Rent Osceola County Homes with Swimming Pools

We selected the 290 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Osceola County

Lemon Blue

Lemon Blue

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

This house boasts an impressive array of themed rooms and entertainment options. The arcade room features games such as Dueling Hoop Fevers and Air Hockey, while the loft space offers six flat screen TVs, board games, poker, pool, and a karaoke system.

The Ocean's Voice

The Ocean's Voice

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This brand new 4-bedroom, 3-bathroom property with a pool is located in the Storey Lake Resort and promises an amazing vacation. The bedrooms are cozy and spacious with one queen bedroom upstairs and downstairs, a king suite, a bedroom with full and twin beds, and another bedroom with bunk beds, full over twin, and a twin trundle bed.

The Last Frontier

The Last Frontier

  • 11 guests

  • 3 bedrooms

Four Corners, Osceola County

This stunning vacation rental is a brand new 4-bedroom, 3-bathroom property with a pool, located in the new phase of Champions Gate Resort. The bedrooms include 2 king-sized beds, one room with a full and twin bed, and another room with a twin over full bunk bed and a trundle twin bed.

The Tallest Tree

The Tallest Tree

  • 28 guests

  • 10 bedrooms

Polk County, Florida

This is a luxurious and spacious 11-bedroom vacation home that offers a wide range of amenities for guests of all ages. The grand entrance welcomes visitors into an upscale central living area with sleek couches and modern furnishings.


We selected the top 3% holiday homes in Osceola County Homes with Swimming Pools

Explore the 290 most perfect homes in our collection

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Most popular homes in Osceola County

The Blue Burdock

The Blue Burdock

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Tangerine Blaze

Tangerine Blaze

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Paradise on the Shore

Paradise on the Shore

  • 12 guests

  • 5 bedrooms

Osceola County, Florida

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

A History of the Sun

A History of the Sun

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

The Magic of Disney

The Magic of Disney

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

A Little Piece of Sunshine

A Little Piece of Sunshine

  • 28 guests

  • 11 bedrooms

Polk County, Florida

The Lazy River

The Lazy River

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

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Frequently asked questions

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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