Family-Friendly rentals near Cortez Beach

4.9 out of 5 average rating, 59 reviews

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!

Bungalow in Bradenton Beach

A tranquil outdoor space features a wooden dining table surrounded by eight chairs set on a tiled patio. A small, curved swimming pool is framed by lush tropical plants, and umbrellas provide shaded areas. The vibrant greenery creates a serene atmosphere.

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!

4.91 out of 5 average rating, 128 reviews

An aerial view captures a coastal community, showcasing white sandy beaches and turquoise waters. Clear pathways lead to beach access, marked for a six-minute walk. Surrounding buildings offer a mix of residential architecture, with vehicles parked nearby along the street.

4.95 out of 5 average rating, 21 reviews

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.

5.0 out of 5 average rating, 7 reviews

AMI Condo: Private Patio with Direct Beach Access!

Capri Condo A by Anna Maria Vacations VRC18-000064 / CND5105467 Welcome to Capri Condo A, a stunning ground-level oceanfront getaway located directly on Bradenton Beach! With gorgeous Gulf views from the living area and primary bedroom, this classic Florida-style condo offers the perfect coastal retreat. Featuring three bedrooms and two bathrooms, a large open porch, and easy access to the white sands of Anna Maria Island. Capri Condo A is your ideal destination for relaxation, water

4.98 out of 5 average rating, 128 reviews

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.

4.98 out of 5 average rating, 117 reviews

Cottage in Cortez

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.

Tiny home in Bradenton Beach

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!

5.0 out of 5 average rating, 14 reviews

Cottage in Bradenton Beach

A vibrant yellow cottage is surrounded by a sandy area with palm trees. Colorful adirondack chairs in pink, blue, and green are positioned on the white gravel. A covered outdoor seating area is visible to the side, enhancing the beachside environment.

Bradenton Beach Sunsets 2, Anna Maria Island, FL

NO BOOKING FEE! 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.

4.98 out of 5 average rating, 263 reviews

4.5 out of 5 average rating, 8 reviews

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

Cottage in Bradenton Beach

One Block to Beach - Ohana Hale Beachside A 2 BR

COMPLETELY REMODELED February 2025! Aloha and welcome to our Island Home Ohana Hale AMI! Our home is designed for the ultimate beach vacation experience, featuring 2 cozy bedrooms and 1.5 baths. The open kitchen and living area create a spacious, inviting atmosphere, perfect for relaxation and fun. Be sure to check out our amazing 3rd-floor shared deck—it's the perfect place to watch stunning sunsets over the Gulf of Mexico.

4.89 out of 5 average rating, 325 reviews

4.8 out of 5 average rating, 138 reviews

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.

An aerial view of a newly renovated duplex showcases its light green exterior. The structure is positioned raised above ground, with a driveway accommodating multiple vehicles. Lush palm trees and a sandy path flank the property, providing a coastal atmosphere.

4.96 out of 5 average rating, 130 reviews

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*

Popular amenities for family-friendly rentals near Cortez Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 227 reviews

Beachfront • Steps to Sand • Sunset View • Balcony

4.94 out of 5 average rating, 186 reviews

A vibrant sunset is captured over the water, with deep orange and yellow hues blending against a backdrop of clouds. The scene is framed by silhouettes of foliage, creating a serene natural setting that highlights the beauty of the coastal landscape.

Condo in Bradenton

Luxury 3/3 condo in Margaritaville Resort

An outdoor space features a newly constructed pickleball court, complemented by a heated pool and a raised deck. Surrounding tropical foliage provides a natural backdrop, while a vibrant sunset casts a warm glow over the setting.

