Family-friendly rentals near Cortez Beach

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, 195 reviews

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.

A serene view from a balcony is presented, showcasing calm waters and lush greenery along the shoreline. Two wicker chairs and a round table are positioned on the balcony, enhancing the inviting outdoor space. The sky is clear, reflecting soft natural light on the water.

4.85 out of 5 average rating, 102 reviews

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.

4.89 out of 5 average rating, 54 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!

4.85 out of 5 average rating, 137 reviews

Cottage in Cortez

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."

4.88 out of 5 average rating, 112 reviews

Condo in Holmes Beach

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Escape to our cozy beachside retreat, steps from the sand! Retire the car in the garage, fill the wagon w/beach supplies & head to the shoreline at sunset. Spend time sipping coffee on 1 of the 3 balconies or cooling off in the pool w/the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor giving the main level separation. Sleeps 4-5 comfortably but can accommodate 6 w/sofa bed. Forgot something? Walgreens is right next door along with restaurants, shops & more!

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, 127 reviews

4.92 out of 5 average rating, 303 reviews

One Block to Beach - Ohana Hale Gulf View D 2 BR

Aloha and welcome to our island home. "Ohana" is Hawaiian for family & that is who you are when you stay w/ us. The 2 bedroom 1 bath suite is located on the second floor w/ a peek of views of the Gulf from the living room, 2nd bedroom & your outside deck. We also have a 3rd floor shared deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands & turquoise waters of the Gulf.

4.98 out of 5 average rating, 125 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.

4.67 out of 5 average rating, 6 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

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

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, 257 reviews

4.64 out of 5 average rating, 86 reviews

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.

4.81 out of 5 average rating, 136 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.

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

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

4.99 out of 5 average rating, 182 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

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, 100 reviews

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach

4.9 out of 5 average rating, 226 reviews

Gulf Front • Steps to Sand • Sunset Views • AMI

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, 103 reviews

Dockside Dreams - Pool, Spa & Waterfront Dock

4.92 out of 5 average rating, 224 reviews

Home in South Bradenton

Summer Vibes*HTD Pool*Hot Tub*Fire Pit*Game Room

4.96 out of 5 average rating, 212 reviews

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Bradenton beach

Be an AMI

4.86 out of 5 average rating, 438 reviews

Las Palmas Beach Rentals unit 2

5.0 out of 5 average rating, 102 reviews

Home in Bradenton

Lux Getaway: Pool| Hot Tub| Bocce Ball nr AMI &IMG

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 116 reviews

Cottage in Cortez

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

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, 202 reviews

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

4.96 out of 5 average rating, 111 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

4.99 out of 5 average rating, 159 reviews

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

Short Stroll to the Surf! ~ Make Memories on AMI

An aerial view captures a tranquil heated pool surrounded by lush tropical greenery. Two white lounge chairs are positioned beside the water, and steps lead up from the pool area. A variety of palm trees and tropical plants create a serene atmosphere.

4.94 out of 5 average rating, 183 reviews

Big Backyard Pool Retreat Near IMG Academy, Beach

4.92 out of 5 average rating, 155 reviews

Newly Remodeled Beachfront Studio - On the sand!

4.97 out of 5 average rating, 112 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

4.95 out of 5 average rating, 124 reviews

A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.

Home in Holmes Beach

Breezy Harbor AMI pool retreat near the Beach

Family-friendly home rentals with a pool

A comfortable living area features soft beige sofas adorned with colorful cushions. A wooden coffee table sits at the center, resting on a vibrant woven rug. Artwork depicting beach scenes decorates the walls, while a glimpse of the kitchen area is visible in the background.

4.83 out of 5 average rating, 203 reviews

Island Living - Walk To the beach

4.87 out of 5 average rating, 107 reviews

Anna Maria Island 1 BR Condo

4.99 out of 5 average rating, 142 reviews

Pickleball, Game Room, Heated Pool, 4 Min 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, 6 reviews

Island Escape Beach Pool Hot Tub WATER VIEWS

4.81 out of 5 average rating, 36 reviews

Top-Floor, Heated Pool, and steps to beach

5.0 out of 5 average rating, 26 reviews

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

An inviting pool area is surrounded by lush tropical plants, featuring a curved pool and a spacious wooden deck. Seating includes colorful lounge chairs and a shaded dining area with a grill. An orange umbrella offers additional shade, enhancing the outdoor relaxation space.

4.5 out of 5 average rating, 4 reviews

Angie's Place! Upper Unit, Steps from the Beach!

4.78 out of 5 average rating, 32 reviews

Playa Esmeralda Home! And add a golf cart!

Family-friendly home rentals with Wi-Fi

Tiny home in Bradenton Beach

Paradise Found in our cozy home on Anna Maria

5.0 out of 5 average rating, 12 reviews

5.0 out of 5 average rating, 23 reviews

ShoreSideSuites Stunning Gulf Views|Steps to Beach

5.0 out of 5 average rating, 30 reviews

Serenity by the Bay.

5.0 out of 5 average rating, 14 reviews

Beachfront Unit C/D Directly on Bradenton Beach!

A stunning sunset is captured over the ocean, with warm hues of orange and gold reflected on the water. Silhouetted palm fronds are visible in the foreground, and the roof of a nearby building is partially seen, adding depth to the coastal scene.

5.0 out of 5 average rating, 14 reviews

BeachHouse:Sleeps 13:Ocean View:Spa:Rooftop Deck

5.0 out of 5 average rating, 7 reviews

AMI Condo: Private Patio with Direct Beach Access!

5.0 out of 5 average rating, 15 reviews

Gorgeous bay view, 2/2 house, boat ramp & dock

A serene water view is presented, with green waters reflecting palm trees and surrounding foliage. A row of condominium units is visible, featuring balconies and seating areas, lined by a rocky edge that enhances the tranquil ambiance.