Castle and Cape Villa
24 guests
9 bedrooms
Four Corners, Osceola County
Looking for the ultimate group getaway in Florida? This spacious villa in Kissimmee is where family fun meets luxury living.
Rent Osceola County Homes with Swimming Pools
We selected the 233 homes worth renting in this location
Home spotlights in Osceola County
Strawberry Sunrise
18 guests
6 bedrooms
Polk County, Florida
Just a short drive from Disney World, this home opens its doors to a magical stay in Florida. Days can be spent exploring the nearby attraction parks as well as Downtown Orlando and Kissimmee.
Family Funhouse
34 guests
12 bedrooms
Polk County, Florida
Just twenty minutes from Disney World and close to Orlando’s top attractions, this sprawling villa is a playground for the whole family. Enjoy the private pool with built-in jacuzzi, zoom down the mini waterslide, shoot hoops, or play ping-pong and foosball, then fire up the summer kitchen for alfresco feasts.
The Blue Dunes
24 guests
10 bedrooms
Polk County, Florida
With a private pool and Jacuzzi, a game loft, and even a twelve-seat cinema, this villa delivers on every front. Calling out for a multi-generational family stay, expect ten en-suite bedrooms – including two themed bunk rooms for little ones – and banquet-worthy dining spaces in the free-flowing living spaces downstairs to gather together.
We selected the top 3% holiday homes in Osceola County Homes with Swimming Pools
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You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Osceola County, Florida, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Osceola County Home to Rent with a Swimming Pool today, and set up a holiday to remember.
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