Kissimmee Vacation Rental Getaways


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Max Price Per Week $
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  • 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

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

$139 - $270
Per Night

$973 - $1890
Per Week

7643 Heritage Crossing Way

Kissimmee
This splendidly decorated three-bedroom vacation villa features a spectacular, balcony view of Tom W...
Condo 3 / 2 / 6

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
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

7474 Excitement Dr. 102

Kissimmee
Reunion Resort Condo 1,402 sq ft. 3 bedroom with golf view. We invite you to enjoy our beautiful c...
Condo 3 / 2 / 6

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
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

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

7660 Comrow Street Unit 203

Kissimmee
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a dir...
Condo 3 / 2 / 8

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

7652 Otterspool Street

Kissimmee
Enjoy your next vacation in this beautiful Florida vacation home.  This property will comfortably sl...
Home 3 / 3 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
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

8843 Candy Palm Road

Kissimmee
On your next trip to the Kissimmee area, we want you to come and enjoy our stunning Paradise Palms t...
Home 4 / 3 / 8

*
Online booking available

$200 - $295
Per Night

$1400 - $2065
Per Week

Deluxe King Room

Kissimmee
Deluxe King Room Unit Description: These poolside rooms feature a king-size bed, sleeper sofa, a mi...
Condo 0 / 1 / 5

*
Online booking available

$53 - $104
Per Night

$371 - $728
Per Week

8858 Candy Palm Road

Kissimmee
Absolutely perfect for the large family groups or smaller groups just looking for a roomier more com...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
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

2805 Oakwater Drive

Kissimmee
Enjoy this beautiful second story 2 bedroom, 2 bathroom condominium on your next vacation.  This con...
Home 2 / 2 / 6

*
Online booking available

$130 - $175
Per Night

$910 - $1225
Per Week

8176 Fan Palm Way

Kissimmee
We invite you to enjoy this home on your next trip to Orlando. Absolutely perfect for family groups,...
Home 5 / 3 / 11

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
Per Week

Curacao Three Bedroom Deluxe Villa

Kissimmee
Curacao Three Bedroom Deluxe Villa Unit Description: Three Bedroom Two Bath deluxe villa is 1600 sq...
Condo 3 / 2 / 8

*
Online booking available

$115 - $189
Per Night

$805 - $1323
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 - $332
Per Night

$1183 - $2324
Per Week

7406 Velleux Street

Kissimmee
Reunion Resort Home: 2,478 Sq. Ft 2 Story Pool Home. (South Facing Pool) We invite you to enjoy our...
Home 5 / 3 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

180 Hideaway Beach Lane

Kissimmee
Located in the prestigious gated community of Terra Verde, in the heart of Kissimmee. Expect to be i...
Home 7 / 5 / 14

*
Online booking available

$250 - $250
Per Night

$1750 - $1750
Per Week

8147 Fan Palm Way

Kissimmee
Brighton floor plan - 1816 sq.ft. 4 bedroom 3 bath (1 story) South facing pool Welcome to this elega...
Home 4 / 3 / 8

*
Online booking available

$255 - $325
Per Night

$1785 - $2275
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

3 Bedrooms Condo at Windsor Palms Resort (vd)

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

3 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

8852 Candy Palm Road

Kissimmee
Paradise Palms is one of our most popular resort communities and this 6 bedroom, 5 bathroom home is ...
Home 6 / 5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2825 Oakwater Drive

Kissimmee
Gardenia floor plan (second floor unit) - 1417 sqft This beautiful 3 bedroom/ 2 bath condo is locate...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

 

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