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

8804 Bamboo Palm Court

Kissimmee
Out of the Ordinary - Villa Out of the Blue. And definitely not your typical vacation rental home! ...
Home 5 / 5 / 11

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Reunion Mandrake, 5 Bedrooms, Encore Club, Private Pool, ...

Kissimmee
Elegant living and family fun come together like never before in the beautiful 2,500 square foot Man...
Home 5 / 5.5 / 10

*
Online booking available

$300 - $600
Per Night

$1800 - $3263
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

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

$105 - $200
Per Night

$735 - $1400
Per Week

7663 Sir Kaufman Court

Kissimmee
Welcome to this elegant, and professionally decorated Orlando vacation townhome, located in the beau...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2589 Archfeld Blvd.

Kissimmee
Book your vacation now at this beautiful Orlando rental home with pool and spa located in Windsor Hi...
Home 6 / 4 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8159 Fan Palm Way

Kissimmee
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away f...
Home 4 / 2 / 10

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

8858 Candy Palm Road

Kissimmee
Absolutely perfect for the large family groups or smaller groups just looking for a roomier more com...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2778 Almaton Loop Unit 105

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 8

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

8975 Majesty Palm Road

Kissimmee
Welcome to our lovely vacation home that has a great location - actually one of the best in the comm...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

Reunion Splendor, 6 Bedrooms, Encore Club, Private Pool, ...

Kissimmee
Are you ready to make a splash this year with family and friends? Reunion Splendor is ready and wait...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $725
Per Night

$2100 - $3775
Per Week

Lake view! Beautiful 5 BR 4 BA Townhome with a private pool

Kissimmee
Beautifully furnished in contemporary design this awesome 2-Story, 2100 sq ft Town House boasts its ...
Home 5 / 4 / 11

*
Online booking available

$225 - $310
Per Night

$1575 - $2170
Per Week

2706 Fiesta Key Drive

Kissimmee
Located in Kissimme Florida this home is perfect vacation homes for your family. There are 6 bedroom...
Home 6 / 3.5 / 12

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

MK010OR - Nice 3 Bed 2 Bath TownHome At Mango Key Near Di...

Kissimmee
Please note these Check-in Day Requirements for this property: Jun 24 2016 - Jun 25 2016 : Saturday ...
Home 3 / 2 / 8

*
Online booking available

$100 - $140
Per Night

$700 - $980
Per Week

IC051OR - Deluxe 4 Bed 3 Bath Pool Home At the prestigiou...

Kissimmee
Please note these Check-in Day Requirements for this property: Jun 24 2016 - Jun 25 2016 : Saturday ...
Villa 4 / 3 / 10

*
Online booking available

$135 - $175
Per Night

$945 - $1225
Per Week

LF009OR - 3 BR 2 BA Pool Home Villa At Lindfields Close T...

Kissimmee
Please note these Check-in Day Requirements for this property: Jun 24 2016 - Jun 25 2016 : Saturday ...
Villa 3 / 2 / 6

*
Online booking available

$125 - $160
Per Night

$875 - $1120
Per Week

3 Bedroom Standard Pool Home, Sleeps 6

Kissimmee
3 Bedroom Standard Pool Home, Sleeps 6 Unit Description: Unit includes a flat-screen TV with cable ...
Home 3 / 2 / 8

*
Online booking available

$159 - $250
Per Night

$1113 - $1750
Per Week

5 Bedroom Standard Pool Home, Sleeps 10

Kissimmee
5 Bedroom Standard Pool Home, Sleeps 10 Unit Description: Unit includes a flat-screen TV with cable...
Home 5 / 3 / 10

*
Online booking available

$194 - $320
Per Night

$1358 - $2240
Per Week

2617 Pawnall Street

Kissimmee
2 story home with pool and spa We invite you to enjoy our home on your next trip to Orlando. Absolu...
Home 5 / 5 / 12

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

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

Kissimmee
Butterfly Palm Condo is part of the Windsor Palms Resort community that is located less than 4 miles...
Condo 3 / 2 / 8

*
Online booking available

$85 - $150
Per Night

$510 - $810
Per Week

Cabana Joia - Luxury Condo With New Furniture October 2015

Kissimmee
This large 1,630 Sq Ft second floor luxury condo offers convenience and luxury, located in The Villa...
Condo 3 / 3 / 6

*
Online booking available

$150 - $250
Per Night

$1050 - $1750
Per Week

EI033OR - Nice 3 Bed 2.5 Bath TownHome At Emerald Island ...

Kissimmee
Please note these Check-in Day Requirements for this property: Jun 24 2016 - Jun 25 2016 : Saturday ...
Home 3 / 2.5 / 8

*
Online booking available

$115 - $160
Per Night

$805 - $1120
Per Week

4819 Brier Rose Lane

Kissimmee
Welcome to Storey Lake Resort and this stunning 4 bedroom, 3 bathroom, 1,914 sq. ft. rental located ...
Cabin 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

2 Bedroom Villa

Kissimmee
2 Bedroom Villa Unit Description: Unit includes 1 king bed in master bedroom with garden tub and w...
Condo 2 / 2 / 8

*
Online booking available

$193 - $418
Per Night

$1351 - $2926
Per Week

4 BR Private Pool Home in Gated Community close to Disney

Kissimmee
Lake Berkley is situated ten minutes drive east of Disney and has resort facilities that are seldom ...
Home 4 / 3 / 8

*
Online booking available

$125 - $180
Per Night

$875 - $1260
Per Week

Seasons 1235

Kissimmee
This is a truly grand villa situated at Season Resort in the picturesque area of Kissimmee. It can c...
Villa 7 / 4 / 16

*
Online booking available

$215 - $300
Per Night

$1505 - $2100
Per Week

 

More Getaway Locations and Properties