Osceola County Homes for Working Remotely

We selected the 235 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Osceola County

The Entertainment Enclave

The Entertainment Enclave

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Welcome to a haven of fun for the whole family. Home entertainment of every type is available here, for both children and adults – kids will love the dedicated arcade room, themed bedrooms including integrated bunk beds, and a video games room complete with karaoke.

Citrus Garden Breeze

Citrus Garden Breeze

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

Wake up in your Orlando hideaway and decide what the day will bring: a family adventure at Disney, just minutes away, or a lazy morning floating down a winding river under the Florida sun. Return to the perfect spot for a coffee or an evening wine, the the balcony overlooking the garden.

Castle and Cape Villa

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.

Wonder Mansion

Wonder Mansion

  • 26 guests

  • 10 bedrooms

Four Corners, Osceola County

Step inside this show-stopping Orlando mansion and you’ll discover a world of fun, luxury, and relaxation. Set in a luxurious gated resort, days here are never ordinary.


We selected the top 3% holiday homes in Osceola County Homes for Working Remotely

Explore the 235 most perfect homes in our collection

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Most popular homes in Osceola County

Magic Retreat

Magic Retreat

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

The Sunshine of Your Eyes

The Sunshine of Your Eyes

  • 28 guests

  • 11 bedrooms

Polk County, Florida

Strawberry Sunrise

Strawberry Sunrise

  • 18 guests

  • 6 bedrooms

Polk County, Florida

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Casa Rosita

Casa Rosita

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

Family Funhouse

Family Funhouse

  • 34 guests

  • 12 bedrooms

Polk County, Florida

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Check upcoming rates & availability for Osceola County Homes for Working Remotely


Frequently asked questions

If you’re looking for a change of scenery and would like to work remotely from a home in Osceola County, Florida, United States, you’ve come to the right place. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. You don’t have to worry about wifi speed or loud noises as we obsessively check each property for you, so you can book with peace of mind. Book today and enjoy a short or extended stay in our homes to work remotely from in Osceola County, Florida, United States.

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