Short Term Rentals in Kissimmee, FL

This 9-bed, 6-bath apartment in Kissimmee offers 4,380 sqft designed for large groups visiting Orlando attractions. The villa features two living areas, a Star Wars loft, dedicated game room with pool table, private pool and hot tub, plus full kitchen access. Located in Windsor at Westside with resort amenities including water park, lazy river, fitness center, and sports courts, just 20-25 minutes from Disney World.

Right in Kissimmee, FL, this 4,380 sqft villa accommodates 16+ guests with 9-bed, 6-bath layout across two floors. The pet-friendly property features a private pool with heating option, full kitchen with stainless steel appliances, and resort amenities including water park, lazy river, and fitness center. Minutes from Disney World, SeaWorld, and Universal Studios.

Quietly set in Kissimmee, FL, this furnished 4-bed, 3-bath townhouse offers 1,636 sqft near Disney attractions. The fully equipped kitchen, in-unit laundry, and private balcony with BBQ grill support group stays. Community amenities include a pool, hot tub, fitness center, and playground in a gated setting with parking for up to 3 vehicles.

Located in Kissimmee, FL, this fully furnished 7-bed, 5-bath apartment in the gated ChampionsGate community offers 4,014 sqft of space minutes from Disney World, SeaWorld, and Universal Studios. The unit includes a full kitchen with stainless steel appliances, private pool and hot tub, game room, and complimentary access to the community water park and clubhouse.

Ideal for larger groups, this luxurious 6-bedroom, 6-bath villa at Reunion Resort spans 2,561 sq. ft. and features spacious living areas, a full kitchen with stainless-steel appliances, and both indoor and outdoor dining options. A private pool and spa can be heated for added comfort. Enjoy the community's playgrounds and family-friendly amenities, all within a gated resort for ultimate security. Bring your well-behaved dog with a pet fee. Experience superb comfort and convenience in this stunning retreat!

This spacious 5-bedroom villa features a modern kitchen with quartz countertops and stainless appliances, perfect for gathering. Enjoy entertainment with smart HDTVs in each bedroom and a well-equipped loft offering games and movies. Relax outdoors in the private screened pool and spa, complete with sun loungers. Ideally located near Orlando's parks, this vibrant retreat balances fun and comfort for the ultimate family getaway.

This 1,356 square-foot apartment in Kissimmee includes 3-bed, 3-bath furnished layout with Disney theming and kids' playroom featuring toys, costumes, and arcade games. The two-story unit offers a full kitchen with stainless steel appliances, dedicated workspace, in-unit laundry, and assigned parking for two vehicles. Community pool and fitness center access included.

A tranquil 4-bedroom, 3-bath apartment designed for families, accommodating up to 10 guests. Enjoy a spacious living area, a fully equipped kitchen, and a fun theme room. Outside features include a private heated pool and fenced backyard. Located in the gated Lake Berkley community, amenities include access to a gym, community pool, and scenic lakes. Ideal for those visiting nearby attractions, it’s the perfect blend of comfort and convenience for an unforgettable stay.

Set in Kissimmee, FL, this furnished 6-bed, 3-bath apartment in the gated Bella Vida Resort offers 2,863 sqft with two living areas and a fully equipped kitchen. The pet-friendly unit includes a private heated pool, garage parking for 2 cars, and resort access to a fitness center and game room. Located minutes from Walt Disney World, Universal Studios, and SeaWorld.

Ideal for families, this expansive 5-bedroom, 4.5-bath apartment spans 2,260 sq. ft., perfect for up to 10 guests. Enjoy a full kitchen, cozy living areas, and a private patio with a pool. Access resort amenities like a water park and lazy river, plus the convenience of in-unit laundry. Close to Orlando attractions, this pet-friendly retreat ensures comfort and fun for everyone!

A townhouse in Kissimmee, FL, this 3-bed, 2.5-bath corner unit in Terra Esmeralda community features an open floor plan with a spacious modern kitchen and living room designed for entertaining. The 1,379 sqft layout includes in-unit laundry, dishwasher, and tile floors, plus community pool access and a top-rated elementary school just steps away.

Set in Kissimmee, FL, this 6-bed, 4-bath house sits just 2 miles from Disney World in the gated Windsor Hills Resort. The 2,812 sqft layout features a heated pool, Star Wars gaming center with movie theater, and arcade room with Xbox One and Nintendo Switch - a fit for families seeking entertainment options. Resort amenities include water slides, fitness center, and 24-hour security.

Set in Kissimmee, FL, this 5-bed, 5-bath house sits just 1.5 miles from Disney World in the gated Windsor Hills community. The 1,884 sqft villa features a heated pool and spa, state-of-the-art game room with 130" screen, and outdoor patio with TV. Full kitchen, in-unit laundry, and resort amenities including water slides complete the setup.

A house in Kissimmee, FL, this 4-bed, 5-bath vacation rental sits just 2 miles from Walt Disney World in Windsor Hills Resort. The 2,297 sqft layout features a private pool with spa, home theater with 92-inch screen, and arcade game room with seven machines. Resort amenities include community pools, fitness center, and playground access.

A condo in Kissimmee, FL, this first-floor 3-bed, 2-bath unit in the Villas at Somerset offers 1,296 sqft of move-in ready space. The practical layout sits near major attractions, shopping, and dining. Community amenities include a pool, spa, sauna, fitness center, and residents lounge.

Set in Kissimmee, FL, this 3-bed, 2-bath house features an open-concept kitchen with granite countertops and stainless steel appliances. The 1,956 sqft layout includes a huge Florida room, upgraded bathrooms, and tile and laminate flooring throughout. A fenced and paved backyard adds outdoor space, with top-rated elementary and middle schools nearby.

Set in Kissimmee, FL, this fully furnished studio apartment includes all utilities - water and electricity covered in rent. The 400 sqft space comes move-in ready with flat-screen TV, refrigerator, mini cooktop, and microwave. Located less than 30 minutes from Disney theme parks with easy access to top-rated restaurants and shopping.

Apartment with 2 beds in Beaumont, this fully renovated 2-bed, 1-bath unit features a new kitchen with granite countertops and stainless steel appliances. The 880 sqft layout includes new flooring, ceiling fans, and AC throughout. Steps from the County Courthouse, Kissimmee Police Station, downtown shops and restaurants, plus the Sunrail station for easy commuting.

Set in Kissimmee, FL, this two-story 4-bed, 3-bath corner condo offers 1,470 sqft with an open floor plan and first-floor master suite. The unit includes in-unit laundry, dishwasher, and easy parking access. Community amenities feature a resort-style pool, clubhouse, playground, and 24-hour gated entrance.