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About this property
This bright airy condominium is the perfect home away from home. Its features cozy carpeting in the two bedrooms, wood flooring in the livingroom/dining area, and tile in both bathrooms and the kitchen. The living room includes a flat screen tv, lots of comfortable seating, access to a large balcony, ...
Property Type
Madeira Beach Condo
Excellent! We made a last minute decision to go to florida ! Although the condo we stayed in was not gulf front, had a great view! Not fancy, but perfect for us! Mary even gave us coffee(which we had ...
2 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 300 feet to Madeira Beach
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About this property
Newer (built in 2019) Madeira Bay Resort I Unit #1409 is in the heart of Madeira Beach. This two bedroom, two bathroom condo with queen sleeper sofa in living room can sleep up to seven guests. Beautiful waterway views upon entering this condo, from the Master bedroom and off the walk out balcony. Some ...
Property Type
Madeira Beach Condo
Had an excellent trip! The unit was great, modern with a Nautica touch. It was immaculate and very spacious. We enjoyed sitting on the balcony admiring the yachts and having our morning coffee. The ...
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This luxury 2 bedroom 2 bath condominium is a privately owned vacation home with 24 hour onsite management. It is located in a secure, well kept building situated on the beautiful white sand beaches and clear tropical waters of the Gulf of Mexico. During your stay enjoy the heated pool, private beach ...
Property Type
Madeira Beach Condo
The condo building is pretty old but has been updated as much as possible. Condo, grounds, and pool area was clean and well maintained. Minor plumbing issue was addressed promptly. On site management is ...
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About this property
This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living ...
Property Type
Madeira Beach Condo
Beautiful accommodations with everything one would want to have an enjoyable vacation. Very close to the beach just a short walk. In addition very close to retail outlets and restaurants. The owner is ...
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
After months searching for the perfect beach getaway, we discovered a Madeira Beach gulf front gem, then improved it with state-of-the-art upgrades. The result: A sun-filled, beach-front condo with 180 degree Gulf of Mexico views from our seventh-floor wrap around balconies off the living room and master ...
Property Type
Madeira Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
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About this property
This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living ...
Property Type
Madeira Beach Condo
Our condo was pretty decent. It’s just we couldn’t enjoy the patio because of the four air conditioners right next to our patio running nonstop. And the entire month that we were there carpenters were ...
2 BR | 1.5 BA | Sleeps 7 | Quick View
Distance to beach: 800 feet to Madeira Beach
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About this property
This is a lovely, two bedroom, second and third floor condominium located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful powdery white sand beach.The air-conditioned condo is fully furnished with a King-size bed in the master bedroom. The master bedroom ...
Property Type
Madeira Beach Condo
The condo is nicely furnished. Any kitchen item you could think of is supplied. All towels, umbrellas, coolers, and chairs are supplied as well. Previous guests have left plenty of sunblock, shampoo/conditioner, ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Sea Breeze Condos are located on the beautiful, endless white sands of Madeira Beach. After spending a memorable day on the gorgeous beach and at the beachside pool and oversized jacuzzi, you can relax in the comfortable living room with the sliders open to the large balcony while you listen to the soothing ...
Property Type
Madeira Beach Condo
3 BR | 3 BA | Sleeps 10 | Quick View
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About this property
Step into modern comfort & relaxation at Sunset Dreams in Madeira Del Mar, Unit 304, your home away from home. This beachside retreat boasts bright beachy colors flowing throughout the open floorplan, leading out onto the private balcony.Perfect for large families, multiple families, or girls'/guys' ...
Property Type
Madeira Beach Condo
Heather has this place in top notch condition! She was very helpful and had many extras available for all guests. The beach, bars, trolley and restaurants are very close- would highly recommend- will be ...
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
SUNRISE AND SUNSET. 30 day minimum rental period per association rules. No Exceptions. Coffee in the morning with sunrise, drinks in the evening with sunsets are standard with this spacious 3 BR 2 BA Gulf front end unit. Rare to get both views from your PRIVATE wrap around balcony with 16 ft. facing ...
Property Type
Madeira Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
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About this property
Looking for a Perfect Beach Vacation?!?! DO NOT PASS ON THIS MADEIRA BEACH PARADISE! Just a half block from ONE OF THE MOST QUIET & PRISTINE BEACHES, this 2/1 unit that sleeps 6 is In he heart of the action and fun of Madeira Beach . Located next door to a “feed the Gators” mini ...
