Last Updated October 26, 2021 10/26/2021

15 Best Airbnb Rentals in Kissimmee, Florida

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Located 15 miles from Orlando International Airport and minutes from the theme parks of Walt Disney World, Kissimmee is close to downtown Orlando, historic Winter Park, Universal Studios and Sea World. It’s also about 90 minutes from beaches on either coast, making it a great place to lay your head when visiting the Central Florida area. Being such a popular vacation spot means having top notch vacation rentals available for groups of any size. Here are the top Airbnb rentals in Kissimmee that your friends and family will love.

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Incredible 7-Bedroom Home with Game Room & Themed Rooms
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Avengers Themed Game Room

Incredible 7-Bedroom Home with Game Room & Themed Rooms

Perfect for Disney lovers, this seven-bedroom, 4.5-bath home sleeps 12 guests comfortably. The Star Wars- and Disney Princess-themed bedrooms help set the tone, while the Marvel Comics-themed game room has video games and an air hockey table to help keep visitors entertained. There’s also an outdoor living area along with a screened-in swimming pool and spa for guests to enjoy.

Amazing 6-Bedroom at Storey Lake Next to Disney
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Amazing 6 Bedroom at Storey Lake Next to Disney

Amazing 6-Bedroom at Storey Lake Next to Disney

This 3,200-square-foot home is a dream location for families with children or those who are kids at heart. The game room in the house has an air hockey table, foosball table and large screen television with PlayStation 4. Sleeping up to 16, four out of the six bedrooms have 50” Smart TVs and the house also has a private pool and spa, outdoor dining area and gas grill for cookouts.

Bonnet Creek Condo in Disney Gates
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Patio view Bonnet Creek condo on Disney property

Bonnet Creek Condo in Disney Gates

Resort-style living right on Disney property! This two-bedroom, 1.5-bathroom condo is in the Bonnet Creek area that is part of the Walt Disney World property. So close that it’s across the main road from Disney Springs, giving you easy access to everything Disney related. With a Mediterranean feel, the resort has miniature golf, five swimming pools, table tennis, on-site restaurants, coffee shop and two lazy rivers.

9-Bedroom Mansion with Private Pool, Hot Tub, BBQ
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Nine-Bedroom Mansion with Private Pool, Hot Tub, BBQ

9-Bedroom Mansion with Private Pool, Hot Tub, BBQ

Sleeping up to 20 people, this home with nine bedrooms and eight bathrooms offers vacation luxury for every group. A large dining room, kitchen with two refrigerators, on-site laundry, private screened-in pool, hot tub and BBQ will keep all visitors happy. But you don’t have to stay in the house. Located in Bella Vida Resort, visitors also have access to two large pools, a fitness facility and playground.

5-Bedroom Vacation Villa with Private Pool & Jacuzzi
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5-bedroom Vacation Villa w/ Private Pool & Jacuzzi

5-Bedroom Vacation Villa with Private Pool & Jacuzzi

At over 3,000 square feet, this five-bedroom, five-bathroom home works for family getaways or work retreats. Each bedroom is artfully decorated, including one that is great for Star Wars fans. The open concept allows those in the kitchen to converse with everyone in the dining and living rooms and the pool, spa, and foosball table will keep guests entertained for hours.

Stunning Disney with Vine that Sleeps 15
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Stunning Disney w Vine! Master Jacuzzi – Sleeps 15

Stunning Disney with Vine that Sleeps 15

Take in the lake views from this home with six bedrooms and four baths. With a large kitchen, multiple seating areas, pool table, foosball table and swimming pool, there are opportunities for friends or family traveling together to have plenty of fun. There are even grapes growing on trellises in the backyard! With bedrooms themed in Marvel Comics, beach, Disney and Minions, there’s a décor for everyone.

Best Location Home for Up To 12 Guests at Lucaya
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Best Location Home For Up To 12 Guests At Lucaya

Best Location Home for Up To 12 Guests at Lucaya

A great place to lay your head when traveling this kids, this townhome has four bedrooms, three bathrooms and can sleep up to 12 thanks to multiple sets of large bunkbeds. A fully equipped kitchen and large dining table helps keep all the guests well fed. Guests are welcome to enjoy the amenities of the resort, which include a heated pool, spa, sand volleyball court and community center with fitness room.

