Kissimmee Vacation Rentals

(169 rentals)
Terra Verde Vacation Resort Gated Community - "Best of all amenities"

$124

per night

View Details
Perfect Paradise

Perfect Paradise

7 BR | 4.5 BA | Sleeps 16 | Quick View

$225

per night

View Details
Stylishly Florida Design Southfacing Villa Near Disney

Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 10 miles to Disney Theme Parks

$101

per night

View Details
Brand New Remodeled 9 BR,Lakefront,Cinema,Pool Slide, Disney 2 Miles

$769

per night

View Details
Emerald Island Resort is 3 Miles from Walt Disney World - 7 Br Pool Home with Sp

Emerald Island Resort is 3 Miles from Walt Disney World - 7 Br Pool Home with Sp

7 BR | 4.5 BA | Sleeps 14 | Quick View

Distance to park: 3 miles to Walt Disney World

$209

per night

View Details
LUXURY VILLA ( Sunset Boulevard Community )

$150

per night

View Details
Unit 2 - 3 bedroom home 2655

Unit 2 - 3 bedroom home 2655

3 BR | 2 BA | Sleeps 8 | Quick View

Inquire for rates

View Details
Formosa Gardens home is the perfect getaway for your Orlando Disney vacation

$210

per night

View Details
Enjoy our 3000 square foot, custom luxury pool home

$239

per night

View Details
Minutes From Mickey - 3Bed 3Bath Townhome with South Facing Pool

$99

per night

View Details
Casa Esmeralda

Casa Esmeralda

7 BR | 6 BA | Sleeps 14 | Quick View

Distance to park: 3 miles to Disney World

$279

per night

View Details
Disney Villa

Disney Villa

4 BR | 3 BA | Sleeps 8 | Quick View

$86

per night

View Details
Wonderful Seasons Villa

Wonderful Seasons Villa

7 BR | 5.5 BA | Sleeps 16 | Quick View

$179

per night

View Details
"The Waters Edge" This Really is The Classiest of Them All - Award Winning Home.

$396

per night

View Details
Affordable 4/3 Southfacing Pool Vacation Home

$140

per night

View Details
Snow White Villa Close to Disney World

Snow White Villa Close to Disney World

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World Resort

$205

per night

View Details
Luxury villa with theater room, lake view and south-facing pool

Luxury villa with theater room, lake view and south-facing pool

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

View Details
The Grand Legacy

The Grand Legacy

2 BR | 2 BA | Sleeps 6 | Quick View

$91

per night

View Details
Nov/Dec Special! Windsor Hills Villa SF Pool, Arcade Game, 2.5 Miles to Disney

$226

per night

View Details
Just Reduced - Hurry! Peaceful & Private - NO Rear Neighbors! Games Room, Pool!

$155

per night

View Details
Disney by, Celabration, Kissimmee, family condo, gated, Free WI-FI

$87

per night

View Details
Enjoy resort style living in this outstanding brand new lakeside home

$139

per night

View Details
***At Disney's Door*** Just 5 minutes to Animal Kingdom!

***At Disney's Door*** Just 5 minutes to Animal Kingdom!

4 BR | 1 BA | Sleeps 10 | Quick View

Distance to park: 3 miles to Animal Kingdom, DIsney World

$193

per night

View Details
N E W !! 2014 PROFESSIONALY FURNISHED ! PRIVATE POOL BBQ GRILL ! NEAR CLUB HOUSE

$120

per night

View Details
8713C Rockingham Terrace - 3 Bedroom, 2 Bath, Sleeps 6

Inquire for rates

View Details
The Princess Villa in Emerald Island Close to Disney World

$205

per night

View Details
8 Bedroom Luxury Pool Villa with Outdoor Kitchen, Themed Rooms & Game Room!

$345

per night

View Details
Affordable Home Near Disney World

$99

per night

View Details
Private South Facing Pool w/ Jacuzzi & Kiddy pool - 4 bed, 3 bath

Inquire for rates

View Details
The View lake Berkley resort

The View lake Berkley resort

4 BR | 4 BA | Sleeps 10 | Quick View

$240

per night

View Details
DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!

$99

per night

View Details
Four Bedroom Family Vacation Home Close to Disney World!

Four Bedroom Family Vacation Home Close to Disney World!

4 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to park: 4 miles to Disney World

$130

per night

View Details
Stunning Lake View Home in an Exceptional Location

$220

per night

View Details
Micky is Waiting! May dates open! $949.20 for 7 nights!

$120

per night

View Details
Golden Memories

Golden Memories

5 BR | 3 BA | Sleeps 10 | Quick View

$130

per night

View Details
Mickeys Mansion

Mickeys Mansion

6 BR | 3 BA | Sleeps 12 | Quick View

$191

per night

View Details
Disney Magical Lakefront Villa Private Pool/24hr Spa/Gameroom Fast Wifi

Disney Magical Lakefront Villa Private Pool/24hr Spa/Gameroom Fast Wifi

7 BR | 4.5 BA | Sleeps 16 | Quick View

Distance to park: 7 miles to Disney Magic Kingdom

$185

per night

View Details
Huge, Elegant & Luxury 7 / 5.5 bath 3,200 sq ft.

