Beach house holiday rentals in Madeira Beach

4.91 out of 5 average rating, 45 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

5 out of 5 average rating, 18 reviews

A spacious outdoor seating area features comfortable gray couches and a central table, set under a large umbrella. The view of the sandy beach and ocean is unobstructed, complemented by palm trees swaying gently in the breeze, creating a serene coastal retreat.

Home in Redington Beach

Beachfront Oasis 4BD/3BA w/Huge Patio, Pool, SUP

👉👉 📆 🔥BOOK NOW! Direct Beachfront. Oceanfront with your feet in the sand at our Gulf-front retreat on the Beach, part of St. Pete/Clearwater Beach. Rated #1 Beach in the USA! Charming 4-bed, 3-bath condo offers splendid ocean views, a fully equipped kitchen, and cozy living spaces. Wake up to the sound of waves, unwind on the largest private balcony on the gulf or take a dip in the heated pool. With beach access steps away and nearby dining options, it's your perfect coastal getaway!

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.

4.96 out of 5 average rating, 25 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.

4.98 out of 5 average rating, 48 reviews

Home in Sunset Beach

Luxury Waterfront Sunset Beach with Jacuzzi

Pure Luxury at Sunset Beach with a Premium Jacuzzi Live life to the like a Celebrity at this spectacular waterfront 3 story house all to yourself in Sunset Beach!! Fresh and Completely Renovated with impressive views of the water from every level! Your own private dock where you can pull up your own jet ski or boat! This location extremely unique with full Waterfront access & view from the house, and you can walk just steps away to the perfect white sands & warm ocean on Sunset Beach

4.9 out of 5 average rating, 41 reviews

Home in Indian Shores

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 ...

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, 51 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, 222 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

Superhost

A spacious living area is highlighted by large arched windows, allowing ample natural light. A coffee table with a wood finish is centrally placed on a patterned rug. Two comfortable sofas are adorned with decorative pillows, and a dining area is visible in the background.

4.88 out of 5 average rating, 156 reviews

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!

5 out of 5 average rating, 20 reviews

Tropical Oasis Near Treasure Island Beach

Welcome to The Break, your tropical oasis near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Cozy living room with smart TV and board games - Fully-equipped kitchen for gourmet meals - Relaxing hot tub and BBQ in the tropical backyard - Beach gear provided for your convenience - Short walk to local attractions Step into our little corner of paradise at our newly refurbished property, a true family-friendly sanctuary with a Florida twist.

4.92 out of 5 average rating, 145 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

4.9 out of 5 average rating, 10 reviews

Home in Redington Shores

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across the street from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy provided beach chairs, nearby kayak launch and fishing docks, walkable rentals, and a beach trolley running every 30 minutes. Close to great dining, live music, and classic beach-town fun, it’s the perfect spot to relax and explore.