Kissimmee Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • 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

2332 Silver Palm Drive

Kissimmee
This wonderful 3 bedroom town home in Windsor Palms Resort features two master bedrooms each one wit...
Home 3 / 3 / 6

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

Reunion Stafford, 6 bedroom, Encore Club, Private Pool, S...

Kissimmee
Located in Kissimmee, Florida, the 6-bedroom, 6.5-bathroom Reunion Stafford is only minutes away fro...
Home 6 / 5.5 / 12

*
Online booking available

$100 - $650
Per Night

$1950 - $3400
Per Week

Tosteth

Kissimmee
Two miles to Disney property, 15 minutes to Universal Studios and Sea World, this model offers a bat...
Home 3 / 3 / 10

*
Online booking available

$170 - $290
Per Night

$1190 - $2030
Per Week

4811 Brier Rose Lane

Kissimmee
Welcome to Storey Lake Resort and this stunning 5 bedroom, 4 Bathroom rental located near the theme ...
Home 5 / 4 / 12

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Mouseketeer's Holiday Home

Kissimmee
This beautiful 4 bedroom 3 bath home is located just minutes from all the major theme parks, restaur...
Villa 4 / 3 / 8

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
Per Week

Lost Boy's Hideaway

Kissimmee
This two story 3 bedroom 2 1/2 bathroom townhome is located in Regal Oaks: the perfect location for ...
Home 3 / 2 / 8

*
Online booking available

$110 - $240
Per Night

$770 - $1680
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

VM-4117

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

*
Online booking available

$195 - $355
Per Night

$1365 - $2485
Per Week

VM - 6025

Kissimmee
This beautiful five bedroom/four bath pool townhome in Paradise Palms resort is suitable for up to 1...
Home 5 / 4 / 13

*
Online booking available

$225 - $335
Per Night

$1575 - $2345
Per Week

Reunion Mad Hatter, 6 Bedrooms, Encore Club, Private Pool...

Kissimmee
Reunion Mad Hatter Home at Encore Club is a 6-bedroom, 6 bathroom air-conditioned home that sleeps u...
Home 6 / 6 / 12

*
Online booking available

$100 - $650
Per Night

$1950 - $3400
Per Week

Bella Villa

Kissimmee
A Suburban Paradise Situated on a quiet cul-de-sac of Windsor Hills, this beautiful modern two-store...
Villa 6 / 4 / 14

*
Online booking available

$205 - $305
Per Night

$1435 - $2135
Per Week

CS4324 - Privacy Hedge,Private Pool, Wi-fi, Games Room

Kissimmee
Creekside is a quiet conservation site located just off Highway 192. The World of Disney is some 10-...
Villa 3 / 2 / 8

*
Online booking available

$110 - $155
Per Night

$770 - $1085
Per Week

Reunion Magic, 5 Bedrooms, Encore Club, Private Pool, Spa...

Kissimmee
Enjoy the modern elegance and crisp lines of the 2,500 square foot Magic at Reunion. With its though...
Home 5 / 5 / 12

*
Online booking available

$100 - $585
Per Night

$1800 - $3063
Per Week

7732 Teascone Blvd.

Kissimmee
Wow luxury and comfort await you at this new 6 bedroom, 4 bath home built in 2005. This home is perf...
Home 6 / 4 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2813 Almaton Loop Unit 403

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

2112 Rome Drive

Kissimmee
Welcome to Champions Gate Resort, a world-class vacation home community featuring the Oasis clubhous...
Home 6 / 4.5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

4801 Brier Rose Lane

Kissimmee
Welcome to Storey Lake Resort. This gorgeous 5 bedroom, 4 bathroom townhome is sure to please. The o...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

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

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

Bella Vida Resort-4557GCLJGI

Kissimmee
Bella Vida Resort-4557GCLJGI 6 bedrooms 6 baths pool home / Sleeps 12 Bella Vida - Kissimmee, Flor...
Home 6 / 6 / 12

*
Online booking available

$230 - $430
Per Night

$1610 - $3010
Per Week

Oakwater Resort-2816GOWI0

Kissimmee
Oakwater Resort-2816GOWI0 3 bedrooms 2 baths / Sleeps 8 Oakwater Resort - Kissimmee, Florida is a ...
Home 3 / 2 / 6

*
Online booking available

$125 - $240
Per Night

$875 - $1680
Per Week

Flik & Princess Atta's Hideaway

Kissimmee
This gorgeous vacation home rental in Legacy Dunes sleeps six with two bedroom and two bathrooms. En...
Condo 2 / 2 / 6

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

VM - 2140

Kissimmee
There is a very spacious open plan living area and clean modern kitchen breakfast bar for sociable m...
Home 3 / 2 / 6

*
Online booking available

$155 - $190
Per Night

$1085 - $1330
Per Week

VM - 6022

Kissimmee
This two story split floor plan Townhouse located in the beautiful Paradise Palms is fully furnish w...
Home 4 / 3 / 10

*
Online booking available

$210 - $300
Per Night

$1470 - $2100
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

(4CCS47RR23) 4BR Vacation Home Near Disney

Kissimmee
Your 4 bedroom, 2 bathroom holiday vacation home rental has 1 King sized bed, 2 Full sized beds, 4 T...
Home 4 / 2 / 8

*
Online booking available

$155 - $270
Per Night

$1085 - $1890
Per Week

 

More Getaway Locations and Properties