Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Vacation in the Heart of Florida ID8000BC

Kissimmee
If you are looking for a house in an ideal location then this one is for you. This spacious 5 bedroo...
Home 5 / 4 / 10

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

VM - 4192

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 8 / 6 / 16

*
Online booking available

$285 - $705
Per Night

$1995 - $4935
Per Week

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (fd3)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$89 - $200
Per Night

$623 - $1400
Per Week

2588 Archfeld Blvd.

Kissimmee
This is the perfect home when you want plenty of space to host lively gatherings for family and frie...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

7769 Tosteth Street

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. (North Facing Pool) We invi...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Chatham Park, 3 Bedrooms, Private Screened Pool, Wifi, Sl...

Kissimmee
Located just 25 minutes from Walt Disney World, Chatham Park provides a restful retreat and comforta...
Condo 3 / 3 / 8

*
Online booking available

$101 - $14700
Per Night

$707 - $102900
Per Week

2117 Morocco Way

Kissimmee
Welcome to Windsor at Westside Resort. This 6 bedroom, 4.5 bathroom vacation home has an impressive,...
Home 6 / 4 / 14

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

4 Bedrooms TownHouse at Paradise Palms 67083

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 4 / 3 / 10

*
Online booking available

$190 - $310
Per Night

$1330 - $2170
Per Week

Gerald's Club Cortile Condo

Kissimmee
This cozy condo situated at the Club Cortile resort has 3 fantastic bedrooms and 2 magnificent bathr...
Condo 3 / 2 / 6

*
Online booking available

$75 - $125
Per Night

$525 - $875
Per Week

Rhodes 7 Bedroom House 8908

Kissimmee
Come experience this brand new luxurious villa, fully equipped with everything you need for a truly ...
Villa 7 / 5 / 16

*
Online booking available

$335 - $560
Per Night

$2345 - $3920
Per Week

Windsor at Westside-2082ARDI

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

*
Online booking available

$155 - $290
Per Night

$1085 - $2030
Per Week

Bella Vida Resort, 6 bed 5 bath, 4507

Kissimmee
Welcome to Bella Vida Resort. Bella Vida is a gated community with a clubhouse. Our home has a scree...
Villa 6 / 5 / 12

*
Online booking available

$305 - $470
Per Night

$2135 - $3290
Per Week

Pocahontas & Meeko's Manor

Kissimmee
This vacation home sleeps 7 with 3 bedrooms and 2 bathrooms and offers visitors a full kitchen and l...
Villa 3 / 2 / 7

*
Online booking available

$175 - $245
Per Night

$1225 - $1715
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

$350 - $475
Per Night

$2450 - $3325
Per Week

Holiday Vacation Home with Game Room and Private Pool/Spa!!

Kissimmee
You do not want to miss out on this beautiful 4 bedroom 2 bath home that accommodates up to 8 guests...
Home 4 / 2 / 8

*
Online booking available

$160 - $285
Per Night

$1120 - $1995
Per Week

Sweet Magnolia

Kissimmee
See nightly fireworks while relaxing on the pool deck from this luxury four bedroom, 3 bath pool hom...
Villa 4 / 3 / 8

*
Online booking available

$190 - $235
Per Night

$1330 - $1645
Per Week

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

8912 Rhodes Street

Kissimmee
Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vac...
Home 7 / 5.5 / 14

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
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

$285 - $350
Per Night

$1995 - $2450
Per Week

Mr. Owl's Treehouse

Kissimmee
This beautifully designed Vacation Villa in Reunion Resort has three bedrooms and 2 bathrooms. Sceni...
Condo 3 / 2 / 6

*
Online booking available

$170 - $245
Per Night

$1190 - $1715
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

7738 Comrow Street

Kissimmee
We are proud to offer this elegant 5 bedroom, 5 bathroom vacation villa in Windsor Hills. This home ...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

2633 Archfeld

Kissimmee
Floor Plan: (The Sheldon) 1,816 sq. feet 1 story home with pool & spa (South-East facing pool) We ...
Home 4 / 4 / 8

*
Online booking available

$335 - $425
Per Night

$2345 - $2975
Per Week

8134 Sun Palm Drive

Kissimmee
Is it time for you to visit sunny Orlando? If so, we invite you to stay at this beautiful home locat...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

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 / 6

*
Online booking available

$140 - $210
Per Night

$980 - $1470
Per Week

 

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