Book Luxury Short Stay Rentals in Hillsborough County

We selected the 868 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Hillsborough County

The Indian Village

The Indian Village

  • 9 guests

  • 3 bedrooms

Osceola County, Florida

This brand new 3-bedroom, 2-bathroom vacation rental condo in Storey Lake Resort is the perfect place for an amazing vacation. The condo boasts a king bedroom with an en-suite bathroom, a bedroom with three twin beds, and another bedroom with a twin over full bunk bed and a twin trundle.

Sunsets in the Fort

Sunsets in the Fort

  • 10 guests

  • 5 bedrooms

Harbour Inlet, Fort Lauderdale

There’s so much to love about this Floridian home. With plenty of space for everyone to spread out, it’s easy to spend time with loved ones or find a private corner for some quiet time here.

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

This brand new vacation rental boasts 4 bedrooms and 3 bathrooms, making it the perfect spot for families or groups. Located in Storey Lake Resort, guests will have access to a variety of amenities such as two pools (including a lazy river), a restaurant, and a gym.

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

This stunning brand new vacation rental is a 4 bedroom, 3 bathroom property located in Storey Lake Resort. With two king bedrooms, one queen bedroom, and a bedroom with 2 twin beds plus a full sofa bed, this property can comfortably accommodate up to 10 guests.


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

Explore the 868 most perfect homes in our collection

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Most popular homes in Hillsborough County

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

Tranquil Shore Retreat

Tranquil Shore Retreat

  • 12 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

Bergamot & Sunshine

Bergamot & Sunshine

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

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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. 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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