Kissimmee Apartment Rentals & Vacation Rentals - 794 Rentals Available

Sort: Relevance
List
Map
Min price
Max price
Bedrooms
Guests
More filters
Your search has been expanded to include more rentals
AMENITIES
RENTAL TYPES
Close x
Loading...
1 / 17

Kissimmee Home
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Beautiful house ! Great location, close to I- 4. The personal from Tropical Escape were great and very helpful especially Ann Maria. 100% recommended!"
- jennifer suarez, Iowa
(2) Excellent (2 reviews)
1 / 26

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"I see my daughter Bree posted a review as well but I just wanted to say thank you for a beautiful Villa and your outstanding service. I was very pleased with our service and you were able to get us in a little earlier before check in time which was very..."
- Tami Brandau, West Monroe, LA USA
(18) Excellent (18 reviews)
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The house was everything in the listing and more. It was great to relax by the pool in this quiet development after a crowded day at the parks. Linda has thought of everything right down to a 1/2 bathroom outside next to the pool. It was a great stay..."
- Robert Polo, West Hartford, CT
(1) Excellent (1 review)
1 / 56

Kissimmee Home
9 BR / 6 BA / Sleeps 20 9 20 3 night min stay
Home / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
"Stayed with my family for 2 nights. Was an amazing experience! House is very spacious and accommodated my family of 22 with ease. Home was very clean and well kept. Pool was very cold - I advise you to request heating services otherwise your spa (jacuzzi)..."
- Dee-Dee Richards-Johnson, Kissimmee, FL USA
(8) Excellent (8 reviews)
1 / 28

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 16 6 16 5 night min stay
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"GREAT PLACE ..eveything works and enough space to have privacy and still have nice places for family fun"
- Ernesto Valladares, Hollywood Beach FL. USA
(2) Excellent (2 reviews)
1 / 21

Kissimmee Home
5 BR / 3.5 BA / Sleeps 10 5 10 5 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"I'm pleased that i found Vacation Home Rental. This year's vacation had to be rated as my family's best vacating thus far. Now I'm honestly able to say that hotel rooms are overrated and a vacation home is a top pick. The home was lovely and easy to find..."
- Kizzie Mitchell, The Bahamas
(1) Excellent (1 review)
1 / 17

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 1 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
1 / 25

Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area."
- Lynn Savage Jaquin, Syracuse, New York
(15) Excellent (15 reviews)
1 / 20

Kissimmee Home
7 BR / 3.5 BA / Sleeps 16 7 16 3 night min stay
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 3.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This is one of the best place you could ever have for a vacation. My family had the best time, there was more than enough room for everyone. It was stock with everything you would have at your own home. I would recommend this vacation home to everyone,..."
- Debora Lowe, Acworth, Ga. USA
(6) Excellent (6 reviews)
1 / 17

Kissimmee Home
7 BR / 4.5 BA / Sleeps 16 7 16 3 night min stay
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This property was perfect for our family trip. We had 7 adults and 5 children and still had extra bedrooms. My son in law enjoyed the hot tub for his aching back. The home is very close to grocery stores, restaurants, pharmacies and only a 10- 15 min..."
- Dara Barwick, Georgia
(6) Excellent (6 reviews)
1 / 30

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"When we walked in the condo, we were amazed at how nice the condo was. Very clean. There were 3 adults and 3 children and there was plenty of room. The high tech electronic lock to enter the condo was wonderful. You didn't have to worry about a key..."
- Donna Oberhellmann, Lebanon, IL USA
(5) Excellent (5 reviews)
1 / 24

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 7 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We stayed for nearly 2 weeks with 4 adults and 7 children at this home and never felt cramped. This was our 2nd time at Windsor Hills, and the location is perfect if you are looking for a home near Disney. I especially liked the pool area for the kids...."
- Matt Ozinga, Grand Rapids, MI
(16) Excellent (16 reviews)
1 / 17

Kissimmee Townhouse
2 BR / 2 BA / Sleeps 6 2 6 2 night min stay
Townhouse / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I booked this location for a vacation and received everything very quickly. Unfortunately I experienced an event that had to change my plans. My new dates were not available so I was not able to stay there however Rich was amazing. He kept in contact ..."
- Dave McNamara, Pensacola, FL.
(3) Excellent (3 reviews)
1 / 40

