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

Min Rates Apply: Reunion: Reunion Villa

Kissimmee
Tastefully appointed 4 bedroom, 4 full bath home located in much sought after Reunion Resort. From ...
Villa 4 / 4 / 8

*
Online booking available

$1540 - $1663
Per Week

8953 Cuban Palm Road

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 5 ...
Home 6 / 4 / 14

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2960 Buccaneer Palm Road

Kissimmee
Welcome to this gorgeous 6 bedroom, 5 bathroom rental home in the stunning resort community of Parad...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Castaway Getaway

Kissimmee
This delightful 4 bedroom family vacation pool home is located on Terra Verde resort, one of the mos...
Home 4 / 3 / 10

*
Online booking available

$115 - $265
Per Night

$805 - $1855
Per Week

Windsor Hills Breeze, 3 Bedroom, Sleeps 6, Pool, Minutes ...

Kissimmee
Orlando here you come! Imagine staying in a comfortable condo that puts you just minutes from the ga...
Condo 3 / 2 / 6

*
Online booking available

$125 - $300
Per Night

$750 - $1500
Per Week

7831 Palmilla Court

Kissimmee
Located in the Legend's Corner area of the upscale Reunion Resort community and overlooking the 13th...
Villa 5 / 5.5 / 13

*
Online booking available

$725 - $990
Per Night

$5075 - $6930
Per Week

2958 Banana Palm Drive

Kissimmee
Welcome to Paradise Palms and this stunning 6 bedroom pool/spa vacation rental, with 5 bathrooms. Th...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Come to Disney

Kissimmee
Spend your next family vacation to Orlando staying at this fabulous, four bedroom family vacation to...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

One bedroom villa

Kissimmee
One bedroom villa Unit Description: The beautifully decorated One Bedroom Villa creates the perfect...
Condo 1 / 2 / 4

*
Online booking available

$119 - $199
Per Night

$833 - $1393
Per Week

2809 Almaton Loop Unit 104

Kissimmee
Beautifully decorated new 3 bedroom 2 bath condo in sought after Windsor Hills resort community. Ne...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

3067 Beach Palm Ave.

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on yo...
Home 4 / 3 / 10

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

2657 Emerald Island Blvd.

Kissimmee
On your next trip to the Disney area, enjoy this brightly decorated rental home featuring 4 bedrooms...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

2685Ol

Kissimmee
This villa is beautifully decorated and very spacious. There are 5 bedrooms and 4 bathrooms, of whi...
Villa 5 / 4 / 10

*
Online booking available

$164 - $228
Per Night

$1148 - $1596
Per Week

Emerald Lagoon

Kissimmee
Emerald Lagoon Villa is situated in a perfect location in the fabulous gated resort community at Eme...
Home 4 / 3 / 10

*
Online booking available

$130 - $295
Per Night

$910 - $2065
Per Week

Charming 4 bedroom 3 bath home of tranquility!

Kissimmee
Your new 4 bedroom 3 bath holiday home is fully equipped with everything you will need while on vaca...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

3 bedroom/2.5 bath townhouse

Kissimmee
3 bedroom/2.5 bath townhouse Unit Description: Each Mediterranean style townhouse is fully furnishe...
Condo 3 / 2 / 6

*
Online booking available

$170 - $205
Per Night

$1190 - $1435
Per Week

7807 Basnett Circle

Kissimmee
This five bedroom vacation home comes complete with five bathrooms, full kitchen, and pool. This spa...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Royal Floridian

Kissimmee
Welcome to the "Royal Floridian", a luxurious family-friendly vacation pool home that's located in t...
Home 6 / 5.5 / 13

*
Online booking available

$205 - $470
Per Night

$1435 - $3290
Per Week

Harry's Hide Out

Kissimmee
Harry's Hide Out is located in the grand setting of the Emerald Island resort, just 3 miles from Wal...
Home 5 / 3.5 / 11

*
Online booking available

$190 - $435
Per Night

$1330 - $3045
Per Week

Mickey's Dream Castle

Kissimmee
Come and stay at this family-friendly, 4 bedroom Orlando vacation town home with spa pool. Located i...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

4 Bedroom Holiday Vacation Town-Home!

Kissimmee
This beautiful 4 bed/3 bath town home is the perfect holiday vacation villa getaway. Comfortably acc...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

Reunion Castle Magic 6 Bedroom, Sleeps 14, Private Pool

Kissimmee
Located on the Jack Nicklaus-designed Tradition Golf Course, Reunion Castle Home delivers on all you...
Home 6 / 5.5 / 14

*
Online booking available

$325 - $850
Per Night

$1950 - $4250
Per Week

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: The brilliantly adorned Two Bedroom Villa creates offers remark...
Condo 1 / 2 / 8

*
Online booking available

$169 - $349
Per Night

$1183 - $2443
Per Week

8954 Majesty Palm Road

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

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

2683 Manesty Lane

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

 

More Getaway Locations and Properties