Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Nancy's Whipsering Oaks Villa

Kissimmee
This 3 bedroom and 2 bathroom villa is nestled between two large orange trees and provides 3 star li...
Villa 3 / 2 / 6

*
Online booking available

$85 - $145
Per Night

$595 - $1015
Per Week

3 Bedrooms 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...
Home 3 / 2 / 6

*
Online booking available

$110 - $225
Per Night

$770 - $1575
Per Week

Reunion Essence, 6 Bedrooms, Encore Club, Private Pool, S...

Kissimmee
Experience a vacation like no other at Reunion Essence and Encore Club! Located close to Disney Worl...
Home 6 / 6.5 / 16

*
Online booking available

$100 - $650
Per Night

$1950 - $3400
Per Week

Calabria at Westside - 9017GPPJIGL

Kissimmee
Calabria at Westside-9017GPPJIGL 5 bedrooms 4 baths pool home / Sleeps 10 Book This Property Calab...
Home 5 / 4 / 10

*
Online booking available

$185 - $330
Per Night

$1295 - $2310
Per Week

Megera's Manor

Kissimmee
This four bedroom three bathroom pool home in the very popular community of Windsor Palms has all th...
Villa 4 / 3 / 8

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
Per Week

8927 Candy Palm Road

Kissimmee
Awesome location - Right across the street from the top-of-the line Paradise Palm Clubhouse Complex,...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

7754 Tosteth Street

Kissimmee
Welcome to Windsor Hills Resort. Everyone will have plenty of space for privacy, while sleeping comf...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Elegant and Spacious Townhome in Windsor at Westside Resort

Kissimmee
Gorgeous 4 Bedroom 3.5 Bathroom Town Home! Windsor at Westside is located only minutes from the entr...
Home 4 / 3.5 / 8

*
Online booking available

$245 - $345
Per Night

$1715 - $2415
Per Week

Karen's Oakwater Townhouse

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

*
Online booking available

$90 - $150
Per Night

$630 - $1050
Per Week

SL2991 - Gated Community, Private Pool overlooks lake, Wi-Fi

Kissimmee
Sunset Lakes is a gated Community just a short distance away from Disney World. This home has a Lake...
Villa 4 / 3 / 8

*
Online booking available

$145 - $210
Per Night

$1015 - $1470
Per Week

VM - 2090

Kissimmee
This beautiful and contemporary condo has a very high standard, and are located in one of Floridas m...
Condo 3 / 3 / 6

*
Online booking available

$155 - $190
Per Night

$1085 - $1330
Per Week

VM - 6060

Kissimmee
Perhaps the best positioned house on the Windsor hills resort, this luxurious five bedrooms and five...
Villa 5 / 5 / 12

*
Online booking available

$270 - $350
Per Night

$1890 - $2450
Per Week

6 Bed Windsor Hills Resort With Pool And Spa 2615AB

Kissimmee
6 bedrooms, 4 bathrooms, sleeps 14, 3,534 sq. ft. This tastefully decorated 2-story villa has 6 bedr...
Villa 6 / 4 / 12

*
Online booking available

$215 - $265
Per Night

$1505 - $1855
Per Week

2209 Wyndham Palms Way

Kissimmee
This 4 bdrm/3 bth home is located in the Windsor Palms. Home has 1 king, 1 queen, 4 twin beds. Home...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

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

Paradise for up to 10 guests, best location!

Kissimmee
Your new holiday vacation home rental is a 5 Bedroom/4 Bath Vacation Holiday Town-Home that sleeps u...
Home 5 / 3 / 10

*
Online booking available

$185 - $320
Per Night

$1295 - $2240
Per Week

2120 Rome Drive

Kissimmee
This new luxury vacation home is located in the man-gated Windsor at Westside upscale resort communi...
Home 6 / 4.5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Reunion Harmony 8 Bed, Encore Club, Waterpark, Private Po...

Kissimmee
Experience the beauty of Orlando at Reunion Harmony, our 8 bedroom home luxury home sleeps up to 18 ...
Home 8 / 7 / 18

*
Online booking available

$100 - $950
Per Night

$2700 - $4975
Per Week

Truly Amazing 5 BR 5 BA home in Paradise Palms Resort!

Kissimmee
You will find this lovely home has not only a great location but all the amenities you could need fo...
Home 5 / 5 / 12

*
Online booking available

$275 - $360
Per Night

$1925 - $2520
Per Week

4 Bedroom Private Townhome in the Resort of Your Dreams!

Kissimmee
This 4 bedroom 3 bathroom private pool home is located in the renown Terra Verde Resort community. T...
Cabin 4 / 3 / 8

*
Online booking available

$165 - $220
Per Night

$1155 - $1540
Per Week

Magical Windsor Hills Villa

Kissimmee
Luxury in Suburbia Nestled on a quiet small street in Windsor Hills, this large tastefully designed ...
Villa 6 / 4 / 12

*
Online booking available

$205 - $305
Per Night

$1435 - $2135
Per Week

Susan's Windsor Palms Villa

Kissimmee
This gorgeous 4-bedroom, 3-bathroom home is located in the fabulous gated community of Windsor Palms...
Villa 4 / 3 / 8

*
Online booking available

$150 - $150
Per Night

$1050 - $1050
Per Week

The Windsor Hills Resort-2653G

Kissimmee
Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disn...
Home 6 / 6 / 12

*
Online booking available

$200 - $365
Per Night

$1400 - $2555
Per Week

Aurora's Restful Haven

Kissimmee
This beautiful five bedroom four bath pool townhome is located in the gated Paradise Palms Resort wh...
Home 5 / 4 / 13

*
Online booking available

$230 - $305
Per Night

$1610 - $2135
Per Week

VM - 2192

Kissimmee
EST LOCATION! Located right across the street from the clubhouse and playground. We invite you to en...
Home 5 / 4 / 12

*
Online booking available

$210 - $220
Per Night

$1470 - $1540
Per Week

 

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