Property Type
Madeira Beach Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 500 feet to Madeira Beach
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About this property
Single Family Home located on the intercostal water of Boca Ciega Bay. Fish off the dock in the back yard along side the inground pool and just steps from the Gulf beach out the front door. There is a spacious master bedroom with a king bed and a second smaller bedroom with two twin beds. Two full ...
Property Type
Madeira Beach House
Enjoyed everything about this house! Great location, close to everything. Quick walk to beach and restaurants, short drive to John's Pass for more restaurants/bars and shopping. Great fishing off the dock ...
2 BR | 1.5 BA | Sleeps 5 | Quick View
Distance to beach: 0.1 miles to Madeira Beach
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About this property
This 940 square foot property was recently renovated and is located directly on the pristine white sandy beach of Madeira Beach directly across the street from the famous John's Pass Boardwalk!!!The Madeira Norte condo is located on the second floor and has an open floor plan concept with ample ...
Property Type
Madeira Beach Condo
Best location to Johns Pass. Gabe’s condo is directly across the street from Johns Pass. The condo location is great. You can see the beach and Johns Pass. Condo is large and roomy. Wished there was beach ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Collwood is the only building on the beach with a on-site managers...you check-in at the building. If you have any questions, they are there to assist you. In addition to the heated pool and sun deck, enjoy 2 gas barbecues with picnic area, or maybe a game of shuffleboard or beach Volleyball. Stay ...
Property Type
Madeira Beach Condo
We had a wonderful experience staying at the Collwood condos August 12-19. Our condo was very clean & comfortable. Ocean views were beyond beautiful especially the evening sunsets. John & Mary, on site ...
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About this property
For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sands is a beautiful beachfront property located in the heart of Madeira Beach, Florida. With private beach access, a large heated pool and hot tub, BBQ facilities, shuffleboard, underground parking, and exceptional Gulf ...
Property Type
Madeira Beach Condo
Very clean and everything you need. Great tvs, comfortable furniture, and convenient walking distance to grocery, drugstore, and restaurants. I really liked the lounge cabana on the deck. It’s a mystery ...
2 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down to sand!!!
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About this property
These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Welcome to our warm and welcoming Sea Breeze of Madeira condo ...
Property Type
Madeira Beach Condo
The condo was just as discribed. Great communication with TRS. Have been staying at the Sea Breeze in different condos over many years have always enjoyed my stay. Sea Breeze has everything you could want, ...
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Madeira Beach
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About this property
Steps to famous Johns Pass, this 2 bedroom 2 bath bungalow is equipped with all the luxuries of home. You'll find everything you need during your stay. We provide beach chairs and towels, starter toiletries such as shampoo and body wash. The kitchen is stocked with an instapot, toaster, Keurig and ...
Property Type
Madeira Beach Bungalow
2 BR | 2 BA | Sleeps 5 | Quick View
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About this property
Collwood is the only building on the beach with on-site managers...you check-in at the building. If you have any questions, they are there to assist you.In addition to the heated pool and sundeck, enjoy 2 gas barbecues and charcoal within the picnic area, or maybe a game of shuffleboard. Stay in ...
Property Type
Madeira Beach Condo
Collwood Condos - Top Floor unit 504, Madeira Beach. Our unit had the best view possible. Very clean and comfortable. When we return, not if, we would desire the same stay for another two weeks.
2 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down
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About this property
These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.* * * CONSTRUCTION NOTICE * * * The Holiday Villas III board ...
Property Type
Madeira Beach Condo
3 BR | 2 BA | Sleeps 7 | Quick View
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About this property
This is your Ocean Paradise escape !Call us for last minute availibility/deals & cancellations ! We prefer to hear a friendly Voice on the phone to confirm you are a Human !.Some limited 7 day rentals APRIL-MAY 2023 -call/text/email for details .This 3 bed, 2 bath Spacious Oean/Gulf ...
Property Type
Madeira Beach Condo
We loved our time in this condo. We stayed for two weeks. The condo was full stocked, comfortable and has a great Ocean view. The pool was heated and was always the perfect temperature for swimming. We ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
A charming ground floor 2 bedroom 2 bath Waterfront Condo. THIS PROPERTY MUST BE BOOKED 2 WEEKS PRIORTO ARRIVAL FOR ASSOCIATION APPROVAL Fully furnished with everything you need for a relaxing vacation. Designed with your comfort in mind there is a queen bed in the master bedroom and 2 double beds in ...
