Holiday rentals in Madeira Beach

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Top-rated holiday rentals in Madeira Beach

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

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Top guest favourite
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
4.87 out of 5 average rating, 119 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.

Top guest favourite
Apartment in Sunset Beach
4.95 out of 5 average rating, 142 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!

Top guest favourite
A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.
Home in Treasure Island
4.99 out of 5 average rating, 147 reviews

You Belong on a Beach ! Walk to Beach - Food - Bar

Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Top guest favourite
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.
Apartment in Madeira Beach
4.95 out of 5 average rating, 146 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.

Top guest favourite
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.
Apartment in Treasure Island
4.99 out of 5 average rating, 203 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.

Top guest favourite
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.
Houseboat in Madeira Beach
4.97 out of 5 average rating, 105 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**

Top guest favourite
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
4.97 out of 5 average rating, 175 reviews

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.

Guest favourite
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.
Apartment in Treasure Island
4.89 out of 5 average rating, 155 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.

Top guest favourite
An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.
Apartment in Madeira Beach
4.98 out of 5 average rating, 155 reviews

Penthouse Water View, Pool, @ Johns Pass!

Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

Top guest favourite
Flat in St. Petersburg
4.99 out of 5 average rating, 121 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.

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.
Apartment in Madeira Beach
4.99 out of 5 average rating, 211 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.

Guest favourite
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.
Apartment in Madeira Beach
4.84 out of 5 average rating, 203 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!

Popular amenities for Madeira Beach holiday rentals

When is the best time to visit Madeira Beach?

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Avg. price$234 SGD$291 SGD$340 SGD$281 SGD$256 SGD$256 SGD$255 SGD$225 SGD$217 SGD$212 SGD$217 SGD$234 SGD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Madeira Beach?

    Four-legged friends are welcome in Madeira Beach. Choose from more than 180 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Madeira Beach?

    Yes! Work meets play with ease at over 870 vacation rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Madeira Beach vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,060 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly serviced apartment rentals in Madeira Beach?

    Madeira Beach has more than 30 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do townhouse rentals in Madeira Beach have free parking?

    Absolutely! We offer over 20 townhouse rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Madeira Beach have a kitchen?

    Absolutely! We offer over 30 hotel rentals with a kitchen in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Madeira Beach?

    Experience the best of Madeira Beach with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Madeira Beach have wifi?

    Absolutely! We offer over 60 hotel rentals with wifi in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Madeira Beach have air conditioning?

    Absolutely! We offer over 30 serviced apartment rentals with air conditioning in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Madeira Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with free parking, over 140 homes with wifi, over 150 homes with a kitchen, over 150 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Madeira Beach

  • Total holiday rentals

    Explore 1,360 holiday rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 41,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    930 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    1,060 properties feature pools

  • Rentals with dedicated workspaces

    870 properties have a dedicated workspace

  • Wifi availability

    1,330 of Madeira Beach holiday 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

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Madeira Beach