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

Windsor Hills - 2568 Archfeld Blvd

Kissimmee
1 story home with pool & spa (South-West facing pool) We invite you to enjoy our Orlando rental hom...
Home 4 / 4 / 10

*
Online booking available

$170 - $330
Per Night

$1190 - $2310
Per Week

VM-4107

Kissimmee
2 bedrooms 2 baths / Sleeps 8 Sun Lake Resort- Kissimmee, Florida is a gated community located just...
Condo 2 / 2 / 4

*
Online booking available

$100 - $195
Per Night

$700 - $1365
Per Week

Windsor Hills - 2554 Archfeld Blvd

Kissimmee
We invite you to enjoy our Orlando vacation home on your next trip to the Disney area. Absolutely pe...
Home 6 / 4 / 12

*
Online booking available

$230 - $455
Per Night

$1610 - $3185
Per Week

Windsor Hills - 7744 Comrow Street

Kissimmee
Welcome to our stunning 2,966 sq. ft. 5 bedroom, 5 bathroom (with 3 suites) vacation home located in...
Home 5 / 5 / 10

*
Online booking available

$205 - $400
Per Night

$1435 - $2800
Per Week

4 Bedrooms Townhome at The Villas at Seven Dwarfs (MC)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 4 / 3 / 8

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

(4PPT29BP41) Favorite Vacation Home Near Disney!!!

Kissimmee
New Paradise Palms holiday vacation town home. This 4 bedroom 3.5 bath town home is fully equipped w...
Home 4 / 3 / 8

*
Online booking available

$145 - $530
Per Night

$1015 - $3710
Per Week

Lynn's Disney Retreat

Kissimmee
This gorgeous four bedroom three bathroom home is located in the perfectly placed Paradise Palms Res...
Home 4 / 3 / 10

*
Online booking available

$195 - $280
Per Night

$1365 - $1960
Per Week

Captain Hook's Haven

Kissimmee
This two story split floor plan Townhouse located in the beautiful Paradise Palms is fully furnish w...
Home 4 / 3 / 10

*
Online booking available

$195 - $280
Per Night

$1365 - $1960
Per Week

VM - 5025

Kissimmee
Our spacious, privately owned home is equipped & furnished to a very high standard and is managed lo...
Villa 3 / 2 / 6

*
Online booking available

$150 - $185
Per Night

$1050 - $1295
Per Week

VM - 6027

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

$225 - $335
Per Night

$1575 - $2345
Per Week

Windsor Hills - 2632 Archfeld Blvd

Kissimmee
This very modern 6 bedroom 4 bathroom home has been professionally furnished and decorated including...
Home 6 / 4 / 14

*
Online booking available

$230 - $455
Per Night

$1610 - $3185
Per Week

2683OL -Jagu's Place

Kissimmee
Located in one of the original Disney sub-divisions this is a 5 bedroom, 4 bathroom single level hom...
Home 5 / 4 / 10

*
Online booking available

$160 - $205
Per Night

$1120 - $1435
Per Week

CS4324 - Privacy Hedge,Private Pool, Wi-fi, Games Room

Kissimmee
Creekside is a quiet conservation site located just off Highway 192. The World of Disney is some 10-...
Villa 3 / 2 / 8

*
Online booking available

$110 - $145
Per Night

$770 - $1015
Per Week

Windsor Hills - 2813 Almaton Loop Unit 102

Kissimmee
Welcome to Windsor Hills Resort and this stunning 2 bedroom, 2 bathroom, 1,801 sq. ft. rental locate...
Condo 2 / 2 / 8

*
Online booking available

$80 - $190
Per Night

$560 - $1330
Per Week

VM - 2090

Kissimmee
This beautiful and contemporary condo has a very high standard, and are located in one of Floridas m...
Condo 3 / 3 / 6

*
Online booking available

$155 - $205
Per Night

$1085 - $1435
Per Week

VM - 5043

Kissimmee
Rolling Hills is an excellent location west of Disney near Splendid China in the sought after Formos...
Villa 4 / 3 / 8

*
Online booking available

$150 - $210
Per Night

$1050 - $1470
Per Week

Reunion Biltmore, 11 Bedrooms, Encore Club, Private Pool,...

Kissimmee
When you visit the Happiest Place on Earth, keep the magic going 24 hours a day. Stay at this enormo...
Home 11 / 10.5 / 23

*
Online booking available

$560 - $1350
Per Night

$3920 - $9450
Per Week

Reunion Harmony 8 Bed, Encore Club, Waterpark, Private Po...

Kissimmee
Reunion Harmony is a new 8 bedroom luxury home capable of comfortably accommodating up to 18 guests....
Home 8 / 7 / 18

*
Online booking available

$360 - $800
Per Night

$2520 - $5600
Per Week

Beautiful professionally decorated townhome with private ...

Kissimmee
Beautiful professionally decorated townhome with private pool and game room! With space to accommod...
Condo 5 / 4.5 / 10

*
Online booking available

$147 - $390
Per Night

$1052 - $2637
Per Week

Flik & Princess Atta's Hideaway

Kissimmee
This gorgeous vacation home rental in Legacy Dunes sleeps six with two bedroom and two bathrooms. En...
Condo 2 / 2 / 6

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

4 Bedrooms Townhome at The Villas at Seven Dwarfs (mc)

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

$89 - $200
Per Night

$623 - $1400
Per Week

Vacation Home for Hotel Rates near Orlando Disney Parks!

Kissimmee
Come and enjoy one of the most pleasant holidays or just a getaway you've ever had. We have a great ...
Villa 4 / 3 / 8

*
Online booking available

$130 - $530
Per Night

$910 - $3710
Per Week

Sunset View Retreat - Luxury South Facing Reunion Condo

Kissimmee
Third Floor Condo With Stunning Golf Views - Spacious 3 Bed 3 Bath Luxury Condo Located in the upsc...
Condo 3 / 3 / 8

*
Online booking available

$140 - $225
Per Night

$980 - $1575
Per Week

Whisper Way Oasis - Luxury 3 Bed Condo | Furnished Octobe...

Kissimmee
3rd Floor, 3 Bed 3 Bath This large 1,655 sq ft 3rd floor luxury corner unit is located close to the...
Condo 3 / 3 / 8

*
Online booking available

$140 - $270
Per Night

$980 - $1890
Per Week

Awesome Townhome in a resort style gated community

Kissimmee
Awesome 3 bedroom 2 bath town home has 1,417 sq. ft. of living area and includes a game room!. The h...
Home 3 / 2 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

 

More Getaway Locations and Properties