Beach house vacation rentals in Madeira Beach

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Top-rated beach house rentals in Madeira Beach

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Treasure Island
4.9 out of 5 average rating, 59 reviews

Sunshine Beach Bungalow That Is a Unique Treasure

Charming, Light-filled 1938 bungalow, surrounded by tropical gardens, steps to Sunshine Beach. Offering both original detail and current amenity, this one-of-a-kind bungalow experience is located on Treasure Island near John's Pass in St Petersburg Florida. Situated on the gulf side of Gulf Boulevard, it makes for a most relaxing and convenient beach experience, all day and every day. No need to cross a busy intersection to reach the white sand and waves, just step out your back door to two co

Top guest favorite
Home in Treasure Island
5 out of 5 average rating, 11 reviews

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

Top guest favorite
A serene beach scene captures the sun setting over the ocean, casting warm hues of orange and pink across the sky. Gentle waves wash up on the shore, with a solitary bird walking along the water's edge, leaving subtle footprints in the wet sand.
Home in Redington Shores
4.99 out of 5 average rating, 67 reviews

The Sand Dollar Redington Shores Beach Cottage "A"

Come create precious memories in this sunny, quiet, cozy beach cottage....only 100 steps to the beach! Perfect for families - located in a residential neighborhood. 900 Sq Ft, 2BR 1.5BA. Renovated & sparkling clean. K bed, Q bed, Q sleeper sofa, Pack'n Play, modern furnished kitchen, W/D, HVAC, 3 TVs, beach toys, umbrellas, towels, chairs & beach cart. Fenced in private backyard patio w/ sitting area. Walking distance to restaurants and pubs - come relax and unwind, the beach awaits you!

Guest favorite
Home in Redington Shores
4.95 out of 5 average rating, 43 reviews

Redington Escape Unit A

Redington Escape is a beautiful and cozy beach cottage duplex just a few steps away from the clear aquamarine waters of the Gulf of Mexico. At only 65 yards from the beach, you'll have sand under your feet in less than a minute. Redington Escape is nestled in one of the last remaining "Old Florida" beach neighborhoods, and it's uniquely on the beach side of Guld Blvd. Unit A of the Redington Escape duplex cottage features two bedrooms, one full bathroom, a living room and full kitchen.

Guest favorite
Home in Redington Shores
4.96 out of 5 average rating, 24 reviews

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

Top guest favorite
An aerial view captures the beach retreat nestled amid surrounding buildings. The serene shoreline is visible in the background, while the sandy area, bordered by palm trees, stretches toward the ocean. Nearby structures and parked cars indicate convenient access to local amenities.
Home in Treasure Island
4.98 out of 5 average rating, 64 reviews

Sunshine Lane

Treasure Island is waiting for you at this 3-bedroom retreat on the beach. Enjoy the privacy of your own home, while still being walking distance to John's Pass and a variety of other restaurants and bars. Your 2 story deck overlooks the ocean and is equipped with a grill, hammocks, lounge chairs, ping pong table, foosball table, cornhole set, and more. Enjoy the relaxing views from the comfort of your home, or walk downstairs and put your toes in the sand. Book now, paradise awaits.

Top guest favorite
An outdoor backyard area features a hot tub surrounded by palm trees and ambient lighting. Several Adirondack chairs are arranged around a small table on a gravel surface. Stairs lead to an upper level, creating a layered outdoor space for relaxation.
Home in Indian Rocks Beach
4.98 out of 5 average rating, 240 reviews

Luxe Beach House A/Heated Pool/2 min walk to Beach

Welcome to your home away from home. Sand, sun and ocean breeze are waiting for you. BeachHouse is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built four story house with nice and private backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation. BeachHouse is in a quiet neighborhood and walking distance from restaurants, bars and stores. BTR#2099

Guest favorite
A cozy living area features brown leather couches arranged around a wooden coffee table, with a large TV mounted on the wall. Natural light filters through sheer curtains, creating a relaxed atmosphere.
Home in Indian Rocks Beach
4.87 out of 5 average rating, 68 reviews

WOW! Beach Front Cottage - Unbeatable Experience

⭐️ Welcome to "Somerset House" ⭐️ 🏠 Discover your beachfront coastal escape at this beautifully appointed 4-bedroom, 2-bath vacation rental in Indian Rocks Beach. This tropical retreat, nestled under a canopy of swaying palm trees, offers a peaceful sanctuary for up to 8 guests. Picture yourself unwinding in a hammock on the spacious, water-facing deck as you watch the sun dip below the horizon, casting golden hues across the Gulf. Professionally Managed by 👑 Emperor Rentals ❤️

Top guest favorite
Home in Indian Shores
5 out of 5 average rating, 9 reviews

Coastal Dream Beach House | Private Path to Sand

SUNNY ORANGE STAYS presents… Coastal Dream ➠19622 Gulf Experience Indian Shores magic in this spacious, single-level beachside sanctuary. Just 150 feet from sugar-white sands, Coastal Dream offers standalone privacy with a "private beach" feel. The rare 3-bedroom, 3-bathroom layout gives every guest space to unwind. Perfect for grilling after a day in the surf or strolling to local coffee shops, this home embodies the effortless "Old Florida" lifestyle. Learn more below…👇

Top guest favorite
Home in Indian Rocks Beach
4.92 out of 5 average rating, 155 reviews

High-end Beach heaven, Sleeps 10, 3 private decks

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Guest favorite
Two vibrant red Adirondack chairs sit on the sandy beach, overlooking the tranquil Gulf waters. Lush greenery and patches of grass frame the scene, while the horizon stretches into a clear, blue sky. A peaceful atmosphere is created by the gentle waves in the background.
Home in Indian Shores
4.86 out of 5 average rating, 44 reviews

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

Guest favorite
Home in Madeira Beach
4.93 out of 5 average rating, 27 reviews

Gulf-Side Beach House|Tiki Bar · No Roads to Cross

Gulf-side beach house steps from the sand — no roads to cross! Private tiki bar, fenced deck & all beach gear included. 3BR/3BA sleeps 6 — king + 2 queens, 2 indoor baths + private 3rd full bath on the side + freestanding outdoor shower. Full kitchen, washer/dryer, 3 parking spaces, keypad check-in. Walk to John's Pass dining, charters & live music. 4.92⭐ Guest Favorite · Superhost.

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