
Vacation rentals in Madeira Beach
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Top-rated vacation rentals in Madeira Beach
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Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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.

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

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.

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**

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!

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps away from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Don't forget to watch the water as dolphins and manatees drift along the shore. Indoors, unwind surrounded by elevated, modern coastal design. From cooking dishes in the upscale kitchen to swimming in the heated intercoastal pool, my signature service guarantees your peace of mind is the top priority.

#4 -Sea Turtle Bungalows @John's Pass 1B/1B
Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the beach.

Villa Madeira
Property Type Condominium Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking Pets No pets allowed. Living Air Conditioning, Central Air, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Cable TV, DVD Outdoor Balcony, Beach, Outdoor Shower, Shared Pool Geographic Close to Town and John's Pass, On Beach

Rincón Divino MB 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.

Madeira Beach and John's Pass #2
Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Beachfront balcony view heated pool hot tub
Gorgeous 2 bedroom condo directly on the Gulf of Mexico with a double patio overlooking the view. The pool is heated and there is a hot tub and they are both located directly on the gulf overlooking the water. It is close to John's Pass and in between Clearwater Beach and St. Pete beach. There are shops and restaurants within walking distance. A great place to getaway and relax! .
Popular amenities for Madeira Beach vacation rentals
Stay near Madeira Beach's top sights
Madeira Beach oceanfront vacation rentals

Relax in a Newly Renovated Beach Front Paradise

Quiet Beachfront Bungalow on Florida’s Gulf Coast

COASTAL CHIC! Luxury Apartment with Oceanviews

Beach Front Gulf View at John’s Pass Medeira Beach

Beachfront building across from Johns Pass Village

Three Palms

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

Oceanfront Luxury Condo in Madeira Beach
Other great vacation rentals in Madeira Beach

La Perla Azul Beach House

Red Key Beach | Redington Beach Heated Pool

Paradise Palms - Private Pool Oasis - St. Pete

Oceanfront Luxury paradise

Guest Favorite! <2 minute walk to beach! Gameroom!

Coastal Townhome with Beach Access | Pool | Games

Stylish Apt Steps From the Beach

Kamp Komfort Historic Family Beach House
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €163 | €200 | €224 | €185 | €169 | €169 | €168 | €149 | €143 | €146 | €150 | €159 |
| 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.
All about Madeira Beach
The warm, breezy conditions off the coast of Madeira Beach draw in parasailing enthusiasts from near and far. Life here revolves around the water, with marinas teeming with boats of all shapes and sizes and locals heading off into the Gulf of Mexico for a leisurely day of fishing. This buzzing city midway down Florida’s west coast is home to soft white sands, an abundance of golf courses, and galleries showcasing local maritime-inspired artwork. Hop on the vintage-style Jolley Trolley to nearby John’s Pass Boardwalk for a stroll among its colorful surf shops.
Waterfront eateries serve up fresh local seafood, and live music performances add to the laid-back vibe. The fun carries on after dark, with tiki bars providing plenty of places to sip beverages with views of the Intracoastal Waterway. At just two miles wide, Madeira Beach combines easy access to the performing arts centers and museums of Tampa, the dense mangroves of Fort De Soto Park, and the crystal waters on its doorstep.
What are the top things to do in Madeira Beach?
Clearwater Beach
Ideally situated on the Gulf of Mexico, Clearwater Beach offers sun, a mild climate, soft, white sand, and a laid-back vibe. You can go jet-skiing, parasailing, and stand-up paddleboarding in its calm waters. The winding beachfront promenade is perfect for biking and rollerblading and is lined with casual seafood restaurants and cafés. Additionally, every night at sunset, Pier 60 hosts a festival with street performers and craft vendors.
Spring Training
Late winter and early spring offer baseball fans the prized opportunity to visit some well-known teams holding their spring training in the area. Two teams from the northern states and one from Canada all train within minutes of Madeira Beach. Baseball’s regular season runs from March to October.
Fort De Soto Park
Fort De Soto Park comprises five interconnected islands, or keys, and more than 1,000 acres to explore in the Florida sunshine. With abundant beach plants, mangroves, wetlands, palm hammocks, hardwoods, and a variety of native plants, the park plays an important role in protecting and preserving the region’s natural environment.
Quick stats about vacation rentals in Madeira Beach

Total vacation rentals
Explore 1,460 vacation rentals in Madeira Beach

Nightly prices starting at
Madeira Beach vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 45,280 verified reviews to help you choose

Family-friendly vacation rentals
1,080 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Vacation rentals with a pool
1,230 properties feature pools

Rentals with dedicated workspaces
960 properties have a dedicated workspace

Wi-Fi availability
1,440 of Madeira Beach vacation 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
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