Madeira Beach Homes with Pool Amenities

Welcome to Madeira Beach, a charming coastal city located in Pinellas County, Florida. Known for its pristine white sandy beaches and stunning sunsets, Madeira Beach offers a unique blend of relaxation and recreation for residents and visitors alike.

One of the most sought-after features in Madeira Beach real estate is homes with pool amenities. Imagine coming home to your own private oasis, where you can take a refreshing dip on a hot summer day or simply lounge by the poolside with a good book. Whether you enjoy hosting poolside gatherings with friends and family or prefer to unwind in the tranquility of your own backyard, homes with pool amenities in Madeira Beach offer the perfect setting for both entertainment and relaxation.

Living in Madeira Beach means having easy access to a variety of outdoor activities, including boating, fishing, and water sports. With its laid-back atmosphere and friendly community, Madeira Beach provides the ideal backdrop for a relaxed coastal lifestyle.

If you're looking for a home that combines luxury, comfort, and convenience, consider exploring the homes with pool amenities in Madeira Beach. Whether you're a full-time resident or seeking a vacation home, Madeira Beach offers a unique opportunity to experience the best of Florida living.

Newest Madeira Beach Homes with Pool Amenities

$644,900

2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8534212 MLS ⋅ Active Status ⋅ Surfside Tower Condo BLDG.

LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking direct Gulf of Mexico views from this stunning 9th-floor condo in highly desirable Madeira Beach! Perfectly located just north of John's Pass Village & Boardwalk, this exceptional residence offers private beach access and the ultimate coastal lifestyle. Enjoy panoramic views of the Gulf of Mexico from your private screened balcony, the perfect place to relax and take in unforgettable sunsets. This spacious 2-bedroom, 2-bathroom 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, offering exceptional comfort, privacy, and ample storage for owners and guests. The well-maintained community offers outstanding resort-style amenities, including a heated beachfront pool spa, fitness center, library, and billiards room. Whether you're searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo is ideally located just minutes from John's Pass, waterfront restaurants, shopping, entertainment, and grocery stores. Don't miss your chance to own a Gulf-front condo with spectacular panoramic water views in one of Madeira Beach's most sought-after communities. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach

$659,000

1 Beds ⋅ 1 Baths ⋅ Sea Breeze Of Madeira Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8524234 MLS ⋅ Active Status ⋅ Sea Breeze BLDG.

Proven Income on this Unit. ( $59k in bookings for 2026 as of August 3rd 2026 ) Beautifully updated, fully furnished beachfront residence at Sea Breeze. Neutral tile flooring runs throughout, while the kitchen features granite countertops, solid wood soft-close cabinetry, and a brand-new GE stainless steel appliance package. Retextured ceilings with indirect lighting, upgraded six-panel doors with satin nickel hardware, impact-rated windows and sliding doors, and a 2021 A/C provide style, comfort, and peace of mind. The living room opens to sweeping Gulf of Mexico views, while the primary bedroom enjoys peaceful Intracoastal vistas. Offered turnkey with furnishings and electronics included, this home is ready to enjoy or rent from day one. Sea Breeze is one of Madeira Beach's most desirable Gulf-front communities, just a two-minute walk to John's Pass Village and Boardwalk with its restaurants, shops, and entertainment. Owners and guests enjoy a heated beachfront pool, oversized spa, tiki huts, grills, and picnic areas. Three-night minimum rentals make this an outstanding second home or income-producing vacation rental. The association is fully funded, and the financials are excellent. Gulf front, turnkey opportunity.

