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

8 Beds 6 Baths Private Pool Villa in Brand New 5 Star Resort

Kissimmee
This luxury villa is perfectly situated just 30 minutes from Orlando International airport, 15 minut...
Home 8 / 6 / 18

*
Online booking available

$299 - $599
Per Night

$1699 - $4599
Per Week

Beautiful townhome close to the attractions in Kissimmee

Kissimmee
Beautiful townhome located minutes away from theme parks, restarurants, outlets in a resort style co...
Townhome 4 / 3 / 8

$125 - $135
Per Night

$900 - $950
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 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

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

$75 - $190
Per Night

$525 - $1330
Per Week

Newly Furnished Luxury Key West Home- Perfect for Multi F...

Kissimmee
Newly Furnished Luxury Key West Home- Perfect for Multi Families- Large Pool! 2 King, 1 Queen, 4 Tw...
Home 5 / 5.5 / 10

*
Online booking available

$180 - $252
Per Night

$1260 - $2551
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

3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

Kissimmee
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! (cc) The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
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

*
Online booking available

$230 - $400
Per Night

$1800 - $2900
Per Week

Florida Disney Private vacation villa only 3 miles to disney

Kissimmee
This property is a beautiful 4 BR/3 bath private villa only 3 miles to disney with private pool/jacu...
Villa 4 / 3 / 10

$119 - $149
Per Night

$840 - $1050
Per Week

Paradise Palms Townhome #168789

Kissimmee
This spacious three bedroom 3 bathroom townhome is located in the luxurious Paradise Palms. Guest st...
Home 3 / 3 / 6

*
Online booking available

$175 - $265
Per Night

$1225 - $1855
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

Windsor Palms - 8008 King Palm Circle

Kissimmee
Solar-Power/Carbon Zero! Amazing 6 Bedroom Pool Home just 3 Miles from Disney Just installed: All n...
Home 6 / 4 / 14

*
Online booking available

$175 - $375
Per Night

$1225 - $2625
Per Week

Windsor Hills - 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

$95 - $215
Per Night

$665 - $1505
Per Week

Stunning Sunset Views - 3 Bed 3 Bath Condo in the Villas ...

Kissimmee
2nd Floor Condo With Amazing Sunset Views From the Balcony Located in the upscale Reunion Resort co...
Condo 3 / 3 / 6

*
Online booking available

$130 - $210
Per Night

$910 - $1470
Per Week

Storey Lake - 4813 Clock Tower

Kissimmee
Welcome to Storey Lake, the premier resort community boasting many amenities, perfect for you. This ...
Home 4 / 3 / 10

*
Online booking available

$125 - $335
Per Night

$875 - $2345
Per Week

Ray's Eagle Pointe Villa

Kissimmee
This is a wonderful 4 bedroom and 2 bathroom villa situated at the beautiful Eagle Point. It can eas...
Villa 4 / 2 / 10

*
Online booking available

$115 - $140
Per Night

$805 - $980
Per Week

4 Bedrooms Townhose at Storey Lake 87683

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 4 / 3 / 8

*
Online booking available

$195 - $300
Per Night

$1365 - $2100
Per Week

5 Bedrooms House at Paradise Palms 87375

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 5 / 4 / 10

*
Online booking available

$215 - $375
Per Night

$1505 - $2625
Per Week

Windsor At Westside - 8883 Menton Loop

Kissimmee
Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vac...
Home 8 / 6 / 17

*
Online booking available

$375 - $720
Per Night

$2625 - $5040
Per Week

Paradise Palms 8950

Kissimmee
Paradise Palms Resort has to be the best Resort Community in the Disney World area. The clubhouse wa...
Villa 5 / 5 / 10

*
Online booking available

$295 - $390
Per Night

$2065 - $2730
Per Week

VM - 6030

Kissimmee
This two story 3 bedroom 3 bathroom townhome is located in Regal Oaks: the perfect location for your...
Home 3 / 3 / 6

*
Online booking available

$120 - $275
Per Night

$840 - $1925
Per Week

Winsor At Westisde Resort 8 Bedroom Pool And Spa Home 8832MD

Kissimmee
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi...
Villa 8 / 5 / 16

*
Online booking available

$280 - $450
Per Night

$1960 - $3150
Per Week

Windsor Palms - 2305 Butterfly Palm Way, U104

Kissimmee
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor P...
Condo 2 / 2 / 6

*
Online booking available

$80 - $180
Per Night

$560 - $1260
Per Week

Sunset View Dream - 3 Bed 3 Bath Condo Reunion Resort

Kissimmee
Second Floor Condo With Stunning Golf Views - Spacious Luxury Condo Located in the upscale Reunion ...
Condo 3 / 3 / 8

*
Online booking available

$140 - $230
Per Night

$980 - $1610
Per Week

Terra Verde Resort 211AHBLGIS

Kissimmee
Terra Verde - Kissimmee, Florida is an upscale gated community located just 8 miles from Walt Disney...
Home 7 / 4.5 / 14

*
Online booking available

$165 - $1895
Per Night

$1155 - $13265
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