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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.

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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!

4.93 out of 5 average rating, 152 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

5.0 out of 5 average rating, 177 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.

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.

4.98 out of 5 average rating, 269 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

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
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

4.98 out of 5 average rating, 237 reviews
Superhost
Home in Tampa

Heated Pool + Spa · Sleeps 8 · Near MacDill AFB

🏊 Heated saltwater pool and spa in a private fenced yard — a 2BR/1BA South Tampa home for up to 8, 5 minutes from MacDill AFB. 70-inch living-room TV, 1 Gig Wi-Fi, and a dining table that converts to ping pong and pool. 🐶 Pet-friendly · 🏓 Games table · 📶 1 Gig Wi-Fi · 🚗 Parking · 🧺 Washer/dryer 📍 5 min MacDill · 15 min Downtown · 20 min airport · 35 min St. Pete Beach 🏆 Superhost team · 100+ Tampa Bay homes 💬 Message us — we reply in minutes.

4.92 out of 5 average rating, 180 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.

4.97 out of 5 average rating, 141 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!

4.98 out of 5 average rating, 192 reviews
Guest favorite
A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.
Home in Tampa

Hacienda Hideaway w/ heated pool

Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.

4.99 out of 5 average rating, 176 reviews
Guest favorite
Home in Tampa

Walk to Raymond James · 4BR Villa, Sleeps 8

Escape to our Paradise Villa: Your Tampa Oasis Awaits! This cozy villa is minutes from Raymond James Stadium, Tampa International Airport, cruise ports, and downtown. Near Al Lopez Park, ZooTampa, and Busch Gardens, it’s perfect for football fans, families, or cruise travelers. Book now and discover why our Paradise Villa is Tampa’s hidden gem—your perfect stay starts here!

4.81 out of 5 average rating, 135 reviews
Guest favorite
Home in Tampa

Beautiful Home In S Tampa Near Water & Downtown

Beautifully renovated 4-bedroom home featuring 2 king and 2 queen beds, a state-of-the-art chef’s kitchen, and 3 full baths. Includes WiFi, laundry, AC/heat, and a private office/library. Steps from Bayshore, UT, downtown River Walk, and the Convention Center—perfect for families, business stays, and event travel. Guest house available upon request.

4.88 out of 5 average rating, 375 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"

4.97 out of 5 average rating, 182 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

4.98 out of 5 average rating, 137 reviews
Guest favorite
The living area features a mix of seating options, including woven chairs and a green sofa, arranged around a rustic wooden coffee table. A textured area rug covers the floor, while a mural depicting a serene landscape serves as a backdrop, complemented by soft natural light filtering through sheer curtains.
Home in Tampa

Designer Riverside Retreat, Hot Tub, Fire Pit.

4.94 out of 5 average rating, 101 reviews
Guest favorite
The outdoor area features a spacious heated pool surrounded by a lush green lawn. Colorful lounge chairs are arranged along one side, with a hammock set up for relaxation. Soft lighting is strung above an entertainment area, creating an inviting ambiance in the evening sky.
Home in Tampa

Luxe Villa • Pool • Spa • Fire Pit • Games & More!

4.9 out of 5 average rating, 146 reviews
Guest favorite
Home in Tampa

Tampa 3BR | Hot Tub | Near Airport & Downtown

4.92 out of 5 average rating, 171 reviews
Top guest favorite
Aerial view of a tropical backyard featuring a shaped pool with floating loungers. Surrounding the pool, lounge chairs with umbrellas are positioned next to a wooden deck. The yard is covered in turf, and there are colorful pool toys and deck furniture visible.
Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

4.99 out of 5 average rating, 126 reviews
Guest favorite
A pier extends into the water at sunset, surrounded by gentle waves. The sky transitions from orange to purple, reflecting the day's end. Rocks line the shoreline, adding texture to the scene, while lampposts along the pier create a welcoming ambiance.
Townhouse in Ruskin

Little Harbor Vacation Retreat

4.89 out of 5 average rating, 101 reviews
Guest favorite
An outdoor area is showcased with a multicolored basketball court in the foreground, leading to a spacious yard. A dining set with an umbrella sits under a tree, and a swim spa is visible in the background, surrounded by manicured landscaping and stepping stones.
Home in Tampa

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

4.83 out of 5 average rating, 217 reviews

Family- and pet-friendly home rentals

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

4.94 out of 5 average rating, 141 reviews
Top guest favorite
Townhouse in Tampa

Luxe Meets Value | XXL Rooftop | KingBed | Sleep 8

4.98 out of 5 average rating, 191 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

4.88 out of 5 average rating, 109 reviews
Top guest favorite
A saltwater pool is featured with a large yellow inflatable duck wearing sunglasses. Water splashes create a lively ambiance, while a shaded patio area is visible in the background. Roller coasters can be seen beyond the pool area, highlighting the proximity to attractions.
Villa in Tampa

Busch Gardens Deluxe Edition w/heatedpool

4.92 out of 5 average rating, 154 reviews
Guest favorite
Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

4.93 out of 5 average rating, 122 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

4.92 out of 5 average rating, 346 reviews
Guest favorite
A cozy bedroom is highlighted by large windows that allow ample natural light. A spacious bed is adorned with soft bedding and decorative pillows in neutral and warm tones. A fresh plant is visible through the window, adding a touch of nature to the interior.
Home in Tampa

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball

4.94 out of 5 average rating, 112 reviews
Superhost
A spacious living area features a comfortable seating arrangement complemented by a large television. The open kitchen showcases modern appliances, while a dining table provides ample seating for gatherings. An exterior view reveals a well-maintained yard with a cozy fire pit and outdoor seating.
Home in Tampa

Plush sheets, Games!, Huge backyard, Massage Chair

4.96 out of 5 average rating, 201 reviews

Family-friendly home rentals with a pool

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

4.88 out of 5 average rating, 107 reviews
Top guest favorite
Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

4.99 out of 5 average rating, 133 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

4.98 out of 5 average rating, 213 reviews
Superhost
Bungalow in Tampa

Tropical 1920s Bungalow with Saltwater Pool

4.77 out of 5 average rating, 123 reviews
Guest favorite
Home in St. Petersburg

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

5.0 out of 5 average rating, 11 reviews
Top guest favorite
Home in Tampa

Luxury Tampa Oasis: Pool/Spa/Theater/Sleeps12 + EV

5.0 out of 5 average rating, 16 reviews
Top guest favorite
Home in Town 'n' Country

Traditional Home in Tampa

4.97 out of 5 average rating, 95 reviews
Guest favorite
Home in Tampa

Chic Chalet in Tampa Bay with Heated Pool

4.96 out of 5 average rating, 67 reviews

Destinations to explore