Holiday houses in Madeira Beach

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Paradise on the Pass - 360 Rooftop water views!

Looking for a family friendly space central to everything you could need for a fun beach vacation? Look no more! Paradise on the Pass is located at the end of World Famous John's Pass Boardwalk, just walk out your front door and you are steps away. 360 rooftop water views and beach access from under the Pass bridge, without having to even cross Gulf Blvd. This duplex unit features 2 bedrooms, 2 bathrooms and sleeps 8. Everything is BRAND NEW... full kitchen, baths, paint, appliances & more!

Luxury Penthouse Beach Condo

Madeira Beach is Back & Better Than Ever! Whether you’re here for the legendary Gulf sunsets or the vibrant local energy, everything you love is right at your doorstep. Vibe: Catch live music and cold drinks at Saltwater Hippie Play: Challenge the family to a pirate-themed round of mini-golf at Smugglers Cove—located right across the street. And of course, the main event: endless, world-class white sands are waiting for you just 400 feet away. Your perfect beach day starts here!

Lux Madeira Beachfront Home

Wake up to sweeping Gulf views in this rare 4BR/sleeps 10 Gulf-front home on Madeira Beach — direct sand access from your door. Spread across multiple levels of living with panoramic water views and private balconies. Designed for relaxed beach living with patio & outdoor BBQ area, perfect for sunset dining. Beach chairs, umbrella & gear included. Minutes from John's Pass. High-speed WiFi & parking included. Private, spacious & truly Gulf-front — Madeira Beach at its finest.

Summer Sale Ocean Front | Stunning Views | HGTV

**NEWLY RENOVATED!** Welcome to Tides & Vibes, your personal slice of paradise, accommodating 12 guests! This beachfront retreat, perched directly above the shimmering Gulf with powdery soft sand just steps from your door, offers a spacious and comfortably furnished beachfront balcony inviting you to unwind while soaking in sweeping ocean views, cool breezes, and picture-perfect sunsets. Book your stay and experience the magic of Indian Shores!

Beachfront Escape in Madeira Beach: Heated Pool,

Welcome to our beachfront condo at the Arie Dam building located in Madiera Beach, a stunning beachfront retreat that offers the perfect mix of comfort and luxury. Wake up to breathtaking views of the turquoise Gulf waters from your private, screened-in balcony. This stylish condo features two beautifully decorated bedrooms, a fully equipped kitchen with updated appliances, and a cozy living area, all designed for relaxation and convenience.

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.

2BR | Oceanfront, Backyard Beach, Fully Equipped

Experience luxury coastal living at Indian Shores in this beautifully appointed beachfront retreat at Sunplace. Featuring 2 spacious bedrooms with a king and queen bed, plus a full-size roll-out bed and Pack ’n Play, this fully equipped condo is perfect for families and groups. Enjoy direct beach access, stunning Gulf surroundings, resort-style amenities, and easy access to local dining, shops, and nearby Clearwater Beach.

Treasure Island Waterfront

Escape to a peaceful waterfront condo in Treasure Island’s Isle of Capri. This bright 1-bedroom retreat features canal views, a private patio, fast Wi-Fi, free parking, self-check-in, complimentary e-bikes, and an e-scooter. Walk to Treasure Island Beach, John’s Pass, restaurants, and nightlife. Enjoy the shared fishing dock, BBQ grill, and relaxing Florida Gulf Coast atmosphere perfect for couples and small families.

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

🌸Welcome to your ideal beach getaway on Madeira Beach just steps from Johns Pass! Nestled directly on the pristine white sands of the Gulf of America, this upscale five-story building boasts a perfect blend of luxury and tranquility. With just 25 units, the building ensures a private and serene escape while offering all the modern amenities you could desire. 💲✨ Discounts: 5% Off Weekly/ 10% Off Monthly Stays 💥💲

Modern 2BR Apt Steps to Beach

Bright, modern 2-bedroom beach retreat just one block from the shore with beautiful ocean views. Perfect for families or friends, this stylish apartment comfortably sleeps up to 6. Features a fully equipped kitchen, dedicated workspace, free private parking, and a shared patio with a grill. Enjoy premier beach access just a 5-minute stroll away. Your ideal coastal getaway awaits!