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Articles - Kissimmee, Florida, United States of America

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Airbnb
19 Best Airbnb Vacation Rentals In Kissimmee, Florida - Updated 2025

Did you know that Kissimmee, in Florida, is the vacation home rental capital of the world? With over 50,000 accommodations, this family-oriented destination has been helping to create memories for years, as it is the gateway to one of the most popular attractions for families around the world: the theme parks. Tourists and travelers enjoy these rentals' homey ambiance not found in cheap resorts or family resorts. If you are ready to be surrounded by magic, take a look at this selection of the best Airbnbs in Kissimmee, Florida. It will be the first step into a journey filled with wonder and happiness.
Vacation Rentals
10 Vacation Rentals In Kissimmee, Florida - Updated 2025

Kissimmee is an ideal destination for family trips and group vacations. The unexplored adventurous activities and a wide array of popular theme parks have made the city more popular among tourists from all over the world. The Disney theme park and water parks in this city are here to excite the kids while thrilling endeavors are available to delight the adventure seekers. Universal Orlando Resort, Walt Disney World Resort, and SeaWorld Orlando are located in close vicinity of the city. Zipping via treetops, sliding through the Everglades headwaters, and flying high on a hot air balloon are some of the best activities to try in this amazing city of Kissimmee. The Florida Mall and The Mall at Millenia in Kissimmee offer the perfect shopping experience to visitors. Other must-visit places also include Lake Tohopekaliga and Windsor Hills Resort, which is a gated community in Central Florida offering amazing community amenities. To make you choose the right accommodation, we offer you the top vacation rentals in Kissimmee.
Tiny House For Rent
Top 10 Tiny Houses For Rent In Kissimmee, Florida - Updated 2025

Kissimmee is home to many exciting entertainment venues, including some of the world's most popular theme parks. Stop by Fun Spot America Theme Parks – Kissimmee and Sunset Walk SlingShot for the most nerve-cracking rides. Kissimmee is also close to Universal Studios Florida and Walt Disney World® Resort in Orlando. If you want a little glimpse of the past, travel back in time at Old Town, another theme park in the city. Meanwhile, visit Island H2O Water Park for a fantastic water slide experience. With so much to see and explore, you'll spend most of your time in crowded spaces. So, consider renting accommodation which will offer you the peaceful rest you deserve. Book a small, quiet home to enjoy quality time with your loved ones. Check out this list of the top tiny houses for rent in Kissimmee, Florida.
Airbnb Mansion
12 Best Airbnb Mansions Near Kissimmee, Florida - Updated 2025

Kissimmee, Florida is known for its warm sunshine, theme parks, and endless entertainment options. From its world-famous theme parks like Disney World and Universal Studios to its stunning lakes and nature reserves, this area has something for everyone. Indulge in Boggy Creek Airboat Adventures and take an airboat around the creek. Museum of Military History is also a great place to learn about the Merican wartime history. Are you looking for a more luxurious vacation experience? Don't miss out on the chance to experience luxury like never before. Scroll down to read about the best Airbnb mansions near Kissimmee, Florida. **Must-Visit Spots in Kissimmee:** - Medieval Times Dinner & Tournament: Travel through time to the eleventh century and experience something you will never forget! Here you can enjoy a four-course meal befitting a king or queen, and then get ready for around two hours of nonstop thrills such as lance-shattering jousting, swordsmanship that clashes, exciting hand-to-hand combat, and exhibitions of exceptional horsemanship and falconry. - Kissimmee's Candyland Designs Co.: This is a must-see for those with a sweet tooth. Candyland Designs Co., founded by Leia Perez, specializes in unique cakes and delicacies that are sure to satisfy your sweet tooth. Best of all, you may participate in the baking while you are here. It provides workshops for bakers of all ages, as well as events where you may create your own cookies, cupcakes, and cakes!
Airbnbs With Pools
10 Best Airbnbs With Pool In Kissimmee, Florida - Updated 2025

Located in Central Florida, Kissimmee is quite a popular home base for those who want to explore Orlando's many theme parks and attractions. Kissimmee is situated just 22 mi (35 km) from Orlando and around 12 mi (19 km) from Walt Disney World Resort. Just close by are Universal Orlando Resort, SeaWorld Orlando, LEGOLAND Florida Resort, and Fun Spot America. Outdoor lovers will find plenty of adventures while staying in Kissimmee. Lake Tohopekaliga lies a short drive away and provides a wide range of water sports worth trying. Paddling Center at Shingle Creek and Kissimmee Lakefront Park are other fantastic places within the city that visitors can check out. For shopping and dining, the entertainment districts of Old Town and Disney Springs are great stops. Planning a trip and wondering where to stay? Read on for a curated list of the best Airbnbs with pool in Kissimmee, Florida.
Vacation Rentals With Private Pool
63 Kissimmee Vacation Rentals With Private Pool - Updated 2025

