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

7520 Pellham Way

Kissimmee
We invite you to enjoy our Oakwater Condo on your next trip to Orlando. Absolutely perfect for famil...
Cabin 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

2539 Archfeld Blvd

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

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Two-Room Suite

Kissimmee
Two-Room Suite Unit Description: These rooms feature a separate living room with a wet bar and serv...
Condo 1 / 1 / 8

*
Online booking available

$76 - $139
Per Night

$532 - $973
Per Week

Beautiful 4 Bed Sunset Lakes Family Home, With South Faci...

Kissimmee
Beautiful 4 Bed Sunset Lakes Family Home, With South Facing Pool (Av2902Sl) Nestled in a quiet cove...
Villa 4 / 3 / 10

*
Online booking available

$150 - $156
Per Night

$1016 - $1052
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (SEB1310)

Kissimmee
Additional Features: Villa with Private Pool, Heatable Electric Pool, Single Storey, Internet, Cover...
Villa 4 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

2606 Bowring Street

Kissimmee
Located in Windsor Hills, this beautiful home has been furnished and decorated with the utmost atten...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

7799 Basnett Circle

Kissimmee
Floor Plan (Seville) 2,336 sq. ft. 2 story home with pool and spa (East facing pool) Beatifully deco...
Home 5 / 5 / 10

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
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

3 bedroom, 3 bathroom, Kissimmee Home (SP2395)

Kissimmee
This townhome at Windsor Palms is a modern two-storey 1400 square feet construction designed to a hi...
Home 3 / 3 / 6

*
Online booking available

$85 - $111
Per Night

$595 - $777
Per Week

4 Bedroom Townhouse at The Villas at Seven Dwarfs (md)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 10

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

7675 Comrow Street Unit 104

Kissimmee
Ideally located ground floor condo with pool and clubhouse just across the street and the outdoor am...
Condo 3 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

8946 Cuban Palm Road

Kissimmee
Welcome to this beautiful 4 bedroom, 3 bathroom vacation home in the stunning resort community of Pa...
Home 4 / 3 / 8

*
Online booking available

$200 - $295
Per Night

$1400 - $2065
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (LW2612)

Kissimmee
This attractively decorated 4 bedroom 3 bathroom single-storey home located on a corner lot features...
Villa 4 / 3 / 10

*
Online booking available

$118 - $136
Per Night

$826 - $952
Per Week

3 bedroom, 2 bathroom, Kissimmee Villa (VC2962)

Kissimmee
This lovely 3 bedroom / 2 bathroom single-storey home is located in the community of Lindfields. Th...
Villa 3 / 2 / 6

*
Online booking available

$81 - $105
Per Night

$567 - $735
Per Week

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

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 10

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

3 bedroom, 2.5 bathroom, Kissimmee Villa (LHD1178)

Kissimmee
This prestigious three bed family pool home is located in the heart of all the local attractions, re...
Villa 3 / 2.5 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

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

8934 Cuban Palm Road

Kissimmee
We invite you and your family to come and enjoy our stunning Paradise Palms townhome. This large, a...
Home 4 / 3 / 8

*
Online booking available

$200 - $295
Per Night

$1400 - $2065
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

$95 - $150
Per Night

$665 - $1050
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BB3148-C)

Kissimmee
This inviting 3 bedroom condo, situated in the Villas at Island Club offers the proximity of the com...
Condo 3 / 2 / 6

*
Online booking available

$72 - $97
Per Night

$504 - $679
Per Week

2774 Almaton Loop Unit 403

Kissimmee
Luxuriously appointed 3 bedroom, 2 bath top floor unit in the beautiful Windsor Hills resort that sl...
Condo 3 / 2 / 8

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

2562 Archfeld Blvd

Kissimmee
Windsor Hills Spencer ll - 2382 sq. ft. Welcome to this elegant, and professionally decorated Orland...
Home 5 / 5 / 10

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (GPC7907)

Kissimmee
This single family home with four bedrooms and three baths can accommodate up to 10 guests. It is lo...
Villa 4 / 3 / 8

*
Online booking available

$96 - $124
Per Night

$672 - $868
Per Week

Stunning 4 Bed Villa On Lindfields, Newly Furnsihed In Gr...

Kissimmee
Stunning 4 Bed Villa On Lindfields, Newly Furnsihed In Great Area (Av3020Bc) This stunning detached...
Home 4 / 3 / 10

*
Online booking available

$145 - $150
Per Night

$981 - $1016
Per Week

3 bedroom, 2 bathroom, Kissimmee Villa (OHT1508)

Kissimmee
This 3 bedroom single-storey residence is only 5 minutes from Walt Disney World and all the major Th...
Villa 3 / 2 / 7

*
Online booking available

$94 - $130
Per Night

$658 - $910
Per Week

 

More Getaway Locations and Properties