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Kissimmee Accommodations - Hotels & Rentals

About Kissimmee Vacation Rentals

Discover More than 44440 Incredible Getaway Rentals Available in Kissimmee. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Kissimmee.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Kissimmee, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Kissimmee. The Average Size of Places to Stay Near Kissimmee is 1735.5 ft², with Prices Averaging US $394 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Kissimmee. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Kissimmee

Type Count
Vacation Homes 27862
Villas 6934
Holiday Apartments 3937
Cottages 394

Use these Quick Filters to Find a Vacation Rental in Kissimmee

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Kissimmee with Online Reservations.

Weather in Kissimmee, FL

View the weather forecast for Kissimmee before booking your Kissimmee Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 53°F
March - May
High 91°F       Low 57°F
June - August
High 92°F       Low 71°F
September - November
High 90°F       Low 60°F

Activities KissimmeeGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World KissimmeeGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Old Town
Osceola Heritage Park
Silver Spurs Arena
Kissimmee Lakefront Park
Mystic Dunes Golf Club
Medieval Times
Fun Spot America
Reunion Resort Golf Course
Lake Tohopekaliga
Give Kids the World Village
192 Flea Market
Osceola Performing Arts Center
Kissimmee Civic Center
Boggy Creek Airboat Rides
Capone's Dinner Show
Osceola Regional Medical Center
Austin-Tindall Regional Park
Skate Reflections
Falcon's Fire Golf Club
Kissimmee Go-Karts

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Disney's Maingate West 19,702 Properties
Four Corners 18,818 Properties
West Kissimmee 16,647 Properties
Historic Downtown Kissimmee 8,105 Properties
Reunion 2,177 Properties
Windsor Hills 1,552 Properties
Disney's Maingate East 1,225 Properties
Windsor Palms 890 Properties
Bellavida 257 Properties
Lake Berkley 164 Properties
Buena Ventura Lakes 118 Properties
Cumbrian Lakes 117 Properties

Frequently Asked Questions About Kissimmee?

What are the top hotels, lake houses & vacation rentals in Kissimmee?

We provide an array of great vacation destinations in Kissimmee. If you are looking to stay in or around the Kissimmee area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Kissimmee:

How many Hotels & Vacation Rentals have private pools in Kissimmee?

We have 20992 Hotels & Vacation Rentals featuring a private pool in and near Kissimmee. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Kissimmee is best for families?

Searching for a family-friendly getaway in Kissimmee? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Kissimmee?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 44440 in the Kissimmee area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Kissimmee.

Nearby Neighborhood (16) 
Neighborhood Property Count
West Kissimmee Vacation Rentals in Orlando, Florida 16647
Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida 8105
Windsor Hills Vacation Rentals in Orlando, Florida 1552
Bay Lake Vacation Rentals in Orlando, Florida 1040
Windsor Palms Vacation Rentals in Orlando, Florida 890
Bellavida Vacation Rentals in Orlando, Florida 257
Lake Berkley Vacation Rentals in Orlando, Florida 164
Orange Lake Vacation Rentals in Orlando, Florida 117
Crescent Lakes Vacation Rentals in Orlando, Florida 91
Crystal Cove Vacation Rentals in Orlando, Florida 85
Crestwynd Bay Vacation Rentals in Orlando, Florida 63
Indian Point Vacation Rentals in Orlando, Florida 57
Trafalgar Village Vacation Rentals in Orlando, Florida 55
Calabria Vacation Rentals in Orlando, Florida 47
Mill Run Vacation Rentals in Orlando, Florida 765
Country Creek Estates Vacation Rentals in Orlando, Florida 8939

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