Madeira Beach Homes with Pool Amenities

Madeira Beach Homes with Pool Amenities

Welcome to Madeira Beach, Florida – a hidden gem nestled along the stunning Gulf Coast in Pinellas County. Known for its pristine sandy shores and vibrant beach culture, Madeira Beach offers a perfect blend of relaxation and adventure. With its warm, sunny climate year-round, this charming coastal town is an ideal destination for those seeking a laid-back lifestyle infused with the joys of beach living.

Madeira Beach boasts a plethora of outdoor activities, from fishing and boating to biking along the scenic waterfront. Enjoy the lively atmosphere at John's Pass Village and Boardwalk, where you can explore unique shops, dine at waterfront restaurants, or embark on a dolphin-watching cruise. The beautiful beaches are perfect for sunbathing, swimming, or enjoying a sunset stroll with loved ones.

For those considering a move to this coastal paradise, homes with pool amenities are a popular choice. Imagine stepping into your own backyard oasis, complete with a sparkling pool where you can unwind after a day at the beach. These properties not only provide a refreshing escape but also offer a fantastic space for entertaining friends and family. Whether you’re looking for a cozy cottage or a luxurious waterfront estate, Madeira Beach has a diverse range of homes to suit every taste and lifestyle.

Embrace the captivating allure of Madeira Beach, where sun-soaked days and enchanting evenings await. Discover your dream home with pool amenities in this idyllic coastal community and experience the ultimate Florida lifestyle!

Newest Madeira Beach Homes with Pool Amenities

13101 Gulf Boulevard Unit 1302, Madeira Beach
$599,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
Perfectly positioned to capture Gulf views, this turnkey Madeira Bay Resort condo is one you truly must see in person to fully appreciate. Enjoy direct beach access via a dedicated walkway, while being just steps from the shops, dining, entertainment, and waterfront energy of John’s Pass Village. Even better, nightly rentals are permitted, offering exceptional flexibility for owners and investors alike. Inside, the light-filled, open layout is framed by beautiful water views and complemented by modern coastal finishes, granite countertops, stainless steel appliances, an in-unit washer and dryer, and a convenient owner’s closet. The light filled, spacious primary bedroom enjoys fabulous Gulf views, while the additional room, is currently configured as a 2nd bedroom offering flexible space for additional guests. A private waterfront balcony creates the perfect place to relax and take in the Gulf views, sunsets, and coastal setting. Madeira Bay Resort I offers resort-style amenities including a heated, newly remodeled pool and spa, fitness room, under-building parking, and a pet-friendly environment. Owners may personally enjoy the residence for up to six months each year while taking advantage of the property’s short-term rental flexibility during the remaining time. Built in 2020, the building offers an affordable $670 monthly fee which includes cable, internet, building insurance, association reserves, exterior and grounds maintenance, pool service, water, sewer, and trash. With nightly rentals, impressive Gulf views, beach access, and an unbeatable location near John’s Pass, this is a standout opportunity for a personal beach retreat, an income-producing property, or a combination of both.

