Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Tropical Delight

Kissimmee
This fabulous family Orlando vacation town home has a spa pool and is located in the heart of the ex...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
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

2537 Maneshaw Lane

Kissimmee
We invite you to enjoy your next vacation at our beautifully decorated 3 bed/3 bath Townhome with a ...
Home 3 / 3 / 8

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

2785 Oakwater Drive

Kissimmee
This immaculate 3 bedroom 2 bathroom vacation home has a lake view with a private garage. It will co...
Home 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

2640 Dinville Street

Kissimmee
6BR/3.5BA Windsor Hills Resort private pool home, 1.5 mile to Disney World Orlando, sleeps 12-14!! (...
Home 6 / 3.5 / 12

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

2953 Beach Palm Avenue

Kissimmee
Welcome to this beautiful 6 bedroom, 5 bathroom vacation home in the stunning resort community of Pa...
Home 6 / 5 / 14

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

Dreams Unlimited

Kissimmee
This magnificent 6 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 mil...
Home 6 / 4 / 12

*
Online booking available

$225 - $520
Per Night

$1575 - $3640
Per Week

Caribbean Magic

Kissimmee
Book your loved ones to stay at this wonderful family vacation home that has 4 large bedrooms, 4 ful...
Home 4 / 4 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
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

3 bedroom, 2 bathroom, Kissimmee Condo (OW727)

Kissimmee
This stunning 3 bedroom 2 bath townhouse is located in Oakwater, convenient for all the theme parks!...
Condo 3 / 2 / 6

*
Online booking available

$85 - $115
Per Night

$595 - $805
Per Week

8107 Coconut Palm Way, U305

Kissimmee
Welcome to this elegant, professionally decorated Orlando vacation condo, located in the beautiful W...
Condo 3 / 2 / 6

*
Online booking available

$165 - $250
Per Night

$1155 - $1750
Per Week

Dutch Royal Treat

Kissimmee
This exclusive 4 bedroom vacation rental is located in Windsor Hills in Kissimmee, less than 2.5 mil...
Home 4 / 4 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

Dolce Vita

Kissimmee
This family friendly (and budget friendly!) 3 bedroom vacation townhouse is the perfect place for yo...
Home 3 / 2 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

2620 Daulby Street

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home.  This 6 bedroom ...
Home 6 / 3.5 / 12

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

1205 Seasons Boulevard

Kissimmee
Heated Pool, Spa/Jacuzzi, Playstation2, both pool and foosball tables, DVD, Cable TV, Conservation V...
Home 4 / 3 / 10

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

Pineapple Palms

Kissimmee
This stunning 6 bedroom vacation rental is located in Windsor Hills resort in Kissimmee, less than 2...
Home 6 / 4 / 12

*
Online booking available

$215 - $500
Per Night

$1505 - $3500
Per Week

Your Vacation Spot

Kissimmee
Have a great time with your family when you book and stay at this 4 bedroom pool on the gated Terra ...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

Neptunes Retreat Villa

Kissimmee
This spacious, family-sized rental town house on the Windsor Palms Resort has a private pool, open p...
Home 5 / 4 / 12

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

2691 La Isla Court

Kissimmee
A stylish, warm and homely welcome awaits you in our 7 Bedroom true-luxury 2,827sq.ft holiday villa,...
Home 7 / 5 / 14

*
Online booking available

$405 - $535
Per Night

$2835 - $3745
Per Week

2632 Archfeld Blvd

Kissimmee
This very modern 6 bedroom 4 bathroom home has been professionally furnished and decorated including...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

2303 Butterfly Palm Way, U102

Kissimmee
2 Bedroom, 2 Bath Condo that sleeps 4 comfortably in 1 queen and 2 twin sized beds.  This condo also...
Condo 2 / 2 / 4

*
Online booking available

$145 - $220
Per Night

$1015 - $1540
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

$275 - $405
Per Night

$1925 - $2835
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

$480 - $650
Per Night

$3360 - $4550
Per Week

Emerald Delight

Kissimmee
This lovely 3 bedroom vacation rental is located in Emerald Island in Kissimmee, just a short drive ...
Home 3 / 2 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Minnie and Mickey's Mansion

Kissimmee
This fabulous 7 bedroom estate home is the perfect place for your family to enjoy a magical vacation...
Home 7 / 6 / 18

*
Online booking available

$320 - $740
Per Night

$2240 - $5180
Per Week

 

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