Madeira Beach Homes with Guest Parking Features

Madeira Beach Homes with Guest Parking Features

Welcome to Madeira Beach, Florida – a hidden gem nestled in the heart of Pinellas County! Known for its stunning sandy shores and vibrant beach culture, Madeira Beach offers an idyllic coastal lifestyle that attracts residents and visitors alike. With an average of 360 days of sunshine a year, this charming city is perfect for those who love the great outdoors, whether it’s sunbathing on the beach, fishing in the Gulf, or enjoying a leisurely stroll along the scenic boardwalk.

Madeira Beach is not just about its breathtaking views; it’s also a community rich in amenities and local attractions. Explore the lively John’s Pass Village and Boardwalk, where you can find unique shops, delectable seafood restaurants, and water sports activities that cater to all ages. The friendly atmosphere and welcoming community make it an ideal place for families, retirees, and everyone in between.

For those considering a move to this coastal paradise, homes in Madeira Beach often come with guest parking features, making it easy for friends and family to visit and enjoy the beach with you. Imagine hosting gatherings on your patio, with ample space for your guests to park and enjoy the beautiful surroundings. Whether you’re looking for a cozy beach cottage or a modern waterfront condo, Madeira Beach offers a variety of properties that cater to diverse tastes and lifestyles.

Embrace the charm of Madeira Beach, where the sun meets the sea, and every day feels like a vacation! Discover your dream home in this coastal haven today.

Newest Madeira Beach Homes with Guest Parking Features

2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code

“Prime Showcase” — Top Income Producer at Madeira Bay Resort I (Built in 2020) A premier turnkey, high earning condo hotel opportunity in one of the most desirable coastal destinations on Florida’s Gulf Coast. This 6th floor residence delivers impressive income performance and an unbeatable setting — perfectly positioned directly across from the Gulf of Mexico and just steps from the shops, dining, and waterfront excitement of John’s Pass Village. Inside, the unit features beautiful water views, a bright and open layout, modern coastal finishes, granite countertops, stainless steel appliances, in unit washer & dryer, an owner’s closet, and a private waterfront balcony. A spacious primary bedroom showcases wide open water views. A bonus room with bunk beds provides valuable additional guest capacity to maximize rental revenue. Madeira Bay Resort I offers resort style amenities, including a heated, newly remodeled pool & spa, fitness room, under building parking, and a pet friendly environment. The remarkably low $670 monthly fee includes cable, internet, building insurance, association reserves, on site management, exterior and grounds maintenance, pool service, sewer, and trash — delivering exceptional value and predictable operating costs. Vacation bookings filling fast and a strong base of repeat guests, this property is perfectly positioned for continued income success. “Stay and Play — then let it pay.” One of the Best Values in Madeira Beach. Showings available between guest check ins.

13101 Gulf Boulevard Unit 1605, Madeira Beach

3 Beds ⋅ 3 Baths ⋅ Madeira Del Mar Condominium SubDv. ⋅ 33708 Zip Code

Experience the Best of Coastal Living at Madeira Del Mar! Built in 2021, this beautifully appointed 3-bedroom, 3-bath luxury condo sits just one block from the sugar-white sands of Madeira Beach, moments from John's Pass, dining, and entertainment. This is a proven income performer with $75K in gross rental revenue in 2025 and already over $60K generated year-to-date in 2026—a rare opportunity to buy a turnkey short-term rental with a verified track record. Inside, an open-concept layout showcases a gourmet kitchen with granite countertops, premium stainless steel appliances, and a spacious island built for entertaining. The bright living area opens to a private balcony with partial Bay views, perfect for morning coffee or sunset cocktails. The primary suite offers a king bed, oversized walk-in closet, and spa-like en-suite bath, while both guest bedrooms include their own en-suite baths for maximum privacy and guest comfort—an ideal layout for multi-family bookings. Residents and guests enjoy resort-style amenities including a lush tropical courtyard and heated pool, all just steps from the beach. Whether you're looking for a personal beach getaway or a high-performing investment property with real numbers to back it up, this unit delivers exceptional value and continued income potential. Schedule your private tour today!