Kissimmee, Florida is perfect for family vacations at theme parks, a getaway with friends, or a romantic outing with your partner. This family-friendly city is within a few minutes’ drive from Walt Disney World Resort. When you have had your fill of the Disney magic, there’s also Universal Orlando Resort and SeaWorld Orlando nearby. Apart from theme parks, there's a lot on offer for nature and adventure lovers. You can zip through treetops and glide across the headwaters of the Everglades, get a close view of alligators in the Airboat and Gator Park, or soar over the lush landscape in a hot air balloon. If shopping and lounging in cafes is more your style, there are several malls, including The Florida Mall and The Mall at Millenia, with premium designer boutiques. You can feast at the top restaurants in the city as well. Are you planning to visit Kissimmee? Make sure to book relaxing accommodation for your stay. Scroll down for a list of Kissimmee vacation rentals with private pool. **Hidden gems:** - Boggy Creek Airboat Adventures: Here, you can explore a scenic 32-acre (12.95-hectare) park with beautiful lighted pathways by the lake. Take a thrilling airboat ride to spot Florida’s reptiles, wander through Lily’s Butterfly Garden, and try your luck at panning for gems and fossils. Also, don’t forget to stop by the authentic Native American Village to learn more about history. - The Paddling Center at Shingle Creek: Kayak, canoe, or paddleboard through a peaceful cypress forest. They offer rentals and guided eco-tours, making it easy to explore Florida’s natural beauty. Plus, you’re just a short distance from Walt Disney World and other well-known attractions.
Luxury Airbnb
Top 14 Luxury Airbnbs In Kissimmee, Florida - Updated 2025

Located in Florida's Osceola County, Kissimmee is just around a 30-minute drive from Orlando. The family-friendly city is favored by travelers because it is near several amusement parks. Tourists can stay in Kissimmee and drive down to Walt Disney World Resort in less than half an hour. You can also explore plenty of scenic spots in Kissimmee. Go fishing at Kissimmee Lakefront Park or plan a family trip to Lake Tohopekaliga. Other must-visit spots include Shingle Creek Regional Park and the city’s entertainment district. During your vacation here, stay in top-notch accommodations in upscale neighborhoods for an overall comfortable experience. Read on below to get acquainted with the top luxury Airbnbs in Kissimmee, Florida. **Great places for a drink in Kissimmee** - **Formosa Winery Tasting House**: Offering over 50 international wines on tap, draft beers, and seasonal delicacies, Formosa Winery Tasting House is a great place to spend an afternoon. I'd love to try out one of their bottomless mimosas! - **Vintage Vino Wine Bar**: The Tuscan-themed wine/beer/cheese bar will be a great spot to relax with friends.
Airbnb Tiny House
10 Handpicked Airbnb Tiny Houses Near Kissimmee, Florida - Updated 2025

Armed with the cheerful combination of sunny skies, sparkling bodies of water, and fun-filled attractions, Kissimmee is a bold destination in the heart of Florida. This is an ideal venue for a family getaway, and you must especially include in your itinerary a trip to Kissimmee Lakefront Park where picnic grounds and walking trails are abundant. If you don't want to miss the wild coaster rides, make sure to go to Fun Spot America. You can also sign up for the guided tours offered at the Pioneer Village, which displays pre-modern living for tourists to see. Another point of interest is the Congo River Golf where you can play miniature golf with the rest of your family! Mark this city for your next family holiday, and make it extra fun by checking out the top Airbnb tiny houses near Kissimmee, Florida, for your stay.
Pet Friendly Vacation Rentals
18 Best Pet-Friendly Vacation Rentals In Kissimmee, Florida - Updated 2025

The area of Kissimmee is near the larger city of Orlando and the legendary Disney World. The city has a population of around 55,000 people and is generally a family-friendly city, with sprawling suburbs and plenty of things like parks and sporting areas for recreation and things to do. Like most cities, Kissimmee started off with humble beginnings and was a center for the steamboat industry operating along the Kissimmee River. The industry made Kissimmee an economic boomtown until its decline when the railroad arrived. Afterward, it was the opening of nearby Disney World that made Kissimmee grow again and now the small little city is visited by thousands of people every year. If you're in the area and looking for pet-friendly accommodation to stay, read on for the best pet-friendly vacation rentals in Kissimmee, Florida.
Pet Friendly Airbnb
10 Handpicked Pet-Friendly Airbnbs In Kissimmee, Florida - Updated 2025

If you are taking your family to see Florida’s best theme parks, you can stay in Kissimmee. It is only 25 minutes away from Orlando International Airport, which readily welcomes tourists from all over the world. Mainly, Walt Disney World Resort draws tourists to the city. Other popular amusement parks in the area include LEGOLAND Florida, SeaWorld Orlando, and Universal Studios Florida. Moreover, the city is home to many outdoor recreation destinations. Kissimmee Lakefront Park is a good example, featuring picnic pavilions, shaded playgrounds, and walking paths. If you wish to bring your pets on your vacation, check out the top pet-friendly Airbnbs in Kissimmee, Florida. below.

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Vacation Rentals (10)
Airbnb (1) Airbnb Mansion (1) Airbnb Tiny House (1) Airbnbs With Pools (1) Luxury Airbnb (1) Pet Friendly Airbnb (1) Pet Friendly Vacation Rentals (1) Tiny House For Rent (1) Vacation Rentals (1) Vacation Rentals With Private Pool (1) +5 more Show less
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2 Bedroom Hotels ( 1) Family Resorts ( 1) Hotels With Lazy River ( 1) Hotels With Water Parks ( 1) Where To Stay ( 1)
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Indian Restaurants (1) Things To Do (1)

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