
Family-friendly vacation rentals in Hillsborough County
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Top-rated family-friendly rentals in Hillsborough County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!
4.93 out of 5 average rating, 152 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
5.0 out of 5 average rating, 177 reviews
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.
4.99 out of 5 average rating, 133 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.
4.94 out of 5 average rating, 144 reviews
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!
4.88 out of 5 average rating, 107 reviews
Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade
Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more
4.93 out of 5 average rating, 123 reviews
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.
4.98 out of 5 average rating, 269 reviews
Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.
4.91 out of 5 average rating, 191 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
4.98 out of 5 average rating, 237 reviews
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!
4.87 out of 5 average rating, 100 reviews
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!
4.98 out of 5 average rating, 193 reviews
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.
4.92 out of 5 average rating, 171 reviewsPopular amenities for Hillsborough County family-friendly rentals
Family-friendly home rentals with a hot tub

Resort pool/ hot tub/game room near Tampa airport
4.84 out of 5 average rating, 164 reviews
Heated Pool + Spa · Sleeps 8 · Near MacDill AFB
4.92 out of 5 average rating, 180 reviews
"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
4.97 out of 5 average rating, 185 reviews
Best Celebration - Heated Pool - Hot Tub - Arcade
4.99 out of 5 average rating, 126 reviews
Tampa 3BR | Hot Tub | Near Airport & Downtown
4.92 out of 5 average rating, 171 reviews
Canal-front Sanctuary | Manatees, Pool, Hot Tub
4.98 out of 5 average rating, 137 reviews
Little Harbor Vacation Retreat
4.89 out of 5 average rating, 101 reviews
Heated Pool~2 Miles St Pete Beach~Hot Tub~Games!
4.9 out of 5 average rating, 110 reviewsFamily- and pet-friendly home rentals

Bayshore - Pool - Outdoor Kitchen - Yard
4.88 out of 5 average rating, 109 reviews
The Gem at Ridgewood Park
4.93 out of 5 average rating, 347 reviews
Private House with Pool and Cabana
4.94 out of 5 average rating, 141 reviews
Beautiful Home In S Tampa Near Water & Downtown
4.88 out of 5 average rating, 375 reviews
Heated Pool! Huge Walk In Shower! 5 min to beach!
4.95 out of 5 average rating, 159 reviews
Massive Villa-Game Room, Firepit, BBQ, Sleeps 12!
4.93 out of 5 average rating, 134 reviews
Bay Lake Cottage, Private Dock, Romantic, Fishing
4.98 out of 5 average rating, 271 reviews
Winter Season Getaway by the Bay, Close 2 Downtown
4.89 out of 5 average rating, 158 reviewsFamily-friendly home rentals with a pool

Lakeview Retreat with Private Pool Perfect Getaway
4.97 out of 5 average rating, 142 reviews
Disfruta cada momento
4.88 out of 5 average rating, 140 reviews
Tropical 1920s Bungalow with Saltwater Pool
4.77 out of 5 average rating, 123 reviews
Island pool home min. to DT St. Pete & Beaches
5.0 out of 5 average rating, 11 reviews
Traditional Home in Tampa
4.97 out of 5 average rating, 95 reviews
South Tampa Pool Home | 3 King Suites | Sleeps 14
4.97 out of 5 average rating, 64 reviews
Paradise |14 PPL | Pool | Hot tub | Games | Cinema
5.0 out of 5 average rating, 25 reviews
Sun & Shade | Bayshore Beautiful
5.0 out of 5 average rating, 4 reviewsDestinations to explore
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- Family-friendly rentals Florida
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- Anna Maria Island
- Weeki Wachee Springs
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Bean Point Beach
- Amalie Arena
- Hard Rock Casino
- LEGOLAND Florida Resort
- University of South Florida
- ChampionsGate Golf Club
- Vinoy Park
- Dunedin Beach
- Epperson Lagoon
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- Tropicana Field
- Southern Dunes Golf and Country Club
- MidFlorida Credit Union Amphitheatre
- Island H2O Live!
- Sand Key Beach
- Weeki Wachee Springs State Park
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