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

Lake view! Beautiful 5 BR 4 BA Townhome with a private pool

Kissimmee
Beautifully furnished in contemporary design this awesome 2-Story, 2100 sq ft Town House boasts its ...
Home 5 / 4 / 11

*
Online booking available

$225 - $315
Per Night

$1575 - $2205
Per Week

5 Bedrooms TownHouse at Storey Lake 66292

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 5 / 4 / 10

*
Online booking available

$210 - $375
Per Night

$1470 - $2625
Per Week

Robert's Indian Point Villa

Kissimmee
Indian Point is home to this amazing 4 bedroom and 2 bathroom villa. This villa can sleep up to 10 g...
Villa 4 / 2 / 10

*
Online booking available

$120 - $210
Per Night

$840 - $1470
Per Week

SD8102 - South Facing Pool with Privacy fence

Kissimmee
This is a wonderful four-bedroom/ three-full-bath villa - tastefully decorated and furnished.  There...
Villa 4 / 3 / 10

*
Online booking available

$145 - $180
Per Night

$1015 - $1260
Per Week

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

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

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

VM - 4190

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

*
Online booking available

$150 - $285
Per Night

$1050 - $1995
Per Week

VM-4130

Kissimmee
Veranda Palms- 4 bedrooms 3 baths pool home / Sleeps 8 Book This Property Veranda Palms Resort-Ki...
Home 4 / 3 / 8

*
Online booking available

$165 - $270
Per Night

$1155 - $1890
Per Week

Amazing 5 Bed 3 Bath Emerald Isle Home With Themed BRs 85...

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

$190 - $335
Per Night

$1330 - $2345
Per Week

Luxurious 6 bedroom for 15 guest in Solterra Resort

Kissimmee
This grand, 3,032 sq ft, two story 6 bedroom 5 1/2 bathroom vacation home sleeps 15 people and has b...
Home 6 / 5.5 / 15

*
Online booking available

$285 - $415
Per Night

$1995 - $2905
Per Week

Beautiful and spacious 5 BR getaway with private splash pool

Kissimmee
With 5 Bedrooms and 4.5 Bathrooms, this luxurious town home offers plenty of room for the entire fam...
Condo 5 / 4.5 / 13

*
Online booking available

$188 - $375
Per Night

$1211 - $2320
Per Week

Paradise Palms - 3061 Beach Palm Avenue

Kissimmee
Welcome to the Paradise Palms Resort community. This vacation home is a vacationer’s dream with all ...
Home 4 / 3 / 8

*
Online booking available

$115 - $300
Per Night

$805 - $2100
Per Week

2 Bedrooms Condo at Windsor Palms Resort (ga)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 2 / 2 / 4

*
Online booking available

$85 - $109
Per Night

$595 - $1260
Per Week

Paradise Palms - 8883 Candy Palm Road

Kissimmee
This 4 bedroom, 3 bathroom Townhome has all the comforts of home and more. This rental is located ha...
Home 4 / 3 / 8

*
Online booking available

$115 - $300
Per Night

$805 - $2100
Per Week

Paradise Palms - 8957 Sugar Palm Road

Kissimmee
On your next trip to the Orlando area, enjoy this distinctively decorated rental town home featuring...
Home 4 / 3 / 8

*
Online booking available

$115 - $300
Per Night

$805 - $2100
Per Week

Windsor Hills - 7744 Comrow Street

Kissimmee
Welcome to our stunning 2,966 sq. ft. 5 bedroom, 5 bathroom (with 3 suites) vacation home located in...
Home 5 / 5 / 10

*
Online booking available

$205 - $400
Per Night

$1435 - $2800
Per Week

5 Bedrooms TownHouse at Storey Lake 85900

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 5 / 4 / 10

*
Online booking available

$210 - $375
Per Night

$1470 - $2625
Per Week

Neil's Windsor Hills Townhouse

Kissimmee
This 3 bedroom and bathroom townhouse located at the well-known Windsor Hills gated community provid...
Home 3 / 3 / 8

*
Online booking available

$105 - $140
Per Night

$735 - $980
Per Week

VM - 2189

Kissimmee
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi...
Villa 8 / 5.5 / 16

*
Online booking available

$345 - $590
Per Night

$2415 - $4130
Per Week

Windsor Palms - 2240 Wyndham Palms Way

Kissimmee
Welcome to Windsor Palms Resort and this luxurious 4 bedroom, 2 bathroom rental home located near th...
Home 4 / 2 / 8

*
Online booking available

$160 - $335
Per Night

$1120 - $2345
Per Week

Windsor Palms - 2332 Silver Palm Drive

Kissimmee
This wonderful 1.416 sq. ft. 3 bedroom town home features two master bedrooms each one with private ...
Home 3 / 3 / 6

*
Online booking available

$95 - $250
Per Night

$665 - $1750
Per Week

Sandra's Windsor Palms Villa

Kissimmee
Set in the idyllic setting of Windsor Palms, this large 6 bedroom 2-storey home has a total of 4 bat...
Villa 6 / 3 / 12

*
Online booking available

$255 - $295
Per Night

$1785 - $2065
Per Week

Lisa's Indian Creek Villa

Kissimmee
This beautiful 5 bedroom, 4 bathroom single-storey home is located in the community of Indian Creek ...
Villa 5 / 4 / 12

*
Online booking available

$215 - $240
Per Night

$1505 - $1680
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 - $180
Per Night

$1015 - $1260
Per Week

(6VPS26SC18) 6 Bedroom Holiday Vacation Home

Kissimmee
You will love this amazing self catering 6 Bedroom 4 bath pool home with a game room and accommodate...
Home 6 / 4 / 12

*
Online booking available

$190 - $625
Per Night

$1330 - $4375
Per Week

Rhodes 7 Bedroom House 8889

Kissimmee
This brand new home has everything you need a pool, spa . This is part of the new Pulte Resort, Win...
Villa 7 / 5 / 14

*
Online booking available

$415 - $560
Per Night

$2905 - $3920
Per Week

 

More Getaway Locations and Properties