Family-friendly holiday rentals in Madeira Beach

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.

Indoor spaces · Kitchen · Decor

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Family · Kitchen · Nearby

Penthouse Condo on Water Steps to Beach+Johns Pass

Escape to paradise at our gorgeous, 7th floor waterfront condo in the new Madeira Bay Resort in Madeira Beach. Perfectly located directly across the street from the beach, situated on a gorgeous waterfront marina, & just 1 block from John's Pass Village & Boardwalk, enjoy shopping, dining, bars, water sports, boat/bike rentals & more all in walking distance! Newly furnished & well-stocked w/all the comforts of home, enjoy stunning views of the sunrise, intracoastal waterways, & downtown skyline.

Kitchen · Indoor spaces · Location

Newly Renovated Condo with Pool

Welcome to your perfect beach getaway along the Gulf Coast. Our newly renovated condo offers comfort, convenience, and stunning views. Imagine sipping your morning coffee while watching the sunrise, and spending your days lounging on the beach just steps away. Whether you're here to relax, explore, or enjoy local seafood, this condo is ideal for your vacation. With modern amenities, spacious living areas, and easy access to top attractions, book your stay and create unforgettable memories today.

Indoor spaces · Family · Cleanliness

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Indoor spaces · Family · Decor

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Kitchen · Family · Amenities

Villa Madeira 604 Luxury Gulf Beachfront Getaway

Villa Madeira #604 is a 3-bedroom, 2-bathroom beachfront condominium that blends comfort with breathtaking Gulf views. The unit features an open living and dining area with large sliding glass doors that lead out to a private balcony overlooking the sugar-white sands of Madeira Beach. With its prime sixth-floor location, this condo offers the perfect setting for enjoying spectacular sunsets each evening. Just a short distance away, you’ll find the famous John’s Pass Village and Boardwalk.

Kitchen · Family · Beach

Steps to beach with Marina Sunsets – 3 -Bed condo

Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

Indoor spaces · Family · Cleanliness

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.

Family · Kitchen · Access

Rincón Divino MB 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.

Indoor spaces · Family · Condition

Waterfront Escape - Steps to Beach, Dining & Shops

Rest, relax and unwind with family or friends- you're on beach time. Wake up to the serene sunrise over the marina from your private balcony. Soak up the sun on the white powder sand of Madeira beach located directly across the street. Make a splash in the on site outdoor swimming pool or relax in the jacuzzi. Visit famous John's Pass village just a 2 minute walk to vibrant music, delicious food and drinks, and fun water adventures.

Indoor spaces · Family · View

Amazing Beachfront Complex Close To Johns Pass!

Beach Place is one of the most sort after condos on Madeira Beach! Beach Place Condominiums are located on the beach! and are the closest complex to world-famous John's Pass Village and Boardwalk. Amenities include free WiFi throughout the complex, a beachfront lounge area with tiki huts, a large heated beachside pool, and 3 BBQ grills for cooking your catch!

Family · Kitchen · Pool