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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.

2 bed/1 bath Hummingbird Beach Cottage (4 beds)

This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.

Pearl of the Sea, 1 BDRM, 2 min walk to the beach

Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

Easy Walk to Beach! 3 BR/2 BATH! Pets OK!

This charming retreat offers the perfect blend of relaxation and adventure. Located just steps from the pristine white sands and sparkling waters of the Gulf of Mexico, this home is ideal for families, couples, or friends looking for a sunny getaway! Inside, you'll find a beautifully decorated and spacious home with amenities like a fully-stocked kitchen, WiFi, and a smart TV! Nearby, you'll find John's Pass Village, a vibrant hub of local shops, restaurants, and water sports activities!

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!

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

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.

Luxury Beach Condo - 3BR/3BA

Beautiful luxury condo (3BR/3BA) just steps away from the beach. Our condo has a master (king bed, upscale bedding, blackout shades, full bath & rain shower), 2 other BRs (queen bed, upscale bedding & full bath each), a fully-stocked kitchen, a bright, open living room and a balcony to relax on. In-unit washer and dryer available. Additionally, we provide beach accessories like towels and a cooler. You will also have access to our temperature-controlled outdoor pool.

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!

Beach Home Luxury Heated POOL-Golf Cart (S)

Vista Luxury Vacation Rentals Brand New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome located near a canal and the gulf just two blocks from the beach. Heated salt water pool! GOLF CART!!! Ask for availability. (The cart has a small fee). You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to beach, restaurants, volleyball. Close to Johns Pass, 2 miles.

Madeira Beach and John's Pass #2

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.