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**

The Harbor Condo Beach Escape!

The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Steps away from beautiful, white sand Madeira Beach! • Wonderful amenities such as heated pool and spa as well as free Wi-Fi, 2 secured parking spots, and a washer and dryer! • Beautifully decorated throughout to reflect coastal comfort. • The location is great too! Close to a variety of restaurants, entertainment, and unique shopping.

Beachy 4 Bedroom 3 Bath Pool Home Mins to Beach

Nestled directly on the Intracoastal Waterway, this spacious 4-bedroom, 3-bathroom pool home is the ideal retreat for families and groups looking to relax, reconnect, and enjoy the Florida lifestyle. With 3 comfortable bedrooms located downstairs and a private grand master suite upstairs, the layout offers both convenience and privacy for larger groups. The home features plenty of space to spread out, making it perfect for family vacations! Beach is a 15 minute walk away. Private dock

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

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!

Beachfront Getaway with Resort-Style Pool

🌴 Escape to your own slice of beachfront paradise at Madeira Beach. This cozy 1BR studio features two queen beds, a private patio overlooking the ocean, and direct beach access just steps away. This unit is located on the 1st floor of the building. Elevator access is available. Enjoy a fully equipped kitchen, fast WiFi, and access to a pool and BBQ grill. With free parking and everything you need to relax and unwind, it’s the perfect getaway for couples, friends, or small families.

Oceanfront Luxury Condo in Madeira Beach

Step inside this corner unit at Ocean Sands, directly facing the beach. - Sophisticated modern design with panoramic Gulf views - Spacious living room with large flat-screen TV and electronic fireplace - Well-equipped kitchen with new appliances - Outdoor heated pool & beach access - Extra-large private balcony with dining area - Nearby attractions: John's Pass Village, Madeira Beach, Alligator Attraction, The Historic Sunkist Arcade, Anglers Harbor

Renovated 2-Bedroom Condo by Waterway

Welcome to this fully renovated 2-bedroom, 2-bath condo along the Intracoastal Waterway. - Spacious private patio with large-screen TV - Modern kitchen with quartz countertops and stainless steel appliances - Open and airy layout for relaxation - Tranquil water views and boat watching - Easy access to fishing spots - Ideal for entertaining or casual nights in - A fisherman’s dream, with easy access to the water and nearby fishing spots.

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.

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 💥💲

Beachfront Luxury Corner Unit, Balcony, Pool

Welcome to your dream getaway! This stunning top-floor corner unit is located directly on the beach in one of Madeira Beach’s premier buildings. Wake up to the sound of waves, soak in panoramic Gulf views, and enjoy the perfect blend of comfort and luxury. Whether you're here for a relaxing retreat or a fun-filled beach adventure, this condo has everything you need for an unforgettable stay.