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.

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Top Guest favourite

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!

Indoor spacesKitchenComfort

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!

FamilyIndoor spacesWi-Fi

4.88 out of 5 average rating, 109 reviews

Top Guest favourite

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

FamilyIndoor spacesQuiet

5.0 out of 5 average rating, 176 reviews

Top Guest favourite

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.

FamilyIndoor spacesView

4.99 out of 5 average rating, 133 reviews

Top Guest favourite

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.

FamilyKitchenQuiet

4.94 out of 5 average rating, 143 reviews

Guest favourite

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!

FamilyKitchenPool

4.89 out of 5 average rating, 106 reviews

Top Guest favourite

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

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!

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 589 reviews

Guest favourite

Home in Clearwater

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

KitchenFamilyQuiet

4.93 out of 5 average rating, 121 reviews

Top Guest favourite

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

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.

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 190 reviews

Top Guest favourite

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 spacesCheckout

4.98 out of 5 average rating, 268 reviews

Top Guest favourite

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 spacesWalkability

4.98 out of 5 average rating, 237 reviews

Guest favourite

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!

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 192 reviews