Book Dog Friendly Accommodation in Osceola County

We selected the 11 homes worth renting in this location

Home spotlights in Osceola County

Westside Oasis

Westside Oasis

  • 20 guests

  • 8 bedrooms

Four Corners, Osceola County

Welcome to Twice-as-Nice, the 9th home in the Overmoon collection. This 8-bedroom, 6-bathroom oasis is located in the Windsor at Westside resort, just a short drive from Orlando's famous thrills.

Kid's Dream Villa

Kid's Dream Villa

  • 12 guests

  • 5 bedrooms

Four Corners, Osceola County

Welcome to Orlando Resort Retreat - just 12 miles from Disney! This is the third home in the Overmoon collection, and our most over-the-top "kidcation" property we've ever launched.

Magical Disney Haven

Magical Disney Haven

  • 25 guests

  • 9 bedrooms

Four Corners, Osceola County

With 9 bedrooms, 7 bathrooms and 4,387 square feet of living space, this home can comfortably accommodate 25 of your closest friends and family. Our 5 favorite things about this house: 1.

Under the Sea Escape

Under the Sea Escape

  • 12 guests

  • 6 bedrooms

Polk County, Florida

Welcome to "Under the Sea" - just 9 miles from the Walt Disney World Resort! This is the sixth home in the Overmoon collection, and one of the most over-the-top "kidcation" homes we've ever launched.


We selected the top 3% holiday homes in Osceola County Dog Friendly Accommodation

Explore the 11 most perfect homes in our collection

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Most popular homes in Osceola County

Orlando Resort Retreat

Orlando Resort Retreat

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Parkside Oasis

Parkside Oasis

  • 14 guests

  • 5 bedrooms

Four Corners, Osceola County

Four Corners Sanctuary

Four Corners Sanctuary

  • 16 guests

  • 11 bedrooms

Four Corners, Osceola County

Breathless Whispers

Breathless Whispers

  • 16 guests

  • 9 bedrooms

Four Corners, Osceola County

Whispering Sands Retreat

Whispering Sands Retreat

  • 16 guests

  • 6 bedrooms

Osceola County, Florida

Radiant Paradise

Radiant Paradise

  • 16 guests

  • 8 bedrooms

Four Corners, Osceola County

Heavenly Abode

Heavenly Abode

  • 14 guests

  • 6 bedrooms

Four Corners, Osceola County

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Check upcoming rates & availability for Osceola County Dog Friendly Accommodation


Frequently asked questions

If you're planning a holiday and hoping to take your canine companion along for the ride, then you've certainly come to the right place. Here at Plum Guide, our collection of luxury Dog Friendly Accommodation in Osceola County, Florida, United States consists of only the top 3% of homes. Each home is put through a vigorous vetting process, culminating in a visit from an independent Home Critic, so there is no danger of anything slipping through the cracks. Every rental in our collection comes fully furnished, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Book a stay in Dog Friendly Homes To Rent in Osceola County now, and secure a trip to remember for all parties. To ensure the home you choose is perfect for you, seek the help of our friendly team, who are ready to assist you at any time of day.

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