Family-friendly rentals near Cortez Beach

Apartment in Bradenton 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, 154 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 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.

4.95 out of 5 average rating, 112 reviews

Breezy Harbor AMI pool retreat near the Beach

Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -We typically have shorter stays available, just ask! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

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.

4.91 out of 5 average rating, 110 reviews

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!

4.99 out of 5 average rating, 238 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guest house in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Apartment in Longboat Key

4.99 out of 5 average rating, 162 reviews

Silver Sands By the Sea, Open Thanksgiving Week!

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!

Apartment in Bradenton Beach

A large heated pool is surrounded by sun loungers and palm trees, providing a relaxing outdoor space. The backdrop features a two-story building with balconies and red roofs, enhancing the inviting poolside atmosphere.

4.88 out of 5 average rating, 127 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

4.97 out of 5 average rating, 119 reviews

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

Apartment in Bradenton

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.

4.96 out of 5 average rating, 110 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Guest house in Bradenton Beach

A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

4.99 out of 5 average rating, 192 reviews

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.

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

5 out of 5 average rating, 113 reviews

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!

4.98 out of 5 average rating, 149 reviews

A cozy sleeping area features a spacious bed with light green linens. A small wooden table and chair are positioned beside the bed, while a dresser adds storage space. A television is mounted on the wall, with decorative wall art enhancing the serene environment.

Guest house in Bradenton

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.

4.99 out of 5 average rating, 142 reviews

A spacious living area features a large blue sectional sofa and a wooden coffee table. A small dining table with chairs is positioned near the kitchen area. Soft lighting and coastal-themed artwork add to the room's ambiance, complemented by a decorative blue area rug.

Guest suite in Bradenton

Adorable Manatee Guest House

Our guest house is conveniently located in a quiet neighborhood, a few miles from the sandy white beaches of Coquina Beach, Brandenton Beach, Holmes Beach, Manatee Beach, Ana Maria Island, and Siesta Key Beach. The Downtown and IMG Academy are also just a short drive away. Our home is a perfect place to relax between trips to the beach and local attractions.

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

4.96 out of 5 average rating, 257 reviews

A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.

Cottage in Anna Maria

Turtle Cottage - Anna Maria Island

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.

4.96 out of 5 average rating, 197 reviews

Be an AMI

4.96 out of 5 average rating, 113 reviews

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

Flat in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

A three-story coastal home is framed by palm trees, featuring a light-colored exterior. A large balcony is visible on the second floor, and the entrance includes a garage and a fenced area. The setting is serene, highlighting the proximity to the beach.

4.94 out of 5 average rating, 116 reviews

The Peachy Beach House, steps to the gulf

4.97 out of 5 average rating, 115 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Apartment in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

A comfortable living area features a sectional sofa and a coffee table on a patterned rug. A large flat-screen television is mounted on a wood-accented wall. Natural light filters through sheer curtains, and a decorative plant adds a touch of greenery to the space.

4.98 out of 5 average rating, 114 reviews

Beach House with jacuzzi near AnnaMariaIsland

4.98 out of 5 average rating, 203 reviews

A spacious living and dining area features a table set for four with light-colored chairs. A comfortable sofa is arranged against the wall, and large sliding glass doors allow natural light to flood the space, providing views of the nearby lake and greenery.

Apartment in Bradenton

Shorewalk full condo AnnaMaria Beaches IMG

Guest house in Anna Maria

The exterior view of a two-story home is presented, featuring a wooden staircase leading to a balcony adorned with outdoor seating. Lush greenery surrounds the property, with a variety of plants and flowers lining the pathways, creating a welcoming outdoor space.

4.95 out of 5 average rating, 244 reviews

Gulf Front Guest House

Family- and pet-friendly home rentals

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.

4.99 out of 5 average rating, 71 reviews

Dockside Dreams w/ Pool and Spa

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

4.93 out of 5 average rating, 171 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

4.98 out of 5 average rating, 143 reviews

A spacious living area features a sectional couch and a decorative area rug, enhancing the inviting ambiance. A dining table with modern chairs is positioned against a striking patterned accent wall, while natural light filters through the nearby windows, casting a warm glow over the space.

Home in Pinellas Park

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

A resort-style pool is illuminated at night, showcasing vibrant blue and purple hues. A round, heated spa is visible to the side, surrounded by lush tropical vegetation. Several lounge chairs are positioned near the pool, and a large umbrella provides shade.

4.85 out of 5 average rating, 53 reviews

AMI Cortez Beach Retreat "Views" Resort-style Pool

4.91 out of 5 average rating, 400 reviews

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

Home in St. Petersburg

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

A private pool area is surrounded by lush greenery and palm trees. The curved pool features clear blue water, complemented by lounge chairs and a shaded seating area. A second-story balcony offers scenic views, while a barbecue grill is positioned nearby for outdoor dining.