Kissimmee Villa
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"I recently planned a family trip to FL (Husband, Brother, Sister in Law, their nephew, and my Mom & Dad). Sausalito provided just enough space for all of us to feel right at home. It was my first time renting a home, and definitely not my last...."
- Cindy Ralat, Passaic, NJ
(2) Excellent (2 reviews)
1 / 52

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 3 night min stay
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"Location, location, location! This well- equipped neat, spacious and cozy luxury home is close to everything you'd ever want to do in Orlando, Florida. Children open the patio doors and they are in their own pool, while the family relax in or out..."
- Craig Yorke, Baddeck, Nova Scotia, Canada
(1) Excellent (1 review)
1 / 13

Kissimmee Townhouse
4 BR / 3.5 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This vacation rental was an awesome place to stay for our family. Liked everything about it and was in a great location. Would definitely recommend this townhouse to my family and friends"
- Indira, Ohio
(22) Excellent (22 reviews)
1 / 67

Kissimmee Home
7 BR / 7.5 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 7.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We loved staying in this house. I picked it for the number of bedrooms with baths (7/7.5) along with the size and amenities. We were not disappointed with anything about the property or the customer service. It's close to everything including Disney. ..."
- Vickie Wilks Wisian, Texas
(1) Excellent (1 review)
1 / 24

Kissimmee Home
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"This finely appointed home provided just the oasis we needed after busy days at the parks and shopping spots of Orlando. Home is spacious, clean, well decorated. The beds were super comfy, lots of linens at our disposal. The pool and hot tub contained..."
- Gigi Agnes MacDonald, Sheet Harbour, Nova Scotia, Canada
(13) Excellent (13 reviews)
1  2  3  4  5 
12345
page 1 of 27
LoadingLoading...

About Kissimmee

Whether you want to visit theme parks or nature preserves, Kissimmee is the place to be in Central Florida. Take your pick from dozens of luxurious Kissimmee villas, and enjoy a dip in the pool and plenty of fun in the Florida sun.

Introduction to Kissimmee

Located just a short hop away from Orlando, Kissimmee is a small city that offers quick and convenient access to a whole range of family friendly activities. When you want to take the kids on a trip to Central Florida but don’t want the stress or expense of vacationing at the theme parks, consider staying at one of the affordable Kissimmee villas. Vacation properties in Kissimmee give you the space to have a good time without breaking the bank.

Kissimmee Climate

Like most of Central Florida, Kissimmee enjoys hot, humid summers followed by mild winters. If you visit in December or January, you’ll find temperatures around 60 degrees, while temperatures top out around 90 in July and August.

How to Get Around Kissimmee

If you’re flying to Kissimmee, Orlando International Airport is an easy 25-minute drive away. Public busses and private shuttles can transport visitors around the Kissimmee area, but if you want to explore on your own, renting a car is your best bet. You can easily get from your vacation home to the theme parks, or to the natural attractions, on your own schedule with a car.

Visit the Parks

The rides and attractions at Disney World are just a short drive away, but Kissimmee also boasts several of its own parks. Right on Lake Tohopekaliga, Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for family get togethers, and fishing piers for everyone. If you time your visit right, you can even catch one of the many festivals or events on the park’s outdoor stage.

If you’re looking for something more outdoorsy, visit Shingle Creek Regional Park, which encompasses over 1,000 acres. Canoe along the creek, hike the trails, and enjoy a picnic near the park’s historic pioneer homes. Even more impressive is the Disney Wilderness Preserve, which includes 11,500 acres and over 1,000 plant and animal species. Explore wetlands, swamps, and a freshwater marsh while spotting bats, snakes, and even panthers.

Shop and Dine in Old Town

When you’re ready to do some shopping or grab a bite to eat, head straight for Kissimme’s Old Town neighborhood. Here you’ll find everything from souvenir shops to places to stock up on warm weather gear. To fuel up for more adventures, dig into pizza, Tex-Mex, or pub grub. You can even enjoy a night out at one of the live music venues or nightclubs in Old Town.

Just a few miles from Disney, Kissimmee offers the best of everything. With parks and preserves that will keep everyone entertained, Kissimmee villas that comfortably fit the whole family, and easy access to all the fun at Disney World, Kissimmee is a great vacation destination.


----

Kissimmee, Florida Travel Tips

Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable vacation in Kissimmee.

Beaches and Parks

St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.

Theme Parks

What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.

Outdoor Adventures

Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.

Fun With Kids

The kids will have no shortage of things to do while enjoying their time in Kissimmee. Kids and parents will have a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.