15305 1st Street E Unit 305, Madeira Beach

3 Beds ⋅ 2 Baths ⋅ Las Brisas Of Madeira Condo SubDv. ⋅ 33708 Zip Code

This exquisite three-bedroom, two-bathroom condominium offers direct Gulf-front views in the highly sought-after Las Brisas of Madeira Beach. Rarely available and highly desirable, this condo permits weekly short-term rentals, presenting an exceptional opportunity for both personal enjoyment and investment. It boasts a strong rental history with bookings extending into 2027. The condo features a private balcony that spans the length of the unit, an updated kitchen with granite countertops, and stainless steel appliances. Newly installed luxury plank vinyl flooring extends throughout the entire condo. The primary en-suite bedroom offers breathtaking Gulf views, a double vanity bathroom, and a spacious walk-in closet. Additionally, the condo includes a large laundry room equipped with a full-size washer and dryer, along with ample storage space. Residents and guests can indulge in resort-style amenities, including a heated pool, expansive outdoor seating area with tiki huts, gas grills, and outdoor showers. The condo comes with two assigned under-building parking spaces conveniently located near the elevator. Situated in a prime location, the property is within a short distance to restaurants, bars, and shopping. Tampa International Airport is a 45-minute drive away, while St. Pete-Clearwater International Airport is just a 30-minute drive.

14710 Gulf Boulevard Unit 206, Madeira Beach

3 Beds ⋅ 4 Baths ⋅ Sereno Condo SubDv. ⋅ 33708 Zip Code

Welcome to the Sereno on the Gulf. Direct Gulf Front, three-bedroom, 3.5-bath slice of heaven. 2,760 square feet of living space with 9.6-foot ceiling heights and a 26-foot run of high-impact floor-to-ceiling balcony sliders. The architectural curve of the Sereno and the 27-by-10-foot Gulf front terrace provide Residence 404 with superior, long-range Gulf views. Ideal for year-round or seasonal residents, a gracious foyer entry welcomes you to the beautifully appointed living space of 2,760 square feet, contemporary wood flooring and breathtaking water views. The location of 404 also has the perfect floor height to fully enjoy Gulf views from all areas of the great room, kitchen and primary bedroom suite. The second and third bedrooms are also en-suite with full baths and also have rear balcony access. Well laid out floor plan with abundant closet space, a half bath off the foyer and a 6-by-10 laundry room with cabinetry. Solid wood floors throughout the unit with tile in baths and laundry. A gourmet kitchen with custom cabinetry, granite, a kitchen island, stainless steel appliances and a breakfast bar makes this a chef's delight. Welcome to luxury living at the Sereno. Taylor Woodrow, the developer, conceived and built the Sereno Circa 2005 with over 480 feet of gulf front—high-end construction with three banks of high-speed elevators, thereby allowing only three units per hallway. Two pets are okay with a private dog walk. Sereno amenities: an upscale waterfront club room and a fully equipped fitness center overlooking the gulf, a large heated pool, a spa and a spacious sundeck and outdoor grill area. Private building with a full-time manager on site, keyless entry, secured lobby, high-speed elevators and fully reserved financials. The condo conveys with garage-level climate-controlled storage (4-by-5-by-8) and two parking spaces, one under the building garage (#24) and one outside (# 82) . The Sereno is a private, secured complex with a six-month minimum rental period. The association just completed a $1.8 beautification project in 2025, redoing all lobbies, the pool area, vegetation and beach access fencing. Floor plans available. Perfect 1031 Tax Exchange. Immediate showings available; just call. Enjoy the tour and photos.

