Beach house holiday rentals in Madeira Beach

Adorable Sunset Cottage just 4 houses from beach

This adorable cottage is just a short walk to Sunset Beach, Famous Caddy’s on the Beach restaurant or Ka’Tiki’s Beach Bar featuring live music. Centrally located less than a mile from downtown Treasure Island and a mile from Sunset Beach Dog Park. This home has a well-appointed kitchen, washer and dryer and gated backyard with shaded patio for relaxing after a long day on the water. This is my one and only AirBnb, so it's well cared for. Home was permitted and completely renovated after Helene.

This Treasure Island Beach Condo Awaits you!

Kick back and relax in this calm and stylish space. Located in Treasure Island, this newly remodeled condo is right on the beach! This condo is within a 15-minute drive of John's Pass Village & Boardwalk and Tropicana Field. Guests can enjoy the outdoor pool or take advantage of nearby hiking/biking trails. Nearby attractions include Fort De Soto Park and Boca Ciega Bay Aquatic Preserve, Splash Island Water Park as well as Treasure Island Fun Center and Smugglers Cove Adventure Golf and more!

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

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.

Charming Pet Friendly Beach Front Cottage with Uno

Welcome to Bella 11 Bella Vita 11 is located in the heart of Indian Shores directly across from Salt Rock Grill. Bella 11 sits perched above the sandy shoreline with a beachfront balcony that offers magnificent views of the sparkling turquoise waters of the Gulf of Mom cottage that can accommodate 6 guests comfortably. There is not a pool at the complex but the Guexico. Bring the whole family and the dog (1 dog per unit) (20lb weight limit) to this 2 bedroom/2 bathrolf of Mexico is ...

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.

Luxury 3 Bedroom Beach Home with Game Room!

The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

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

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