Holiday rentals in Madeira Beach

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

ATTENTION - POOL IS NOT AVAILABLE FROM MAY 4TH 2026 - JUNE 7TH 2026! Welcome to Saltwater Breeze! You'll be greeted by a panoramic vista of Madeira Beach, where the golden sun slowly dips below the horizon, painting the sky with beautiful hues of orange, pink, and purple. Experience perfect days in this fully equipped 2 beds/2 baths apartment. Walk to the beach under the morning sun, relax in the pool enjoying a drink. Close the day strolling in John's Pass Village and Boardwalk for a meal and

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

Maderia Beach WATERFRONT & 2-3 minutes' walk to the beach. A great LOCIATION! A short drive from John's Pass Boardwalk & Johns' Pass Village. Feel the breeze, relaxing & enjoy the fishing on the docks right at our back yard! Everything you need, including 2 beds (1 Queen bed in bedroom & 1 twin sofa bed), well-equipped kitchen, parking permit, WIFI, Roku TVs, beach towels & chairs, umbrella. Restaurants, bars, shopping, Dolphin tours, fishing tours, boat & ski rentals ...are in walking distance.

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.

Experience the charm of Gulf Gardens. The Pelican.

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. 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 of Madeira Beach are calling.

Oceanfront Luxury paradise

Oceanfront Paradise, Resort with brand new heated pool and spa opened in 4/1/2025 , unobstructed ocean views from your balcony and bedroom, magical sunset with jumping dolphins, direct beach access, Condo renovated with Malibu / Nobu style natural wood tones, Master bedroom spacious private retreat with oceanfront views, walk-in closet , en-suite Luxury master bath with Marble floors, Kitchen remodeled fully equipped with all utensils/new appliances, renovated Guest bath , washer /dryer.

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.

Cozy Cottage on Mad Beach - NEWLY RENOVATED!!

Update: As of 12/31/25, Cozy Cottage is bookable after a full renovation (again)! The heated/cooled pool is open. Please be patient as we continue to improve the complex with exterior paint and landscaping. Updated pictures have been posted! Welcome to Gulf Gardens' Cozy Cottage! A 1-min walk across Gulf Blvd to the beach! Enjoy our large pool or relax under the sun poolside. BBQ grills are available under a shaded cabana with seating/tables. John's Pass – 1 mi

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-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 (3.7 miles) to the famous John's Pass Village and Boardwalk.

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.

Lovely-2 bedroom condo with 2 pools, Madeira beach

This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Beach Front Madeira Beach

Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.