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Holiday houses in Madeira Beach

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Quick stats about holiday rentals in Madeira Beach

  • Total holiday rentals

    Explore 1,530 holiday rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 49,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,070 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    1,230 properties feature pools

  • Rentals with dedicated workspaces

    1,040 properties have a dedicated workspace

  • Wi-Fi availability

    1,510 of Madeira Beach holiday rentals include Wi-Fi 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

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
Condo in Madeira Beach

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.

4.94 out of 5 average rating, 176 reviews
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

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This 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.

4.99 out of 5 average rating, 240 reviews
Guest favourite
Cottage in Redington Beach

Entire home and yard 2 /1 with two sleep sofas

This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.

4.81 out of 5 average rating, 283 reviews
Top Guest favourite
A modern kitchen is presented, featuring white cabinetry and light countertops. Equipped with a stove, oven, refrigerator, and dishwasher, it offers essential appliances. Bright pendant lights hang above the island, enhancing the open layout that connects to the living area visible in the background.
Condo in Madeira Beach

Newly Renovated Condo with Pool

Welcome to your perfect beach getaway along the Gulf Coast. Our newly renovated condo offers comfort, convenience, and stunning views. Imagine sipping your morning coffee while watching the sunrise, and spending your days lounging on the beach just steps away. Whether you're here to relax, explore, or enjoy local seafood, this condo is ideal for your vacation. With modern amenities, spacious living areas, and easy access to top attractions, book your stay and create unforgettable memories today.

5.0 out of 5 average rating, 47 reviews
Top Guest favourite
Apartment in Madeira Beach

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

5.0 out of 5 average rating, 73 reviews
Top Guest favourite
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

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!

4.87 out of 5 average rating, 175 reviews
Guest favourite
Condo in Madeira Beach

Villa Madeira 604 Luxury Gulf Beachfront Getaway

Villa Madeira #604 is a 3-bedroom, 2-bathroom beachfront condominium that blends comfort with breathtaking Gulf views. The unit features an open living and dining area with large sliding glass doors that lead out to a private balcony overlooking the sugar-white sands of Madeira Beach. With its prime sixth-floor location, this condo offers the perfect setting for enjoying spectacular sunsets each evening. Just a short distance away, you’ll find the famous John’s Pass Village and Boardwalk.

5.0 out of 5 average rating, 5 reviews
Top 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

Steps to beach with Marina Sunsets – 3 -Bed condo

Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

4.84 out of 5 average rating, 129 reviews
Guest favourite
Home in Madeira Beach

Lux Madeira Beachfront Home

Wake up to sweeping Gulf views in this rare 4BR/sleeps 10 Gulf-front home on Madeira Beach — direct sand access from your door. Spread across multiple levels of living with panoramic water views and private balconies. Designed for relaxed beach living with patio & outdoor BBQ area, perfect for sunset dining. Beach chairs, umbrella & gear included. Minutes from John's Pass. High-speed WiFi & parking included. Private, spacious & truly Gulf-front — Madeira Beach at its finest.

4.88 out of 5 average rating, 117 reviews
Top Guest favourite
A bright bedroom features a spacious bed with blue bedding and accent pillows. A wooden dresser is positioned against the wall, complemented by a lamp and decorative elements. A television is mounted above the dresser, while ambient light is provided by a ceiling fan.
Condo in Redington Beach

Luxury Beach Condo - 3BR/3BA

Beautiful luxury condo (3BR/3BA) just steps away from the beach. Our condo has a master (king bed, upscale bedding, blackout shades, full bath & rain shower), 2 other BRs (queen bed, upscale bedding & full bath each), a fully-stocked kitchen, a bright, open living room and a balcony to relax on. In-unit washer and dryer available. Additionally, we provide beach accessories like towels and a cooler. You will also have access to our temperature-controlled outdoor pool.

