
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

Spacious Home Solar-Heated Pool and Spa

The Old Man & the Sea-Seaview 101

Traders' Haven - Historic 8th Ave Mega Beach Condo

Ultra Modern Pool Home w/ rooftop private HOT TUB

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Historic Bungalow with Private Pool in Ybor City

Rooms with a Pool

Pool + Park + Private = Perfect Place
Family- and pet-friendly home rentals

Shady Paradise Close to All!

Beautiful Home In S Tampa Near Water & Downtown

Beach 5-Min (Near Tampa & Clearwater)

House of Relaxation

Adorable Dog-Friendly Cottage in Quaint Dunedin

Our Gemini Place: Comfort & Charm in Old Tarpon

Cute home in historic neighborhood

Baby Bungalow close to Downtown!
Family-friendly home rentals with a pool

Carriage House in North St. Pete

Family Friendly Beach Cottage in Madeira Beach, FL

Private Home - Solar Heat Pool -5 star Cleanliness

Historic Kenwood Studio with Pool

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

Charming Bungalow w/ Heated Pool - 10 min to beach

King Bed, Pool, HotTub, Basketball, Pickleball

3BR Heated Pool Home near Clearwater Beach
Destinations to explore
- Smoking-friendly rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Flat rentals Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Rentals with lake access Hillsborough County
- Rentals with a kayak Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with a fireplace Hillsborough County
- Pet-friendly rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Loft rentals Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rentals Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Villa rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Private suite rentals Hillsborough County
- Boutique hotel rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with an accessible-height bed Hillsborough County
- Bungalow rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Reunion West
- Raymond James Stadium
- North Beach
- Clearwater Beach
- ChampionsGate Golf Club
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Island H2O Water Park
- Streamsong Resort
- ZooTampa at Lowry Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Bok Tower Gardens
- Clearwater Marine Aquarium
- Things to do Hillsborough County
- Sports activities Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Tours Hillsborough County
- Food and drink Hillsborough County
- Sightseeing Hillsborough County
- Things to do Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sports activities Florida
- Art and culture Florida
- Sightseeing Florida
- Food and drink Florida
- Wellness Florida
- Tours Florida
- Things to do United States
- Sports activities United States
- Entertainment United States
- Food and drink United States
- Wellness United States
- Tours United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States