$150

per night

View Details
Disney World Area Vacation Townhouse

Disney World Area Vacation Townhouse

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 3 miles to Walt Disney Word

$93

per night

View Details
Luxury Windsor Hills 3/2 Condo

Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Disney

$65

per night

View Details
Berni's Home from Home on the Gated Development of Emerald Island Resort

Berni's Home from Home on the Gated Development of Emerald Island Resort

7 BR | 4.5 BA | Sleeps 14 | Quick View

Distance to park: 5 miles to Animal Kingdom

Inquire for rates

View Details
Hundred Acre Wood

Hundred Acre Wood

6 BR | 4 BA | Sleeps 14 | Quick View

Holiday Rest

Holiday Rest

3 BR | 2 BA | Sleeps 7 | Quick View

$98

per night

View Details
Villa Cosy - Kissimmee

Villa Cosy - Kissimmee

3 BR | 2 BA | Sleeps 6 | Quick View

$95

per night

View Details
My Disney Townhouse

My Disney Townhouse

4 BR | 3.5 BA | Sleeps 10 | Quick View

Distance to park: 5 miles to Animal Kingdom

$100

per night

View Details
Sensational 3 Bedroom with everything Upgraded Low Weekly Rates

$96

per night

View Details
Steps to Disney Top Rated Gated Resort, 3BR Luxury Condo, Free Wifi, Great Rates

$79

per night

View Details
DEAL
Tiger Lake Villa

Tiger Lake Villa

7 BR | 5 BA | Sleeps 16 | Quick View

$396

per night

View Details
Your private oasis a step away from Disney is awaiting for your arrival !!!

$209

per night

View Details
THE HAVEN AT WINDSOR HILLS RESORT 5 BED POOL HOME

$195

per night

View Details

Find your ideal Kissimmee vacation rental today
 
Aiming to take an incredible vacation to Kissimmee this year? Ditch the traditional hotel and opt for a vacation rental instead. We have plenty of properties available in Kissimmee on FloridaRentals.com. Whether you’re looking for a luxury retreat or a kid-friendly home with an arcade, you can find it on our site.
 
Kissimmee, Florida travel advice
 
A short drive south of Orlando finds you in sunny, friendly Kissimmee. Here you’ll be near all the theme parks, but you’ll be away from the bustling crowds. Rentals will cost less than a stay in Orlando, so you’ll have extra cash to spend on park tickets and meals. Kissimmee also offers activities for those who love outdoor exploration, with exotic plants and animals in the local nature preserves.
 
Top attractions in Kissimmee
 
The Florida theme parks are the major draw for visitors to the Kissimmee area. Walt Disney World, Universal Studios, SeaWorld, and the Wizarding World of Harry Potter draw millions of families every year. 
 
The fun doesn’t stop as kids and adults alike can mingle with their favorite characters, feel the chills and thrills of amusement rides, and cool off in the area’s water parks. If the theme parks don’t meet your need for speed, spend an afternoon at Fun Spot America. With two unique go-kart tracks and 18 rides you’ll be dizzy with delight. 
 
The Museum of Military History offers exhibits that highlight the bravery and humanity of the men and women who have served in the armed forces. Genuine artifacts, military relics, photographs and memorable accounts by former soldiers are on display here.
 
For some Florida history, stop in to Osceola County Pioneer Village and Museum. This museum features many exhibits depicting life in the 19th century. The Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
 
Family-friendly activities in Kissimmee
 
Strap on your hiking boots and take off on the Shingle Creek Regional Trail. The trail offers a beautiful, natural environment for cyclists, pedestrians, canoeists/kayakers, bird watchers and other nature lovers.  A wide variety of habitats on the trail include Lake Tohopekaliga waterfront and islands, a pristine cypress swamp, an orange grove and wild grasslands.
 
For a more cuddly experience, Green Meadows Petting Farm has over 50 acres of animals to greet and family rides. If you’re visiting during spring training, stop in to see the Houston Astros practice as Osceola County Stadium. 
 
Of course, the options for fun aren’t limited to the parks. For golfers, Central Florida is a veritable paradise. With dozens of award-winning courses within a few square miles, you should definitely pack your clubs when visiting Kissimmee. If your family prefers mini-golf you have plenty of options, too. 
 
Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for a cookout, and fishing piers. For more along these lines, nearby St. Cloud Lakefront Park and Beach offers a family picnic area and volleyball court. Located along the breathtaking Lake Tohopekaliga, these parks are great options to spend a relaxing afternoon.
 
Spend your evenings in Old Town Kissimmee, where every Saturday night there is a classic car cruise through the city streets, accompanied by a live band. In Old Town you’ll also find everything from high end retailers to souvenir shops. There is live music playing almost every night, and restaurants offering pizza, Tex-Mex, or anything in between. 
 
Annual events in Kissimmee
 
Osceola Heritage Park has a variety of world-class shows and sporting events. You'll find the Silver Spurs Rodeo here, too. It's a real crowd pleaser, offering a taste of the Wild West and reflective of the Kissimmee area's ranching heritage. You can watch bull riding, bronco bucking, barrel racing, steer wrestling, team roping, and even those funny rodeo clowns.
 
Why book your Kissimmee house on FloridaRentals.com?
 
And remember - booking a Kissimmee vacation rental on FloridaRentals.com can save you 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Book today!