Property Type
Madeira Beach Condo
We really enjoyed staying in this condo. It was perfect for the 4 of us. Very well stocked. We walked to the beach a few times. Close to both Clearwater and St.Pete. Great location. Would rent again. Thanks ...
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
Sparkling clean 2 bedrooms, 2 bathrooms condo right on the beach. Newly remodeled and fully stocked unit with spectacular water views. Renters enjoy this unit for its open air gulf front balcony accessible from the living room or master bedroom where they can relax and watch the dolphins or take in a ...
Property Type
Madeira Beach Condo
Our stay at Sea Breeze #606 was outstanding! Having stayed at many vacation rentals, we can say that this was at the top on our list. The condo was uncluttered yet tastefully decorated and well supplied. ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Watch the beautiful sunsets from your balcony You'll love this beautifully furnished unit located directly on the sugar white sand. This unit features private balcony This condo has two bedrooms, two bathrooms, and indoor laundry room. True master bedroom has large closet and gorgeous view with ...
Property Type
Madeira Beach Condo
aire dam in Maderia Beach Florida condo 303, is what our old bodies needed. Quite massively peaceful, with beautiful view of ocean waves out side our screened porch so close to shopping and dolphin ...
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About this property
$50 will hold this unit , payment due in full 30 days before arrival. Seven day minimum, but will rent out three nights in between other rentals, if available if you. This property is rented by regulars Nov-June every year so only available June-October, thanks in advanced ! This beachfront rental ...
Property Type
Madeira Beach Condo
2 years in a row! the Chateau was great steps from the beach friendly guests easy parking nice pool ! Would recommend to everyone ! Plan to go next year!
3 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 30 feet to Madeira Beach
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About this property
Free Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily sleep 6-7 persons.It is a direct gulf front condo on the 5th floor ...
Property Type
Madeira Beach Condo
Nice beach condo beach is great johns pass is alot of fun with lots to do also treasure island is great.
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
A charming ground floor 3 bedroom 2 bath Waterfront Condo. Fully furnished with everything you need for a relaxing vacation. Designed with your comfort in mind there is a queen bed in the master bedroom and 2 queen beds in the second bedroom and a fourth queen in the third bedroom. Washer/Dryer in ...
Property Type
Madeira Beach Condo
This condo was the absolute best! Perfect location as and end unit, single floor, 3 bedroom condo. Beautiful views. You could walk out the back door and see dolphins swimming while you fish off the pier, ...
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About this property
Fabulous direct views of the white sandy beaches at Madeira Beach. Enjoy breakfast on your balcony overlooking the beach or hear the waves crashing while relaxing in your Master Bedroom Suite. This tastefully remodeled condo offers a fully equipped kitchen, WiFi, Full size washer/dryer. This security ...
Property Type
Madeira Beach Condo
Love coming to the Gulf coast. Beautiful beaches and very family oriented. We were lucky only rained 2 days
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms and 2 full baths, a full kitchen and large living room. Our Spacious (1470 sq/ft), fully air-conditioned unit sleeps 8 people comfortably. The unit contains a full size washer and ...
Property Type
Madeira Beach Condo
Walking distance to restaurants. Lots of families. Noisy (other tenants sliding patio door and road)
1 BR | 1 BA | Sleeps 4 | Quick View
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About this property
Large 1 bed Newly Decorated with a Coastal Decor and new furniture throughout Watch the sea life from your waterfront screened while your dinner is grilled on your personal gas grill. Fully furnished with everything to make your vacation enjoyable, including Beach chairs, beach umbrella and cooler ...
Property Type
Madeira Beach Condo
Had a great time. Unit was comfortable and fit our needs. Have stayed there several times and always enjoy going back. Great location.
3 BR | 2.5 BA | Sleeps 12 | Quick View
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About this property
Have FUN with the whole family or with a group of your close friends. Sunbathers Casa is spacious. Madeira Beach is 6 min away. Professionally decorated interior and a showstopper backyard with a huge heated pool. Sunbathers Casa is immaculately cleaned between guests. Clearwater and St. Petersburg, just ...
Property Type
Madeira Beach House
It was so very hot and humid when we stayed but the outdoor space made it so enjoyable. It also had alot of area to have some privacy too! Would definitely stay there again, Amy was great!
