Beachfront holiday rentals in Madeira Beach

Bungalow in Indian Shores

A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.

4.9 out of 5 average rating, 221 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

4.86 out of 5 average rating, 117 reviews

An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.

Flat in Madeira Beach

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.

4.96 out of 5 average rating, 185 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

Apartment in Sunset Beach

4.95 out of 5 average rating, 139 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

A comfortable living area is furnished with two brown sofas and a light blue coffee table. A television is positioned on a beige console. Artwork depicting beach scenes is displayed on the white wall, while a large sliding door provides access to the balcony with ocean views.

4.94 out of 5 average rating, 144 reviews

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.

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

4.97 out of 5 average rating, 173 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.89 out of 5 average rating, 152 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

4.97 out of 5 average rating, 105 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

A spacious room is highlighted by two queen beds, covered in soft white linens and navy blue accents. A large flat-screen TV is mounted on the wall opposite a comfortable seating area with a gray chair. Windows offer expansive views of the ocean, complemented by nautical-themed artwork.

4.83 out of 5 average rating, 114 reviews

Executive Oceanfront Studio

Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

4.99 out of 5 average rating, 209 reviews

Lux Condo w/ 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.

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

5 out of 5 average rating, 219 reviews

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!

Popular amenities for beachfront rentals in Madeira Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Townhouse in Indian Rocks Beach

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

4.95 out of 5 average rating, 133 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Flat in Indian Rocks Beach

An oceanfront balcony offers a unobstructed view of the beach and sea. Two stylish rattan chairs and a hanging egg chair are placed on the spacious balcony, creating a relaxing space to enjoy the coastal scenery.

4.93 out of 5 average rating, 73 reviews

Luxury Ocean Front Penthouse

Superhost

The living area features a high, wooden ceiling with a decorative octagonal window, allowing natural light to fill the space. Comfortable seating includes a blue sofa and a floral-patterned chair, positioned near large windows that frame views of the outdoor patio.

Cottage in Independence Square

4.76 out of 5 average rating, 37 reviews

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

The image showcases a serene beach scene framed by lush green trees. Soft sand meets gentle waves under a bright blue sky. Vibrant coastal vegetation leads to the sandy shoreline, where silhouettes of beachgoers can be seen in the distance, enjoying the tranquil setting.

5 out of 5 average rating, 46 reviews

Stylish Beachfront Condo, Stunning Views

Superhost

Apartment in St. Petersburg

4.82 out of 5 average rating, 131 reviews

Breathtaking Waterview Condo!

4.92 out of 5 average rating, 37 reviews

Home in Indian Shores

Charming Pet Friendly Beach Front Cottage with Uno

Cottage in Pass-a-Grille Beach

A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.

4.88 out of 5 average rating, 178 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

4.92 out of 5 average rating, 39 reviews

A charming pink bungalow is set amidst lush tropical landscaping. Green palm trees frame the property, while a white railing surrounds a spacious front porch with steps leading up. Bright sunlight illuminates the exterior, highlighting the inviting entrance.

Home in Treasure Island

Sunshine Beach Bungalow That Is a Unique Treasure

Beachfront home rentals with a pool

A spacious studio features a king-sized bed adorned with a patterned comforter. A cozy seating area includes a light-colored sofa and a small table. Large glass doors offer direct oceanfront views, with a balcony visible in the background, allowing natural light to fill the space.

4.86 out of 5 average rating, 143 reviews

Beachfront Studio w/ KING Sized Bed!

Apartment in Redington Shores

A serene ocean view captures the sun setting on the horizon, casting warm orange and gold hues across the sky. Gentle waves break on the shore, creating a foamy shoreline. The tranquil scene highlights the beauty of nature at dusk.

5 out of 5 average rating, 13 reviews

Beachfront Condo with Stunning Sunset Views

4.85 out of 5 average rating, 143 reviews

The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.

