Family-friendly vacation 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.

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Guest favorite

Home in St. Petersburg

4.95 out of 5 average rating, 240 reviews

Beach Pool Home+ Outdoor Theater ABFab Decor!

*WE WERE NOT AFFECTED BY STORM* This 4 BR/3Bath home sleeps 14. Prepare to walk in and your heart to skip a beat! Pictures don't capture how stunning this home is in person!!! Let's start with all the IG-worthy decor and the POP-ART inspired by famous women! Did you see the poolside cabana? Or the outdoor movie theater and dining area! SUPER location: beaches 4 mins. and 25 mins. to downtown. Optional heated pool for add'l cost. Check my Airbnb profile for all 17 of our nearby home options.

Guest favorite

Home in Largo

4.86 out of 5 average rating, 118 reviews

#RespectCreation

This is a beautiful 3/2 full baths, with heated pool. Extremely well cared for and offers many great amenities. Sits on a 1/2 acre with an awesome yard, variety of different fruit trees and plants. Has a heated pool, 2 firepits, 2 day beds, hammock, lots of seating. Only 5-10minutes to the sugar sand beaches, walking distance to a big park, as well as the Pinellas Trail, (biking, workout trail 35 miles long) Grocery stores, gas stations, banks, restaurants, etc all within 10 min.

Guest favorite

Home in Clearwater

4.86 out of 5 average rating, 203 reviews

Spacious FamilyFriendly home, Large Saltwater Pool

Best Family vacation! Renovated Nov 2021 Central to CW Beach, Tampa & St Pete. Lg open split floor plan, 4 Bedroom 2 bath & add’l office, Smart TVs. Lg Master Bedroom, dressers, closets. Lg new saltwater pool, indoor pool table, laundry rm. Enclosed pool area. Walk 2 Eagle Lake Park- walking, fishing, bike trails & Lake. Just 6 miles to CW Beach. 5 min to all shops & food stores. Busch Gardens 30 min. Real home not just rental. Pool Heated for added cost based on outside temps.

Guest favorite

Home in Riverview

4.81 out of 5 average rating, 176 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

Experience the ultimate Florida getaway in this spacious 3,000 sq ft modern home, perfect for families or groups. Enjoy a dedicated office, plus an 80-inch 3D TV for movie nights or sports games. Conveniently located near top attractions: 15 mins to downtown, 10 mins to dining and shopping, 50 mins to beaches, 10 mins to TopGolf, 15 mins to the casino, 20 mins to Busch Gardens, and just 1 hour from Disney. Embrace comfort, convenience, and excitement—book your stay today!

Guest favorite

Apartment in Tarpon Springs

4.95 out of 5 average rating, 123 reviews

Destination for Fishing, Golfing, and Fun ‘n Sun!

Perfectly located high and dry just minutes from Innisbrook Golf Resort, the award winning Gulf Coast beaches, and Lake Tarpon. Tarpon Springs Suites are: • Pet-Friendly • Able to provide onsite, secured parking for two vehicles or boat trailer • Close enough to walk or drive to downtown restaurants and shops • Fully appointed kitchens • Located in an extremely safe neighborhood • Equipped with washer + dryer • Welcoming with outdoor seating areas and charcoal grill

Guest favorite

Home in Saint Petersburg

4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

We invite you to gather in our updated, beautiful ranch style home with a pool, fenced backyard, and beautiful new patio. We have high standards for cleaning and sanitizing between guests. We take great care to keep your family safe. Centrally located, it is ready for Eckerd College families, or your kid-friendly family vacation! Minutes away from beaches, golf, trails, downtown, & Tampa with easy access from I-275. Let us know when you will be visiting the area!

Guest favorite

Apartment in Dunedin

4.99 out of 5 average rating, 230 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Guest favorite

Guesthouse in Saint Petersburg

4.97 out of 5 average rating, 291 reviews

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Guest favorite

Apartment in Dunedin

4.98 out of 5 average rating, 230 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Superhost

Condo in Clearwater

4.89 out of 5 average rating, 137 reviews

☼ CHARMING CONDO MINUTES FROM GORGEOUS BEACHES

Hurricane Milton Update (10/10/2024): We have not been impacted by hurricane Milton. Our rental is fully functional awaiting your reservation. ***Please message us about the latest discounts and offers*** 2 BEDROOM / 2 BATH CONDO APARTMENT MINUTES AWAY FROM PRISTINE CLEARWATER BEACHES, WATER SPORTS, AND LOTS OF FAMILY ATTRACTIONS!!! HEATED SWIMMING POOL, GYM, FAST WIFI INTERNET, CABLE TV, NETFLIX!

Guest favorite

Home in Palm Harbor

4.95 out of 5 average rating, 163 reviews

*Family Paradise with Pool in Crystal Beach*

Escape to Crystal Beach Paradise, a spacious 6-bedroom retreat on Florida's Gulf Coast. This stylish getaway features a private saltwater pool, outdoor bar, and two well-equipped kitchens. Just minutes from pristine beaches, it's perfect for family relaxation and adventure. Book now for a memorable coastal retreat!

Superhost

Condo in Clearwater

4.86 out of 5 average rating, 138 reviews

2 Bedroom Vacation Condo

This vacation condo is perfect for families and couples who want an affordable resort-like stay in Florida. The condo is only 5-10 minutes away from Clearwater Beach, named Best Beach 2016 in the US by TripAdvisor. The condo is on the third floor. It has 2 bedrooms and 2 Bathrooms and a spacious living room.