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Modern entire homes in Kissimmee, Florida

Trusted by over 4,945 guests · Save 15% on platform fees · Secured by Stripe

About This Collection

As the holiday season approaches, Kissimmee transforms into a vibrant hub for travelers seeking sun-soaked adventures and family-friendly fun. Known for its proximity to world-famous theme parks and natural attractions, this Florida city offers a perfect blend of excitement and relaxation. With mild temperatures and abundant sunshine, the fall months invite visitors to explore outdoor activities, from scenic nature trails to thrilling amusement parks, making it an ideal time to enjoy all that Kissimmee has to offer.

Our collection of modern entire homes in Kissimmee caters to families and groups looking for spacious accommodations that provide the comforts of home. With amenities such as private pools and open living spaces, these properties are perfect for unwinding after a day of exploration. To make the most of your stay, consider planning some downtime by the pool or enjoying a family meal in the well-equipped kitchen. This holiday season, embrace the warmth of Florida with a stay that balances adventure and relaxation.

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What Our Guests Have To Say

Don't take our word for it - trust the 4945 reviews from our guests.

R Aundrea FRIEDLEY
This property was good size for 7 of us. the attendant Maria was prompt to respond we just kept missing each other. we were gone all day and busy so she would respond and we wouldn't get it til night. I think this is fairly new listing and I would recommend it, they were good to work with. we were 20 minutes from universal where we spent the week, (go the back roads), and you miss traffic. we didnt spend much time here. exhausted, slept, left the next morning early, but everything seemed to be available that we needed. so much space that the 7 of us had no problem with our own space. two living rooms. two dining rooms. the pool. the neighborhood is a good walking area too, you can walk to the community center. very nice gentleman and manager there too. the only thing i would recommend is a little brighter lighting in the rooms. I'm used to bright lights and there really is only lamps.

R Aundrea FRIEDLEY

5
·

Oct 2025

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Frequently Asked Questions

Discover expert tips for finding modern vacation rentals in Kissimmee that suit your travel needs.

Look for rentals that feature open floor plans, updated kitchens, and outdoor spaces for relaxation. Modern amenities like smart home technology and energy-efficient appliances can enhance your stay. Additionally, consider proximity to attractions like Disney World and local dining options for a convenient experience.

The best time to visit Kissimmee is during the cooler months from November to April, when temperatures are pleasant and crowds are smaller. Summer can be hot and humid, but it also offers lower rental rates. Plan your trip around school holidays for family-friendly activities and events.

Entire home rentals provide more space, privacy, and the comforts of home, such as kitchens and laundry facilities. This can be especially beneficial for families or groups traveling together. Many homes also offer private pools and outdoor areas, enhancing your vacation experience beyond what a hotel can provide.

Look for homes with multiple bedrooms, childproof amenities, and entertainment options like game rooms or pools. Proximity to family attractions like theme parks is also crucial for convenience. Many rentals offer features like cribs, high chairs, and fenced yards, making them ideal for families with young children.

Popular neighborhoods include Windsor Hills and Formosa Gardens, known for their modern homes and proximity to theme parks. These areas offer community amenities like pools and playgrounds. Consider locations with easy access to major roads for a hassle-free commute to attractions and dining options.

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