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

2647 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home with a fantastic view of the lake has been ...
Home 5 / 5 / 12

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
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

Snow White Townhouse at The Villas at Seven Dwarfs (g-v7d)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 10

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

8473 Crystal Cove Loop

Kissimmee
Come spend your vacation in Orlando in this stylish Emerald Island 3-bedroom, 2-bath town home featu...
Home 3 / 2 / 6

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

2809 Almaton Loop Unit 304

Kissimmee
Beautiful 3 bedroom, 2 bath, 1,447 sq. ft. condo featuring a "Platinum plus" furniture and appliance...
Condo 3 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

2733 Oakwater Drive

Kissimmee
A beautiful spacious condo located in a new-gated community. This 3 bedroom, 2.5 bathrooms, Full Ki...
Condo 3 / 2.5 / 8

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
Per Week

8870 Candy Palm Rd.

Kissimmee
Floor Plan (Majesty Palm) 3,275 sq. ft. 2 story home with loft / East Facing Pool We invite you to e...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2617 Pawnall Street

Kissimmee
2 story home with pool and spa We invite you to enjoy our home on your next trip to Orlando. Absolu...
Home 5 / 5 / 12

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

2707 Formosa Blvd.

Kissimmee
Executive, 5 bdrm Gameroom in the gated community of Formosa Gardens. Enjoy two, comfortable King ma...
Home 5 / 4 / 10

*
Online booking available

$320 - $435
Per Night

$2240 - $3045
Per Week

Andros Two Bedroom Deluxe Villa

Kissimmee
Andros Two Bedroom Deluxe Villa Unit Description: This 2 bedroom 2 Bathroom Deluxe Villa is 1394 sq...
Condo 2 / 2 / 6

*
Online booking available

$105 - $205
Per Night

$735 - $1435
Per Week

Beautiful 4 Bed 3 Bath Luxury Home with Private Pool & La...

Kissimmee
Beautiful 4 Bed 3 Bath Luxury Home with Private Pool & Lake View. (Av8434Sl) The villa is in the pe...
Home 4 / 3 / 8

*
Online booking available

$89 - $141
Per Night

$510 - $1162
Per Week

4402 Hamlet Court

Kissimmee
Located just 15 minutes from Disney, about 20 minutes to Sea World, Universal Studios and all Centra...
Villa 3 / 3 / 6

*
Online booking available

$125 - $155
Per Night

$875 - $1085
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 / 10

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

7660 Comrow Street Unit 303

Kissimmee
This beautifully decorated 3-bedroom, 2-bath condo is an ideal vacation spot in Orlando for the fami...
Condo 3 / 2 / 8

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

8944 Majesty Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome with splash pool We invite you to enjoy...
Home 4 / 3 / 8

*
Online booking available

$200 - $295
Per Night

$1400 - $2065
Per Week

8852 Candy Palm Road

Kissimmee
Paradise Palms is one of our most popular resort communities and this 6 bedroom, 5 bathroom home is ...
Home 6 / 5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2705 Formosa Blvd.

Kissimmee
Can you say wow what a house!! 7 bedroom/7 bath pool home located in the luxurious, gated community ...
Home 7 / 7 / 15

*
Online booking available

$595 - $710
Per Night

$4165 - $4970
Per Week

2 Bedrooms Townhouse at The Villas at Seven Dwarfs (am)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 2 / 2 / 6

*
Online booking available

$80 - $150
Per Night

$560 - $1050
Per Week

2678 Manesty Lane

Kissimmee
Newly Renovated 5 bedroom, 5 bath property in the 5star gated Windsor Hills community just 5 minutes...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

2589 Archfeld Blvd.

Kissimmee
Book your vacation now at this beautiful Orlando rental home with pool and spa located in Windsor Hi...
Home 6 / 4 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2967 Buccaneer Palm Road

Kissimmee
Floor Plan (Majesty Palm) 3,275 sq. ft. 2 story home with loft / Pool & Spa We invite you to enjoy...
Home 6 / 5 / 14

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Spacious Four Bedrooms Villa

Kissimmee
This updated, spacious 4 bedroom villa is located in the gated community of Lindfield’s Reserve-- a ...
Villa 4 / 4 / 8

*
Online booking available

$160 - $210
Per Night

$1120 - $1470
Per Week

2606 Bowring Street

Kissimmee
Located in Windsor Hills, this beautiful home has been furnished and decorated with the utmost atten...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
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

8038 King Palm Circle

Kissimmee
Barrington lll floor plan 2450 sq. ft 5 bedrooms - 3 baths (2 story) Welcome to this elegant, profes...
Home 5 / 3.5 / 12

*
Online booking available

$275 - $380
Per Night

$1925 - $2660
Per Week

 

More Getaway Locations and Properties