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Lovely 2 bed/2 bath ground level condo with a screened lanai and an open patio in the waterfront community and resort style atmosphere. Open floor plan with lots of natural light, galley kitchen and breakfast bar. Both bedrooms have walk in closets and full size washer/dryer. Walk to everything you need ...
Property Type
Madeira Beach Condo
Great, from reserving to checkout ! Definitely will be referring others and returning next year! Love Itand Madeira Beach!
1 BR | 1 BA | Sleeps 4 | Quick View
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About this property
ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC) We are pleased to welcome you to “The Royal Rexhost Resorts”. Royal Rexhost Resorts at Madeira Beach-Florida laps the Boca Ciega Bay and is only 150 yards from Madeira’s finest white sand beach. You can watch the dolphins ...
Property Type
Madeira Beach Condo
A newly renovated upscale resort ground floor without stairs, private backyard with a grill, flowers, and gardens. 2 swimming pools (2 heated and 2 sparklings), sun loungers, umbrellas, tables, benches, ...
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About this property
Cutest eclectic place you will ever see. If you are working away from home or just needing a break, come relax at the Old Oak Beach Bungalow. A landmark in the front yard to gaze at in the morning while having your coffee on the font porch or relaxing on the side jasmine covered veranda in the hammock ...
Property Type
Madeira Beach Bungalow
This house had everything we were looking for along with being pet friendly. Neighborhood was really nice & we loved how close we were to everything (stores, beaches, restaurants, etc). And the bonus ...
2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 25 feet to Madeir Beach
Key Amenities
About this property
Please read the full description below (click View more) for answers to all your questions:Gulf view 2 bedroom condo located directly on Madeira Beach across from famous John's Pass Village with its many restaurants, shops, fishing charters, boat tours, and more. Our condo is fully furnished ...
Property Type
Madeira Beach Condo
2 BR | 1 BA | Sleeps 4 | Quick View
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About this property
This unit is a fully furnished mid-term rental (2-7 months) just a couple blocks from Madeira Beach (about a 5 minute walk, beach supplies & wagon provided) and a short walk to John's Passe (5-8 minutes).The rental is a 2/1 and it comes with two private patios and a fenced-in, well landscaped ...
Property Type
Madeira Beach Villa
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 50 feet to walk right out to the beach
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About this property
Ocean Sands is located on 5.5 acres of beach front stretching over 700 feet along the Gulf of Mexico. Located at the intersection of Madeira Beach Causeway and Gulf Blvd., it is within easy access of all main thoroughfares and I-275. Our parents purchased the model unit at Ocean Sands because it showed ...
Property Type
Madeira Beach Condo
Awesome condo…with everything you can imagine. Peter the owner even emailed us during our stay to see if we needed anything…how awesome was that. Great ocean view. Awesome pool. The condo very clean ...
2 BR | 1 BA | Sleeps 6 | Quick View
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About this property
Pet Friendly Welcome to Madeira Bay Resort Marina and Spa overlooking the scenic intracoastal. Watch boats and sea life from your open balcony. Features include Heated Pool, Wi Fi, Washer/Dryer, Fully Equipped Kitchen, On site Restaurant and Spa. Located just a block walk to Famous Johns Pass Village where ...
Property Type
Madeira Beach Condo
We stayed at 405 Madeira Bay. We really liked our room plus pet friendly was a plus. Rented through Sun Beach Rental, and she was extremely helpful to deal with. Especially since I had developed a health ...
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About this property
This sensational 2 bdrm, 2full bath, beach oasis offers comfort & convenience. Located on the 2nd floor. Step into a fully furnished haven, where every detail has been carefully curated for your enjoyment. The spacious living area welcomes you with a coastal atmosphere, perfect for unwinding after ...
Property Type
Madeira Beach Townhome
2 BR | 1.5 BA | Sleeps 6 | Quick View
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About this property
Craving a little local flavor? Madeira Beach is the place to unpack, unwind and relax. This stunning, newly remodeled, condo features 2 bedrooms 1.5 baths and sleeps 6! * 5 minute walk to beach * fully furnished * 30+ night rental available * fitness center * 2 pools, heated in winter * beach chairs, ...