15208 Gulf Boulevard Unit 404, Madeira Beach

1 Beds ⋅ 1 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code

TURNKEY BEACH GETAWAY WITH SHORT-TERM RENTAL POTENTIAL! Just steps from the sugar-sand Madeira Beach and directly across from the vibrant attractions of John’s Pass, a historic and popular waterfront destination in Madeira Beach famous for its shopping, dining and outdoor activities. This beautifully furnished 1-bedroom, 1-bath third-floor condo at Sandy Shores offers the perfect combination of coastal living, convenience, and investment opportunity. Short-term rentals are permitted, making this an excellent option for investors seeking a vacation rental or for buyers wanting their own beach retreat with rental income potential. The open floor plan features Luxury Vinyl Plank flooring in the living room and bedroom, tile in the kitchen and dining area, granite countertops, stainless Frigidaire appliances, a tray ceiling in the kitchen, and a spacious bedroom with a walk-in closet. Triple slider doors open to a beautiful balcony overlooking the sandy beaches and the sparkling heated community pool, creating the perfect spot for morning coffee or evening sunsets. Offered fully furnished and turnkey, the condo comfortably accommodates guests with two queen-size beds and a pull-out sofa, plus a smart TV in the living room. Additional highlights include keyless entry, elevator access, reserved parking with additional guest parking, 2019 AC System, and 2019 water heater. Sandy Shores features a heated pool surrounded by pavers and tropical palms, lounge chairs, gas grills, and an outdoor shower for rinsing off after a day at the beach. Coin-operated laundry is conveniently located within the community. Located directly across from John’s Pass, you'll have dining, shopping, entertainment, water activities, and the beautiful Gulf beaches right outside your door. A rare opportunity to own a turnkey, short-term-rental-friendly beach condo in a highly desirable Madeira Beach location!

12924 Gulf Boulevard Unit 304, Madeira Beach

2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code

DIRECT GULF FRONT | 9TH-FLOOR PANORAMIC VIEWS | FURNISHED | ONE-MONTH MINIMUM RENTALS PERMITTED | A/C 2022 LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking DIRECT GULF OF MEXICO VIEWS and end your day watching spectacular sunsets from this furnished 9th-floor condo in highly desirable Madeira Beach. With PRIVATE BEACH ACCESS and a ONE-MONTH MINIMUM RENTAL PERIOD permitted, this property offers an exceptional opportunity as a full-time residence, second home, seasonal getaway, or income-producing vacation property. Step onto your private screened balcony and enjoy sweeping panoramic views of the Gulf, beach, and unforgettable Florida sunsets. Inside, this spacious 2-bedroom, 2-bath condo features a desirable SPLIT-BEDROOM FLOOR PLAN, ceramic tile flooring throughout, an updated primary bathroom, and the convenience of an IN-UNIT WASHER AND DRYER. Both bedrooms feature spacious walk-in closets and their own private en-suite bathrooms, providing excellent privacy, comfort, and storage for owners and guests. The A/C was replaced in 2022, and the condo is being offered FURNISHED, making it easy for the next owner to begin enjoying the property right away. The well-maintained community offers resort-style amenities, including a HEATED BEACHFRONT POOL AND SPA, fitness center, library, billiards room, and direct access to the beautiful sandy beaches of Madeira Beach. Ideally located just north of John’s Pass Village & Boardwalk and minutes from waterfront restaurants, shopping, entertainment, boating, and everyday conveniences. Whether you're searching for your own Gulf-front retreat or a property with seasonal rental flexibility, this condo delivers the LOCATION, VIEW, BEACH ACCESS, AND FLORIDA LIFESTYLE buyers are looking for. YOUR FRONT-ROW SEAT TO THE GULF OF MEXICO IS WAITING. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

SELLER OFFERING 2- 1 RATE BUY DOWN. RARELY AVAILABLE WATERFRONT TOWN HOME WITH DEEDED BOAT SLIP #57 directly behind unit. Hi and Dry, no need to worry about flooding here. Keep an eye on your boat from the privacy of your patio, living room and both bedrooms. Enjoy the ultimate waterfront lifestyle in this Fully Furnished completely remodeled townhome at Madeira Beach Yacht Club, offering the perfect blend of comfort, style and income potential. Conveniently located about a block from the sugar sands of Madeira Beach. Upon entering you will discover a bright and inviting tastefully decorated living space with modern finishes including newer LVP flooring, modern lighted remote ceiling fan(which you will find 3 more identical fans throughout unit) a Classic Flame decorative fireplace to set the mood or offer heat on chilly winter nights and wine fridge. Continue to the thoroughly modern Kitchen and dining room where you will find matching hutches filled with decorative dishes and while dining you can enjoy beautiful water views while looking out the floor to ceiling windows. Also on this level you will find laundry room, 1/2 bath and utility room. Upstairs you will find an oversized master suite with LVP flooring and large walk in closet, guest bedroom also has LVP flooring double closet and both bedrooms have water views. Remodeled bathroom has oversized walk in Shower. NEW A/C 202and new gas BBQ grill2025. MBYC allows 7 day rentals allowing you to maximize income while not occupying your condo. This unit currently has $18,000 in confirmed bookings. MBYC a gated community is known for its resort style amenities including 2 heated pools, indoor hot tub, clubhouse, fitness center, billiard room and 4 fishing piers. Owners her can enjoy the walkable location direct across from ROC park which provides Rec center, tennis and pickleball courts, playground, splash pad, basketball courts and baseball field and is within blocks of several dining options, boutiques, grocery and drug stores, library, post office. World famous Johns pass is appx 1 mile easily walkable or just hop on the trolley. Come discover this high demand Gulf Coast destination where you will find this condo with boat slip delivers ideal location and relaxed coastal living waiting for you.

