Kissimmee Vacation Rental Getaways


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  • Property Options
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  • Bath
  • Sleeps
Max Price Per Week $
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  • 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

3 bedroom/3 bathroom townhome

Kissimmee
3 bedroom/3 bathroom townhome Unit Description: These lovely three bedroom townhomes come equipped ...
Condo 3 / 3 / 6

*
Online booking available

$151 - $221
Per Night

$1057 - $1547
Per Week

2545 Montego Bay Blvd.

Kissimmee
This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation f...
Villa 3 / 2 / 8

*
Online booking available

$105 - $140
Per Night

$735 - $980
Per Week

8951 Coco Palm Road

Kissimmee
This gorgeous 5 bedroom, 4-bath home is the vacation home getaway you have been looking for. Located...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

2712 Oakwater Drive

Kissimmee
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, loca...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

2405 Silver Palm Drive

Kissimmee
Welcome to the world famous Windsor Palms gated community. This accommodation is a beautifully furni...
Home 3 / 3 / 6

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
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

This great condo has a King suite, queen suite and a twin...

Kissimmee
This great condo has a King suite, queen suite and a twin suite New 3 bedroom 3 bath 2nd floor Cond...
Home 3 / 3 / 6

*
Online booking available

$125 - $175
Per Night

$875 - $1750
Per Week

Luxury 5 bedroom 4.5 bath Home Close to Theme Parks

Kissimmee
Come stay with us in this beautiful 5 bedroom 4.5 bath Reunion Vacation home only 10 minutes from Di...
Home 5 / 4.5 / 14

*
Online booking available

$230 - $349
Per Night

$1610 - $3283
Per Week

Reunion Fremont I, 8 Bedrooms, Encore Club, Private Pool,...

Kissimmee
Fremont I at Encore Club in Reunion Resort is an 8-bedroom / 8-bathroom air-conditioned luxury home ...
Home 8 / 8 / 16

*
Online booking available

$450 - $950
Per Night

$2520 - $4975
Per Week

119Pb-Summer Beach Villa at Terra Verde Resort

Kissimmee
Lovely 4 bedroom, 3 bathroom townhome with private pool located in the 5* gated resort community of ...
Home 4 / 3 / 8

*
Online booking available

$99 - $149
Per Night

$693 - $1043
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

Contact
Owner
Directly
For Rates

2574 Archfeld Blvd

Kissimmee
6 bedroom 4 bath vacation home featuring a Private Pool and Spa, Internet Access and Game Room with ...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
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

1598 Heritage Crossing Ct 202

Kissimmee
Enjoy this beautiful 3 bedroom, 2 bathroom townhome located in the stunning community of Reunion Res...
Home 3 / 2 / 8

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
Per Week

Beautiful vacation home rental house for a perfect Disney...

Kissimmee
You will love the spacious and fully furnished 6 bedrooms and 5 bathrooms, this vacation home holida...
Home 6 / 5 / 15

*
Online booking available

$295 - $470
Per Night

$2065 - $3290
Per Week

Stunning 4/3 Private Pool Home very close to Disney!

Kissimmee
Just Two Miles From Disney World!! This single story home is beautifully furnished and located in a ...
Home 4 / 3 / 8

*
Online booking available

$125 - $195
Per Night

$875 - $1365
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 - $359
Per Night

$1183 - $2513
Per Week

4 Bedroom / 4 Bathroom Town Home

Kissimmee
4 Bedroom / 4 Bathroom Town Home Unit Description: Attention to every detail has been put in as we ...
Home 4 / 4 / 8

*
Online booking available

$181 - $300
Per Night

$1267 - $2100
Per Week

2818 Oakwater Drive

Kissimmee
Enjoy this brand-new resort featuring luxury condominiums! This beautiful gated community is just 1...
Condo 3 / 2 / 6

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
Per Week

7668 Fitzclarence

Kissimmee
Located in the beautiful resort community of Windsor Hills, this vacation home is all you can want a...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

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

Kissimmee
Reunion Kingston Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $725
Per Night

$2016 - $3775
Per Week

7766 Tosteth Street

Kissimmee
Welcome to this beautiful 5 bedroom/5 bathroom vacation pool home, with a private south facing pool ...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

2709 Oakwater Drive

Kissimmee
This beautiful and modern 2 bedroom/ 2 bath condo is located in the brand new gated community of Oak...
Condo 2 / 2 / 4

*
Online booking available

$130 - $180
Per Night

$910 - $1260
Per Week

3 Bedroom Townhouse at The Villas at Seve Dwarfs (fa)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$90 - $180
Per Night

$630 - $1260
Per Week

Daisy's Dugout, 5 Bedrooms, Windsor Hills, Minutes to Dis...

Kissimmee
You’ll be at the gates to Walt Disney World in literally minutes when you stay at Daisy’s Dugout, a ...
Home 5 / 5 / 10

*
Online booking available

$225 - $350
Per Night

$1350 - $2100
Per Week

 

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