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

2625 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 6 / 4 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2777 Oakwater Drive

Kissimmee
Gardenia floor plan (second floor unit) - This beautiful 3 bedroom/ 2 bath condo is located in the b...
Condo 3 / 2.5 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

2562 Maneshaw Lane

Kissimmee
We want you to come and enjoy our townhome on your next vacation! Situated in the heart of Windsor ...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2541 Archfeld Blvd.

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 5...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

3 bedroom, 2 bathroom, Kissimmee Villa (TW8810)

Kissimmee
This family home in Lindfields is in a very quiet area, well maintained, and is only a short distanc...
Villa 3 / 2 / 8

*
Online booking available

$86 - $117
Per Night

$602 - $819
Per Week

2589Ol

Kissimmee
Great 5 bedroom, 4 bathroom pool and spa home just 5 minutes from Disney! This vacation rental is l...
Home 5 / 4 / 12

*
Online booking available

$150 - $218
Per Night

$1050 - $1529
Per Week

2710 Oakwater Drive

Kissimmee
Welcome to this beautiful Florida vacation condo in Oakwater which was built in 2007. This 3 bedroom...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

7504 Pellham Way

Kissimmee
Hello, welcome to our Florida vacation condo! We purchased our 3 bedrooms-2 baths condo in 2013. Ou...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

3 bedroom, 2.5 bathroom, Kissimmee Home (PTC963)

Kissimmee
This lovely Town home is located on the infamous & popular resort of Lake Berkley. Located within a ...
Home 3 / 2.5 / 8

*
Online booking available

$72 - $97
Per Night

$504 - $679
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (RC2804)

Kissimmee
This newly decorated four bed pool home is located within four miles of Disney property. You would f...
Villa 4 / 3 / 8

*
Online booking available

$110 - $163
Per Night

$770 - $1141
Per Week

Very comfortable vacation home, 3 miles from Disney, priv...

Kissimmee
Very comfortable vacation home, 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacati...
Villa 5 / 4 / 10

*
Online booking available

$125 - $169
Per Night

$854 - $1295
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

$335 - $425
Per Night

$2345 - $2975
Per Week

3 Bedrooms Condo at Windsor Palms Resort (bl)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 3 / 2 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

1592 Heritage Crossing Court

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

$175 - $255
Per Night

$1225 - $1785
Per Week

2542 Archfeld Blvd.

Kissimmee
Book your vacation now at this Brentwood model with a South facing pool flanked by palm trees and a ...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2 Bedrooms Townhouse at The Villas at Seven Dwarfs (am)

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

*
Online booking available

$80 - $150
Per Night

$560 - $1050
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

$200 - $295
Per Night

$1400 - $2065
Per Week

8150 Fan Palm Way

Kissimmee
This Lovely 4 bedroom/3 bath home is located in gated Windsor Palms just minutes to Disney.   The h...
Home 4 / 3 / 8

*
Online booking available

$255 - $325
Per Night

$1785 - $2275
Per Week

2307 Butterfly Palm Way, U302

Kissimmee
Enjoy this 2 Bedroom, 2 Bath vacation condominium that will sleep 6 comfortably.  Sleeping arrangeme...
Condo 2 / 2 / 6

*
Online booking available

$125 - $185
Per Night

$875 - $1295
Per Week

2625 Pawnall Street

Kissimmee
Welcome to this stunning 5 Bedroom, 5 Bathroom pool home, with spa, in popular Windsor Hills Resort....
Home 5 / 5 / 12

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
Per Week

4 bedroom, 2 bathroom, Kissimmee Villa (EP642)

Kissimmee
This 4 bedroom 2.5 bathroom single-storey residence is located in the established community of Eagle...
Villa 4 / 2 / 10

*
Online booking available

$96 - $124
Per Night

$672 - $868
Per Week

3 bedroom, 3 bathroom, Kissimmee Home (MS2573)

Kissimmee
This townhouse in Windsor Hills features 3 bedrooms and bathrooms and is decorated to make you feel ...
Home 3 / 3 / 8

*
Online booking available

$140 - $230
Per Night

$980 - $1610
Per Week

1 bedroom/1.5 bath suite

Kissimmee
1 bedroom/1.5 bath suite Unit Description: Each Mediterranean style townhouse is fully furnished wi...
Condo 1 / 1 / 2

*
Online booking available

$150 - $175
Per Night

$1050 - $1225
Per Week

4 bedroom, 3 bathroom, Kissimmee Home (CC2412)

Kissimmee
Welcome to a fabulous brand new two storey town house located 6 miles from Disney. This new town hom...
Home 4 / 3 / 10

*
Online booking available

$85 - $111
Per Night

$595 - $777
Per Week

2554 Bear Creek Court

Kissimmee
Three King master bedrooms!! Gameroom in the garage including air hockey and pool table. Single stor...
Home 5 / 4 / 10

*
Online booking available

$225 - $260
Per Night

$1575 - $1820
Per Week

 

More Getaway Locations and Properties