Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

$86 - $190
Per Night

$602 - $1330
Per Week

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

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

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 Bedrooms Townhouse at The Villas at Seven Dwarfs (rg)

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

2936 Buccaneer Palm Road

Kissimmee
On your next trip to the sunshine state, check out this 5 bedroom, 5 bathroom pool and spa home. Wit...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

Charming 4 bedroom 3 bath home of tranquility!

Kissimmee
Your new 4 bedroom 3 bath holiday home is fully equipped with everything you will need while on vaca...
Home 4 / 3 / 8

*
Online booking available

$155 - $270
Per Night

$1085 - $1890
Per Week

Paradise in Orlando with fully equipped kitchen!

Kissimmee
Plan your next family vacation at this beautifully furnished and decorated 5 bedroom 5 bath single f...
Home 5 / 5 / 14

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
Per Week

Bransbury

Kissimmee
3 Bedrooms - 2 Bathrooms Private Pool Home in Kissimmee. This home offers ample room with: a kitche...
Home 3 / 2 / 8

*
Online booking available

$140 - $260
Per Night

$980 - $1820
Per Week

Sweet Magnolia

Kissimmee
See nightly fireworks while relaxing on the pool deck from this luxury four bedroom, 3 bath pool hom...
Villa 4 / 3 / 8

*
Online booking available

$190 - $235
Per Night

$1330 - $1645
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

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

$125 - $250
Per Night

$875 - $1750
Per Week

8883 Menton Loop

Kissimmee
Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vac...
Home 8 / 6 / 16

*
Online booking available

$535 - $725
Per Night

$3745 - $5075
Per Week

Windsor at Westside 8878AMLJGI

Kissimmee
Windsor at Westside-8878AMLJGI 8 bedrooms 6 baths pool home / Sleeps 16 Windsor at Westside - Kiss...
Home 8 / 6 / 16

*
Online booking available

$420 - $835
Per Night

$2940 - $5845
Per Week

Aruba Palms

Kissimmee
This home has just been completely 100% refurbished and shows like new !!! Looking for a luxurious h...
Villa 3 / 2 / 6

*
Online booking available

$200 - $265
Per Night

$1400 - $1855
Per Week

Aboo's Humble Abode

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

*
Online booking available

$170 - $245
Per Night

$1190 - $1715
Per Week

VM - 4196

Kissimmee
Storey Lake-4872VCTDI 4 bedrooms 3 baths pool home / Sleeps 8 Please note: this brand new town hom...
Home 4 / 3 / 8

*
Online booking available

$135 - $240
Per Night

$945 - $1680
Per Week

2572 Archfeld Blvd

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

$405 - $545
Per Night

$2835 - $3815
Per Week

Home from Home

Kissimmee
Located in the prestigious Windsor Hills gated community, this 4-star condo has 3 large bedrooms, 2 ...
Condo 3 / 2 / 8

*
Online booking available

$95 - $150
Per Night

$665 - $1050
Per Week

The Windsor Hills Resort-2653G

Kissimmee
Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disn...
Home 6 / 6 / 12

*
Online booking available

$200 - $365
Per Night

$1400 - $2555
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