
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

Central Cozy Cottage w/ Heated Pool & Hot Tub!

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyardđâď¸đ

Waterfront Townhome w/ Heated Pool & Balconies

Cozy AF Jungle-House Hideaway

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

Boho Modern Home with Jacuzzi. In Downtow.

Centrally Located Cozy 1-bed Private Cottage!

Cozy Camper + outdoor shower, fire pit & hottub!
Family- and pet-friendly home rentals

Private Tiny Home ⢠Central Spot ⢠Pet Friendly

Entire Guest House near Tampa airport

The Pearl at Ridgewood Park

King Bed in MidtownWalk to Alessi Bakery & Midtown

âThe Tiny Paradiseâ

Luxury Modern Apartment A near Beachs and Airport

Sweet & Simple guest suite Close to Everything.

Private & Cozy Tiny Home/Cottage
Family-friendly home rentals with a pool

âď¸Boho Escapeâď¸ 2/2 Dual King Heated Saltwater Pool

Tiki Themed Waterfront Condo on Tampa Bay

Cozy Casita in NE St. Petersburg

Tiny House: Walk to coffee, beer and dinner!

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Pool Side Getaway, Walk/Bike Tampa River Walk

Treetop Oasis

Modern Waterfront Condo - Captivating Sunset Views
Destinations to explore
- Rentals with beach access Hillsborough County
- Hotel rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Villa rentals Hillsborough County
- Ski-in/ski-out rentals Hillsborough County
- Boutique hotel rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with a fire pit Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with an EV charger Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Luxury rentals Hillsborough County
- Guesthouse rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Pet-friendly rentals Hillsborough County
- Loft rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Bed and breakfasts Hillsborough County
- Boat rentals Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Rentals with lake access Hillsborough County
- Bungalow rentals Hillsborough County
- Apartment rentals Hillsborough County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Lido Key Beach
- Island H2O Water Park
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- ChampionsGate Golf Club
- North Beach
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Bok Tower Gardens
- Things to do Hillsborough County
- Art and culture Hillsborough County
- Sightseeing Hillsborough County
- Nature and outdoors Hillsborough County
- Sports activities Hillsborough County
- Tours Hillsborough County
- Things to do Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Art and culture Florida
- Tours Florida
- Food and drink Florida
- Sports activities Florida
- Wellness Florida
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Food and drink United States
- Entertainment United States
- Tours United States
- Wellness United States