Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

2235 Wyndham Palms Way

Kissimmee
Sunrise Sunset Villa is nestled in the exclusive Winsor Palms community, less than 3 miles from Walt...
Villa 4 / 2 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

1368 Center Court Ridge 302

Kissimmee
Stunning 3 bed, 3 bath unit overlooking the 11th hole of the Tom Watson Course. Just 30 minutes from...
Home 3 / 3 / 6

*
Online booking available

$210 - $305
Per Night

$1470 - $2135
Per Week

2683Ol

Kissimmee
Additional Features: Spa, Private Pool, Game Room, Play Pen
Home 5 / 4 / 10

*
Online booking available

$160 - $228
Per Night

$1120 - $1596
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BB3129-C)

Kissimmee
This beautifully furnished 3 bedroom upper floor (second floor) condo situated in the Villas at Isla...
Condo 3 / 2 / 6

*
Online booking available

$81 - $107
Per Night

$567 - $749
Per Week

Palm Palace

Kissimmee
Come and enjoy a family vacation that to cherish forever - when you stay at this spacious and elegan...
Home 5 / 4 / 12

*
Online booking available

$180 - $415
Per Night

$1260 - $2905
Per Week

Treasure Hunt

Kissimmee
Inside this Windsor Palms 3 bedroom vacation condo, you'll find a spacious, well designed, fully air...
Condo 3 / 2 / 8

*
Online booking available

$70 - $165
Per Night

$490 - $1155
Per Week

2 bedroom deluxe

Kissimmee
2 bedroom deluxe Unit Description: The 2-bedroom deluxe suite has a king bed in the master bedroom ...
Condo 2 / 2 / 8

*
Online booking available

$199 - $284
Per Night

$1393 - $1988
Per Week

Grand Bahama Three Bedroom Deluxe Villa

Kissimmee
Grand Bahama Three Bedroom Deluxe Villa Unit Description: This 3 bedroom 2 Bathroom Deluxe Villa is...
Condo 3 / 2 / 8

*
Online booking available

$109 - $215
Per Night

$763 - $1505
Per Week

Two bedroom villa

Kissimmee
Two bedroom villa Unit Description: This spacious villa features a master bedroom with private bath...
Condo 2 / 2 / 6

*
Online booking available

$199 - $324
Per Night

$1393 - $2268
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

$370 - $500
Per Night

$2590 - $3500
Per Week

8883 Candy Palm Road

Kissimmee
This 4 bedroom, 3 bathroom Townhome has all the comforts of home and more. This rental is located ha...
Home 4 / 3 / 8

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Lion's Den

Kissimmee
Spend your next family vacation to Orlando staying at this fabulous, four bedroom family vacation to...
Home 4 / 3 / 10

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (EP584)

Kissimmee
This home probably has the best lake pool view in Orlando! The south facing pool and sun deck, backs...
Villa 4 / 3 / 10

*
Online booking available

$120 - $175
Per Night

$840 - $1225
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (GP7906)

Kissimmee
This lovely home is situated in the community of Rolling Hills. The features of this home include 4...
Villa 4 / 3 / 8

*
Online booking available

$88 - $111
Per Night

$616 - $777
Per Week

Two bedroom bunk bed villa

Kissimmee
Two bedroom bunk bed villa Unit Description: This comfortable villa features a master bedroom with ...
Condo 2 / 2 / 6

*
Online booking available

$169 - $424
Per Night

$1183 - $2968
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 / 13

*
Online booking available

$200 - $465
Per Night

$1400 - $3255
Per Week

Petals Paradise

Kissimmee
This family paradise is a spacious 7 bedroom vacation pool home, located in the perfect spot in the ...
Home 7 / 5 / 15

*
Online booking available

$215 - $500
Per Night

$1505 - $3500
Per Week

7677 Otterspool Street

Kissimmee
2 story town home with splash pool (North facing pool) 3 bedroom/3 bath townhome in gated Windsor Hi...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

2321 Silver Palm Drive

Kissimmee
This 3 Bedroom / bath Townhome is located in the gated community of Windsor Palms. This two-story t...
Home 3 / 3 / 6

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

2896 Oakwater Drive

Kissimmee
Welcome to our Florida vacation condo. We invite you to enjoy our great property at Oakwater, built ...
Condo 3 / 2 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

2607 Oneida Loop

Kissimmee
AmenitiesPool heat availableVCRPrivate PoolCovered lanaiDVDGameroomConservation ViewMicrowaveDishwas...
Home 5 / 4 / 10

*
Online booking available

$225 - $260
Per Night

$1575 - $1820
Per Week

7757 Basnett Circle

Kissimmee
Whether you are going to Disney, SeaWorld, Universal, golfing, or just soaking up the Florida sun, y...
Villa 6 / 4.5 / 12

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

Taragon

Kissimmee
Bring your family to stay in this value-for-money 4 bedroom pool home on the Terra Verde resort here...
Home 4 / 3 / 8

*
Online booking available

$95 - $220
Per Night

$665 - $1540
Per Week

Our Disney Lodge

Kissimmee
From the moment you walk through the door - you'll feel ''at home'' and ready to enjoy a magical vac...
Home 5 / 4 / 13

*
Online booking available

$145 - $335
Per Night

$1015 - $2345
Per Week

7652 Sir Kaufmann Court

Kissimmee
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhou...
Home 3 / 3 / 8

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

 

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