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

In popular Indian Creek, under 3 miles from Disney, priva...

Kissimmee
In popular Indian Creek, under 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacatio...
Villa 4 / 3 / 8

*
Online booking available

$109 - $129
Per Night

$763 - $1149
Per Week

Mar 16 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

The Villas At Seven Dwarfs Lane. Minutes To Disney World.

Kissimmee
The Villas At Seven Dwarfs Lane is located in the heart of Walt Disney World Parks. We are just off ...
Condo 3 / 2 / 8

$89 - $115
Per Night

6 bedroom, 4 bathroom, Kissimmee Villa (AF2548)

Kissimmee
This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$268 - $339
Per Night

$1876 - $2373
Per Week

Luxury of the highest quality. One of the closest to Disney

Kissimmee
Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appoint...
Villa 7 / 5.5 / 16

$2200 - $3355
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

$80 - $150
Per Night

$560 - $1050
Per Week

The villa for a luxury holiday. One of the closest to Disney

Kissimmee
Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a s...
Villa 7 / 4.5 / 14

$1875 - $2925
Per Week

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

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 emerald Isle villa

Kissimmee
Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for your holiday is very imp...
Villa 7 / 5.5 / 16

$230 - $400
Per Night

$1800 - $2900
Per Week

4716 Windwood Drive

Kissimmee
Enjoy this spacious 4 bedroom 2 bath Orlando Florida-style vacation home situated in the tranquil es...
Home 4 / 2 / 10

*
Online booking available

$125 - $150
Per Night

$875 - $1050
Per Week

2438 Sweetwater Club Circle Unit 50

Kissimmee
Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater ...
Villa 3 / 2 / 8

*
Online booking available

$85 - $105
Per Night

$595 - $735
Per Week

Luxurious Spacious 4-Bedroom Pool Home with Hometheater/Game

Kissimmee
GENERAL Computer Complimentary high-speed Wi-Fi Central air & heat Custom interior paint Custom wind...
Home 4 / 4 /

$175 - $225
Per Night

$1050 - $1350
Per Week

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$146 - $175
Per Night

$1004 - $1204
Per Week

Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Kissimmee
Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World...
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
Per Week

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

$370 - $500
Per Night

$2590 - $3500
Per Week

Harbor Palms

Kissimmee
This family-friendly vacation pool home is perfect for vacations to the Walt Disney World® Resort ar...
Home 4 / 3 / 10

*
Online booking available

$125 - $285
Per Night

$875 - $1995
Per Week

Sugar Sands

Kissimmee
Bring your family to stay in this fabulous Paradise Palms vacation town home with spa pool that's lo...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
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

$370 - $500
Per Night

$2590 - $3500
Per Week

2505 Maneshaw Lane

Kissimmee
Welcome to our townhome and vacation destination! This is a recently renovated 1,400 plus square fo...
Home 3 / 3 / 6

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

7664 Comrow Street Unit 303

Kissimmee
Floor Plan (Sonoma) 1,247 sq. ft. 3rd Floor Condo We invite you to enjoy our condo on your next tr...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

8945 Bismark Palm Road

Kissimmee
Are you planning your vacation to Orlando ? - Explore the magic of theme parks like the Walt Disney ...
Home 4 / 3 / 10

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Minnie and Mickey's Mansion

Kissimmee
This fabulous 7 bedroom estate home is the perfect place for your family to enjoy a magical vacation...
Home 7 / 6 / 18

*
Online booking available

$320 - $740
Per Night

$2240 - $5180
Per Week

5 bedroom, 4 bathroom, Kissimmee Home (CPR8980)

Kissimmee
This luxurious 2-storey townhome features a living room with a 42” flat screen TV, dining area with ...
Home 5 / 4 / 12

*
Online booking available

$235 - $390
Per Night

$1645 - $2730
Per Week

7675 Comrow Street Unit 104

Kissimmee
Ideally located ground floor condo with pool and clubhouse just across the street and the outdoor am...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2831 Oakwater Drive

Kissimmee
This lovely condo consists of one king bed, one queen bed and two twin beds, all bedrooms equipped w...
Condo 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

Simba's Sleep-A-Way

Kissimmee
Simba's Sleep-A-Way is a fabulous 5 bedroom Orlando vacation town home with spa pool in the heart of...
Home 5 / 4 / 11

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

Kissimmee Getaway Information

Rich in history, Lake Kissimmee was a prominent site during the Seminole War and the Civil War and served as an important early American industrial site. Today, visitors can enjoy the 5,930-acre park through many recreational activities. A living history farm, open weekends and holidays, is a favorite for individuals of all ages. The park has always harbored a large number of plant and animal species and even today the park boasts 50 species of plants and animals that are either threatened or endangered.

Lake Kissimmee State Park is a quiet destination that offers a variety of recreations including mountain biking, horseback riding, hiking, boating, canoeing, picnicking, nature photography, bird-watching, camping, and more.

More Getaway Locations and Properties