Family-friendly rentals near Cortez Beach

"Dream Away" at The Beach Dreams Resort

Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

Located in the 💙 of Bradenton Beach on Anna Maria Island 🏝️, just steps from the Gulf 🌊 and local restaurants🍦. Enjoy your own tropical oasis with a private heated pool 🏊🏼, hot tub, and rooftop deck with ocean breezes 🌅. The 🧜🏼‍♀️Merry Mermaid 🧜🏼‍♀️ is where Old Florida Charm meets modern comfort -- ☀️bright, airy spaces for easy island living. Whether you're planning a 🐚family beach week or a relaxing girls' getaway, this Bradenton Beach retreat has everything you need. 🏝️🏖️

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.

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.

Cheerful Pelican-Island Escape Beach Pool Hot Tub

🏖️ 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

Family Friendly w/Free Heated Pool Near Beach

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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.

AMI Bridge Street Beach House|Wi-Fi| Center of All

Bridge Street Beach House in Shadow of Clock Tower at Pier + Anna Maria Oyster Bar = "Center of it All" • Location!! On Bridge Street restaurants/bars + Pier! No car needed! • Relax peacefully w/ fish jumping + birds flying along Bay! • Fish off Seawall or entire Bridge Street Pier and have your own fishing station! • Fabulous heated pool a block away at Pelican Post (extra charge). • Kayaks/Paddleboard. • Grill at home. • Friendly/fun community +Clubhouse.

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

🌺 Welcome to Lilo & Stitch Tropical Villa — your tropical, family-friendly getaway in Bradenton! Enjoy a truly unique experience with a private heated pool, mini-golf, a terrace with Smart TV, and a spacious game room featuring a pool table, ping-pong, darts, and themed board games. Perfect for families, groups, beach lovers, and travelers seeking comfort, fun, and an unforgettable atmosphere. “Ohana” means family — and here, everyone feels at home. 🌴

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.

Hook Wine and Sinker ~ Walk to Beach/Rooftop Deck

Hook Wine and Sinker is a luxury 5BR/5.5BA bayfront retreat 🌊 just a 3-minute walk to Bradenton Beach 🏖️. Enjoy a heated pool & spa 🏊‍♂️, rooftop deck with Bay & Gulf views 🌅, furnished balconies, elevator 🛗, and designer interiors. With 4 king suites 🛌, a bunk room, gourmet kitchen 🍽️, and upstairs lounge with bar 🍷, this dog-friendly escape is steps from dining, shopping, and island fun 🌴✨.