5 out of 5 average rating, 35 reviews

Sunset View Pet Friendly w/Pool Beach Home

4.87 out of 5 average rating, 400 reviews

The exterior of a charming yellow bungalow is visible, featuring a covered patio area with potted plants. The entrance is accessed via a set of steps leading to the upper level, while brick pavers create a welcoming pathway.

Flat in Bradenton Beach

Las Palmas Beach Rentals unit 2

4.96 out of 5 average rating, 185 reviews

A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.

Flat in Holmes Beach

Cabin 2 at Spinnakers Vacation Cottages

Family-friendly home rentals with a pool

A serene outdoor pool is framed by tropical landscaping, featuring lounge chairs and a dining area. Sunlight reflects on the clear water, enhancing the inviting atmosphere, while a covered seating space offers shade for relaxation.

5 out of 5 average rating, 7 reviews

Family Tides B – Pool, Rooftop & Gulf/Bay View

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

5 out of 5 average rating, 50 reviews

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

4.9 out of 5 average rating, 110 reviews

A comfortable living space is presented, featuring a green sofa paired with two armchairs. A round coffee table with neatly arranged towels is centered on a patterned rug. Natural light filters through the shuttered window, enhancing the warm ambiance of the room.

Flat in Bradenton Beach

2 min walk to beach Paradise

A sparkling blue pool is surrounded by a stone deck and lush greenery. Lounge chairs are positioned beside the pool, with a covered patio in the background. The water canal and boats are visible beyond the backyard, under clear blue skies.

5 out of 5 average rating, 37 reviews

Canal front, dock, heated Pool, near AMI+IMG

4.98 out of 5 average rating, 44 reviews

Loggerhead - Private Pool + Golf Cart - AMI Oasis

An inviting two-story blue house is surrounded by lush greenery and palm trees, providing a tropical feel. A paved driveway leads to two garage doors, while a welcoming front porch with white railings offers a glimpse of the home's charm.

5 out of 5 average rating, 12 reviews

Casa Bonita

Townhouse in Bradenton Beach

5 out of 5 average rating, 6 reviews

2 Min Walk to Beach | Heated Pool + Hot Tub

5 out of 5 average rating, 40 reviews

A screened outdoor space features a swimming pool with clear blue water. Comfortable seating arrangements, including dark wicker chairs with soft cushions, are positioned next to the pool. A dining set is visible in the background, surrounded by lush greenery.

Home in Cortez

Heated saltwater CAGED pool ! NEW ! CLEAN !

Family-friendly home rentals with wifi

The exterior of a modern two-story house is illuminated by soft evening light. A spacious deck is adorned with wooden chairs, and palm trees frame the entrance, enhancing the tropical ambiance. The house showcases a sleek design with large windows and a welcoming entrance.

4.99 out of 5 average rating, 86 reviews

Gulf Beach Front! Walk to Restaurants + Pier!

5 out of 5 average rating, 55 reviews

A cozy sleeping area is presented with a spacious bed featuring soft bedding. Custom-built booths with plush green cushions are positioned along large windows, allowing ample natural light. The warm wood ceiling complements the wooden cabinetry, enhancing the overall serene ambiance.

Tiny home in Bradenton

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

A warm outdoor space features a heated pool surrounded by tropical landscaping. Comfortable black lounge chairs are positioned nearby, providing a relaxing area for guests. Soft lighting illuminates the space, creating a serene atmosphere in the evening.

5 out of 5 average rating, 52 reviews

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

5 out of 5 average rating, 14 reviews

A cozy studio space is depicted, featuring a spacious king bed adorned with fresh linens. A comfortable sofa sits nearby, complemented by a decorative pillow. A blue side table and an upholstered ottoman add color to the room, which is illuminated by natural light through the sheer curtains.

Flat in Bradenton Beach

Brand New Listing/Beach Retreat/Steps to Beach!

4.98 out of 5 average rating, 85 reviews

A spacious bed is centered in the room, dressed in a striped quilt. Two bedside lamps provide soft lighting, while framed artwork and a decorative sign enhance the calming atmosphere. A cozy seating area is positioned nearby, complementing the restful environment.

Guest suite in Bradenton

Sand Dollar Oasis - private entrance, private bath

4.8 out of 5 average rating, 99 reviews

Lisa's Beach House - 90 steps to the beach

Place to stay in Bradenton

4.98 out of 5 average rating, 48 reviews

Seas The Day By The Bay