Family-friendly rentals near Cortez Beach

Coastal Luxe Villa! Near AMI

Welcome to Coastal Luxe Villa, your perfect Florida escape—nestled in historic Cortez and just minutes from the sandy shores of Anna Maria Island. This spacious three-level coastal retreat combines modern comfort with beach-town charm, offering stunning bay views and endless amenities for unforgettable memories. Private garage with a bonus table tennis setup Sparkling heated saltwater pool with outdoor seating, dining, firepit table, and gas grill Convenient elevator access to all three floors

Ty's Canal Cottage

"Welcome to Ty's Cottage in Historic Cortez Fishing Village, which is one of Florida's last working fishing villages. Located within walking distance to well known Starfish, Swordfish, Tide Tables Restaurants and Tyler's Homemade ice cream. A short 1.3 mile walk to Anna Maria Island with gorgeous beaches. Short driving distance to beautiful golf courses such as IMG Academy Golf and Manatee County Golf Course. Local fishing charters for outstanding fishing. Outdoor sitting area on canal."

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!

Beach View-Sunset Landings 2 by SeaBreeze Vacation

Sunset Landings is a spacious, remodeled, 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. A few steps across the street, enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach! Sleeps up to 6 people with 2.5 bathrooms and has 3 balconies. We know once you spend time here, you will not want to leave. This tropical retreat will assure you a comforting, stress-free atmosphere and a relaxing, memorable vacation.

AMI Cortez Beach Retreat Poolside Resort-stylePool

Resort-style Heated Pool w/ "Views Over the Water" at Beach + Bay Home - duplex upstairs unit • 65 steps to Cortez Beach + 7 miles of white Anna Maria Island sand! • $150,000 new large, heated pool with salt-water, spillover spa, sitting shelf, +built-in umbrellas. • Gulf + Beach + Bay Views inside home + deck • Paddleboard + Kayak • High-speed WiFi • 3 blocks to Bridge Street restaurants/bars/pier/shopping + listen to the Bell Tower Clock ringing each hour – live music! • Ping pong table

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with a private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage—set in a private, tranquil setting, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

Bayview Pointe! Luxury Villa near Anna Maria isle!

Welcome to Bayview Pointe - A Private Gated Luxury Resort Residence on Florida’s Gulf Coast, just minutes from world-famous sandy shores of Anna Maria Island. From the moment you arrive, Bayview Pointe feels like a private boutique resort. The home’s airy coastal design, sweeping bay views from multiple levels, sparkling heated saltwater pool, convenient elevator access to all three floors, private garage and elevated amenities create an atmosphere of effortless luxury.

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.

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!

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.

Beachfront! New!-Gulf Front!~Heated Pool!

🌴 Seagrape Cottage is a newly renovated 4BR/4BA island retreat just steps from the white sands of Cortez Beach 🌊. Enjoy a private heated pool & spa, coastal-style interiors, and multiple outdoor dining spaces. Located across from the Gulf and steps to Bridge Street, with the free island trolley out front—this home is perfect for relaxing or exploring Anna Maria Island ☀️🍹🏖️