13101 Gulf Boulevard Unit 1302, Madeira Beach
15462 Gulf Boulevard Unit 1006, Madeira Beach
$1,849,000
3 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
Directly overlooking the pristine white sands of Madeira Beach, this exceptional 10th-floor penthouse offers an expansive 60+ foot wraparound balcony and arguably the best view in Madeira Beach. As the final high-rise condominium for several miles along the coast, this remarkable residence enjoys unobstructed 270-degree views encompassing the Gulf of Mexico to the west, the Florida Intracoastal Waterway and the city of Madeira Beach to the east, and the picturesque shoreline stretching north as far as the eye can see. Floor-to-ceiling, impact-rated sliding doors showcase sweeping Gulf views from the kitchen, dining area, living room, and primary suite, beautifully complementing the recently completed renovation. The residence features premium finishes, high-end appliances, and carefully selected designer lighting throughout. The two guest bedrooms and luminous, window-lined laundry room offer serene Intracoastal Waterway views, ensuring every space is filled with natural light and tranquility from sunrise to sunset. Every inch of this three-bedroom, two-bath residence reflects refined design and uncompromising quality. Luxury plank flooring flows throughout, while the chef-inspired kitchen features stone countertops, premium stainless-steel appliances, and custom cabinetry. Each bedroom is outfitted with bespoke California Closets, while the primary suite offers direct balcony access and a spa-caliber en-suite bath with stone countertops and a glass-enclosed shower. The guest bath features the same elevated level of craftsmanship and finishes. Behind the scenes, extensive upgrades include all-new impact doors and windows, new plumbing and ductwork, a new HVAC system relocated for optimized comfort, a new electrical panel, updated wiring and lighting, and a new tankless water heater. The result is a seamless combination of technical excellence and sophisticated design. The thoughtful floor plan creates an exceptional sense of openness and comfort, allowing everyday living to unfold against an ever-changing backdrop of water and sky. Enjoy morning coffee on the expansive balcony, take in spectacular sunsets, or unwind in the evening as the horizon transforms in color. Here, the coastal surroundings become an integral part of everyday life. The penthouse lifestyle extends beyond the residence with a curated collection of beachfront amenities, including a heated pool and spa, inviting lounge and entertaining spaces, a beachfront fitness center, library, game room, whole-building water softener, secured lobby and under-building parking. Ideally located in Madeira Beach, this extraordinary residence is just moments from premier dining, boutique shopping, and the iconic John's Pass Village, as well as the site of a planned Autograph Collection Marriott Resort nearby. The location also offers effortless access to Clearwater Beach, Downtown St. Petersburg, world-class sporting venues, and multiple international airports. Masterfully reimagined with meticulous attention to detail and no expense spared, this distinctive penthouse presents a rare opportunity for discerning buyers seeking the pinnacle of luxury, comfort, convenience, and coastal elegance. Schedule your private showing today and experience firsthand these extraordinary views, craftsmanship, and finishes.

15462 Gulf Boulevard Unit 1006, Madeira Beach
601 American Legion Drive Unit 3, Madeira Beach
$325,000
Harborside Boat Club Of Madeira Beach Condo SubDv. ⋅ 33708 Zip Code
BEAUTIFUL 70X22 FEET FEE SIMPLE DEEDED BOAT SLIP ON MADIERA BEACH BEHIND THE MARRIOT COURTYARD AND ADJACENT TO THE AMERICAN LEGION CLUB. SLIP IS ON THE INTERCOASTAL AND DEEP ENOUGH FOR A SAILBOAT. READY TO ENJOY WITH WATER AND ELECTRIC. BELIEVE YOU CAN FIT UP TO A 75 FOOT BOAT. IT'S $35 A MONTH TO USE ALL OF THE FACILITIES ON THE MARRIOT GROUNDS TO INCLUDE THE BAR, POOL, LAUNDRY ROOM AND FITNESS CENTER ON THE PREMISES. SLIP IS CURRENTLY LEASED ON A MONTH TO MONTH FOR $2000 MONTHLY. YOURE GOING TO LOVE IT HERE WITH PERFECT LOCATION AND 800 FEET TO PUBLIX GROCERY STORE, THE ANGRY PEPPER, MCDONALDS AND SLYCE PIZZA. FIVE MINUTES TO BAY PINES VA. SERIOUS BUYERS ONLY PLEASE. CALL AGENT DIRECTLY.

601 American Legion Drive Unit 3, Madeira Beach
15462 Gulf Boulevard Unit 604, Madeira Beach
$650,000
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
EVERY DAY CAN BE LIKE THIS!! Florida Gulf-front living with calming views of the Gulf and the Madeira Beach’s beautiful sandy beach. The living and dining area opens to a LARGE PRIVATE waterfront LANAI where you can enjoy morning coffee, outdoor dining, spectacular sunsets and watch the dolphin pass by! The PRIMARY SUITE also has waterfront views, a walk-in closet and private updated bath. The SECOND BEDROOM has a walk-in closet and it's own bath. HURRICANE SHUTTERS provide added protection, while GARAGE PARKING is an added bonus. This 2 BR, 2 BA condo offers a one year HOME WARRANTY and is located on the 6th floor of SURFSIDE TOWERS, where you'll find a FITNESS CENTER, Pool Table & Game Room, LIBRARY, and a RECREATION ROOM with Kitchen for private gatherings and events. Then enjoy the Florida sunshine year around with the heated beach-side POOL & Spa, visiting with your friends on the pavered deck, loving the Florida lifestyle. EVERY DAY CAN BE LIKE THIS; your full-time residence or your investment property with rental potential, this is a great opportunity to own directly on the Gulf and near the fun and activity of John’s Pass. At this price, you can make some updates and put your own personality into it. CALL YOUR REALTOR today.

