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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 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

Private Cozy Family Retreat, Pool Oasis Near TPA

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!

4.98 out of 5 average rating, 129 reviews
Top Guest favourite
Villa in Palm Harbor

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.

4.99 out of 5 average rating, 128 reviews
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.

4.94 out of 5 average rating, 140 reviews
Top Guest favourite
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

Welcome to The T and C Club! A featured home for the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

4.98 out of 5 average rating, 211 reviews
Top Guest favourite
A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.
Guesthouse in Tampa

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

4.95 out of 5 average rating, 379 reviews
Guest favourite
A modern open-concept living area features a sleek kitchen with granite countertops and stainless steel appliances. The space is well-lit by recessed lighting and natural light streaming through the windows. Comfortable seating arrangements are visible, along with a fireplace that adds a cozy touch.
Home in Carrollwood

Family-friendly getaway home in the heart of Tampa

Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.

4.81 out of 5 average rating, 120 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.

4.9 out of 5 average rating, 187 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

4.98 out of 5 average rating, 233 reviews
Guest favourite
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

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

4.94 out of 5 average rating, 139 reviews
Guest favourite
A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.
Home in Town 'n' Country

Villa Paradise

Relax with family in this quiet place to stay. A spacious house to enjoy with family and friends, with a beautiful swimming pool and a large backyard. There is also an outdoor kitchen (only for 6 people). NO MORE THAN 6 PEOPLE. I do not allow events. Guests do not have access to the garage. I live in an apartment in the garage, and I do not have access to the accommodation from anywhere. I am informing you of this for my safety and peace of mind. Thank you.

4.8 out of 5 average rating, 139 reviews
Top Guest favourite
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

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.

4.95 out of 5 average rating, 372 reviews
Guest favourite
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, 138 reviews

Popular amenities for Hillsborough County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A spacious living area features a light brown sofa and wooden accents throughout. Colorful wall decorations and plants create a vibrant atmosphere. A dining table is positioned nearby, and an open kitchen is visible in the background. Light streams in from large windows adorned with blue curtains.
Bungalow in Ybor City Historic District

Cozy AF Jungle-House Hideaway

4.99 out of 5 average rating, 420 reviews
Superhost
Home in Tampa

Tampa Retreat with Heated In-Ground Pool & Spa

4.92 out of 5 average rating, 180 reviews
Superhost
Home in Carrollwood

Pool & Hot Tub | Game Room, Fire Pit, Grill

4.81 out of 5 average rating, 109 reviews
Guest favourite
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, 177 reviews
Guest favourite
The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.
Home in Tampa

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

4.94 out of 5 average rating, 116 reviews
Guest favourite
A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.
Home in Town 'n' Country

Rooms with a Pool

4.91 out of 5 average rating, 236 reviews
Guest favourite
Home in Tampa

Luxury Retreat~Private Hot tub~9 mins to Downtown

4.92 out of 5 average rating, 168 reviews
Guest favourite
Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

4.93 out of 5 average rating, 109 reviews

Family- and pet-friendly home rentals

Top Guest favourite
An inviting single-story home features a warm yellow exterior. A well-kept front yard includes palm trees and lush greenery, while a concrete driveway leads to a garage. Large windows allow natural light to illuminate the entrance, enhancing the welcoming appearance of the property.
Home in Tampa

Home in Tampa

4.98 out of 5 average rating, 120 reviews
Guest favourite
Home in Tampa

Beautiful Home In S Tampa Near Water & Downtown

4.88 out of 5 average rating, 374 reviews
Guest favourite
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 Bayshore Beautiful

Winter Season Getaway by the Bay, Close 2 Downtown

4.89 out of 5 average rating, 158 reviews
Top Guest favourite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport

The Driftwood - Pet Friendly

4.97 out of 5 average rating, 180 reviews
Guest favourite
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, 108 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
Top Guest favourite
A spacious living area features a large sectional sofa with neutral-toned cushions surrounding a wooden coffee table. A textured area rug covers the hardwood floor, while a green wall adorned with plants and soft lighting adds a natural touch. A flat-screen TV is mounted on the wall.
Home in Tampa

Boho | TPA's Central Lux Zip Code | Pool Table

4.95 out of 5 average rating, 164 reviews
Guest favourite
A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.
Home in Tampa

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

4.95 out of 5 average rating, 298 reviews

Family-friendly home rentals with a pool

Guest favourite
The kitchen features wooden cabinetry, a central island with seating, and modern appliances. Natural light enters through the glass doors, illuminating the granite countertops. A coffee maker and dishwasher are visible, and the tiled floor adds a polished finish to the overall space.
Home in Town 'n' Country

Entire residential home, Tampa. 3/2, Pool.

4.88 out of 5 average rating, 219 reviews
Guest favourite
A spacious living area features a large, curved sectional sofa adorned with decorative cushions. A circular coffee table rests on a soft area rug, while a television is mounted on a light-colored wall. Natural light enters through multiple windows, enhancing the bright space.
Home in Largo

Heated Saltwater Pool Home 3 Miles to Beach

4.89 out of 5 average rating, 145 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

4.89 out of 5 average rating, 105 reviews
Top Guest favourite
Home in Tampa

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

4.98 out of 5 average rating, 267 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

5.0 out of 5 average rating, 172 reviews
Top Guest favourite
Home in Apollo Beach

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

4.95 out of 5 average rating, 168 reviews
Top Guest favourite
A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.
Guesthouse in Westchase

Cottage in Paradise.

4.99 out of 5 average rating, 106 reviews
Superhost
Home in Bayshore Beautiful

Sun & Shade | Bayshore Beautiful

5.0 out of 5 average rating, 3 reviews

Destinations to explore