / 3 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

2974 Viscount Circle

Kissimmee
This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly p...
Villa 3 / 2 / 6

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

8972 Coco Palm Road

Kissimmee
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family grou...
Home 4 / 3 / 9

*
Online booking available

$180 - $270
Per Night

$1260 - $1890
Per Week

2739 Oakwater Drive

Kissimmee
Enjoy your next stay in Florida’s sunshine at this beautiful 2 bedroom, 2 bathroom vacation condo wi...
Home 2 / 2 / 6

*
Online booking available

$115 - $160
Per Night

$805 - $1120
Per Week

8852 Candy Palm Road

Kissimmee
Paradise Palms is one of our most popular resort communities and this 6 bedroom, 5 bathroom home is ...
Home 6 / 5 / 12

*
Online booking available

$320 - $430
Per Night

$2240 - $3010
Per Week

 

More Getaway Locations and Properties