Disney World Vacation Home – The Mouse Townhouse #3
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Mickey and Minnie Themed Bedroom

Disney World Vacation Home – The Mouse Townhouse #3

This two-bedroom, two-bathroom townhouse is great for smaller groups who can’t get enough of a Disney theme. From the couch pillows, wall hangings, kitchen accessories and bedroom linens, you’ll never miss Mickey or Minnie. But it’s not only about the House of the Mouse. Located inside FantasyWorld Resort, guests have access to resort amenities of heated pools, a splash pad, Jacuzzi, playground, batting cages, mini golf, a water park and a pool bar.

New 11-Bedroom Mansion with Spa, Billiard & Movie Theater
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New 11-Bedroom Mansion Living Room

New 11-Bedroom Mansion with Spa, Billiard & Movie Theater

With 11 bedrooms, 11.5 bathrooms, hot tub, private pool, wine fridge, two refrigerators, two ovens, and BBQ, this home is able to host the biggest family reunion. Located 10 minutes from Walt Disney World, you’ll be close to visit the parks. And while at home, a large pool table and vintage video game units will keep your party occupied.

Casa Near Disney 5-Bed/3-Bath Lakefront Pool Home
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Casa Near Disney 5 Bed/3 Bath Lakefront Pool Home

Casa Near Disney 5-Bed/3-Bath Lakefront Pool Home

Enjoy views of the lake from the screened-in pool and hot tub at this five-bedroom home. Located inside a gated community, the house has a Disney-themed bedroom, two full bathrooms and a grill, along with a community playground for visiting children.

Luxury Windsor Hills Condo
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Frozen themed bedroom

Luxury Windsor Hills Condo

You don’t have to let it go in this vacation rental. The two-bedroom, two-bath condo has a Frozen-themed room with lighting that can be dimmed to make a sparkling effect, glitter walls and decorative themed bedding. There’s also a Mickey Mouse-themed bedroom to help the festive feel. The living area is spacious enough for the six guests to dine and relax or enjoy the screened patio, and there’s an in-unit washer and dryer. The community amenities available for guests to use include a game room, heated Olympic-sized pool, water slides, pool table and tennis courts.

Villa The Star: Private South Facing Pool and Spa
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Red and gray themed decor

Villa The Star: Private South Facing Pool and Spa

Bathed in red and gray, this rental has room for 10 people with five bedrooms and four bathrooms. Even though it’s located only three miles from the gates of Walt Disney World, there’s no need to ever leave the house. With a large smart TV, gourmet kitchen, formal dining room, two master bedrooms, game room with arcade game and air hockey table, screened-in porch, pool, hot tub and fenced yard, the house has plenty of activities to enjoy.

Disney is Next Door
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Disney Is Next Door

Disney is Next Door

Looking for a place that sleeps up to 10 and is located down the street from Walt Disney World? Look no further. This four-bedroom, 3.5-bath townhouse is also located within a gated resort community that allows renters to use the community swimming pool, sauna, tennis and basketball courts, and fitness room.

What a Vacation House with Private Pool & More
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What A Vacation House With Private Pool And More

What a Vacation House with Private Pool & More

Everything you need for a getaway for up to 10 is in this vacation rental. Outdoors, the home’s screened-in pool, spa and barbecue area will let you enjoy the Florida sun while right across the street is a neighborhood park with a playground for children. Inside, when not using the five bedrooms and four bathrooms, spend time in the game room playing board games, billiards and air hockey.

A Hidden Treasure! Theater + AquaPark Near Disney
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A Hidden Treasure! Theater + AquaPark Near Disney

A Hidden Treasure! Theater + AquaPark Near Disney

Located in Encore Resort at Reunion Water Park, this 11-bedroom home accommodates 16 guests, making it a great getaway for groups traveling with multiple families. With access to a 3-acre water park with slides, a splash zone and an adults-only pool, the resort also has full-service restaurants, a kid’s club and free transportation to the local amusement parks. Not in the mood to head out of the house? Don’t worry – the house has its own pool, hot tub, large kitchen, televisions in each bedroom, 10.5 spa-like bathrooms and Wi-Fi.

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