Kissimmee Vacation Rental Getaways


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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

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

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

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

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

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

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 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

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

Windsor Palms - 8104 Fan Palm Way

Kissimmee
Welcome to Windsor Palms Resort and this luxurious 4 bedroom, 3 bathroom (1816 sq.ft.) rental home l...
Home 4 / 3 / 10

*
Online booking available

$160 - $335
Per Night

$1120 - $2345
Per Week

Windsor Hills - 7677 Otterspool Street

Kissimmee
1,416 sq. ft 2 story town home with splash pool (North facing pool) 3 bedroom/3 bath townhome in gat...
Home 3 / 3 / 9

*
Online booking available

$100 - $265
Per Night

$700 - $1855
Per Week

Your New Favorite Vacation Home away from Home near Orlan...

Kissimmee
This spacious 5 bedroom 5 bath holiday vacation home rental that accommodates 12 guests comfortably....
Home 5 / 5 / 12

*
Online booking available

$190 - $770
Per Night

$1330 - $5390
Per Week

Fantastic 4 bedroom 3 bathroom Townhome with Private Pool

Kissimmee
Nemo and Mickey themed kids rooms. Short walk to club house. Beautifully and professionally furnishe...
Home 4 / 3 / 12

*
Online booking available

$220 - $290
Per Night

$1540 - $2030
Per Week

Nancy's Whipsering Oaks Villa

Kissimmee
This 3 bedroom and 2 bathroom villa is nestled between two large orange trees and provides 3 star li...
Villa 3 / 2 / 6

*
Online booking available

$85 - $145
Per Night

$595 - $1015
Per Week

4 Bedroom Townhouse at The Villas at Seven Dwarfs (md)

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

Donald's Dreamhouse

Kissimmee
This beautiful five bedroom/four bath pool townhome in Paradise Palms resort is suitable for up to 1...
Home 5 / 4 / 13

*
Online booking available

$230 - $305
Per Night

$1610 - $2135
Per Week

Windsor Palms - 8167 Sun Palm Drive

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 6 / 4 / 12

*
Online booking available

$175 - $375
Per Night

$1225 - $2625
Per Week

Windsor Hills - 2554 Archfeld Blvd

Kissimmee
We invite you to enjoy our Orlando vacation home on your next trip to the Disney area. Absolutely pe...
Home 6 / 4 / 12

*
Online booking available

$230 - $455
Per Night

$1610 - $3185
Per Week

Windsor Hills - 7664 Comrow Street Unit 303

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 6

*
Online booking available

$95 - $215
Per Night

$665 - $1505
Per Week

5BR Private Vacation Home with Private Pool with pool hea...

Kissimmee
Planning a group vacation to Disney World? This luxury house is a 10 minute drive from Disney Parks ...
Home 5 / 5 / 14

*
Online booking available

$190 - $710
Per Night

$1330 - $4970
Per Week

Sandy Ridge Retreat - Luxury Condo in Reunion Resort

Kissimmee
Spacious ground floor 3 Bed Luxury Condo in Sandy Ridge Dr Reunion Resort Located in the upscale Re...
Condo 3 / 3 / 6

*
Online booking available

$150 - $235
Per Night

$1050 - $1645
Per Week

Whisper Way Deluxe - Ground Floor, Corner Unit with Uniqu...

Kissimmee
3 Bed 3 Bath - New Furniture 2013 - Villas South, Reunion Resort This large 1,755 sq ft ground floo...
Condo 3 / 3 / 6

*
Online booking available

$155 - $275
Per Night

$1085 - $1925
Per Week

Karen's Rolling Hills Villa

Kissimmee
As guests enter this beautiful villa they are welcomed by an entrance hall with a high ceiling. This...
Villa 4 / 3 / 8

*
Online booking available

$140 - $170
Per Night

$980 - $1190
Per Week

Magical Paradise Palms Townhouse

Kissimmee
This luxurious 2-storey townhome features a living room with a 42” flat screen TV, dining area with ...
Home 5 / 4 / 10

*
Online booking available

$140 - $200
Per Night

$980 - $1400
Per Week

IR010OR - Lovely 3 Bed 2 Bath Pool Home At Indian Ridge O...

Kissimmee
Indian Ridge Oaks has all of the comforts of your own home while you`re on vacation along with the b...
Villa 3 / 2 / 7

*
Online booking available

$125 - $165
Per Night

$875 - $1155
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