
Family-friendly holiday rentals in Hillsborough County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillsborough County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsborough County family-friendly rentals
Family-friendly home rentals with a hot tub

Multi-Award Winning & Top 5% Rated on Airbnb 2025

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Rooms with a Pool

Waterfront Beach House Steps Away from #1 Beach!

Bay Shores Yacht & Tennis Club Indian Shores FL

Waterfront condo on top floor @ Boca Ciega Resort
Family- and pet-friendly home rentals

Hyde Park Tree House, Tampa, FL - Great location

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14

Our Gemini Place: Comfort & Charm in Old Tarpon

Pet Friendly | 5min Downtown | Safe+Parking | Apt1

Gulfport Art District - One Block From Beach!

Baby Bungalow close to Downtown!

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Tiny House Downtown St.Pete: Surprisingly Spacious
Family-friendly home rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

Carriage House in North St. Pete

House of Relaxation

Cozy Dream FL Vacation Home Pool is heated!

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

POOL VIEW IN A MODERN CONDO - Feel at Home

The Oasis

Waterfront Modern Chic #1 Clearwater Beach
Destinations to explore
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- North Beach
- Fort De Soto Park
- Island H2O Water Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Things to do Hillsborough County
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