15462 Gulf Boulevard Unit 604, Madeira Beach
14141 Gulf Boulevard Unit 5, Madeira Beach
$309,000
1 Beds ⋅ 1 Baths ⋅ Gulf Gardens Motel Apts Condo SubDv. ⋅ 33708 Zip Code
This beach cottage was renovated in 2025 and is zoned for daily rentals with easy beach access across the street. The HOA due is $512/month and includes flood insurance, water, landscaping and all exterior maintenance including roof, pool maintenance, garbage pickup and interior and exterior pest control.

14141 Gulf Boulevard Unit 5, Madeira Beach
13101 Gulf Boulevard Unit 1605, Madeira Beach
$624,900
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) *** "MUST SEE" 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. NOW AVAILABLE FOR SHOWINGS, -October 14th -October 16th

13101 Gulf Boulevard Unit 1605, Madeira Beach
14710 Gulf Boulevard Unit 206, Madeira Beach
$1,050,000
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. This exceptional income-producing property has consistently generated $75-$80,000 annually in rental revenue and already has solid reservations in place for the coming year, 2027 reservations on track for over $80,000 according to the seller. Reports available. It offers an outstanding opportunity for both personal enjoyment and investment. The residence is a beautifully updated, 1,440 sq. ft., turnkey beachfront condo. The property 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
230 Medallion Boulevard Unit F, Madeira Beach
$359,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to your beach retreat! As you walk through the 2nd floor entry of this meticulously renovated 2-bedroom, 1-bath condo, you’ll instantly fall in love with the light and bright feel and open layout of your new home. You’re greeted by the gorgeous waterfall edge Quartz countertops and stainless appliances in the fully updated kitchen. Adjacent to the kitchen you’ll find the guest bedroom as you pass through to the living/dining room. Overhead you’ll notice the modern LED fixtures throughout the home, giving you custom lighting control to suit every mood and activity. The spacious primary bedroom offers plenty of room for a king bed and a generous walk-in closet customized in a California Closets-style with ample storage space. Let’s not forget the additional peace of mind the other upgrades this home provides including the hurricane impact windows, updated electric panel, upgraded insulation (in walls and attic space), 2025 HVAC replacement, and in-unit laundry. Planning to purchase as a 2nd home or investment property? You’ll also love the income potential of 1 WEEK MINIMUM rentals. Your condo fee includes sewer, water, trash, internet, and cable tv.Just off the Tom Stuart Causeway, Madeira Beach Yacht Club is located on the intracoastal waterway and just a short stroll to public beach access. This short-term rental community offers something for everyone with its 2 pools, fishing docks, and proximity to Madeira Beach’s ROC Park with its playground, splash pad, walking paths, tennis courts, and full calendar of public events. Madeira Beach Yacht Club is a prime location with countless shops and restaurants a short walk or drive away, including John’s Pass Village less than 2 miles down the road. You won’t want to miss this opportunity. Schedule your showing today!

