Osceola County Holiday Homes with Staff

We selected the 260 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

Close To The Country

Close To The Country

  • 10 guests

  • 4 bedrooms

Four Corners, Osceola County

This brand new vacation rental boasts 4 bedrooms and 3 bathrooms, nestled in the new phase of Champions Gate Resort. The bedrooms are comprised of a downstairs King bedroom, an upstairs master suite, and two bedrooms with a full and twin bed each.

Sea View Sanctuary

Sea View Sanctuary

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

This newly furnished and decorated single-family home is located in the Storey Lake community, close to Disney, Disney Springs, restaurants, and shopping centers. The cozy 7-bedroom home features 5 bathrooms, a game room with pool table and air hockey, a fully equipped kitchen, private screened pool and spa, and internet and cable.

Paradise on the Shore

Paradise on the Shore

  • 12 guests

  • 5 bedrooms

Osceola County, Florida

This brand new vacation rental in Storey Lake Resort is perfect for a luxurious getaway. With 5 bedrooms and 4 bathrooms, this property can accommodate large groups.

Bulletproof Blue

Bulletproof Blue

  • 6 guests

  • 2 bedrooms

Osceola County, Florida

This stunning 2-bedroom, 2-bathroom vacation rental condo is situated in the beautiful Storey Lake Resort. The condo boasts a spacious king bedroom with an en-suite bathroom and a second bedroom with full-over-full bunk beds.


We selected the top 3% holiday homes in Osceola County Holiday Homes with Staff

Explore the 260 most perfect homes in our collection

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Most popular homes in Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Gator's Daughter

Gator's Daughter

  • 34 guests

  • 11 bedrooms

Polk County, Florida

Grand Retreat

Grand Retreat

  • 28 guests

  • 11 bedrooms

Polk County, Florida

All Around The House

All Around The House

  • 12 guests

  • 4 bedrooms

Osceola County, Florida

Bolu-Bolu Beach

Bolu-Bolu Beach

  • 7 guests

  • 2 bedrooms

Osceola County, Florida

The Blue Ocean

The Blue Ocean

  • 7 guests

  • 2 bedrooms

Kissimmee, Osceola County

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Osceola County Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Osceola County, Florida, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Osceola County, Florida, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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