Kissimmee Vacation Rentals

Your Disney Vacation starts with a home away from it all

Spacious, beautifully appointed homes in the heart of Kissimmee — just minutes from Disney World. Wake up to resort-style amenities, then head out for a day of magic.

Explore Our Homes Call Us

15+

Vacation Homes

5 min

To Disney Parks

4.9

Guest Rating

Luxurious vacation home in Kissimmee with pool and tropical landscaping

Premium Homes

Fully furnished

Pool area at our Kissimmee vacation rental

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Our Homes

Homes designed for unforgettable family getaways

From cozy 2-bedroom retreats to sprawling 6-bedroom estates, every home is thoughtfully designed with everything your family needs for the perfect Disney vacation.

Spacious 3-bedroom home with private pool in Kissimmee

3 Bedrooms

The Magnolia Retreat

Private pool, game room, and a fully equipped gourmet kitchen — perfect for families of 6–8.

Up to 8 guests Pool Game Room

Elegant 4-bedroom vacation home with themed bedrooms

4 Bedrooms

Popular

The Disney Dream Estate

Themed bedrooms, resort-style pool with spa, and an open-concept living area for the whole family.

Up to 12 guests Pool & Spa Themed Rooms

Charming 2-bedroom cottage-style vacation rental near Disney

2 Bedrooms

The Cozy Cottage

Intimate and charming — ideal for couples or small families. Garden patio with outdoor dining.

Up to 4 guests Garden Patio Kitchen

Inquire About All Our Homes

Resort-style swimming pool at Rolling Hills Homes

Modern fully equipped kitchen in vacation rental

Comfortable themed bedroom in Kissimmee rental

Spacious living room with modern furnishings

The Experience

Everything your family needs — nothing you don't

We handle the details so you can focus on what matters: making memories with the people you love. Every home comes fully stocked, professionally managed, and ready for your arrival.

Just Minutes from Disney World

Strategically located on Magnolia Bend Ct — a short drive to all major theme parks, dining, and entertainment.

Private Pool & Outdoor Living

Most homes feature private heated pools, outdoor kitchens, and spacious patios — your own resort backyard.

Fully Furnished & Stocked

Premium linens, full kitchens, smart TVs, Wi-Fi, and themed bedrooms kids absolutely love. Just bring your suitcase.

24/7 Guest Support

Our local team is always available — before, during, and after your stay. Call us anytime at (407) 933-7789.

Guest Stories

What our guests say

"Our family had the most magical week at Rolling Hills. The home was spotless, the pool was perfect for the kids, and we were so close to the parks. We're already planning our return trip!"

Jennifer M.

Stayed in The Disney Dream Estate

"We've stayed at dozens of vacation rentals across Orlando, and Rolling Hills is by far the best. The attention to detail is incredible — from the themed rooms to the fully stocked kitchen. Truly a home away from home."

David T.

Stayed in The Magnolia Retreat

"The Cozy Cottage was the perfect escape after long days at the parks. Beautifully decorated, incredibly comfortable beds, and the host was so responsive. Highly recommend for couples or small families!"

Sarah R.

Stayed in The Cozy Cottage

Location

Perfectly positioned in the heart of Kissimmee

Located on the quiet, tree-lined Magnolia Bend Court, our homes offer the perfect balance — a peaceful residential setting with easy access to everything Orlando has to offer.

7926 Magnolia Bend Ct, Kissimmee, FL 34747

~5 min to Disney World Magic Kingdom

Minutes from Disney, Universal, and SeaWorld

Near restaurants, shopping, and Groceries

Call (407) 933-7789

Get in Touch

Ready to make your Disney vacation unforgettable?

Whether you're planning a family reunion, a birthday celebration, or just a much-needed getaway, we'd love to help you find the perfect home. Reach out today — we're here for you.

(407) 933-7789

7926 Magnolia Bend Ct, Kissimmee, FL 34747-2517

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We'll get back to you within 24 hours.