Kissimmee, FL, US holiday rentals: villas & more

Discover a selection of more than 10,000 holiday rentals in Kissimmee, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at £ 120 per night, and villas and houses are popular options for a stay in Kissimmee. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Kissimmee

Search 22,570 holiday rentals

Stayed Apr 2021

Spacious and comfy

The house itself is very nice. There was plenty of kitchen utensils and cookware for cooking. Only a few things to update. Kitchen needed oven mittens, the pool is really a jacuzzi but doesn’t get really warm, no garage key and you have to get out of...

Stayed Apr 2021

Family vacation

We came down for spring break, and had an amazing time. The house was perfect for us. Had everything covered and very detailed instructions. Laid by the pool and swam every day...except the one stormy day. Thanks for allowing us to stay and escape! W...

Stayed Apr 2021

Wonderful!

We had a wonderful stay! The house was very clean. We found the home well stocked for our needs. The extra touches, such as pool toys, play pens, and baby seat were very much appreciated! Convenient location and easy to find. Great communication with...

Stayed Apr 2021

Wonderful House For Families

This house was perfect for our family vacation and is in the perfect location! We had 7 adults & 5 kids all under the age of 5 and it was more than accommodating! There’s everything you need & more! The water slide was a huge hit and we can’t wait to...

Stayed Mar 2021

Great family property close to everything!

The property was perfect for our family of four including two teens. We had everything we needed to feel like we were at home. The game room in the garage was awesome for family competitions of ping pong. The huge couch in the living room was great f...

Stayed Mar 2021

Perfect location and clean!

We enjoyed our stay. The house was very spacey for our family of 5 (with beds to spare). When we arrived it was apparent that extra time was spent to ensure cleanliness. Some parts of the house have been updated and are very modern. The carpet on the...

Stayed Mar 2021

Nice but....

The house in and of itself was nice. When we got there we had to clean the tables as there was syrup on the main dinning room table. The outside and eat in kitchen tables were also not clean. When we discovered that they were not coming clean...I wen...

Stayed Mar 2021

Family Vacation

Check in went smoothly. Outside and inside of the house look just like pictures posted. It was clean. Just had a little cosmetic issues. Management was great! Great and quiet neighborhood. Overall, I would recommend this house and if we were to stay ...

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Destination guide

Enjoy amusement parks and adventures from Kissimmee villas

Another popular central Florida holiday destination is Kissimmee. Florida villa rentals are abundant in Kissimmee, and this is a top spot for golf and family fun. Kissimmee is in an ideal location to enjoy the amusement parks and adventures that are available in Orlando. The proximity to Orlando also means you'll likely find top-notch villas for a great price. Kissimmee has plenty of amazing attractions in its own right as well, such as swamp tours to see Florida wildlife up close and Old Town Kissimmee with its world-class shopping and dining. Kissimmee is also lovely for a romantic getaway.

Activities

Sightseeing in and around Kissimmee

Are you hoping to find things to do while you're in the area? Venture out of your holiday home and experience everything that makes Kissimmee a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

SeaWorld® Orlando (8.9 mi / 14.3 km)
Universal Studios Florida™ (12.8 mi / 20.5 km)
Walt Disney World® (13.6 mi / 21.9 km)
Gatorland® (3.8 mi / 6.2 km)
Discovery Cove (8.4 mi / 13.6 km)
Aquatica (8.9 mi / 14.3 km)

Weather

Seasonal weather averages in Kissimmee

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 33°F.

Natural features

Exploring the natural landscape of Kissimmee

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Kissimmee is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Kissimmee Lakefront Park (0.2 mi / 0.4 km)
Brinson Park (0.5 mi / 0.8 km)
Shingle Creek Regional Park (3 mi / 4.8 km)
Lake Cecile (5 mi / 8 km)
Lake Tohopekaliga (6.2 mi / 10 km)
Lake Bryan (7.5 mi / 12.1 km)

How to get there

Transport to and around Kissimmee

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 1.9 mi (3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Orlando, FL (MCO-Orlando Intl.), which is 11.2 mi (18 km) away.