Property Type
Madeira Beach Condo
Things to Do and Places to Go Around Madeira Beach Vacation Rentals
Nestled almost equidistant between St. Petersburg to the south and Clearwater to the north, Madeira Beach is a small oceanside community in Florida that enjoys a prime 2.5 miles of real estate along the shore of the glittering Gulf of Mexico.
Madeira Beach is a popular vacation destination for many reasons, and the city’s visitors can take advantage of a variety of fun beachy activities, from water sports to sunbathing to shopping and dining on the boardwalk and everything in between.
According to local legend, the Madeira Beach region as it’s known today was originally settled by a pirate named John LeVique many generations ago.
The city’s local folklore and history make it stand out from other seaside towns throughout Florida, and many vacationers agree that staying in Madeira Beach vacation rentals as opposed to an expensive hotel is the way to go when you’re visiting the area.
A home rental allows you to truly become a local during your stay and experience the city’s unique architecture and neighborhoods from a resident’s perspective. Plus, you’re sure to enjoy a much greater sense of privacy and removal from other tourists when you rent a vacation home instead of staying in a crowded hotel.
Tips and Tricks: Getting the Most Out of Your Madeira Beach Vacation
Madeira Beach is located roughly 30 minutes from the St. Pete-Clearwater International Airport, which is nestled much more inland than the beachside town.
Many tourists who fly into the area choose to rent a car during their trip to Madeira Beach, as it allows them a great deal of freedom to explore all of the different activities, city centers, and natural wonders that the western coast of Florida has to offer.
Due to its tropical climate from being located along the Gulf Coast, Madeira Beach receives more rain on average than most cities in the U.S., and storms can be expected throughout the year.
However, the city still sees many more sunny days than most other cities in the country, and tourists usually opt to visit Madeira Beach in mid-spring or autumn to enjoy the best weather the region has to offer.
Best Activities Near Madeira Beach House Rentals
There are lots of fun activities to explore in Madeira Beach for people of all ages and lifestyles, but one of the primary draws of tourists to the area is John's Pass Village & Boardwalk.
The boardwalk extends along the shoreline for more than 1000 feet and features over 130 boutique shops and restaurants. It also features many establishments that rent out water sports gear, including surfboards, jet skis, fishing equipment, and much more.
Have you ever wanted to see a dolphin up close? Now you can do so from the comfort of an ocean cruise with the Dolphin Quest from Sunshine Scenic Tours. This sightseeing tour sets sail four times per day from Madeira Beach.
Your experienced tour guide will teach you about the Gulf’s resident wildlife, including the local dolphins and much more, as you sit back and enjoy snacks and beverages. If you leave at the right time, you can even catch a gorgeous Gulf Coast sunset on the water.
If you want to learn even more about the local wildlife in the Madeira Beach area, including land animals as well as ocean creatures, you can visit the Alligator & Wildlife Discovery Center.
This facility is one of the top tourist destinations in all of Pinellas County and houses around 250 animals that come from all over the state. Take a tour or even host your next event at the Alligator & Wildlife Discovery Center in Madeira Beach!
Madeira Beach Annual Events
Due to its location along the coast, it’s no surprise that Madeira Beach is well known for its fresh and delicious seafood along the boardwalk and throughout the city. Nowhere is this unique cuisine better celebrated than at the annual John's Pass Seafood Festival, which takes place each January along the John’s Pass Boardwalk.
With all of the seafood you can eat from local restaurants and food trucks as well as three separate stages featuring different types of musical acts and booths from local artists and artisans, the festival is sure to be an incredible experience for visitors of all ages.
The event spans over four days and is free to enter, making it easy to come and go as you please while you explore the rest of the city during your vacation.
Dining Experiences to Explore Around Madeira Beach Rentals
From casual American cuisine to fine dining and everything in between, Madeira Beach is home to a variety of restaurants that suit every taste and preference.
One of the most memorable establishments in the city is the Gulf Bistro, a European-style restaurant focusing on French cuisine that offers a full menu of fresh appetizers, rich entrees, and imaginative beverages to create an unforgettable dining experience.
Looking for something a bit more family-oriented and casual between your trips to the beach? Madeira Beach boasts many American-style beachy eateries, such as Pirates Pub-N-Grub and the Boardwalk Bar and Grill, both of which serve oceanside favorites like fish ’n’ chips, lobster rolls, and more.
You can even experience a taste of the local Cuban culture at spots like The Floridian, which offers authentic Cuban sandwiches and other quick bites in the Madeira Beach area.
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