Family-friendly holiday rentals in South Bradenton

Poolside Condo · Waterslide & Games · Sleeps 6

Unpack once and let your vacation begin. This fully stocked 2-bedroom condo has everything you need—from a heated resort-style pool with a waterslide to a convenient location just minutes from the beaches, IMG Academy, and downtown Bradenton. • 15 minutes to Beaches, Downtown Bradenton, AMI & Sarasota! • 6 Min to IMG Academy • Community Use Of: Heated Pool + Water Slide, Putt Putt, Corn Hole, Giant Connect 4, Paddleball, & Jumbo Pong • Pet Friendly • High Speed WIFI • Washer & Dryer • Beach Es

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Family Friendly Home

Welcome to our cozy 2-bedroom, 1-bathroom home perfect for families, friends, or couples looking for a peaceful retreat. The bright and airy living area is perfect for unwinding after a day of exploring, featuring a comfy sofa, smart TV, and plenty of natural light. The kitchen comes fully equipped with modern appliances, including a stove, refrigerator, microwave, and coffee maker. Step outside and enjoy a big private yard, perfect for relaxing with a book or sipping your favorite beverage.

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

Family Stay: Outdoor Theatre! Heated Pool | Spa

Welcome to your family-friendly getaway! Enjoy a new outdoor home theatre with 120" screen, heated pool*, hot tub, swing set, sand box, fire table for smores, BBQ, and fun arcade games for all ages. Relax in cozy king beds and kid-friendly bedrooms designed for easy stays. Located just minutes from the zoo, beaches, and great restaurants, there’s always something to explore. Whether you’re relaxing at home or out adventuring, this is the perfect place to make lasting family memories.

Resort Style Retreat, Pickleball, Htd Pool, Play.

- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Corn toss - Ping Pong - Boardgames - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Smart TV in every room

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

Sunshine Oasis 2 with heated saltwater pool

3 bedroom 2 bath home just minutes from beautiful Anna Maria Island. Just 15 minutes from Sarasota airport and 5 minutes from IMG Academy. Very close to Robinson Preserve The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). Newly refinished saltwater pool and privacy fenced in back yard. Beach equipment provided The house also has a two stall garage for parking. Home away from home!

Relaxing Full 1st Floor Condo | Pools | AMI & IMG

Bright 1st-floor 2-bed, 2-bath condo in beautiful Shorewalk with easy no-stairs entry and peaceful pond setting. Walk to groceries, restaurants, shopping, gym, and IMG Academy (under 1 mile). Minutes to Anna Maria Island beaches, golf courses, UTC’s incredible shopping, and the Village of the Arts district. Enjoy the Bradenton Riverwalk and take the ferry to AMI. Two heated pools, a hot tub, tennis, and pickleball. Ideal for sports families and beach stays.

Private Heated Pool, Turfed Putting Green Retreat

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!