13500 Gulf Boulevard Unit 605, Madeira Beach

$489,900

2 Beds ⋅ 2 Baths ⋅ Boca Ciega Point East SubDv. ⋅ 33708 Zip Code ⋅ TB8521724 MLS ⋅ Active Status

Welcome to this beautifully remodeled and move-in ready WATERFRONT 2-bedroom 2 bath VILLA with GARAGE, courtyard, private DOCK & BOAT LIFT! Nestled in the GATED 55+ Boating Community of Boca Ciega Point, this home boasts open water views, yet is located in a protected cove, ideal for boating, fishing, paddle-boarding, kayaking and dolphin & manatee watching. The new kitchen features “Lily Ann” gray custom wood cabinets with under cabinet lighting, modern back-splash, ample Quartz counter space, “Samsung” top of the line “smart appliances,” including a “quiet” dishwasher, upscale refrigerator, range, microwave and trash compactor. The primary suite includes a full bathroom, spacious walk-in shower with security handles and 2 walk-in closets, retractable blinds in lanai porch door - serene water views create a perfect spot to unwind at the end of the day. Other features include 2 skylights, ceiling fans throughout, new wood-plank laminate floors with 5” baseboards, remote-controlled sun shades in the spacious Florida room, a 3.5 ton superior “TRANE” HVAC system & water heater in 2024, double driveway, and best of all: SEWER LINES that were SLEEVED at a cost of $12,000! Association 14 roof replaced in 2017. Step outside and fall in love with the huge 15x11 ft composite deck, illuminated by night lights on remote control - storm-tested and built to last, for grand entertaining & fun on the water – watch the 4th of July fireworks from your backyard! An attached 1-Car Garage is finished with epoxy flooring, storage shelves, 160 Mile-rated garage door, water softener & washer/ dryer hook-up. The monthly HOA fees cover fiber-optic cable & internet, water, sewer, trash pickup, building- and flood insurance, exterior maintenance including seawall and roof, grounds-keeping, private roads, on-site management, heated/cooled community pool, tennis- & shuffleboard courts, bocce, 2 clubhouses with active social calendar, fitness center, card- & game rooms, library, along with ENVERA – a virtual gate security system. Pet-friendly – one pet up to 25 lbs permitted (Association 14 consists of only 40 units). Short commute to Publix & Walmart stores, restaurants, bars, Seminole City Center with movie theater, St. Pete College, Seminole Rec Center, Bay Pines Marina, VA hospital, Tyrone Mall, “The Legion”, Madeira Beach #1 tourist attraction “John's Pass Village” and world-renown white, sandy beaches. The vibrant downtown of St. Petersburg is only 13 miles away and 30 minutes' drive to Tampa International Airport. This true villa-style home – no one above or below you, and resort-style living awaits you to launch into the intracoastal lifestyle – hurry – seller is MOTIVATED!

542 Boca Ciega Point Boulevard N Unit 2108, Madeira Beach

$450,000

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8515607 MLS ⋅ Active Status ⋅ 230 BLDG.

Price just LOWERED!! $450,000 LOCATION! LOCATION! LOCATION! ATTN: INVESTORS AND BEACH LOVERS! This unit presently has seasonable renters from 1/1/27 through 3/31/27. ALL BRAND NEW AND 5 STEPS TO THE POOL in this popular waterfront Madeira Beach community!! ******This beautiful 1st Floor, 750 Sq Ft, 2 bd/1 bath, condominium is 5 STEPS TO THE POOL! EVERYTHING IN THE ENTIRE CONDO IS BRAND NEW! Entire Kitchen: BRAND NEW!, Flooring: BRAND NEW!, Windows: BRAND NEW!, Ceilings: BRAND NEW!, Bathroom: BRAND NEW!, HVAC: BRAND NEW!, Lighting/fans: BRAND NEW! Roof: BRAND NEW! There is NOTHING for you to do in this condo unit, EXCEPT, to ENJOY your beautiful coastal condo AND/OR MAKE MONEY from your rental income as an investor. I themed my redesigned condo with a "coastal flare" in mind with SHIPLAP Walls and coastal lighting! This community is located just a 5 minute walk to the beach and restaurants and all the FUN, like watching the sunsets or taking a dip in the water or watching fireworks across the street at ROC park! THIS UNIT PRESENTLY HAS A REGULAR SNOWBIRD RENTAL FROM JAN 1ST, 2027 THRU MARCH 31, 2027, however, buyer will have the option to keep the renter or not. SOOOOOO, if you're an INVESTOR, this is a PLUS!! The Madeira Beach Yacht Club is an Coastal Community with lots of amenities such as 2 pools, 3 fishing Docks, private docks, clubhouse, canal walking path, dog friendly, and steps away from ROC PARK, where there are pickleball courts, basketball courts, walking trails around the canal, fireworks, festivals and music several times of the year! The $799 HOA Fee covers: water, sewer, building/roof insurance, cable/DVR, and more! You only pay ELECTRIC! Owners are allowed pet(s) 2 with a weight limit of 20lbs, or if the animal is needed as either a SA or an ESA support, then owners and rentals can have them, (no weight limit), however, providing the proper documentation will be needed., IE., a letter from a doctor. ASK YOU AGENT TO SHOW YOU THIS PROPERTY, OR CONTACT ME FOR A SHOWING! i

230 Medallion Boulevard Unit D, Madeira Beach

$2,725,000

2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code ⋅ TB8519363 MLS ⋅ Active Status ⋅ Beach Flower BLDG.

