Family-friendly rentals near Cortez Beach

Location! Rooftop! Walk to Restaurants + Bars!

📣‼️Location, Location! Vibrant 4-bedroom, 3-bathroom retreat on Anna Maria Island! 🏝️ 🏖️Steps from the beach and historic Bridge Street Pier, this home offers the perfect mix of relaxation, entertainment, and island charm. 🌅 Enjoy panoramic rooftop views of the Gulf of Mexico and the Intracoastal Waterway 🌴Unwind by the heated pool & lush tropical landscape 🍴💃 Walk to Waterfront restaurants, bars and shopping! 🏓 Pickleball court and playground across the street. We provide the Racquets!

Sunset View

Front row on 4th of July Parade Route! Our 3 bed/2 bath home just across the street from the beach & walking to shops & restaurants. Includes 1 king, 1 queen, & 2 twins beds. 2 living rooms each have a sleeper sofa & TV. Upstairs has additional eating area & access to balcony. Both bathrooms are equipped w/showers, hair dryer, & essentials. Full kitchen w/ breakfast bar. Enjoy a sunset from the 2nd floor balcony. Private pool, covered patio w/large eating area, WiFi, AC, washer/dryer, dishwashe

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.

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!

Condo with a View 2: Open Sunday Night!

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!

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!

Ohana Beachside 1 Bedroom B - 150 feet from beach

COMPLETELY REMODELED - February 2025 "Ohana" means family in Hawaiian, and that’s exactly how we want you to feel during your stay. Our home is designed for the ideal couples get away. There is 1 bedroom and 1 bath. An open dining and living space with queen sleeper sofa make the home feel comfy and roomy. We have a 3rd floor deck guests utilize to watch the sun sink into the Gulf of Mexico and with the beach just a block away, you'll have your toes in the sand in no time!

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.

Casa Bonita

Welcome to Casa Bonita! This beautiful home away from home is the perfect island getaway for anyone looking for some well earned R&R. While staying at Casa you will have access to beaches, fishing piers, restaurants, and shops all within walking distance of the front door. Or if you’d prefer a night in, you can soak in the luxurious pool or crack open a cold one over a game of shuffle board. Casa Bonita has something for everyone!