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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Top guest favorite

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

Home in Tampa

4.98 out of 5 average rating, 127 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

Welcome to Sunshine on the Bay, a charming 2-bed/1-bath villa that blends comfort and style in a quiet area. Located just 3 mins from Citrus Park Mall and 13 mins from airport you'll have easy access to shopping, dining, and top Tampa attractions. Step outside into your own private backyard oasis, complete with a refreshing plunge pool & grill – the perfect spot to unwind after a long day. Enjoy all the essentials, fully equipped kitchen, as well as a 240V outlet for your EV charger. Book today!

Top guest favorite

Villa in Palm Harbor

4.99 out of 5 average rating, 127 reviews

The Palm Haus • Heated Pool • Near Beach • Games

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

Top guest favorite

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

5 out of 5 average rating, 170 reviews

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

Guest favorite

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Tampa

4.93 out of 5 average rating, 138 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Top guest favorite

A cozy bedroom is highlighted by a spacious bed adorned with a patterned blue and white coverlet. Light-colored walls and exposed beams create a bright atmosphere, while a rustic cabinet and organized wooden crates add functional charm. A window offers natural light and views of the outdoors.

Farm stay in Plant City

4.99 out of 5 average rating, 586 reviews

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

Top guest favorite

A spacious backyard is shown, featuring a vibrant green lawn and shaded areas created by large umbrellas. Comfortable lounge chairs are positioned under the shade, while potted plants add a touch of greenery. A covered seating area can be seen in the background.

Bungalow in Tampa

4.98 out of 5 average rating, 103 reviews

Welcome to The Plaza Tampa

Minutes to the Riverwalk and Gasparilla & Hockey Stadium Series!! Charming private home near Downtown Tampa! 3BR/2BA with a full kitchen, full-sized washer-dryer, and a dedicated workspace. Relax in the beautiful backyard featuring a stock tank pool—ideal for both entertaining and unwinding. Perfect for anything from girls' trips to business meetings or family vacations, this retreat is close to Raymond James Stadium, Tampa Riverwalk, and Armature Works. Your ultimate Tampa getaway awaits!

Top guest favorite

The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.

Campsite in Thonotosassa

4.99 out of 5 average rating, 352 reviews

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Guest favorite

A warm and inviting living area features a spacious sofa with contrasting cushions, complemented by a striking piece of wall art. A wooden coffee table sits atop a patterned rug, with natural light streaming through large windows draped in dark curtains.

Home in Tampa

4.89 out of 5 average rating, 157 reviews

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Top guest favorite

Home in Clearwater

4.98 out of 5 average rating, 231 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Top guest favorite

The entrance of a bungalow features a bright yellow front door framed by lush green tropical plants. A stone pathway leads up to the door, flanked by manicured landscaping, creating an inviting entryway. Two windows are visible, adding charm to the home’s facade.

Bungalow in Tampa

4.95 out of 5 average rating, 370 reviews

Lemon House near Downtown Tampa

Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.

Top guest favorite

A cozy living area features a brown sofa paired with two woven stools. A fireplace is elegantly styled with stacked logs, while soft lighting illuminates the space. A small dining table with wooden chairs is positioned near a window, enhancing the inviting atmosphere.

Apartment in Tampa

4.98 out of 5 average rating, 186 reviews

Casita Palma ~ Old Hyde Park (Casita Palma)

Casita Palma is one of four residences in our beautiful, 100 year old home. The home sits on a quiet street in the Old Hyde Park neighborhood. This amazing location allows you to walk to beautiful Bayshore Boulevard and the shops and restaurants of the Hyde Park Village. The Casita is a place to relax and reset. Designed with a calming and minimalist vibe, our home is the perfect stay for couples, friends, or business travelers.

Guest favorite

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

Home in Tampa

4.97 out of 5 average rating, 135 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.