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

$2,729,000

2 Beds ⋅ 3 Baths ⋅ Gulf Shores 2nd Add SubDv. ⋅ 33708 Zip Code ⋅ TB8519329 MLS ⋅ Active Status ⋅ Beach Flower BLDG.

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

$750,000

2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8519471 MLS ⋅ Active Status ⋅ Surfside South BLDG.

Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offers the perfect combination of luxury, convenience, and serene beachfront living. Boasting mesmerizing views of the Gulf, this condo is ready to be updated any way you please adding your very own personal touches. This is one of the few units that has a full WRAP-AROUND PORCH and floor to ceiling windows at both the West and South orientations of the building providing an abundance of natural light. The hurricane shutters are electric operated. As you enter the unit, you’ll notice the beautiful beveled edge TRAVERTINE MARBLE FLOORS that cover the main living areas. Each bedroom has its own updated en-suite bathroom with newer granite countertop vanities. The kitchen is original, completely functional in its as-is condition, and waiting for you to customize it to your liking. This END UNIT is also one of the few that has a BONUS ROOM adjacent to the kitchen with electrical running to it. It could be used as an eat-in den, additional storage, or office space. You could very easily move the washer and dryer (currently in the kitchen) into this bonus space in order to expand the kitchen countertop and cabinets. The decision is yours! 2021 ELECTRICAL PANEL updated to the latest electrical standards. HVAC was replaced in 2018 and owner has it serviced every year. Other community features include heated pool and spa with beach views, private dedicated parking space with plenty of guest parking, elevator access, secure key access to the building, pet-friendly community (see association rules), 30-day minimum rental policy for great income potential (see association rules). This is a well-managed community. The roof was recently redone as well as the milestone inspection and reserve study. Maintenance-free living with spectacular sunset views and direct access to the magnificent Gulf of Mexico. What could be better! Easy access to John’s Pass, restaurants galore, public parks, grocery stores, hospitals. You will never run out of things to do! Schedule a showing today to take a look at this little slice of paradise.

14900 Gulf Boulevard Unit 401, Madeira Beach

$349,000

2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8515906 MLS ⋅ Active Status ⋅ 320 BLDG.

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

$485,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code ⋅ O6407839 MLS ⋅ Active Status ⋅ 215 BLDG.

Fully renovated furnished 1BR/1.5 BA condo with stunning water views from every room! Spacious master suite with walk-in closet and private bath. Separate dining area with storage and large attic for extra space. Hurricane-rated windows for your peace of mind. This unit is located on the 2nd floor and has passed the milestone inspection! The home is turn-key ready for investors to start their short term rental right away. All the furniture conveys with the property. This oasis can also be your retirement sanctuary! Enjoy a private patio for sunset views, plus 4 fishing piers, 2 heated pools, clubhouse with gym, sauna, billiards, hot tub, and more. Walk to Madeira Beach, ROC Park, dining, shopping, and entertainment. Just 2 miles from John’s Pass Village. Don’t miss this opportunity—schedule your showing today!

215 Medallion Boulevard Unit G, Madeira Beach

$369,000

1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8504778 MLS ⋅ Active Status ⋅ Madeira Beach Yacht Club Condo BLDG.

YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach Yacht Club THAT COMES FULLY FURNISHED! The numbers make sense. The lifestyle seals the deal. In one of Florida's most in-demand beach markets, this stunning waterfront 1 bed / 1.5 bath unit in gated Madeira Beach Yacht Club isn't just a property, it's a CASH FLOWING ASSET, that doubles as your personal Gulf Coast retreat. THE OPPORTUNITY Madeira Beach commands premium short-term rental rates year-round and this community is perfectly positioned to capitalize. With one-week, monthly, and annual rentals all permitted, you control the strategy. Run it as a high-yield vacation rental, a seasonal income producer, or a hybrid, renting it out while blocking off your own weeks in paradise whenever you want. The flexibility here is rare and valuable. USE IT. RENT IT. PROFIT FROM IT. This is the investment that pays you back in more ways than one. When tenants are enjoying their Gulf Coast getaway, your income is working. When the calendar clears, you're the one waking up to shimmering intracoastal views with a coffee in hand. No hotel bills. No compromises. Just your place, on your terms. Your condo fee is one of the most comprehensive you'll find anywhere: Two heated pools, a hot tub, a sauna, fitness center, a game room with a pool table, a full kitchen & gathering spaces, Fishing piers, each with its own fish cleaning station, Dedicated car wash station, workshop, and meticulously maintained grounds. Also cable TV, high-speed internet, water, sewer, trash & pest control, ALL INCLUDED! LOCATION IS EVERYTHING! It's just steps from the white sands of the Gulf and one mile to Johns Pass Village, where you can kayak, take a boat tour, enjoy waterfront dining, boutique shopping and live entertainment. Right across the street: ROC Park, a massive recreational hub with pickleball & tennis courts, splash pad, basketball, baseball, dog park & playground! Enjoy rooftop dining and legendary free sunset shots nightly at the neighboring Cambria Hotel, with public transit nearby, no car needed. This peninsula gem, surrounded by the breathtaking waters of Boca Ciega Bay, offers more than just a home, it offers a complete lifestyle upgrade. Properties like this don't last. Come see why everyone wants to be here.

179 Medallion Boulevard Unit H, Madeira Beach

$649,000

2 Beds ⋅ 2 Baths ⋅ Harbor At Town Center Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8500175 MLS ⋅ Active Status ⋅ Town Center Condo B BLDG.

This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy waterfront living year-round or own a Florida vacation retreat. Short-term rentals are permitted with a 2-week minimum, and the property allows two pets with no weight restriction. Ideally located with views of both the Gulf of Mexico and the Intracoastal Waterway, this top-floor residence offers a wonderful combination of scenery, convenience, and lifestyle. Enjoy the waterfront setting from the pool area, take a short stroll to the beach each morning, or head out for sunset just blocks away. Dining, the post office, a waterfront recreation park, Madeira Beach City Hall, the library, grocery shopping, and more are all just steps away. This 2-bedroom, 2-bath condo is located on the 5th floor and is a prime end unit, offering added privacy along with extra windows that fill the home with natural Florida sunshine. High ceilings and a spacious floor plan enhance the bright, open feel, while the neutral color palette creates a clean and inviting interior. Everything is new. The large primary suite features an ensuite bath and walk-in closet. A washer and dryer are conveniently located inside the unit. Additional amenities include interior lobby elevators, a gated community, key fob entry, and under-building garage parking with storage space.

300 150th Avenue Unit 510, Madeira Beach

$674,000

2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8490975 MLS ⋅ Active Status ⋅ Surfside South Condo BLDG.

Welcome to paradise! Enjoy sunsets and coastal breezes! This beautifully updated 2-bedroom, 2-bathroom condo is perfectly positioned on the Gulf of Mexico in the heart of Madeira Beach. Enjoy direct access to pristine white sandy beaches, or take a short stroll to the Intracoastal Waterway, local favorites like Daiquiri Shak, sushi spots, rooftop lounges, tiki bars, and vibrant shopping and dining. The community offers a newly renovated (2026) resort-style pool and spa, complete with an outdoor shower—perfect after a day at the beach. Secure building and pool access, beach access as well as 1 assigned parking spot + plenty of guest spots. Secure Mail/Package area. Exterior of the building freshly painted. Pet friendly. Turn-key and ready for move in! Perfect for a primary residence, seasonal owners, or investment. Inside, the light and bright kitchen was fully renovated in 2019 and features quartz countertops, white cabinetry, pantry with pull-out drawers, recessed and under-cabinet LED lighting, and stainless appliances including a new refrigerator (2025). The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining. Additional upgrades include a new A/C (2020), hurricane shutters with remote-controlled motors (updated 2023/2025), and ceramic tile flooring throughout. Both bedrooms offer walk-in closets, with updated tile flooring in the primary (2022) and guest (2018). The primary en-suite bath features a private layout with glass block accents, comfort-height vanity, and updated fixtures, while the guest bath has been refreshed with a new vanity, sink, and valves. Washer/Dryer in the unit. All appliances convey. Bring your flip flops! Relax and unwind on the spacious screened lanai with removable panels, perfect for enjoying coastal breezes year-round. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this condo delivers the ultimate Florida lifestyle.

14900 Gulf Boulevard Unit 410, Madeira Beach

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