
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

Home
4.79 out of 5 average rating, 423 reviewsSpacious Home Solar-Heated Pool and Spa

Flat
4.94 out of 5 average rating, 103 reviewsTraders' Haven - Historic 8th Ave Mega Beach Condo

Townhouse
4.87 out of 5 average rating, 227 reviewsUltra Modern Pool Home w/ rooftop private HOT TUB

Apartment
4.98 out of 5 average rating, 260 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Bungalow
4.76 out of 5 average rating, 303 reviewsHistoric Bungalow with Private Pool in Ybor City

Home
4.92 out of 5 average rating, 197 reviewsRooms with a Pool

Home
4.99 out of 5 average rating, 274 reviewsPool + Park + Private = Perfect Place

Apartment
4.86 out of 5 average rating, 448 reviewsWaterfront condo on top floor @ Boca Ciega Resort
Family- and pet-friendly home rentals

Bungalow
4.9 out of 5 average rating, 133 reviewsShady Paradise Close to All!

Home
4.75 out of 5 average rating, 146 reviewsYour Tampa Bay Vacation Entertainment Home

Home
4.96 out of 5 average rating, 120 reviewsBeach 5-Min (Near Tampa & Clearwater)

Cottage
4.96 out of 5 average rating, 203 reviewsAdorable Dog-Friendly Cottage in Quaint Dunedin

Flat
4.91 out of 5 average rating, 208 reviewsDowntown Dunedin B&B - Rustic Cabin with Pool

Home
4.8 out of 5 average rating, 118 reviewsWalkable Safety Harbor Home. Two blocks from town!

Home
4.93 out of 5 average rating, 119 reviewsOur Gemini Place: Comfort & Charm in Old Tarpon

Guest house
4.85 out of 5 average rating, 462 reviewsCute home in historic neighborhood
Family-friendly home rentals with a pool

Guest house
4.89 out of 5 average rating, 321 reviewsCarriage House in North St. Pete

Cottage
4.84 out of 5 average rating, 127 reviewsFamily Friendly Beach Cottage in Madeira Beach, FL

Home
4.77 out of 5 average rating, 120 reviewsHouse of Relaxation

Guest suite
4.97 out of 5 average rating, 218 reviewsHistoric Kenwood Studio with Pool

Apartment
4.94 out of 5 average rating, 136 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/

Bungalow
4.84 out of 5 average rating, 122 reviewsCharming Bungalow w/ Heated Pool - 10 min to beach

Home
4.72 out of 5 average rating, 145 reviewsKing Bed, Pool, HotTub, Basketball, Pickleball

Home
4.81 out of 5 average rating, 172 reviews3BR Heated Pool Home near Clearwater Beach
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