315 Medallion Boulevard Unit H, Madeira Beach

2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code

Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub. Outside, the amenities continue with a beachfront pool and spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf-front living!

14048 Gulf Boulevard Unit 302, Madeira Beach

2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code

Virtually Staged. Welcome to a rare opportunity to own one of only eight exclusive residences in an architecturally stunning new Gulf-front development on Madeira Beach. With expanded square footage, this exquisitely designed building blends modern luxury with coastal sophistication, all set against the breathtaking backdrop of direct Gulf views and unforgettable sunsets. Each residence offers high-end finishes, an expansive covered outdoor living area, and only two units per floor—providing privacy, space, and sweeping vistas from nearly every room. This particular unit features two spacious bedrooms, two elegant bathrooms, and a versatile den—ideal for a home office, media room, or guest space. Inside, you’ll find a thoughtfully curated interior, including engineered wood flooring with sound mat underlay, luxury carpet in the second bedroom and den, and custom tile work throughout. The gourmet kitchen is a showpiece with stainless steel appliances, designer backsplash, and an elevated cabinetry package for both kitchen and bathrooms. Solid core doors and premium hardware complete the refined aesthetic. The master en-suite bath showcases a spa-inspired design with large format tile, art-deco accent wall, and a custom shower floor. The second bath is equally luxurious with a tub . Outside, the amenities continue with a beachfront pool, spa, an expansive paver deck, and beautifully landscaped grounds with a full irrigation system and exterior lighting. Under-building parking and a private elevator round out the ease and exclusivity of ownership. This is more than a condo—it’s a statement in refined Gulf front living!

14048 Gulf Boulevard Unit 201, Madeira Beach

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

Madeira Beach Yacht Club – Coastal Living Meets Incredible Investment Potential! Welcome to this light and bright 2-bedroom, 1-bath second-floor condo in the highly sought-after Madeira Beach Yacht Club community. Turnkey furnished and move-in ready, this inviting condo features updated windows, a new AC installed in 2025, and the convenience of inside laundry. Ideally located near one of the community's two pools, it's ready for immediate enjoyment, seasonal use, or rental income. Situated along the beautiful Intracoastal Waterway, Madeira Beach Yacht Club offers an unbeatable Florida lifestyle with fishing docks, stunning waterfront walking trails, and a clubhouse currently undergoing renovation. Best of all, you're just a short stroll from the sugar sands of Madeira Beach, as well as local dining, shopping, and entertainment. Investors and second-home buyers will appreciate the flexibility of this all-ages community, where 7-day rentals are permitted, creating exceptional opportunities for vacation rental income and strong return on investment. Enjoy easy access to nearby ROC Park, featuring pickleball courts, tennis courts, basketball courts, playgrounds, and scenic waterfront recreation areas. An added bonus: the monthly maintenance fee covers nearly everything except electric, providing exceptional value and hassle-free ownership. Don't miss this opportunity to own in a community that is actively investing in its future, with ongoing upgrades and enhancements following the recent storms that continue to add value and appeal for owners and guests alike. Whether you're searching for a full-time residence, a turnkey beach retreat, or a high-demand investment property, this condo offers the perfect blend of location, lifestyle, and opportunity. Live the Madeira Beach dream while enjoying the flexibility, amenities, and income potential that make this community one of the area's most desirable waterfront destinations.

