
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
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 townhouse rentals in Madeira Beach?
Madeira Beach has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Madeira Beach have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Madeira Beach have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Madeira Beach?
Experience the best of Madeira Beach with our condo rentals, starting at about $30 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 house rentals in Madeira Beach have air conditioning?
Absolutely! We offer over 150 house rentals with air conditioning in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Madeira Beach?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a bbq area, 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 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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