Holiday rentals in Bradenton Beach

Guest House with Hot tub & Heated Pool

Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Shark Eye: On Sand, Sea View, Beach Gear, Veranda!

Welcome to Shark Eye, a refined beachfront retreat at Bradenton Beach! Named for a rare local shell, this coastal gem is intimate, fun, and right on the sand. Enjoy sweeping sea views from the moment you arrive. With two Murphy beds, a screened porch, full kitchen, and beach gear—chairs, umbrella, shelling tools, towels, and floats—every detail invites special memories. Sipping wine at sunset or building sandcastles, your seaside escape awaits. Book your barefoot luxury, steps from the surf!

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!

Payton's Place | Private Heated Saltwater Pool/Spa

Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

West Bradenton Cottage *No Cleaning Fees or Chores

West Bradenton Cottage is clean, affordable, and great for singles or couples. 8 miles from Anna Maria Island, Holmes Beach, with Coquina Beach and Longboat Key just further down, 2-3 miles from downtown, Riverwalk, GT Bray Park, IMG Acadamy, less than a mile from the country club, 2 miles from Village of the Arts, and 9 miles from Sarasota Bradenton National Airport. Close to Manatee Memorial and HCA Hospitals. Cute, quaint, and cozy, with electric grill on porch, laundry, & fire pit.

Absolute Beach on Anna Maria Island

Welcome to your perfect Anna Maria Island getaway. This charming 3-bedroom, 2-bath beach retreat offers a relaxed and comfortable space just steps from everything you come to the island to enjoy. From the moment you arrive, you’ll feel right at home. Leave your car parked and enjoy the convenience of being just a short 0.1 mile stroll to the beach access—only a couple minutes on foot. The free island trolley stop is just as close, making it easy to explore all of Anna Maria Island ...

Gulf Front! Sunset Deck! + 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.

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Blue Water Escape by Duncan Real Estate

The beautiful Blue Water Escape! Experience its panoramic rooftop deck views with a location in the heart of Bradenton Beach around the corner from Bridge Street! This three-story duplex begins with a walk up to the first floor above a garage stocked with beach equipment for your use during your stay. The first level features an open living area complete with a full kitchen and dining area, a balcony with a gulf view, a dual twin bedroom and a full bathroom.

Bradenton Beach Sunsets 2, 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.

NEW! Sideways~Heated Pool and Spa! Steps to Beach!

🌊 Sideways is a beachside retreat perfectly set between the Gulf and the Intracoastal Waterway 🌴. Just a 1-minute walk to the beach, this home features a private heated pool & spa, rooftop deck with panoramic water views, screened porch with TV, and BBQ grill. Dog-friendly with approval, close to dining and shopping, and parking for up to four cars—Sideways offers the perfect blend of comfort, views, and island relaxation ☀️🏖️🍹

AMI Perfect Experience

This highly desired condo has been beautifully renovated. Unit #165 is a ground-floor condo that is close to the beach, shopping, and restaurants. Perfect for 2 guests that sleeps 4, directly across the street from the beach and comes stocked with everything you need for the beach: beach chairs, umbrella, noodles, boogie boards, and a wagon. The gym and clubhouse were just renovated.