Family-friendly vacation rentals in Cortez

4.95 out of 5 average rating, 107 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

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

4.96 out of 5 average rating, 188 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 Holmes Beach

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

4.85 out of 5 average rating, 124 reviews

A cozy living area is displayed, featuring a patterned sofa and a wooden coffee table with a small plant. A large television sits on a white dresser, while an air conditioning unit is installed above. The entrance door is visible, along with a wall clock and decorative wall art.

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."

4.92 out of 5 average rating, 13 reviews

A spacious garage is visible, featuring paddleboards, a ping pong table, and various outdoor equipment. Two beach cruiser bikes with light blue frames and brown accents are positioned in front, adding a beachy touch to the inviting environment.

Home in Cortez

Beach Retreat! Bikes, Paddleboards, Sauna & more!

Bradenton / Anna Maria Island Beach Retreat! From the moment you arrive you feel vacation set in! This property is LOADED with amenities to take your stay at the beach to the next level. Stunning decor and furnishings are just the start! 6 beach chairs, 2 beach wagons, Paddleboards, 4 bikes, Sauna, Cold Plunge, Workout Equipment, Ice Maker, and beach umbrellas this property has everything you need to get the MOST out of your vacation. A 15 minute walk from front door to the sandy white beach!

A canal-front home is seen from above, featuring a screened patio that overlooks the water. Lush greenery surrounds the property, with palm trees and vibrant flowering plants. A private dock is positioned along the canal, providing boat access.

4.93 out of 5 average rating, 14 reviews

Boater's Waterfront Retreat

Welcome to Boaters' Waterfront Retreat! Experience comfort and adventure at our canal-front home. This 2-bedroom + bunk room, 2-bath retreat includes an open floor plan, screened patio, and pool. There's 40-foot dock with direct ocean access so bring your boat and store the trailer, too. We're 3 miles from the beach and 1 mile from shops and restaurants. Beach chairs, cooler, and beach cart provided. Optional bike rentals available. As locals, we're here to ensure you have a fantastic stay!

4.99 out of 5 average rating, 146 reviews

The image captures a view of the charming yellow and beige condo building from the sandy beach. Lush green vegetation and palm trees surround the property, while the serene blue sky adds to the setting. A glimpse of the pool area is visible in the background.

Condo in Longboat Key

Condo with a View 2: August Openings!

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!

An aerial view captures a private pool surrounded by lush palm trees and vibrant greenery. White lounge chairs frame the pool area, while a rustic wooden staircase leads to a treehouse nestled among the foliage. An outdoor kitchen is visible nearby, enhancing the oasis-like setting.

4.93 out of 5 average rating, 152 reviews

2.5mi to beach, Dogs OK, Pvt Pool, Grill, Tropical

Enjoy your own private tropical oasis with enough space for your entire family! ⭐️ AMI Beaches - 5 mins ⭐️ IMG Academy - 9 mins ⭐️ Robinson Preserve - 13 mins ⭐️ Outdoor Kitchen w/ propane grill ⭐️ Heated pool ⭐️ Sun deck in mango tree ⭐️ Split floor plan - 1 King & 2 Queen beds ⭐️ Fully equipped kitchen ⭐️ Washer & dryer One of our ⭐️⭐️⭐️⭐️⭐️ reviews: “This place was absolutely magical! We have stayed at several Airbnb’s around Florida and this was by far our favorite.” – Cory

4.98 out of 5 average rating, 94 reviews

An open-concept living area features exposed wooden beams and light hardwood flooring. A dining area with a table and chairs is positioned near a fully equipped kitchen. Glass double doors lead to a cozy sleeping space with a bed and large windows, allowing natural light to fill the room.

Cottage in Bradenton

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with 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 1936 cottage. Private setting offering tranquility with picturesque palm trees and mangroves surrounding the properties shore line. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

Guesthouse 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, 179 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 heated saltwater pool accompanied by a spa hot tub, surrounded by a stone patio and tropical landscaping. Loungers and Adirondack chairs are positioned for relaxation under a shaded umbrella. A serene pond and lush greenery create a tranquil backdrop.

5 out of 5 average rating, 103 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴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!

A bright living space is filled with natural light from large vertical blinds. A comfortable sofa is adorned with pink cushions, complemented by a coffee table with decorative flowers. Nearby, a round dining table is set for gatherings, creating an inviting ambience.

4.98 out of 5 average rating, 229 reviews

My Sunny home on the Bay.

My Sunny Mobile Home is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views on the little beach right on the bay. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing and great restaurants near by. Very quiet neighborhood with houses and mobile homes and close to everything for a relaxing vacation.