Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Aug 20 - Dec 26   $1400/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

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 - $500
Per Night

$1800 - $3500
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

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

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

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 - $190
Per Night

$602 - $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! This beautiful Reunio...
Home 5 / 5.5 / 10

*
Online booking available

$200 - $350
Per Night

$1400 - $2450
Per Week

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

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 - $190
Per Night

$602 - $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

5Br/4Ba home with many amenities that are sure to please ...

Kissimmee
5Br/4Ba home with many amenities that are sure to please all your guests. Be sure to book this beau...
Condo 5 / 4 / 12

*
Online booking available

$115 - $267
Per Night

$710 - $1652
Per Week

8980 Majesty Palm Road

Kissimmee
We are proud to offer this stunning 5 bedroom, 4 bathroom townhome in the popular resort community o...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Best Vacation Home Rental near Orlando Disney area in Par...

Kissimmee
You do not want to miss out on this 5 bedroom 4 bath holiday home for 14 guests. This house is full...
Home 5 / 4 / 14

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
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

$100 - $374
Per Night

$1170 - $2247
Per Week

2031 Majorca Drive

Kissimmee
If you are planning your next vacation to central Florida, be sure to book this beautiful townhouse ...
Home 5 / 4.5 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

3 BedroomTownhouse at The Villas at Seven Dwarfs (sg)

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

*
Online booking available

$110 - $225
Per Night

$770 - $1575
Per Week

Buccaneer Palm 5 Bedroom House 2985

Kissimmee
5 bedrooms, 5 bathrooms, sleeps 10. 3014 sq. ft. This beautiful luxury property has an open-plan li...
Villa 5 / 5 / 10

*
Online booking available

$235 - $270
Per Night

$1645 - $1890
Per Week

AVeranda Palms-2510GDCJGIE

Kissimmee
Veranda Palms Resort-Kissimmee, Florida is an upscale gated community located just 5 miles from Walt...
Home 4 / 3.5 / 8

*
Online booking available

$170 - $275
Per Night

$1190 - $1925
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

Reunion Reflections, 5 Bedrooms, Game Room, Private Pool,...

Kissimmee
Located at the exclusive Reunion Resort with views of the Jack Nicklaus-designed golf course, Reflec...
Home 5 / 5.5 / 12

*
Online booking available

$100 - $605
Per Night

$1400 - $3629
Per Week

VM - 6004

Kissimmee
This extraordinary and luxurious vacation villa will sleep 16 and 2 infants. Our home has seven bedr...
Villa 7 / 5 / 14

*
Online booking available

$255 - $445
Per Night

$1785 - $3115
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

$99 - $200
Per Night

$693 - $1400
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

$315 - $420
Per Night

$2205 - $2940
Per Week

7739 Comrow Street

Kissimmee
Our villa accommodates 8 people, and is equipped with everything needed to make your stay enjoyable....
Home 4 / 4 / 8

*
Online booking available

$295 - $370
Per Night

$2065 - $2590
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