Beach house holiday rentals in Madeira Beach

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

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 tropical backyard - Fully-equipped kitchen for gourmet meals - Welcoming living room with smart TV and board games - Beach gear provided for your convenience - Step into our little corner of paradise at our newly refurbished property, a true family-friendly sanctuary with a Florida twist. - Short walk to local attractions and the beach.

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.

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.

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.

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

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

Sunsets & Coastal Vibes | Treasure Island Stay

Coastal Breeze Oasis is your perfect summer beach escape just steps from the white sands of Treasure Island, waterfront dining, and local favorites. Relax on the private corner balcony with amazing sunset views and enjoy the laid-back coastal vibe Oasis Getaways is known for. Beach gear included, heated pool and hot tub on-site, plus pickleball courts just a short walk away. Perfect for couples and families ready to soak up the sun and make beach memories.

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

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

Driftwood Dreams

Relax at this cozy, beach-inspired Treasure Island retreat just 2 blocks from the sand 🏝️ Perfect for families or extended stays, this 2-bedroom home features coastal décor, a pull-out sofa, and a comfortable space to unwind after beach days. Enjoy the outdoor patio for margaritas and games 2 bikes to explore town, and beach gear. Close to dining, shopping, and unforgettable sunsets ☀️ Laundry access for stays of 7+ nights.

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.