Madeira Beach Homes with Pool Community Features

Madeira Beach Homes with Pool Community Features

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 atmosphere, Madeira Beach offers a unique blend of relaxation and adventure. Whether you’re strolling along the picturesque boardwalk or indulging in fresh seafood at one of the charming local eateries, this community is sure to capture your heart.

Madeira Beach boasts a variety of homes, many of which feature inviting pools that provide the perfect oasis for families and friends. Imagine lounging under the Florida sun, sipping a refreshing drink, and enjoying the soothing sounds of water all from the comfort of your own backyard. These homes with pool community features not only enhance your living experience but also create memorable moments for gatherings, barbecues, and endless summer fun.

The area is rich with recreational opportunities, from water sports like paddleboarding and fishing to exploring the nearby John’s Pass Village and Boardwalk, where you can shop, dine, and enjoy live entertainment. Families will appreciate the excellent schools and parks that make Madeira Beach a desirable place to raise children.

With its friendly atmosphere, stunning sunsets, and an abundance of outdoor activities, Madeira Beach is more than just a place to live; it’s a lifestyle. Explore the homes available in this vibrant community, and discover your own piece of paradise in beautiful Florida! Whether you’re looking for a vacation retreat or a permanent residence, Madeira Beach has something special waiting just for you.

Newest Madeira Beach Homes with Pool Community Features

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
13235 Gulf Boulevard Unit 502, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort Ii Condo SubDv. ⋅ 33708 Zip Code
Amazing turn-key, fully furnished 2BR/2BA pet-friendly condo with desirable sweeping marina and water views from all rooms with proven strong rental income. The extra long balcony allows access from each room. Ideally located just steps to the Gulf’s sandy beaches and right next to John’s Pass Village with 100+ shops, restaurants, bars, and water activities. Built in 2006, this solid income-producing vacation rental is a part of the popular Madeira Bay Resort. Meticulously maintained with new paint, water-proof vinyl plank flooring throughout, hot water heater, new washer/dryer combo and new furnishings, including a leather queen sleeper sofa; all updated in 2025 & 2026. HVAC only 3 years old, installed in 2023. Storm-resilient construction, no special assessments, and a low $630 monthly condo fee covering water, sewer, trash, cable, WiFi, reserves, building maintenance, and insurance. All furniture, appliances, and fixtures convey. Resort amenities include under-building parking and a recently remodeled heated pool/spa. Owners and guests also enjoy access to a fitness center, conference room, and 24/7 guest services. A 5-star-rated beach escape offering effortless ownership and strong rental income could be yours. Last year’s gross rents were$59K and this next year is projected to be more. Don’t miss this excellent opportunity!

13235 Gulf Boulevard Unit 502, Madeira Beach
14900 Gulf Boulevard Unit 202, Madeira Beach
$769,000
2 Beds ⋅ 2 Baths ⋅ Surfside South Condo SubDv. ⋅ 33708 Zip Code
JUST REDUCED 56K!!!!!!BEST DEAL ON THE BEACH. Exquisite Coastal Retreat on beautiful Madeira Beach! The elegant condo has been COMPLETELY UPDATED with the finest appointments, including TAVERTINE FLOORS THROUGHOUT! Impact Windows and Doors, custom built in shelving with granite shelving, PLANTATION SHUTTERS, Crown Molding, and matching stainless steel appliances in the kitchen. This is the only unit in this complex with this custom floor plan! It is also a split floor plan. Two large walk in closets, HURRICANE SHUTTERS, washer and dryer, and this condo is being sold FURNISHED!! Walk to restaurants and bars and you are just a skip from the Famous St. Johns Pass and Boardwalk, where there are varieties of shops, restaurants, bars and entertainment. 1 mile down the road from new Publix Supermarket, 20 minutes to downtown St. Petersburg, and 35 minutes to Tampa International Airport. Whether you are looking for a vacation getaway, an investment property, or a permanent residence, this condo has it all. Min 30 day rental.

