Beachfront holiday rentals in Madeira Beach

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

Maderia Beach WATERFRONT & 2-3 minutes' walk to the beach. A great LOCIATION! A short drive from John's Pass Boardwalk & Johns' Pass Village. Feel the breeze, relaxing & enjoy the fishing on the docks right at our back yard! Everything you need, including 2 beds (1 Queen bed in bedroom & 1 twin sofa bed), well-equipped kitchen, parking permit, WIFI, Roku TVs, beach towels & chairs, umbrella. Restaurants, bars, shopping, Dolphin tours, fishing tours, boat & ski rentals ...are in walking distance.

Stunning Views Beach Front Condo

Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

✳ DAYDREAMERS ✳ Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer. PETS MUST BE APPROVED

Private Beachfront 4BR 2BA Bungalow*Pool*PETS OK

PRIVATE BEACH OPEN! Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming beach bungalows. Why spend your Florida beach vacation in a busy hotel ? Stay in your own private bungalow! No crowded halls, elevators, lobby areas. Enjoy a vacation the way Florida was before the development boom. No waiting for crowded elevators! Direct on sandy beach with sparkling pool! All bungalows have modern amenities, are extra clean & beautifully decorated

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

Rincón Divino MB 2 Balconies, Ocean & Marina Views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!