Family-friendly vacation rentals in Madeira Beach

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Top-rated family-friendly rentals in Madeira Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite
A comfortable living area is furnished with two brown sofas and a light blue coffee table. A television is positioned on a beige console. Artwork depicting beach scenes is displayed on the white wall, while a large sliding door provides access to the balcony with ocean views.
Condo in Madeira Beach
4.94 out of 5 average rating, 144 reviews

Stunning Views Beach Front Condo

Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.

Guest favourite
An outdoor swimming pool is surrounded by a well-maintained paved area and vibrant landscaping. Palm trees provide shade near the pool, while the adjacent building features two levels with balconies overlooking the area. The inviting water reflects sunlight under a clear blue sky.
Condo in Redington Beach
4.8 out of 5 average rating, 248 reviews

Beautiful Studio on the paradise white sand beach!

The studio at Royal Orleans is a perfect holiday accommodation across from the lovely Redington Beach. The studio offers a sitting area and a kitchen complete with a dishwasher and a refrigerator. A flat-screen TV with cable channels is provided. There is a private bathroom with a bathtub shower. The bed is queen size. The apartment complex has a lovely outdoor swimming pool with a lounge area. Redington Beach is a great choice for travelers interested in sunbathing, swimming and relaxing.

Superhost
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Condo in Treasure Island
4.89 out of 5 average rating, 149 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Top guest favourite
An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.
Condo in Madeira Beach
4.98 out of 5 average rating, 155 reviews

Penthouse Water View, Pool, @ Johns Pass!

Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

Guest favourite
The living area features a comfortable dark sofa and two armchairs arranged around a coffee table. A dining table with four chairs sits across from a large window, allowing natural light to fill the space. Decorative artwork adorns the walls.
Condo in Madeira Beach
4.87 out of 5 average rating, 235 reviews

Stylish Madeira Beach Resort Gulf View John's Pass

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy beachside bliss in this stylish 2BR/2BA Madeira Beach condo—just steps from the sand (across the street) and a short walk to John’s Pass! Relax on your private balcony with Gulf views or soak up the sun at the pool. Includes full resort access, Wi-Fi, parking, and beach gear—towels, chairs, umbrella, and buggy. Elevator to the 4th floor for easy access to your coastal getaway!

Top guest favourite
A cozy studio space is showcased with natural light streaming in through two windows. A spacious bed with light bedding is complemented by a decorative wall piece. A small dining table with two chairs and a comfortable sofa add to the inviting atmosphere.
Apartment in St. Petersburg
4.99 out of 5 average rating, 120 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Superhost
A spacious room is highlighted by two queen beds, covered in soft white linens and navy blue accents. A large flat-screen TV is mounted on the wall opposite a comfortable seating area with a gray chair. Windows offer expansive views of the ocean, complemented by nautical-themed artwork.
Condo in Treasure Island
4.83 out of 5 average rating, 112 reviews

Executive Oceanfront Studio

Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Condo in Madeira Beach
4.99 out of 5 average rating, 208 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Guest favourite
A cozy living area features a gray sofa adorned with patterned cushions, anchored by a colorful area rug. A glass coffee table sits in front, while a green accent chair complements the space. Large windows allow natural light to brighten the room.
Condo in Madeira Beach
4.86 out of 5 average rating, 169 reviews

2nd story, high-n-dry, new WiFi. The Manatee.

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Please note there may be construction noise as some units rebuild after the storms. Enjoy the tropical, old Florida feel that's hard to find outside this sought after beach community. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands await you.

Guest favourite
An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.
Condo in Redington Beach
4.85 out of 5 average rating, 351 reviews

Royal Orleans at Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Guest favourite
An inviting balcony view overlooks a spacious pool area and the intercoastal waters, framed by palm trees. A light-filled living area features comfortable furnishings and a television, while the dining space and kitchen are visible, providing a warm atmosphere for relaxation and enjoyment.
Condo in St. Petersburg
4.86 out of 5 average rating, 309 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Guest favourite
Condo in Madeira Beach
4.95 out of 5 average rating, 147 reviews

COASTAL CHIC! Luxury Apartment with Oceanviews

Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!

Popular amenities for Madeira Beach family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Madeira Beach

  • Total rentals

    930 properties

  • Nightly prices starting at

    $98 CAD before taxes and fees

  • Total number of reviews

    24K reviews

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    790 properties have a pool

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

Destinations to explore