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

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

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

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

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

$200 - $230
Per Night

$1400 - $3010
Per Week

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 / 20

*
Online booking available

$299 - $599
Per Night

$1699 - $4599
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

$86 - $110
Per Night

$602 - $1330
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

$86 - $110
Per Night

$602 - $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

4 BRs 3 BAs townhome at The Villas at Seven Dwarfs (mzl)

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

$95 - $130
Per Night

$665 - $1400
Per Week

Windsor Hills - 2604 Daulby Street

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 5 / 5 / 12

*
Online booking available

$190 - $375
Per Night

$1330 - $2625
Per Week

Windsor Hills - 7652 Otterspool Street

Kissimmee
This stunning 3 bedroom, 3 Bathroom rental (1416sq.ft.) located near the theme parks in Orlando, Flo...
Home 3 / 3 / 7

*
Online booking available

$100 - $265
Per Night

$700 - $1855
Per Week

Windsor Hills - 2505 Archfeld Blvd

Kissimmee
Look no further! You found the perfect Orlando vacation villa! This spectacular 6 bedroom 4 full ba...
Home 6 / 4 / 12

*
Online booking available

$220 - $430
Per Night

$1540 - $3010
Per Week

Orlando Vacation home with full amenities near Disney!

Kissimmee
Come and enjoy one of the most pleasant holidays or just a getaway you’ve ever had in this unique de...
Home 4 / 3 / 8

*
Online booking available

$145 - $530
Per Night

$1015 - $3710
Per Week

Luxury Retreat, 5 Bedrooms, Windsor Hills, Private Pool, ...

Kissimmee
You’ll be just under three miles from the gates to Walt Disney World when you make Windsor Hills Lux...
Home 5 / 5 / 12

*
Online booking available

$146 - $455
Per Night

$1022 - $3185
Per Week

Storey Lake - 4784 Clock Tower Drive

Kissimmee
Welcome to Storey Lake Resort and this luxurious 5 bedroom, 4 bathroom rental home located near the ...
Home 5 / 4 / 10

*
Online booking available

$145 - $380
Per Night

$1015 - $2660
Per Week

Johnny's Fiesta Key Townhouse

Kissimmee
This townhouse situated at the amazing Fiesta Key vacation resort provides guests with a truly tranq...
Home 3 / 2.5 / 8

*
Online booking available

$80 - $145
Per Night

$560 - $1015
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

(4PPT29BP21) 4BR AT PARADISE PALMS RESORT

Kissimmee
Plan your next family holiday vacation at this beautifully and spacious fully furnished and decorate...
Home 4 / 3 / 8

*
Online booking available

$145 - $530
Per Night

$1015 - $3710
Per Week

Full of modern charm and with all the amenities you want.

Kissimmee
When you?re ready to get away from it all with the whole family, look no further than this five-bedr...
Condo 5 / 4.5 / 10

*
Online booking available

$188 - $375
Per Night

$1211 - $2320
Per Week

Jewel of Disney- Windsor Palms 6 Bedroom Pool

Kissimmee
This beautiful 6 bedroom 3.5 bath home has a gorgeous private pool and spa and fabulous game room. Y...
Villa 6 / 3 / 12

*
Online booking available

$305 - $420
Per Night

$2135 - $2940
Per Week

Mickey's Lake Villa

Kissimmee
Enjoy your Orlando vacation at this beautiful vacation home and relax the entire time. Sun yourself ...
Villa 4 / 2 / 8

*
Online booking available

$175 - $265
Per Night

$1225 - $1855
Per Week

Animal Kingdom Themed 3 BR Town Home On Emerald Island 27...

Kissimmee
Kilimanjaro Cottage is a newly renovated safari-themed luxury town home, just 4.3 miles from Walt Di...
Home 3 / 2 / 6

*
Online booking available

$125 - $160
Per Night

$875 - $1120
Per Week

Windsor Hills - 7795 Basnett Circle

Kissimmee
Enjoy an amazing vacation in Florida at this lovely home in Kissimmee. With five bedrooms and five b...
Home 5 / 5 / 12

*
Online booking available

$190 - $375
Per Night

$1330 - $2625
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

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