4.97 out of 5 average rating, 78 reviews
Guest favourite
A spacious living area features large windows allowing natural light and offering ocean views. Comfortable sofas are arranged around a central coffee table, while a flat-screen TV is mounted on the wall. A beach-themed artwork adds a colorful touch to the room.
Apartment in Madeira Beach

Beachfront Retreat w/ Panoramic Views and Pool

Enjoy stunning ocean views from this beautiful 2-bedroom, 2-bathroom beachfront condo. Just steps from the sand, this modern and fully furnished condo offers the perfect blend of comfort and convenience. Relax on your private balcony while watching the waves roll in, or take a short stroll to local shops, restaurants, and attractions. Inside, you'll find spacious living areas, a fully equipped kitchen, and cozy bedrooms designed for relaxation. Book your stay today!!!

5.0 out of 5 average rating, 30 reviews
Guest favourite
Condo in Madeira Beach

Renovated 2-Bedroom Condo by Waterway

Welcome to this fully renovated 2-bedroom, 2-bath condo along the Intracoastal Waterway. - Spacious private patio with large-screen TV - Modern kitchen with quartz countertops and stainless steel appliances - Open and airy layout for relaxation - Tranquil water views and boat watching - Easy access to fishing spots - Ideal for entertaining or casual nights in - A fisherman’s dream, with easy access to the water and nearby fishing spots.

5.0 out of 5 average rating, 7 reviews

Popular amenities for Madeira Beach holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Madeira Beach's top sights

John's Pass

326 locals recommend

Madeira Beach

270 locals recommend

Johns Pass

240 locals recommend

John'S Pass Village

264 locals recommend

Hubbard's Marina

141 locals recommend

Smugglers Cove Adventure Golf

138 locals recommend

Other great holiday rentals in Madeira Beach

Guest favourite
Condo in Madeira Beach

Bay-View 2BR / Heated Pool, Steps to Madeira Beach

4.95 out of 5 average rating, 19 reviews
Top Guest favourite
A spacious living area is furnished with a wraparound grey couch and two blue accent chairs. A round coffee table is centered in front, with a decorative bowl placed atop. Large windows allow natural light to fill the room and offer a view of the outdoor surroundings.
Condo in Madeira Beach

New Luxury 3BR Walk to Beach Pool, Spa + Parking

5.0 out of 5 average rating, 47 reviews
Top Guest favourite
Condo in Madeira Beach

Direct Beachfront Corner 3BR|GulfView Pool|Madeira

4.95 out of 5 average rating, 38 reviews
Top Guest favourite
An open-concept living space features a modern kitchen with stainless steel appliances and white cabinetry. A large island with seating for four is present. Natural light floods the area through expansive windows, showcasing water views and creating a bright atmosphere.
Condo in Redington Beach

Luxury Penthouse Beach Condo

5.0 out of 5 average rating, 62 reviews
Superhost
Apartment in Madeira Beach

Beachfront Condo | On Sand | 3 Room | Heated POOL

4.86 out of 5 average rating, 14 reviews
Top Guest favourite
Condo in Madeira Beach

Waterfront Condo | Gulf Views | Beach Access&Pool

5.0 out of 5 average rating, 16 reviews
Guest favourite
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.
Apartment in Madeira Beach

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

4.91 out of 5 average rating, 65 reviews
Guest favourite
Home in Madeira Beach

Gulf Gardens Madeira Beach Studio Cottage

5.0 out of 5 average rating, 14 reviews

When is the best time to visit Madeira Beach?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$322 NZD$395 NZD$443 NZD$375 NZD$317 NZD$329 NZD$333 NZD$294 NZD$283 NZD$288 NZD$297 NZD$314 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • What are the best places to stay in Madeira Beach?

    Stays along the waterfront or near John's Pass Village and Boardwalk are often suggested for easy beach and dining access. Look for accommodations with direct beach views or close proximity to local attractions.

  • What are the best things to do in Madeira Beach with kids?

    Families often explore Madeira Beach for swimming, shell collecting, and playing at local parks. The interactive shops and attractions at John's Pass Village and Boardwalk are popular with children, as are family-friendly boat tours.

  • What are some of the best things to do in Madeira Beach?

