Vacation rentals in Madeira Beach

Apartment in Madeira Beach

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.

4.87 out of 5 average rating, 120 reviews

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.

4.95 out of 5 average rating, 146 reviews

Condo in Sunset Beach

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.

4.95 out of 5 average rating, 147 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.

4.99 out of 5 average rating, 204 reviews

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Houseboat in Madeira Beach

A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.

4.93 out of 5 average rating, 107 reviews

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Superhost

A cozy sleeping area is presented with a spacious bed, dressed in neutral linens. A light wood frame complements the soft color palette. Wall-mounted light fixtures provide gentle illumination, while a shelf adorned with plants adds a touch of greenery. A small stool is positioned beside the bed.

Tiny homes in St. Petersburg

4.87 out of 5 average rating, 140 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Apartment in St. Petersburg

4.99 out of 5 average rating, 123 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

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, 213 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.

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

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!

🌸Welcome to your ideal beach getaway on Madeira Beach just steps from Johns Pass! Nestled directly on the pristine white sands of the Gulf of America, this upscale five-story building boasts a perfect blend of luxury and tranquility. With just 25 units, the building ensures a private and serene escape while offering all the modern amenities you could desire. 💲✨ Discounts: 10% Off Monthly Stays 💥💲

A bright living area is furnished with a light-colored sofa and two chairs, providing a comfortable space for relaxation. A dining table for four is visible in the background, along with a fully equipped kitchen. Natural light streams in through large sliding doors, revealing views of the Gulf.

4.84 out of 5 average rating, 205 reviews

Gulf of Mexico Beach Retreat | Madeira/John's Pass

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy Gulf views and modern coastal luxury in this Madeira Beach condo—just steps from the sand and John’s Pass Village. Stylishly furnished with open living, full kitchen, and private balcony for ocean breezes. Resort-style amenities, dining, and entertainment are all nearby for the ultimate beach escape!

4.99 out of 5 average rating, 103 reviews

Beach Front Madeira Beach

Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Popular amenities for Madeira Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Madeira Beach's top sights

John's Pass

322 locals recommend

Madeira Beach

229 locals recommend

Madeira Beach Yacht Club

3 locals recommend

Other great vacation rentals in Madeira Beach

5 out of 5 average rating, 9 reviews

Condo in Isla del Sol

Brand New condo with water views, Pool/Beaches

Apartment in St. Petersburg

4.93 out of 5 average rating, 30 reviews

Bayview Balcony Condo, Hot Tub, Heated Pool, Bar!

Condo 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, 14 reviews

Beachfront Condo with Stunning Sunset Views

Superhost

A covered balcony features a glass-top dining table accompanied by four wicker chairs. The expansive view overlooks the tranquil Gulf of Mexico, with gentle waves breaking on the sandy shore. The sky is overcast, providing a serene backdrop to the coastal scenery.

Condo in Indian Shores

4.79 out of 5 average rating, 98 reviews

Amazing Beachfront corner unit with Stunning Views

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, 95 reviews

Special 1/3-23/26 - All Rooms Direct Beach Front

4.96 out of 5 average rating, 48 reviews

A tranquil backyard oasis features a heated pool and spa surrounded by palm trees. Sun loungers are positioned for relaxation beside the pool. A vibrant pink float and colorful seating enhance the inviting atmosphere, while a hammock is partially visible amid the lush greenery.

Home in Redington Beach

Tranquil "Ocean Breeze Retreat"

An open living and dining area features light-colored furniture and a decorative area rug. A large flat-screen TV is mounted on the wall, while a dining table with four white chairs is positioned next to a well-lit kitchen. Ceiling fans enhance airflow throughout the space.

4.88 out of 5 average rating, 16 reviews

Ocean Breeze Madeira Beach; steps from the beach

An open living area is highlighted by a comfortable sectional sofa and a round dining table. Large sliding glass doors allow natural light to fill the space, revealing views of the balcony. Bright blue accents and wall art bring a serene ambiance to the modern decor.