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.

AMI Dock of the Bay - "On the Water" 1st Floor

AMI Beach + Bay Home with Fishing Pier + Heated Pool on Sarasota Bay - "Dock of the Bay" / Entire 1st floor of Duplex called "On the Water" • Unbelievable views of water + birds + wildlife + night lights! • Relax with fish jumping and birds flying along 1 of only 34 coveted docks/piers south of Cortez Bridge! • Fish off dock and rod holders! • Heated pool w/ spa jets/benches only 10 ft from Bay! • Walk 2 blocks to Bridge Street/Key West-style restaurants, bars. • Live Music heard on dock!

Green Jacaranda AMI Duplex A, 5 min walk to beach

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Spring is in the air - HTD Pool*Hot Tub*Game RM

Elevated Hospitality, Thoughtfully Delivered Experience true white-glove hospitality. Our dedicated team responds within minutes, with hands-on management and a quality inspector ensuring every detail is thoughtfully prepared before you arrive. Throughout your stay, we remain available and attentive to any need—so you can relax and enjoy a seamless, comfortable experience. Welcome to Villa Delfino—your sunny island escape with spring breezes, perfect temperatures, and endless sunshine.

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.

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.

Heated Pool Haven! Fun Games! Near IMG & AMI!

Welcome to Lucky Charm by Stayawhilewithus — an elegantly appointed 4BR/3BA private pool retreat in West Bradenton, ideally located near the world-renowned IMG Academy and the pristine beaches of Anna Maria Island. Enjoy refined coastal interiors, open-concept living, and a serene screened lanai pool designed for relaxation and privacy. A sophisticated yet welcoming escape for discerning families and extended stays.

My Peaceful place on the bay.

Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, friendly and 5 min. to Bradenton beach and 10 min. to AMI.

Bradenton Beach Best Vacation

Lovely 2 bedroom, 2 bath condo, just a short block to the beach! Heated pool, private dock on bay, washer and dryer, wireless internet and cable. Close to restaurants and bars. Sleeps 6+, 1 King, 1 Queen, 1 Twin and a Queen Sleeper Sofa. Linens included. Just bring your bathing suit and toothbrush! You will love the island! There is also a large balcony with room for outdoor dining.

Island Living - Walk To the beach

Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and re

Snyders Rest. APT: A

Right in the Center of the Island, surrounded by plenty of places to eat. 1 minute walk to the beach and a Bay view from your living room! Full kitchen *Washer and dryer available for longer stays. *Pull out Queen sofa bed in the living room.