320 Medallion Boulevard Unit H, Madeira Beach

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

PRICE IMPROVEMENT! Don’t miss this opportunity to own a fabulous condo just steps from the gorgeous Gulf beaches in desirable Madeira Beach! The Madeira Beach Yacht Club condos are NOT AGE RESTRICTED AND ALLOW 7-DAY MINIMUM RENTALS, making this an excellent option for full-time residents, snowbirds, or investors. Perfectly situated on the Intracoastal Waterway, the community offers beautiful sunrise and sunset views and is within walking distance to shopping, restaurants, and local attractions. This turnkey 2-story, 1-bedroom/1.5 bath condo has been beautifully updated and comes FULLY FURNISHED with new furniture, including a sleeper sofa. Recent upgrades include a NEW ROOF (2025), HVAC (2025), water heater (2024), range (2023), electric panel (2020), and HURRICANE-IMPACT WINDOWS (2018). The cozy living area features a wood-burning fireplace, while the functional kitchen offers granite countertops, wood cabinetry, and a convenient pass-through to the dining area. Additional features include a bonus room and PRIVATE LAUNDRY. Residents enjoy resort-style amenities including 2 swimming pools, a hot tub, sauna, clubhouse, fitness center, fishing docks, outdoor grills, picnic areas, and more. Flood insurance is included in the monthly condo fees! Schedule your private showing today!

169 Medallion Boulevard Unit E, Madeira Beach

2 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code

One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LIVING ROOM! INVESTOR & SNOWBIRD PARADISE WITH FULLY FUNDED RESERVES! 7-DAY MINIMUM RENTAL meets ultimate peace of mind in the heart of Madeira Beach. Buyers and investors can purchase with absolute confidence, as the HOA SIRS is fully funded per Florida Law, the Milestone Inspection passed, and there are NO special assessments scheduled. Welcome to your completely renovated, GROUND FLOOR coastal oasis in the highly sought-after Madeira Beach Yacht Club. Meticulously updated in 2026 with high-end modern finishes, this 2BR/2BA (master en-suite) gem delivers the perfect blend of luxury and convenience—whether you are looking for a full-time residence, a turnkey snowbird retreat, or a high-yield investment property that can generate strong short-term rental income. Step inside to a bright, open-concept great room featuring durable laminate flooring, sleek 5" baseboards, and a thoughtful hallway layout that optimizes bedroom privacy. The heart of the home is a gourmet kitchen boasting BRAND NEW QUARTZ COUNTERTOPS, crisp shaker cabinets, and brand-new stainless steel appliances, while both bathrooms shine with matching quartz surfaces. For ultimate convenience, a stackable washer/dryer hookup is located right in the guest bedroom closet, and the unit comes with the rare perk of two dedicated parking spots. Unwind on not one, but TWO large screened-in lanais—including one configured as a Florida Room. Both feature ceiling fans and are perfect for bug-free al fresco dining, featuring a completely replaced front lanai frame, screens, and doors as of 2026. Step out your door and you are just paces away from one of two pristine community pools, perfectly positioned far enough away to ensure zero noise disruption. Leave the car parked, because location is everything here. You are just a minutes-long stroll from the sugar-white sands of the Gulf of Mexico, local grocery stores, and daily essentials. Directly across the street lies ROC Park, featuring tennis/pickleball courts, basketball, a dog park, a water splash pad, a fishing pier, and an amphitheater for live concerts and seasonal festivals. You are also within easy walking distance to world-famous John’s Pass Village & Boardwalk for endless waterfront dining, shopping, bars, jet ski rentals, and fishing charters. Your monthly HOA fee offers true hassle-free living and covers Building Flood Insurance, Water, Trash, Internet, Basic Cable, Pool Maintenance, Grounds Landscaping, and robust Reserve Funding. Whether you’re dreaming of the ultimate beach lifestyle or a lucrative income-generating property in a high-demand vacation zone, this ground-floor masterpiece delivers it all. Schedule your private tour today and make Madeira Beach your reality!

337 Rex Place Unit A, Madeira Beach

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