Holiday rentals with beach access near Cortez Beach

Walk to it all! Restaurants + Heated Pool +Beach!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

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.

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

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!

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!

Island Escape Beach Pool Hot Tub WATER VIEWS

🏖️ Charming 2-bedroom, 2-bath condo just steps from the sand and pier 🌅 Two screened lanais with both sunrise and sunset views 📍 Prime location between Bridge Street & Coquina Beach 🚋 Trolley stop & Gulf Drive walkway right outside the complex 🏊 Amenities include pool, spa, tennis, pickleball, fishing pier & grills 🏘️ Quiet, boutique 16-unit complex 🚲 Easy access to local attractions with the free island shuttle 🤝 Local hosts nearby and happy to help during your stay

Paradise Found in our cozy home on Anna Maria

This adorable little unit is located in historic Pine Park. We are located just off of Bridge Street, just steps from the pier, the beach, and the bay! Come find paradise here with us at our adorable and affordable CANdominium at Paradise Found. Perfect for budget travelers looking for a nice, simple getaway. We invite you to go on the Bridge Street photo hut! Find the heart rock by the pier, the clock tower, and the angel wings located further down Bridge Street!

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.

Seahorse Suite by Duncan Real Estate

Welcome to Seahorse Suite! This efficiency is located in a triplex in Bradenton Beach on a quiet dead end street within a short walk to Bridge Street. It is one of the 2 ground level rental units with the upstairs being used privately. The property sits only 5 houses from the Gulf Beaches and 2 houses from the Bay side. This little efficiency is the just the right size for one guest or a couple to enjoy a great island getaway.

Tranquility 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, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

Lovely 2 bedrooms, steps away from the beach.

This tropical beach style home will greet you upon arrival, with swaying palms creating instant serenity. The property is in Bradenton Beach on Anna Maria Island. With 2 Bedrooms, 1 Bath, and a beautiful backyard. Located Just few steps away from the beautiful waters of the Gulf. Within short distance from some of the best fresh local restaurants and bars in town you will feel the tropical vibes.