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Condo vacation rentals in Madeira Beach

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Top-rated condo rentals in Madeira Beach

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favourite
Condo in Treasure Island
4.9 out of 5 average rating, 182 reviews

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

Guest favourite
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.
Condo in Indian Shores
4.94 out of 5 average rating, 133 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 WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Top guest favourite
The outdoor swimming pool is surrounded by a paved area with multiple lounge chairs, inviting relaxation. Tall palm trees are positioned nearby, adding a tropical touch. The bright blue sky is visible above, along with the white building façades that create a clean and open atmosphere.
Condo in Madeira Beach
4.98 out of 5 average rating, 104 reviews

Pearl of the Sea, 1 BDRM, 2 min walk to the beach

Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

Guest favourite
Condo in Madeira Beach
4.94 out of 5 average rating, 154 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.

Guest favourite
Condo in Madeira Beach
4.91 out of 5 average rating, 181 reviews

Penthouse Water View, Steps to Sandy Beach

Breathtaking water views as far as the eye can see! You will take in colorful skies at Sunset with a view that reaches to downtown St. Pete. This top floor 2 bedroom 2 bath condo is beautifully decorated and equipped with everything you will need for your beach vacay. Beach access is directly across the street and you are a block from John's Pass Boardwalk. A heated pool with sun deck, hot tub, gym, covered parking space in the garage for 1 vehicle. Beach towels, chairs, umbrella and a buggy!

Top guest favourite
Large windows frame a view of the tranquil water and lush palms, providing a bright and airy atmosphere. A dining table is set for two, featuring tableware and a beverage, inviting guests to enjoy meals with a scenic backdrop.
Condo in Treasure Island
4.99 out of 5 average rating, 211 reviews

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.

Superhost
Condo in Madeira Beach
4.88 out of 5 average rating, 166 reviews

Experience the charm of Gulf Gardens. The Pelican.

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

Guest favourite
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Condo in Madeira Beach
4.81 out of 5 average rating, 112 reviews

Steps to beach with Marina Sunsets – 3 -Bed condo

Beautiful , New 3 bedroom Condo - directly across from the Beach . Gorgeous marina views from 2 of the 3 bedrooms . Walk straight to sugar-white sands, enjoy dinner on the patio overlooking boats — perfect for couples, families, or groups. Located next to John's Pass Village (Restaurants and Shops) . The condo features 2 full bathrooms and a pull out sofa and can accommodate up to 8 guests. WIFI , 3 smart TV's in the Unit. Washer/ dryer Free parking for one vehicle onsite

Superhost
A balcony presents a view of the sandy beach and the turquoise ocean beyond, framed by white railings. Below, a community pool glistens in the sunlight, with lounge chairs and umbrellas positioned nearby. A palm tree adds a touch of greenery to the scene.
Condo in Treasure Island
4.82 out of 5 average rating, 137 reviews

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool

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!

Top guest favourite
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.
Condo in Madeira Beach
4.99 out of 5 average rating, 218 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.

Top guest favourite
A rectangular heated pool is surrounded by a tiled deck and lounge chairs. Palm trees are visible in the background, offering a tropical ambiance. The building features multiple stories with balconies overlooking the pool area, providing a sense of community and relaxation.
Condo in Madeira Beach
4.94 out of 5 average rating, 104 reviews

Beachfront building across from Johns Pass Village

Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare your meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk which offers restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! The condo offers walkability and beach access downstairs.

Guest favourite
Condo in Redington Beach
4.86 out of 5 average rating, 177 reviews

Royal Orleans at Redington Beach ( Studio 203 )

Royal Orleans 203 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.

Popular amenities for Madeira Beach condo rentals

When is the best time to visit Madeira Beach?

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Avg. price$232 CAD$278 CAD$343 CAD$290 CAD$264 CAD$271 CAD$272 CAD$239 CAD$231 CAD$239 CAD$253 CAD$268 CAD
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Quick stats about condo rentals in Madeira Beach

  • Total vacation rentals

    Explore 860 vacation rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    670 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    780 properties feature pools

  • Rentals with dedicated workspaces

    630 properties have a dedicated workspace

  • Wifi availability

    860 of Madeira Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madeira Beach rentals

  • 4.7 Average rating

    Madeira Beach stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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