Rent Luxury Holiday Cottages in Osceola County

We selected the 12 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

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

Orange & Sand

Orange & Sand

  • 6 guests

  • 3 bedrooms

Harbor Beach, Fort Lauderdale

A private dock on the canals of Fort Lauderdale and your own swimming pool by the waterside – this cosy cottage is ideal for boaties and waterbabies. If you’re not exploring the area by kayak, boat or paddleboard, you can rent bikes and go by land.

Wake Up With the Sun

Wake Up With the Sun

  • 6 guests

  • 3 bedrooms

Atlantis, Florida

Spend just a few moments admiring the views of the small lake and verdant fairways, and you'll understand why this contemporary bungalow is a relaxing retreat. Situated in the gated Atlantis community, this home oozes sparkle.

Sea Grape

Sea Grape

  • 4 guests

  • 2 bedrooms

Walker Grant, New Smyrna Beach

This little place is a seaside gem with a garden to die for. On the desirable North End of New Smyrna Beach, you'll be just a five-minute walk away from the sandy shore.

Love Is A Dream

Love Is A Dream

  • 12 guests

  • 3 bedrooms

Richmond West, Miami-Dade County

This single-level home is located in a quiet, family-friendly neighbourhood in southern Miami. South Beach and Downtown Miami are a short drive away.


We selected the top 3% holiday homes in Osceola County Cottages

Explore the 12 most perfect homes in our collection

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Most popular homes in Osceola County

Key to the Garden

Key to the Garden

  • 10 guests

  • 4 bedrooms

Miami-Dade County, Florida

Sunshine Sleeper

Sunshine Sleeper

  • 6 guests

  • 2 bedrooms

Cutler Bay, Miami-Dade County

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Osceola County, Florida, United States. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Osceola County Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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