14900 Gulf Boulevard Unit 202, Madeira Beach
11193 Kapok Grand Circle, Madeira Beach
$359,900
2 Beds ⋅ 3 Baths ⋅ Kapok Grand SubDv. ⋅ 33708 Zip Code
Welcome to the exclusive, GATED community of Kapok Grand! This beautiful move-in-ready 2 bedroom, 2.5 bathroom townhouse offers a desirable combination of comfort, convenience, and a scenic view of the pond. Enjoy the high ceilings on the first floor and vaulted ceilings upstairs, creating a bright and spacious feel throughout. Step outside to the screened lanai and take in the beautiful, tranquil pond view—perfect for relaxing or enjoying your morning coffee. A garage adds convenience and extra storage. The monthly HOA fee of $420 includes roof replacement and repairs, exterior painting, lawn care, water, sewer, trash, cable, internet, access to the fitness room, and community pool. Current flood insurance is $1,467 annually. The water softener can remain with the property or be removed at the buyer's preference. LARGE DOGS are welcome here! Enjoy the benefits of gated community living in this inviting townhouse at Kapok Grand!

11193 Kapok Grand Circle, 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
425 150th Avenue Unit 2302, Madeira Beach
$770,000
2 Beds ⋅ 2 Baths ⋅ Snug Harbour Condo SubDv. ⋅ 33708 Zip Code
Amazing waterfront views await in this furnished two bedroom, two bath condo in beautiful Snug Harbor in Madeira Beach. Built in 2003, this condo offers astounding views of the Intracoastal Waterway and marina from your living room and master bedroom. This open floorplan features a spacious kitchen with dining nook, bar seating, and wood cabinets. The living room is open to the kitchen and features another dining area, comfortable seating and sliding glass doors out to your large balcony. The spacious master bedroom features an en suite bathroom with double vanity, his and her closets, and shower. The master bedroom also features a private door out to the balcony where you can enjoy panoramic views. This is a true split plan with privacy for your guests. The hall closet offers a stackable washer/dryer and extra storage. This is a must see. Don’t let this amazing unit pass you by. This community offers a clubhouse and pool area with Jacuzzi and grill. 1 car garage with extra storage space and large pets welcome.

425 150th Avenue Unit 2302, Madeira Beach
15000 Gulf Boulevard Unit 807, Madeira Beach
$920,000
2 Beds ⋅ 2 Baths ⋅ Ocean Sands Two Condo SubDv. ⋅ 33708 Zip Code
BREATHTAKING GULF VIEWS + INCOME POTENTIAL! Welcome to your 8th-floor escape in beautiful Madeira Beach, where unobstructed views of the Gulf, sugar-sand beaches and spectacular sunsets create the ultimate Florida lifestyle. This coastal 2-bedroom, 2-bath condo offers the perfect combination of a personal beach retreat and income-producing opportunity, historically generating approximately $50,000 per year on average in rental income with a desirable 2-week minimum rental policy. The true showstopper is the incredible 26-foot-long private balcony overlooking the Gulf. Start your morning with coffee and dolphins playing offshore, spend the afternoon listening to the waves, and end the day with happy hour and a front-row seat to one of Madeira Beach's unforgettable sunsets. Inside, the bright coastal design perfectly complements the view. White cabinetry, light tile flooring, blue accent walls and an open-concept floor plan create an airy, relaxed atmosphere ideal for beach living. The spacious layout includes two bedrooms, two full baths and a dedicated laundry room, providing plenty of space for owners and guests. Enjoy days lounging by the large community pool and spa, entertaining at the community tiki hut, or simply relaxing on the beach. When you're ready to explore, you're less than 2 miles from famous John's Pass Village & Boardwalk, home to waterfront restaurants, bars, shopping, boating, fishing excursions, jet ski rentals, pirate ship adventures and entertainment. Whether you're looking for a second home, Gulf-front getaway or investment property, this condo offers the rare combination of breathtaking views, rental flexibility, incredible amenities and an unbeatable Madeira Beach location. Come for the sunsets, stay for the lifestyle—and let your beach home work for you when you're away.

