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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 screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.
Home in Town 'n' Country

Waterfront Resort with HEATED POOL!

🌴 Escape to this luxurious waterfront retreat in the peaceful community of Tampa Shores ☀️ an outdoor lover’s dream with direct bay access to the Intracoastal. Enjoy fishing, dolphin 🐬and manatee 🌿🦭 watching, or simply relax on your private dock surrounded by nature. Start your morning with coffee ☕️ on the second-story screened patio, offering breathtaking canal views and overlooking the heated private swimming 🏊‍♀️ pool below. The possibilities are endless! Lay back and enjoy your stay!

FamilyKitchenSleep quality

4.93 out of 5 average rating, 152 reviews
Superhost
A covered patio area is showcased, featuring comfortable seating arrangements that include two lounge chairs and a sectional with a coffee table. The space is framed by a screened enclosure, providing unobstructed views of the pool and surrounding greenery.
Home in Tampa

Bayshore - Pool - Outdoor Kitchen - Yard

Get away in elegance and soak up the South Tampa sun in this gorgeous 4 bedroom, 2 bath pool home. Visit with family and friends in the covered patio and pool area, cook in the outdoor kitchen or relax with a drink by the pool (not heated). Enjoy great restaurants or visit one of the many attractions nearby - The Aquarium, Armature Works, Sparkman's Wharf, just to name a few. Visit Bayshore Park Fitness Trail, just minutes away and explore the 4.5 miles of waterfront views. Enjoy all of Tampa!

Indoor spacesKitchenBackyard

4.88 out of 5 average rating, 109 reviews
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

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

KitchenFamilyNearby

5.0 out of 5 average rating, 177 reviews
Top guest favorite
Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

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.

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 133 reviews
Guest favorite
A white entryway unit is positioned against a light grey wall, featuring a tall back with hooks for hanging items. Below, a grey surface provides space for keys or bags, while two woven baskets are neatly stored in open compartments.
Home in Apollo Beach

Family-Friendly: Fun by the Pool & Backyard Games

Our lovely 3BR w/heated-pool sleeps up to 10 if using the study sofa-bed, located in a quiet residential area of Apollo Beach close to local shops & dining. Nearby are the Manatee Viewing Center & the AB Preserve, great for birders or to launch a kayak or hike along the water. Tampa, 25 min. away, offers infinite entertainment opportunities. Along the Keys between Sarasota and St Pete, both 45 min. away, you’ll find some of the US most beautiful beaches. Disney World is just over an hour away!

FamilyIndoor spacesDecor

4.88 out of 5 average rating, 107 reviews
Top 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

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.

Indoor spacesFamilyBathroom

4.94 out of 5 average rating, 144 reviews
Top guest favorite
Home in Tampa

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd, near Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins (with the option to convert to a King) custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after area.

KitchenIndoor spacesValue

4.98 out of 5 average rating, 269 reviews
Top guest favorite
Home in Clearwater

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

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 237 reviews
Guest favorite
A spacious living area features a modern blue sectional sofa and two round coffee tables placed on a geometric rug. A wall art depicting a blue tree adds a focal point, while a ceiling fan provides airflow. The open layout connects the kitchen and dining area.
Townhouse in Tampa

3BR* Townhouse* W Garage near beach

Welcome to our spacious 3-bedroom, 2.5-bathroom oasis in the heart of vibrant Tampa! Nestled in a peaceful neighborhood, our home is the perfect retreat for families and groups. With a fully equipped kitchen, cozy living areas, and a private backyard. Enjoy easy access to Tampa's top attractions, including Busch Gardens, beautiful beaches, and downtown nightlife. Whether you're here for business or pleasure, our comfortable and convenient home is your ideal Tampa getaway!

FamilyIndoor spacesWifi

4.87 out of 5 average rating, 100 reviews
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

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.

KitchenIndoor spacesGetting around

4.97 out of 5 average rating, 142 reviews
Guest favorite
Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

Indoor spacesFamilyHeating

4.98 out of 5 average rating, 193 reviews
Guest favorite
A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.
Home in Tampa

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.

Indoor spacesFamilyPool

4.92 out of 5 average rating, 171 reviews

Popular amenities for Hillsborough County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.
Guesthouse in Tampa

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

FamilyIndoor spacesTV

4.97 out of 5 average rating, 182 reviews
Top guest favorite
Home in Clearwater

Clearwater Gem! XL-Pool | Courts & More!.