    Stroll the sandy shoreline, visit John's Pass Village and Boardwalk for shopping and dining, and try water activities like paddleboarding or fishing charters. Local markets and sunset cruises are also frequently suggested.

  • How is the weather in Madeira Beach?

    Madeira Beach has mild winters with temperatures around 53 to 71°F (12 to 22°C), and hot, humid summers near 75 to 91°F (24 to 33°C) with frequent afternoon showers. Breezy evenings are common near the Gulf shore.

  • When is the best time to visit Madeira Beach?

    Late fall through spring is often recommended for moderate temperatures and lower humidity, with highs ranging from about 65 to 83°F (18 to 28°C). Summer brings warm weather and afternoon showers, which are common in tropical Florida.

  • What are the best places to visit in Madeira Beach?

    Explore John's Pass Village and Boardwalk, which has local shops and waterfront dining, relax on Madeira Beach itself, and visit nearby parks for fishing or picnicking. The area also has spots for boat tours and water sports.

  • What are some hiking trails in Madeira Beach?

    Walking paths in local parks and natural areas provide gentle trails for beachside strolls and birdwatching. For longer hikes, explore nearby preserves or botanical gardens, which are frequently suggested for nature enthusiasts.

  • What are some family activities we can do in Madeira Beach?

    Enjoy beach games, build sandcastles, and spot dolphins from the shore. John's Pass Village and Boardwalk has kid-friendly boat tours, ice cream shops, and interactive exhibits to engage children and adults alike.

  • What are some of the best day trip ideas from Madeira Beach?

    Explore the vibrant arts scene and waterfront promenades around St. Petersburg, discover historic neighborhoods in Tampa, or visit nature preserves and botanical gardens in the region. These destinations are frequently suggested for a broader Florida experience.

  • Are there any pet friendly accommodations available in Madeira Beach?

    Madeira Beach has a variety of pet-friendly vacation rentals, so many travelers can find spaces that welcome their dogs or cats. Look for rentals near parks or green spaces for easy outdoor access with your pet.

  • What are some local tips for visiting Madeira Beach?

    Arrive early for beach parking during weekends, pack sun protection, and explore local seafood spots for fresh catches. Many visitors find sunset walks along the shore a relaxing way to end the day.

  • What is Madeira Beach known for?

    Madeira Beach is known for its sandy Gulf shoreline, vibrant seafood scene, and local character at John's Pass Village and Boardwalk. The area is frequently associated with fishing, water sports, and relaxed Florida atmosphere.

  • What are the best hidden gems to explore in Madeira Beach?

    Discover tucked-away beach access points, small local seafood stands, and quieter parks for birdwatching or sunset views. Some travelers enjoy exploring art galleries and boutique shops just off the main waterfront.

  • What are the best foods to try in Madeira Beach?

    Madeira Beach has fresh Gulf seafood, especially grouper sandwiches, shrimp, and oysters, alongside classic Florida key lime pie for dessert. Many local restaurants also serve casual American fare and tropical cocktails.

  • What should I bring for a trip to Madeira Beach?

    Bring sunscreen, lightweight clothing, a hat, and comfortable footwear for strolling the beach. A reusable water bottle and beach gear—such as towels and swimwear—are helpful for making the most of your visit.

  • What is the nightlife in Madeira Beach like?

    Madeira Beach has laid-back bars, beachfront grills, and casual live music venues concentrated around John's Pass Village and Boardwalk. Many spots feature open-air seating, fresh seafood, and opportunities to mingle with locals and travelers.

  • What are the most popular events or festivals in Madeira Beach?

    Madeira Beach hosts annual seafood festivals, holiday boat parades, and art fairs that draw locals and visitors. Events along the coast are often recommended for their live music, regional flavors, and community atmosphere.

  • Are there family friendly vacation rentals in Madeira Beach?

    Many vacation rentals in Madeira Beach are designed for families, with amenities like kitchens, multi-bedroom layouts, and proximity to beaches. Staying near local parks or the waterfront can add convenient recreation options for all ages.

Destinations to explore