Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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 - $270
Per Night

$1400 - $3010
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 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

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

Kissimmee
Property Description SPECIALS: Please ask about last minute vacancy rates or see our Specials page....
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
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

Springbank Townhouse at Venetian Bay Villages

Kissimmee
RECENTLY PURCHASED ...OUR STYLISH 3 BEDROOM TOWNHOUSE IS LOCATED IN THE RESORT VACATION COMMUNITY OF...
Townhome 3 / 2.5 / 7

$80 - $100
Per Night

$560 - $700
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

May 1 - May 31   Only $650 week includes everything

Beautiful Disney 3 Bedroom Condo Lowest Rates

Kissimmee
We have put a lot of love into our home and most of our previous guests usually rebook with us and r...
Condo 3 / 2 / 7

*
Online booking available

$80 - $100
Per Night

$650 - $850
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 Townhouse – Upscale Vacation Homes in Disn...

Kissimmee
This home is a 4 bedroom/ 3 bath holiday vacation town home located in the most popular resort in Ki...
Home 4 / 3 / 8

*
Online booking available

$155 - $270
Per Night

$1085 - $1890
Per Week

Serenade Condo 203, 3 Bedrooms, Windsor Hills, Elevator, ...

Kissimmee
An Orlando vacation doesn’t get better than this! Stay in Serenade Condo in the Windsor Hills Resort...
Condo 3 / 2 / 6

*
Online booking available

$86 - $11025
Per Night

$602 - $77175
Per Week

4 BR Private Pool Home in Gated Community close to Disney

Kissimmee
Lake Berkley is situated ten minutes drive east of Disney and has resort facilities that are seldom ...
Home 4 / 3 / 8

*
Online booking available

$125 - $180
Per Night

$875 - $1260
Per Week

Reunion Grand Treasure, 10 Bedroom, Encore Club, Private ...

Kissimmee
If you are looking for the best holiday destination for an entire family reunion, the Reunion Grand ...
Home 10 / 10 / 22

*
Online booking available

$475 - $1000
Per Night

$3325 - $7000
Per Week

(4BVT04LF91) Holiday town vacation home at Bella V

Kissimmee
This beautiful Vacation Home Villa at the Bellavida Resort have been designed to appeal to residents...
Home 4 / 3 / 10

*
Online booking available

$160 - $285
Per Night

$1120 - $1995
Per Week

Private, light and breezy vacation relaxation await in th...

Kissimmee
Private, light and breezy vacation relaxation await in this 5-BR luxury Feel like a celebrity in th...
Condo 5 / 4.5 / 11

*
Online booking available

$188 - $441
Per Night

$1196 - $2764
Per Week

Bella Vida Resort - 61GLFDIL

Kissimmee
Bella Vida Resort-601GLFDIL 4 bedrooms 3 baths pool home / Sleeps 8 Book This Property Bella Vida ...
Home 4 / 3 / 8

*
Online booking available

$200 - $290
Per Night

$1400 - $2030
Per Week

Sven's Sweet Home

Kissimmee
Enjoy your Orlando vacation at this light and spacious 3 bedroom 2 bathroom condominium vacation ren...
Condo 3 / 2 / 6

*
Online booking available

$130 - $210
Per Night

$910 - $1470
Per Week

Rafiki's Townhome

Kissimmee
Enjoy your Orlando vacation by staying at Regal Oaks Resort in this gorgeous 3 bedroom townhome. Thi...
Home 3 / 3 / 8

*
Online booking available

$110 - $240
Per Night

$770 - $1680
Per Week

VM - 6062

Kissimmee
Located in Windsor Hills, the Vacation Resort Community only 5 minutes away from Disney World, this ...
Villa 6 / 4 / 12

*
Online booking available

$375 - $530
Per Night

$2625 - $3710
Per Week

VM - 7008

Kissimmee
Lots of windows and light! We invite you to enjoy your next vacation at our beautifully decorated 5 ...
Home 5 / 4 / 12

*
Online booking available

$305 - $395
Per Night

$2135 - $2765
Per Week

8176 Fan Palm Way

Kissimmee
We invite you to enjoy this home on your next trip to Orlando. Absolutely perfect for family groups,...
Home 5 / 3 / 13

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
Per Week

Spacious Vacation Home Rental House with Private Pool and...

Kissimmee
This is one of the best luxury retreats you can find for your Disney vacation: only 3 miles from Dis...
Home 6 / 4 / 12

*
Online booking available

$240 - $420
Per Night

$1680 - $2940
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