Holiday houses in Bradenton Beach

Bradenton Beach 2BD - Pool, Tennis Beach Access

Enjoy laid-back island living at this beautifully updated lake-view condo, just steps from the Gulf and minutes from everything Anna Maria Island has to offer. Designed for couples or small families, this bright coastal retreat features two king bedrooms, two full bathrooms, an open living space with serene lake views, and access to fantastic community amenities. With a dedicated 5-minute beach path, community pool, tennis courts, and bocce ball, this condo offers the perfect blend of relaxation

Family · Location · Indoor spaces

Charming 2BD/2BR with Big Water Views on the beach

Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

Location · Value · Sleep quality

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!

Value · Location · Laundry

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!

Location · Value · Long stay

Playa Esmeralda Home! And add a golf cart!

Our beach home rental boasts 5 bedrooms, 5 1/2 bathrooms we Accommodate up to 12 P, hot tub, bar, play area, full kitchen, and an amazing rooftop with ocean views! Located only two blocks from the beach and just one block from restaurants and shops, this vacation rental has everything you need for a relaxing and fun getaway. Whether you're planning a family vacation, a girls' trip, or a reunion with friends, this beach house has plenty of space to accommodate everyone comfortably.

Value · Location · Laundry

1-Min Walk to Beach | Anna Maria Island

Welcome to your dream getaway in Bradenton Beach on Anna Maria Island! This stunning 3BR/2.5BA home is just a 2-minute walk from the beach. Enjoy a heated communal pool with a spa for relaxation. Located under a mile from Historic Bridge Street, explore shops and entertainment easily. Unwind on two balconies with breathtaking sunset views over the Gulf. The fully stocked kitchen and provided beach essentials ensure a hassle-free stay. Experience the ultimate beach vacation!

Location · Value · Indoor spaces

Two story condo w/ ocean and bay just steps away

Welcome to this cozy two story condo tucked away on Anna Maria Island between the beach and the bay. You can enjoy views of the bay from the balcony in the master bedroom, and the beach is only steps away. If you are searching for the ideal beach vacation and want to enjoy the soft sands and the turquoise blue waters of the Gulf of Mexico, then this condo is in the perfect location. Only a five minute walk from the restaurants and shops on renowned Bridge Street

Location · Value · Hospitality

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.

Location · Value · Accuracy

AMI Bridgeport 207 -Beach + Gulf View Retreat/Pool

Perfect location next to Beach+Restaurants+Bridge Street+Free Trolley with Large Heated Pool!! Relax... Add Bridgeport 203 + 202 + 111 just down the hall! Head out to white powder sand beach. Enjoy a dip in large pool. Watch sunset into sea from the beach or living room or master bedroom or lanai's open-air patio. End perfect day w/ walk across street to BeachHouse Rest. or couple blocks to "Hot spot" Bridge Street dinner!

Value · Location · Parking

Bayfront • Rehabbed • Pickleball • Private Beach

Dan’s Florida Condos presents newly rehabbed Vista Bay, your serene island retreat in the award-winning Runaway Bay complex. Steps from private beach access, enjoy the island’s largest heated saltwater pool, tennis/pickleball, bocce, shuffleboard, gym, and fishing pier. Relax on the screened terrace with peaceful lagoon views or stream your favorites on smart TVs—comfort, charm, and island fun all in one.

Location · Solo travel · Quiet

Marina Breeze Unit B newly renovated walk to beach

Newly renovated duplex on Bradenton Beach. Equipped with a full kitchen, a 50" Roku TV & beach accessories(wagon on request). Shared space only includes driveway/car port. A flight of steps is required. You are located within walking distance of the beach, restaurants, shops, the marina, and much more! There is also a free trolley to get around. *Please note there is no washer/dryer*

Location · Family · Sleep quality

Steps 2 Beach/Charming Walkable Coastal Ctg

Beach access (2 mins) Tropical courtyard Beach supplies (towels, chairs, carts, umbrellas, etc.) Fire pit + BBQ + alfresco dining Fully equipped + stocked kitchen Parking → off street (1 car) Onsite washer + dryer AC + heating 500 Mbps wifi Ask about our professional community discounts available for active and retired police, firemen, EMT's, teachers and nurses.

Location · Value · Layout