230 Medallion Boulevard Unit F, Madeira Beach
15208 Gulf Boulevard Unit 404, Madeira Beach
$2,350,000
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 3 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
14800 Gulf Boulevard Unit 207, Madeira Beach
$874,900
2 Beds ⋅ 2 Baths ⋅ Madeira Vista Condo SubDv. ⋅ 33708 Zip Code
Breathtaking Gulf views and the sound of the waves from this direct beachfront 2-bedroom, 2-bathroom condominium in desirable Madeira Beach, This 2nd floor corner 2 bed 2 bath condo is designed for relaxed coastal living, the open and inviting interior is filled with natural light and just moments from the sand and surf. The residents also enjoy access to the community swimming pool, creating the perfect setting for relaxing and soaking up the Florida lifestyle, not to mention the unforgettable sunsets! Offering the perfect blend of coastal comfort, spectacular scenery, and investment potential, this beautifully situated residence is an exceptional opportunity for a primary home, vacation getaway, or income-producing property. This condo was completely stripped to the studs when purchased in 2020 and remodeled with new HVAC, appliances, cabinetry, hurricane windows and remote-control blinds.

14800 Gulf Boulevard Unit 207, Madeira Beach
12935 Gulf Lane Unit 205, Madeira Beach
$665,000
2 Beds ⋅ 2 Baths ⋅ Crimson On The Gulf Condo SubDv. ⋅ 33708 Zip Code
Welcome to your Gulf-front getaway at The Crimson on the Gulf, an exclusive 15-unit boutique condominium in the heart of Madeira Beach. This beautifully furnished 2-bedroom, 2-bath residence offers breathtaking partial Gulf views, spectacular sunsets, and exceptional rental potential with a one-week minimum rental policy. Step inside to a spacious, open-concept floor plan featuring porcelain tile flooring throughout and tastefully updated bathrooms. The primary suite offers a generous walk-in closet; additional storage and owner's closets provide plenty of space for personal belongings. Another advantage is HVAC system is replaced in 2024. Relax on the oversized private balcony and enjoy views of the Gulf of Mexico, or take advantage of the private beach access just steps away. Whether you're looking for a vacation retreat, an income-producing property, or a 1031 Exchange opportunity, this condo checks every box. Its prime location and flexible rental policy make it highly desirable for both vacationers and seasonal visitors, offering strong income potential year-round. Perfectly situated directly across from the world-famous John's Pass Village & Boardwalk, you'll have more than 100 restaurants, shops, waterfront bars, entertainment venues, dolphin tours, deep-sea fishing charters, jet ski rentals, and family attractions just a short walk away. The Crimson offers resort-style amenities, including a heated beachfront pool, hot tub, secure lobby entrance, covered parking, barbecue grills and picnic areas. Conveniently located to Tampa International Airport, St. Pete-Clearwater Airport, shopping, hospitals, golf courses, marinas, professional sports venues, and the many charming beach communities along Gulf Boulevard, this is coastal living at its finest. Rarely are listings available in this sought-after community. Don't miss the opportunity to own a piece of paradise in one of Madeira Beach's most desirable beachfront locations.

12935 Gulf Lane Unit 205, Madeira Beach
175 Medallion Boulevard Unit F, Madeira Beach
$324,900
1 Beds ⋅ 2 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Welcome to this wonderful 1 bedroom, 1.5 bathroom condo located in Madeira Beach Yacht Club! This turnkey property is being offered fully furnished and is ready to be used either as a full time residence, second home or an investment property. Stepping inside you will be greeted by the spacious living room with a woodturning fireplace that connects though to the dining area and beautiful kitchen! The floors throughout have been updated to a lively vinyl plank and the kitchen has gorgeous marble countertops and a new refrigerator in 2024. The a/c system was replaced in 2025. There is a half bath downstairs with a stackable washer/dryer. Upstairs you will find the very spacious bedroom has currently been separated into two sleeping areas. There is also a full bath here which was updated in recent years and a very large walk in closet. Stepping outside you can stroll along the sidewalks that wind around the entire complex with stunning views of the intracoastal waterway. There are two pools available in the complex along with a sauna, workout room and a billiards room! Madeira Beach Yacht Club is located just steps to the white sandy beaches and sparkling blue Gulf waters off Madeira Beach. You are also just minutes to all of the shopping and activities you could imagine and less than 45 minutes to downtown St Pete, Tampa and TPA! Schedule your appointment to view this gem today!!

175 Medallion Boulevard Unit F, Madeira Beach
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