KitchenFamilyBathroom

4.97 out of 5 average rating, 153 reviews
Top guest favorite
A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.
Home in Town 'n' Country

Canal-front Sanctuary | Manatees, Pool, Hot Tub

KitchenIndoor spacesAccess

4.98 out of 5 average rating, 137 reviews
Guest favorite
Home in Tampa

Tampa 3BR | Hot Tub | Near Airport & Downtown

FamilyIndoor spacesWifi

4.92 out of 5 average rating, 171 reviews
Superhost
Home in Tampa

Heated Pool + Spa · Sleeps 8 · Near MacDill AFB

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 180 reviews
Top guest favorite
Home in Largo

Family Resort | Heated Pool + Hot Tub + Games

Indoor spacesFamilyTV

4.98 out of 5 average rating, 160 reviews
Guest favorite
A hot tub is set on a wooden deck surrounded by bar stools, with views of a lush backyard and a serene lake beyond. Tall palm trees frame the scene, while the sky displays soft clouds and warm lighting.
Home in Town 'n' Country

The perfect lake house getaway near the airport.

KitchenIndoor spacesDecor

4.95 out of 5 average rating, 349 reviews
Guest favorite
A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.
Tiny home in Ybor City Historic District

Cozy AF Tiny-House Oasis

FamilyIndoor spacesLayout

4.98 out of 5 average rating, 628 reviews

Family- and pet-friendly home rentals

Guest favorite
An aerial view showcases a spacious backyard featuring a heated pool surrounded by colorful lounge chairs. A mini golf area, a basketball court, and a jungle gym with slides are also visible, along with a patio set under umbrellas, creating an inviting outdoor entertainment space.
Home in Seminole

WOW Clearwater Resort! Heated Pool, Pickleball

KitchenIndoor spacesBathroom

4.89 out of 5 average rating, 144 reviews
Top guest favorite
A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.
Home in St. Petersburg

Hibernate in our Bear Creek Home

FamilyKitchenCheckout

4.91 out of 5 average rating, 191 reviews
Guest favorite
Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

FamilyIndoor spacesHot tub

4.93 out of 5 average rating, 123 reviews
Top guest favorite
A softly lit pool area is showcased at night, featuring a clear swimming pool surrounded by pavers. Lounge chairs are visible near a wooden pergola, while string lights gently illuminate the landscape, enhancing the tranquil atmosphere with lush vegetation in the background.
Guest suite in Tampa

The Gem at Ridgewood Park

KitchenIndoor spacesWifi

4.92 out of 5 average rating, 346 reviews
Guest favorite
An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.
Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

KitchenIndoor spacesDecor

4.95 out of 5 average rating, 159 reviews
Guest favorite
A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.
Home in Tampa

Private House with Pool and Cabana

FamilyIndoor spacesBackyard

4.94 out of 5 average rating, 141 reviews
Guest favorite
Home in Tampa

Beautiful Home In S Tampa Near Water & Downtown

KitchenFamilyBiking

4.88 out of 5 average rating, 375 reviews
Top guest favorite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa

Bay Lake Cottage, Private Dock, Romantic, Fishing

KitchenFamilyLayout

4.98 out of 5 average rating, 271 reviews

Family-friendly home rentals with a pool

Superhost
Home in Tampa

Disfruta cada momento

FamilyIndoor spacesNearby

4.88 out of 5 average rating, 140 reviews
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

Welcome to The Plaza Tampa

FamilyKitchenLayout

4.98 out of 5 average rating, 105 reviews
Superhost
Bungalow in Tampa

Tropical 1920s Bungalow with Saltwater Pool

KitchenFamilyQuiet

4.77 out of 5 average rating, 123 reviews
Top guest favorite
A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.
Home in Town 'n' Country

The T and C Club

Indoor spacesKitchenLayout

4.98 out of 5 average rating, 213 reviews
Top guest favorite
The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.
Home in Largo

Palm Oasis | Heated Pool | Near Beaches

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 180 reviews
Guest favorite
Home in St. Petersburg

Island pool home min. to DT St. Pete & Beaches

KitchenFamilyNearby

5.0 out of 5 average rating, 11 reviews
Superhost
Villa in Tampa

[5BR Family Villa] Pool + Pickleball + Game Room

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 4 reviews
Top guest favorite
Home in Tampa

South Tampa Pool Home | 3 King Suites | Sleeps 14

FamilyKitchenHospitality

4.97 out of 5 average rating, 64 reviews

Destinations to explore