Family-friendly holiday rentals in Bradenton Beach

Cheerful Oasis on Anna Maria Island

This 2-bedroom, 2-bath condo (new mgmt so no review) is perfectly located off the walking trail to the Marina, Bridge Street, and Bradenton Beach, with trolley stops and a Gulf Drive walkway just outside. Enjoy serene water views from the lanai and easy access to vibrant shops and dining. The second-floor unit (elevator temporarily out) offers pool access and includes beach chairs and an umbrella. Your hosts live nearby and are ready to assist. Book now for the ultimate Anna Maria Island escape!

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

Welcome to the Palms of Bradenton! This spacious home accommodates up to 14 guests, offering 4 cozy bedrooms, 2 modern baths, and plenty of space to unwind. Dive into the refreshing heated salt water pool, relax on the patio, or challenge your friends in the game room with foosball, a pool table, and arcade games. You'll be under 10 minutes from AMI beaches and 6 miles to IMG Academy! Conveniently located near great restaurants and grocery stores, this is the perfect spot for your next getaway.

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!

Coastal Retreat w/ Heated Pool, Mins From Beaches

NEAR Anna Maria Island, where paradise meets convenience! Centrally located, our bungalow offers easy access to grocery stores, dining options, and scenic preserves. The beach is just a 5-minute ride. Features of our home relax under the cabana or unwind in the poolside pergola with hammock chairs. The modern kitchen is perfect for culinary delights, and boating enthusiasts will love our rock driveway with boat parking and nearby boat ramps. Embrace the beauty of Anna Maria Island - book now.

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Gulf Front! Beach Views!+ Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Sunset Beach by Duncan Real Estate

Welcome to Sunset Beach! Looking for an island duplex with private pool and tons of charm and personality for your getaway? Look no further. This newly updated vacation rental is perfect for a laid-back getaway. Sunset Beach is just a three-minute walk over to the Gulf Beaches in a quiet residential neighborhood. HIGHLIGHTS 1016 sq. ft. 0.2 mile from bay access 0.2 mile from beach access BEDROOMS Sleeps 6 Primary Bedroom: King Second Bedroom: Two Twins

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Close to Beaches and IMG, Heated Pool, MiniGolf

🛏 Sleeps 8 🏖️ Close to Beach 👙 Heated Pool 🕹 Game Room 🎲 Board Games 📶 Fast WiFi 📺 5 Roku TVs 🤴 1 King 👸 1 Queen 🛏 1 Full 🛏 2 Twin Beds 🏝️ Anna Maria Island: 5 miles 🥇 IMG Academy: 4 miles 🍺🍽️ Downtown Bradenton: 6 miles ✈️ Sarasota/Bradenton Airport: 10 miles From sunny pool days to evening putts on your private green, experience modern coastal living just 10 minutes from Anna Maria Island and the IMG Academy!

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!