Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Windsor Hills - 2813 Almaton Loop Unit 102

Kissimmee
Welcome to Windsor Hills Resort and this stunning 2 bedroom, 2 bathroom, 1,801 sq. ft. rental locate...
Condo 2 / 2 / 8

*
Online booking available

$80 - $190
Per Night

$560 - $1330
Per Week

Windsor at Westside-2018EMDIL

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 4 / 3 / 8

*
Online booking available

$130 - $245
Per Night

$910 - $1715
Per Week

VM - 6017

Kissimmee
This spacious three bedroom 3 bathroom townhome is located in the luxurious Paradise Palms. Guest st...
Home 3 / 3 / 6

*
Online booking available

$180 - $270
Per Night

$1260 - $1890
Per Week

VM - 6021

Kissimmee
This gorgeous four bedroom three bathroom home is located in the perfectly placed Paradise Palms Res...
Home 4 / 3 / 10

*
Online booking available

$210 - $300
Per Night

$1470 - $2100
Per Week

Reunion Splash, 6 Bedrooms, Encore Club, Private Pool, Spa

Kissimmee
Imagine going to Orlando and staying in a house big enough for your whole party, with almost every b...
Home 6 / 6.5 / 12

*
Online booking available

$280 - $927
Per Night

$1960 - $6489
Per Week

High Point Villa 1 #7

Kissimmee
High Point World Resort is on the front gate of Disney's main entrance but set back far enough to be...
Villa 1 / 1 / 4

*
Online booking available

$205 - $205
Per Night

$1435 - $1435
Per Week

High Point Villa 1 #1

Kissimmee
High Point World Resort is on the front gate of Disney's main entrance but set back far enough to be...
Villa 1 / 1 / 4

*
Online booking available

$205 - $205
Per Night

$1435 - $1435
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (mb)

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

$100 - $240
Per Night

$700 - $1680
Per Week

(4BVT05LF51) Bella Vida Holiday Vacation Town Home

Kissimmee
This beautiful Vacation Home Villa at the Bellavida Resort have been designed to appeal to residents...
Home 4 / 3 / 10

*
Online booking available

$160 - $430
Per Night

$1120 - $3010
Per Week

Sunrise Key 5 Bedroom House 8555

Kissimmee
There are two master bedrooms. The first is a king-size, en-suite with a 42 in flat screen TV, remot...
Villa 5 / 3 / 10

*
Online booking available

$240 - $295
Per Night

$1680 - $2065
Per Week

Yellow Lantana 3 Bedroom House 3074

Kissimmee
Resort amenities: The large clubhouse offers a lobby with service from 9 a.m. to 6 p.m. Service is p...
Home 3 / 2 / 6

*
Online booking available

$110 - $140
Per Night

$770 - $980
Per Week

Walt's Wonderland

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

*
Online booking available

$220 - $265
Per Night

$1540 - $1855
Per Week

VM-4031

Kissimmee
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located j...
Home 6 / 6 / 12

*
Online booking available

$245 - $485
Per Night

$1715 - $3395
Per Week

VM - 5028

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 6

*
Online booking available

$105 - $150
Per Night

$735 - $1050
Per Week

High Point Villa 2 #16

Kissimmee
High Point World Resort is on the front gate of Disney's main entrance but set back far enough to be...
Villa 2 / 3 / 6

*
Online booking available

$220 - $220
Per Night

$1540 - $1540
Per Week

Berkeley Executive Pool Home

Kissimmee
This home would work perfectly for the many different types of visits Central Florida has to offer; ...
Villa 5 / 4 / 10

*
Online booking available

$210 - $275
Per Night

$1470 - $1925
Per Week

Windsor Hills - 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 / 6

*
Online booking available

$95 - $215
Per Night

$665 - $1505
Per Week

Windsor Hills - 7661 Fitzclarence Street

Kissimmee
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400...
Home 3 / 3 / 6

*
Online booking available

$100 - $265
Per Night

$700 - $1855
Per Week

Windsor Hills - 7684 Sir Kaufman Court

Kissimmee
Welcome to Villa Umbria in lower Windsor Hills. We invite you to enjoy your next vacation at our new...
Home 3 / 3 / 8

*
Online booking available

$100 - $265
Per Night

$700 - $1855
Per Week

Windsor Palms - 2304 Silver Palm Dr Unit 105

Kissimmee
Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 bathroom 1,402 sq. ft. rental located...
Condo 3 / 2 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

3 Bedroom Apartment at Grand Palms 105881

Kissimmee
Grand Palms is a beautiful community located in a very quite neighborhood. The location is perfect, ...
Apartment 3 / 2 / 8

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

VM - 5034

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 5

*
Online booking available

$100 - $150
Per Night

$700 - $1050
Per Week

VM - 5057

Kissimmee
Our villa was completed in May 2006 & is situated on a large corner lot in the gated resort communit...
Condo 6 / 4 / 14

*
Online booking available

$295 - $440
Per Night

$2065 - $3080
Per Week

High Point Villa 1 #43

Kissimmee
High Point World Resort is on the front gate of Disney's main entrance but set back far enough to be...
Villa 1 / 1 / 4

*
Online booking available

$205 - $205
Per Night

$1435 - $1435
Per Week

8826 Dunes Court Apartment LB 2

Kissimmee
This comfortable two bedroom one bath Apartment is located in a Gated Luxury Vacation Village. The p...
Apartment 2 / 1 / 5

*
Online booking available

$95 - $255
Per Night

$665 - $1785
Per Week

 

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