If you're travelling by train, the main station serving the city is Kissimmee Station.

How to get around

Getting around holiday rentals in Kissimmee

Rental cars are ubiquitous in Kissimmee and a vast majority of the travellers who head here on a family break will opt for their own wheels. It's easy to see why. Not only do loads of Kissimmee holiday homes come with on-site parking but the city is really well-linked to Highway 192. That has 2 advantages; 1st, it connects with Interstate 4 to get you to the theme parks in less than 30 minutes, and 2nd, it connects with Route 441, to get you to Orlando International Airport in just 25 minutes. There is a public bus provider for those determined not to rent a car. It's called the LYNX network and has routes going to central Orlando and the popular draws along International Drive.

Restaurants and bars

Restaurant areas to try near Kissimmee holiday homes

Historic Downtown Kissimmee is the main place to dine, with its fun-loving themed restaurants
Lake Buena Vista is home to more family eateries than you can shake an American burger at – go there for dining close to Disney World
Budget buffet restaurants can be found fringing the edges of Highway 192
Head up to Hollywood Way to find rock-themed cocktail bars, sushi kitchens and Cajun shrimp cooks
This whole area of central Florida is a great place to be if you like Tex-Mex food and BBQ – try Main Street and Vine Street for those

Essential info

Kissimmee facts to know for travellers

Kissimmee has a population of just under 70,000
Kissimmee is often coupled with the nearby town of St Cloud, called the Kissimmee-St Cloud area
The closest major airport is the huge Orlando International Airport
The hurricane season lasts from June to November, so be ready for some storms in Kissimmee then
Kissimmee holiday rentals tend to be popular at Christmas and during major holidays

Family friendly

Fun for the whole family in Kissimmee

Kissimmee villa rentals are a real family favourite. That's not just because they often come with on-site pools and plenty of bedrooms, but also because they sit right on the cusp of some of the Sunshine State's most fun-inducing draws. Walt Disney World is the obvious chart-topper. It sprawls out, with its clutch of different theme parks, just a whisker to the north-west – home to the mighty Animal Kingdom and the spires of Cinderella's castle. Universal Studios is also up that way, packed with Harry Potter-themed attractions and cartoon-inspired roller coasters. Closer to home, you can hit the Osceola Heritage Park for days of Major League Baseball showdowns, or sample Silver Spurs Arena for rollicking rodeos at night.

Can I find a vacation rental around Kissimmee?

Yes, our 2021 property listings offer a large selection of 22,570 vacation rentals near Kissimmee. From 5,437 villas to 18,073 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Kissimmee for a holiday or a weekend are on Vrbo.

What is the best area to stay when traveling to Kissimmee?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kissimmee:

Lindfields: 2,154 vacation rentals
Lake Berkley: 819 vacation rentals
Cumbrian Lakes: 130 vacation rentals
Sunset Lakes: 4,245 vacation rentals
Bellavida: 839 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Kissimmee?

Vrbo UK offers a large selection of vacation rentals near lovely places in Kissimmee. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

Reunion Resort Golf Course: 24,484 vacation rentals
Remington Golf Club: 25 vacation rentals
Osceola County Stadium: 23,745 vacation rentals
Kissimmee Lakefront Park: 21,482 vacation rentals
Old Town: 24,723 vacation rentals

But there are many other points of interest around Kissimmee listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Villas in Kissimmee?

Yes, of course. Vrbo UK has 5,437 Villas in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

Houses: 18,073 rentals available
Resorts: 835 rentals available
Flats: 3,387 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Kissimmee?

Yes, you can select your preferred vacation rental with pool among our 21,441 vacation rentals with pool available in Kissimmee. Please use our search bar to access the selection of vacation rentals available.