Book Luxury Short Stay Rentals in Hillsborough County

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Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Home spotlights

A Miami To Go

A Miami To Go

  • 2 guests

  • 2 bedrooms

Central Beach, Fort Lauderdale

The perfect beach holiday spot. Located just a 1 min walk from the beach and the Intracoastal Waterway, this cozy one-bedroom apartment is nestled in the heart of Fort Lauderdale's Central Beach.

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

This stunning 2 side-by-side homes on the lake offer guests plenty of space to soak up the sun, with a total of 2,940 square feet of luxury living. The open-plan living room is perfect for spending quality time with friends and family, and the bedrooms are all outfitted with fresh linens, plump pillows, and ultra-comfy mattresses.

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Get a taste of coastal living in this Florida holiday pad, just a minute’s stroll from the golden sands of Fort Lauderdale Beach. When you’re not at the beach, you can relax among the tropical plants in the garden, enjoy a barbecue on the terrace or take a dip in the private pool.

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

In the very heart of Palm Beach, this comfortable apartment is ideal for exploring on foot. Just a short walk away you'll find delicious restaurants, shops, and a sandy beach.


We selected the top 3% holiday homes in Hillsborough County Short Stay Rentals

Explore the 0 most perfect homes in our collection

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Most popular homes

Waterfront Marvel

Waterfront Marvel

  • 8 guests

  • 4 bedrooms

Royal Harbor, Naples

Six Leaves Left

Six Leaves Left

  • 4 guests

  • 2 bedrooms

South Middle River, Fort Lauderdale

Scouting For Girls

Scouting For Girls

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Floral Fresh

Floral Fresh

  • 4 guests

  • 1 bedrooms

Lake Cherokee, Orlando

Fuzzy Velvet

Fuzzy Velvet

  • 6 guests

  • 2 bedrooms

North Historic District, Savannah

Call of the Seabird

Call of the Seabird

  • 8 guests

  • 4 bedrooms

Anna Maria, Manatee County

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Hillsborough County Short Stay Rentals


Frequently asked questions

Browse our curated collection of Short Stay Rentals in Hillsborough County, Florida, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Hillsborough County luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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