Madeira Beach Homes with Pool Amenities

Madeira Beach Homes with Pool Amenities

Welcome to Madeira Beach, Florida, a hidden gem nestled in the heart of Pinellas County. Known for its stunning white-sand beaches and vibrant coastal lifestyle, Madeira Beach offers a perfect blend of relaxation and adventure. With the sparkling waters of the Gulf of Mexico at your doorstep, residents and visitors alike enjoy a plethora of outdoor activities, from fishing and boating to sunbathing and beachcombing.

One of the standout features of homes in this picturesque locale is the abundance of properties boasting luxurious pool amenities. Imagine stepping out into your own private oasis, where you can unwind in your sparkling pool after a long day at the beach. Whether you're hosting a summer barbecue or simply soaking in the sun with a good book, these homes with pool amenities provide the ideal setting for both relaxation and entertainment.

Madeira Beach is not just about beautiful homes; it’s a community that thrives on its vibrant atmosphere. The famous John's Pass Village offers charming shops, delectable dining options, and exciting water sports, ensuring there's always something to do. Plus, with a strong sense of community and friendly neighbors, you'll feel right at home in this coastal paradise.

Investing in a home with a pool in Madeira Beach means embracing a lifestyle filled with sunshine, sea breezes, and endless fun. Whether you're looking for a permanent residence or a vacation getaway, you’ll find that Madeira Beach is more than just a destination—it's a way of life. Dive into your dream home today and experience the magic of coastal living!

Newest Madeira Beach Homes with Pool Amenities

$499,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code
TURNKEY CONDO-HOTEL JUST STEPS FROM MADEIRA BEACH & JOHN'S PASS! Enjoy the perfect combination of a personal beach retreat and income-producing vacation rental opportunity in this comfortably furnished 4th-floor residence at Madeira Bay Resort. Offering 2 bedrooms, 2 bathrooms and 774 square feet, this turnkey condominium is fully furnished and ready for owners and guests to enjoy from day one. Designed with vacation living in mind, the residence comfortably accommodates up to six guests, with full-size bunk beds in the second bedroom providing added flexibility for family, friends and rental guests. The spacious primary suite features a private ensuite bath, while beautiful sunset views provide the perfect backdrop after a day at the beach. The location is hard to beat—directly across the street from the sugar-sand beaches of Madeira Beach and just two blocks from world-famous John's Pass Village & Boardwalk. Walk to waterfront dining, shopping and entertainment, or enjoy fishing charters, dolphin cruises, watersports and everything this popular Gulf Coast destination has to offer. Madeira Bay Resort offers owners the flexibility to enjoy their residence as a personal beach getaway while taking advantage of short-term vacation rental opportunities when they're away. Resort-style amenities include a waterfront swimming pool overlooking the Intracoastal Waterway, covered under-building parking, a common lounge area, onsite fitness center and a pet-friendly environment for owners with pets up to 25 pounds. Whether you're looking for a beachside escape, a 1031 exchange opportunity or a turnkey vacation rental property, this Madeira Bay Resort residence offers an exceptional combination of location, lifestyle and investment flexibility in one of Tampa Bay's most popular coastal destinations.

13235 Gulf Boulevard Unit 409, 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
$825,000
2 Beds ⋅ 2 Baths ⋅ Madeira Norte Condo SubDv. ⋅ 33708 Zip Code
Fully remodeled and beautifully furnished, this Gulf-front condo at Madeira Norte offers stunning Gulf views and the perfect blend of coastal comfort and investment potential. The spacious second-floor residence features an open-concept layout with two bedrooms and one and a half bathrooms. Enjoy breathtaking water views and coastal breezes from the extended private balcony, accessible from both the living room and primary bedroom. The updated kitchen showcases granite countertops and white cabinetry, opening into the living and dining space where natural light and beautiful Gulf views create the perfect setting for relaxing or enjoying meals at home. The primary bedroom includes an ensuite bathroom with tub/shower combination and direct balcony access. The second bedroom offers a comfortable, well-sized retreat, and the condo also features washer and dryer hookups. Additional community amenities include a shared pool, BBQ area, tropical landscaping and secure beach access. Currently operating as a short-term rental with established rental history, this property presents an excellent opportunity for those seeking a beach getaway or investment property. Ideally located directly on the Gulf and approximately 300 yards north of John’s Pass. With John’s Pass Village just across the street, enjoy convenient access to restaurants, shops, bars and waterfront attractions. Experience the best of Madeira Beach living in this beautifully updated Gulf-front retreat!

13000 Gulf Boulevard Unit 211, 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) NOW AVAILABLE FOR SHOWINGS, SEPTEMBER 22ND-28TH. *** "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, SEPTEMBER 22ND-28TH

13101 Gulf Boulevard Unit 1605, Madeira Beach
$1,100,000
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. 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
$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
$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
$600,000
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, & 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
$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
$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
$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
$619,900
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
Start Your Search