4.98 out of 5 average rating, 101 reviews

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach

4.97 out of 5 average rating, 190 reviews

Home in Bradenton

SLeePs20-Hotub-2kingSuites-IMG-Airhockey-Families

4.86 out of 5 average rating, 439 reviews

Las Palmas Beach Rentals unit 2

4.98 out of 5 average rating, 110 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

4.98 out of 5 average rating, 107 reviews

Dockside Dreams - Pool, Spa & Waterfront Dock

4.97 out of 5 average rating, 157 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

Family- and pet-friendly home rentals

A heated saltwater pool is surrounded by lush tropical vegetation, creating a serene atmosphere. Poolside seating is offered by several lounge chairs, alongside a shaded area with an umbrella. Sunlight reflects off the water's surface, enhancing the tranquil setting.

4.98 out of 5 average rating, 205 reviews

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

4.96 out of 5 average rating, 112 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

4.97 out of 5 average rating, 113 reviews

The exterior of the beach house is depicted, showcasing a blue structure with a metal roof surrounded by tropical landscaping. A gravel driveway leads to the entrance, flanked by palm trees and vibrant foliage, emphasizing the inviting coastal atmosphere.

Home in Longboat Key

Beautiful Beach House

4.92 out of 5 average rating, 157 reviews

Studio - On the sand! Right on the beach. Sunsets

4.73 out of 5 average rating, 51 reviews

Mermaid Tale by Duncan Real Estate

4.88 out of 5 average rating, 8 reviews

Cabin in Bradenton Beach

Tortuga Cottage · 1915 · Pool · Pet-Friendly

4.86 out of 5 average rating, 7 reviews

WE ARE BACK! Cute peak-a-boo waterview mobile

A screened enclosure surrounds a private swimming pool, providing a sunny outdoor space. Comfortable seating is visible alongside a dining area with a table and chairs. Lush greenery and palm trees can be seen in the background, enhancing the tropical atmosphere.

4.98 out of 5 average rating, 40 reviews

“Topside” luxury home in Cortez Village

Family-friendly home rentals with a pool

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

4.94 out of 5 average rating, 198 reviews

Beach Escape & Pool, steps to Beach & restaurants

4.98 out of 5 average rating, 258 reviews

Condo in Longboat Key

Island Time: Open Tues - Sat!

5.0 out of 5 average rating, 111 reviews

Home in Anna Maria

Bean Pt. Bungalow - Half duplex w/private pool

4.77 out of 5 average rating, 150 reviews

Cute 1Bedroom Beach condo, only steps from beach!

4.81 out of 5 average rating, 36 reviews

Top-Floor, Heated Pool, and steps to beach

An aerial view of a coastal condo complex showcases a well-maintained tennis court in the foreground, adjacent to a sparkling pool area. Expansive ocean views are visible in the background, highlighting the proximity to the beach. Lush palm trees provide greenery around the facilities.

5.0 out of 5 average rating, 7 reviews

Island Escape Beach Pool Hot Tub WATER VIEWS

5.0 out of 5 average rating, 28 reviews

New! 4BR Villa + Crosswalk to Sand + Beach View!

4.79 out of 5 average rating, 34 reviews

Playa Esmeralda Home! And add a golf cart!

Family-friendly home rentals with Wifi

5.0 out of 5 average rating, 24 reviews

ShoreSideSuites Stunning Gulf Views|Steps to Beach

5.0 out of 5 average rating, 12 reviews

Beach Retreat! Paddleboards, Bikes, & Beach Gear!

5.0 out of 5 average rating, 17 reviews

Beachfront Unit C/D Directly on Bradenton Beach!

An aerial view captures a modern three-level home featuring multiple balconies and a sparkling heated pool on the lower level. The surrounding landscape includes lush greenery, with the bay visible in the background, creating a serene ambiance during dusk.

4.96 out of 5 average rating, 26 reviews

Bayview Pointe! Luxury Villa near Anna Maria isle!

5.0 out of 5 average rating, 19 reviews

Our Little Piece of Paradise

4.92 out of 5 average rating, 24 reviews

Gulf & Sunset Views! 1 BR. Villa B, "Walk to All"

5.0 out of 5 average rating, 23 reviews

1918 Historic Cottage • Walk/Bike to AMI Beaches