
Holiday rentals in Madeira Beach
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Top-rated holiday rentals in Madeira Beach
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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!

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

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**

2 bed/1 bath Hummingbird Beach Cottage (4 beds)
This is a 1951 beach bungalow with all the updates, including a walk-in shower, on-demand hot water, 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.

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.

Beachy Bohemian Bungalow with all the perks!
This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

Cozy Gem Near Madeira Beach With Private Patio
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.

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.

Waterfront condo! Fishing pier! Heated pool hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first

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.

Gulf of Mexico Beach Retreat | John's Pass/Pool
$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
Stay near Madeira Beach's top sights
Other great holiday rentals in Madeira Beach

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

Treasure Island Gem | Waterfront Heated Pool, Dock

Flipper's @ Mad Beach Cottage

Oceanfront 3/2 with 180 degree view BOOK NOW!

Ollie's Beach House

Tranquil "Ocean Breeze Retreat"

Waterfront Stay Where the Manatees Play!

NEW Waterfront Oasis with Gameroom
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 SGD | $288 SGD | $335 SGD | $277 SGD | $253 SGD | $253 SGD | $252 SGD | $222 SGD | $215 SGD | $209 SGD | $215 SGD | $231 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°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.
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 Gym, BBQ grill and Laptop-friendly workspace across Madeira Beach rentals

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