Beach house vacation rentals in Madeira Beach

4.92 out of 5 average rating, 49 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

A dining area features a wooden table set for six with simple dishware. Surrounding the table, woven chairs offer a natural touch. A stone fireplace serves as a focal point, complemented by soft lighting and colorful artwork adorning the walls. An inviting living space is visible in the background.

4.86 out of 5 average rating, 28 reviews

Oceanfront Boho Bungalow Breeze

Step into the soul of Indian Rocks Beach with this newly restored stone beach cottage, offering direct access to the sand that blends nostalgic charm with modern luxury. This coastal gem is one of IRB’s original stone cottages, lovingly updated while preserving its unique architectural character. Inside, you’ll find a boho-inspired interior with all the modern conveniences. Walk barefoot from your door to the shore. This is not your average rental—it’s an authentic luxurious experience.

4.96 out of 5 average rating, 57 reviews

An aerial view captures the vibrant shoreline along the Gulf of Mexico, showcasing the sandy beach and tranquil turquoise water. The coastline displays a mix of colorful buildings and vehicles parked along the road, with a boat seen gliding across the water, enhancing the coastal scenery.

Home in Madeira Beach

Oceanfront 3/2 with 180 degree view BOOK NOW!

👉🔥 📆 Book Now! Voted THE #1 🏆Airbnb in St Pete & Clearwater Beach area. Oceanfront dream with amazing views and year round heated pool. Coastal living at its finest in our modern 3-bed, 2-bath oceanfront property with breathtaking views, with John's Pass just a stroll away. This impeccably decorated haven offers a perfect blend of style and comfort, creating a breezy retreat by the sea. Your dream beach getaway awaits! Our place is exactly the retreat you have been looking for.

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.

4.98 out of 5 average rating, 54 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.

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.

4.98 out of 5 average rating, 227 reviews

Luxe BeachHouseA/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

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.

4.85 out of 5 average rating, 65 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 ❤️

5 out of 5 average rating, 27 reviews

Tropical Oasis Near Treasure Island Beach

Welcome to The Break, your tropical retreat near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Soothing hot tub and BBQ in the lush tropical backyard - Fully-equipped kitchen for gourmet meals - Inviting living room with smart TV and board games - Beach gear provided for your convenience - Discover our little corner of paradise at this newly refurbished, family-friendly sanctuary with a Florida flair. - Short walk to local attractions and the beach.

Superhost

Home in Indian Shores

5 out of 5 average rating, 5 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…👇

4.93 out of 5 average rating, 150 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

5 out of 5 average rating, 14 reviews

High tide hideout

Escape to this laid-back 1-bedroom, 1-bath apartment just a 2 block walk from the gorgeous beaches of Treasure Island 🌊 we provide beach chairs and gear to make your stay even better. Located near John’s Pass Village, you’ll be minutes from top restaurants, boat rentals around the corner, shops, and many waterfront activities. Enjoy sunny beach days and stunning Gulf sunsets. This cozy coastal space is perfect to relax and recharge.☀️🏝️👙🌊

4.92 out of 5 average rating, 37 reviews

Home in Madeira Beach

Sun-drenched Townhome on beautiful Madeira Beach!

Enjoy stunning Gulf views over the dunes in the heart of Madeira Beach, known for its relaxed, family-friendly atmosphere. This spacious, modern home offers everything you need, including beach chairs, towels, umbrellas, and toys. Restaurants are nearby, and John’s Pass is just a few blocks away. The home features an open living area with beach access, a fully equipped kitchen, multiple bedrooms, and a private balcony overlooking the beach.