Family-friendly holiday rentals in Bradenton

The Bay and Banyan

Welcome to The Bay & Banyan, a 3BR/2BA retreat where Old Florida vibes meet Rosy Tropics resort luxury. 15 mins to Anna Maria Island beaches and Robinson Preserve. Relax in the screened heated pool or hot tub, play the putting green, or sip at the garden bar. Grill and dine alfresco or in our designer chef's kitchen. Catch movies on the outdoor screen or hit the arcade. With chic neon lights, canopy beds, and bunks for 10, it’s a soulful sanctuary for families and friends to spread out and enjoy

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

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Pool, Hot Tub, Fun Games Near Downtown/River/Beach

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

4BR 3B: Heated Pool, Pool Table, close to AMI/IMG!

Welcome to The Salt House, a spacious 2,400 sq ft retreat that beckons you to unwind and indulge in the ultimate vacation experience. A vacation getaway in Bradenton, FL is conveniently located 8 miles away from the stunning Anna Maria Island & only 3 miles from the prestigious IMG Academy. This 4-bedroom, 3-bathroom haven offers a slice of paradise, complete with a refreshing pool, exciting pool table, charming outdoor fire pit, hammock, a delightful kids' playhouse, & a SUV for you to rent!

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.

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

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Hot Tub, Heated Pool, Fire Pit, Games, EV, FUN!

🏝️ 6 mi to Anna Maria Island beaches & IMG Academy 🏆 ❄️ Brand-new high-efficiency AC Where birthdays are celebrated, milestones remembered, and family laughter fills the air. This thoughtfully prepared getaway is a haven where families come together—whether for tournaments, multi-generational holidays, or a simple pause to reconnect. From sun-drenched days to cozy nights with games and shared meals, every guest—from toddlers to grandparents—finds a place.

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.