Cottage in Madeira Beach

Family Friendly Beach Cottage in Madeira Beach, FL

Apartment in St. Pete Beach

4.93 out of 5 average rating, 209 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

A resort-style pool area is surrounded by lush palm trees, providing a tranquil setting. The outdoor heated pool and hot tub sit amidst lounge chairs arranged neatly around the space, with umbrellas offering shade. A paved area with vibrant blue and green elements enhances the inviting ambiance.

5 out of 5 average rating, 23 reviews

1br Condo with Beach Access & Pool and Palms View

4.98 out of 5 average rating, 43 reviews

A cozy outdoor seating area features two stylish wicker chairs and matching ottomans, set against a backdrop of a stunning sunset over the ocean. A small table rests in the center, showcasing a decorative piece, while the tranquil waters reflect the evening sky's vibrant colors.

Home in Madeira Beach

Oceanfront 3/2 with 180 degree view BOOK NOW!

A spacious living area is furnished with a comfortable sofa and two armchairs, all in calming blue hues. Natural light floods the room through sliding glass doors that lead to a private balcony offering views of the beach. A flat-screen TV is positioned across from the seating area.

4.95 out of 5 average rating, 20 reviews

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

The image captures a stunning sunset over the beach, with vibrant hues of orange, pink, and purple reflecting on the water. Silhouettes of people can be seen walking along the shore, while gentle waves lap at the sandy beach, creating a serene coastal atmosphere.

4.99 out of 5 average rating, 87 reviews

White Sand Beachfront Condo with Stunning Sunsets

Private beachfront home rentals

The private balcony features a round glass table with woven chairs, providing a space to enjoy ocean views. Palm trees and a spacious pool area are visible below, with the ocean stretching into the horizon under a blue sky dotted with clouds.

4.94 out of 5 average rating, 17 reviews

Modern Luxury Ocean & Pool View Condo!

Apartment in Redington Shores

A bright living area features large windows offering sweeping ocean views. A sleek white sectional sofa sits atop a soft area rug, accompanied by a stylish coffee table set with glasses and a bottle. A flat-screen television is mounted above an electric fireplace, adding comfort to the space.

4.98 out of 5 average rating, 59 reviews

Oct/Nov/Dec dates available! Beachfront 2/2 w/ Jacuzzi!

Apartment in Indian Rocks Beach

A bright living area features a large flat-screen TV and a ceiling fan. Glass sliding doors open to a balcony with scenic ocean views. Comfortable seating is arranged around a wooden coffee table, complemented by a decorative rug underfoot.

4.92 out of 5 average rating, 52 reviews

Upscale Oceanfront Paradise 202

4.91 out of 5 average rating, 47 reviews

A wide view of Madeira Beach showcases soft white sands meeting the turquoise waters of the Gulf. Sunbathers lounge on colorful beach chairs under a clear blue sky, while gentle waves lap at the shore's edge. Dunes with greenery are visible in the foreground.

Flat in Madeira Beach

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

A vibrant sunset casts warm orange and yellow hues across the sky, reflecting on the tranquil Gulf waters. Silhouetted palm trees frame the scene, enhancing the coastal ambiance. The horizon showcases the sun gradually setting, providing a serene view for relaxation.

4.85 out of 5 average rating, 93 reviews

Special Dec 6-31, 25-All Rooms Direct Beach Front

Superhost

A spacious private balcony overlooks the sandy beach and Gulf waters. Palms are visible along the shoreline, complementing the clear blue sky and expansive ocean views. The scene captures a sense of tranquility and connection to nature.

4.65 out of 5 average rating, 60 reviews

Beachfront Madeira Norte | Gulf front | Pool

Cottage in Indian Rocks Beach

A family beach house is showcased, featuring a main structure with a covered porch and large windows. Adjacent is a smaller cottage. Both buildings have a light-colored exterior and are surrounded by soft sandy ground and palm trees, highlighting the beachfront location.

4.97 out of 5 average rating, 29 reviews

Kamp Komfort Historic Family Beach House

A neatly made king bed features decorative pillows and a soft throw blanket. A tray with a cup and cookies rests atop the bed. Fresh roses are arranged in a vase beside a seashell. A large window offers a view of the ocean and allows natural light to fill the room.