15000 Gulf Boulevard Unit 807, 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) 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, -October 5th - the morning of October 9th

13101 Gulf Boulevard Unit 1605, Madeira Beach
15305 1st Street E Unit 305, Madeira Beach
$659,900
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
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. 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
13343 Gulf Boulevard Unit B5, Madeira Beach
$229,000
1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code
Welcome to your turnkey beach retreat at The Wave Resort in the heart of Madeira Beach. This beautifully furnished, first floor studio is ideally positioned directly beside the community’s newly renovated, full size swimming pool and just steps from the sugar white sand and sparkling waters of the Gulf of Mexico. Simply use the nearby crosswalk to reach the public beach access and enjoy swimming, sunbathing, ocean breezes, and unforgettable Gulf sunsets. The Wave Resort offers a community pool, poolside lounging areas, onsite laundry facilities, WiFi, cable, and convenient onsite parking. The association fee also includes electricity, water, sewer, trash, pool maintenance, exterior maintenance, and grounds maintenance, creating an easy, low maintenance ownership experience. The bright coastal interior features a comfortable sleeping area, storage, dining space, and a kitchenette complete with a sink, mini refrigerator, microwave, and solid surface countertops. The full bathroom includes a walk in shower. Located near restaurants, shopping, boating, fishing, entertainment, and the world famous John’s Pass Village and Boardwalk, this property offers the complete Madeira Beach lifestyle. With flexible short term rental opportunities and documented rental history available, buyers can enjoy their own beach getaway while generating income when they are away.

13343 Gulf Boulevard Unit B5, Madeira Beach
399 150th Avenue Unit 205, Madeira Beach
$725,000
2 Beds ⋅ 2 Baths ⋅ Madeira Cove Condo SubDv. ⋅ 33708 Zip Code
Welcome to exceptional waterfront living at Madeira Cove! This beautifully positioned second-level corner unit offers two bedrooms, two bathrooms, and a versatile den/office, with abundant natural light and panoramic views of Boca Ciega Bay. Step inside and be amazed by the nine foot ceiling heights and the impact-rated windows on three sides—including a distinctive bay window in the dining area which sets this residence apart from interior units. The spacious open-concept living and dining area features durable flooring and flows seamlessly into the kitchen, which offers solid wood cabinetry, granite countertops, generous storage, a pantry, and a breakfast bar. New sliding glass doors open to an oversized covered balcony where you can dine alfresco, relax with a morning coffee, or watch dolphins, manatees, seabirds, and boats passing along the Intracoastal Waterway. The desirable split-bedroom floor plan provides privacy for both bedrooms. The waterfront primary suite is designed to take full advantage of the scenery, with water views from the windows and sliding glass doors opening directly to the balcony. Electric hurricane shutters provide added peace of mind. The second bedroom has convenient private access to the guest bathroom. A spacious den/office adds flexibility for working from home, guests, or hobbies and includes a full-sized stackable washer and dryer. The waterfront balcony has a hurricane screen for extra protection of the balcony. Madeira Cove offers an impressive array of amenities, including a heated waterfront pool, clubhouse with fitness room and kitchen, wraparound waterfront deck, picnic area, gas grills, kayak launch and storage, marina access, lending library, EV charging, and a car-washing station. Private boat slips at the community dock may become available for purchase or rental. Assigned covered parking is conveniently located near the secured elevators, with additional guest parking and a storage closet adjacent to the parking space. The solid concrete-block building features secured elevator access, locked stairwells, and community surveillance. Madeira Cove is a meticulously maintained, all-ages community that allows two small pets up to 25 pounds. The monthly maintenance fee includes water, sewer, trash, internet, cable, and building insurance. The association is fully funded with no pending assessments and the community complies with current state requirements. Best of all, you can walk to the beach and you are just minutes from Madeira Beach, St. Pete Beach, Treasure Island, and the shops, restaurants, and water activities of John’s Pass. Whether you're looking for a year-round residence or a seasonal retreat, this exceptional waterfront condo offers a front-row seat to the beauty of Florida's waterways. Come experience the views, lifestyle, and tranquility of Madeira Cove for yourself—schedule your private showing today!

399 150th Avenue Unit 205, Madeira Beach
Start Your Search