Madeira Beach Homes with Pool

Madeira Beach Homes with Pool

Madeira Beach, located in Pinellas County, Florida, is a vibrant city known for its beautiful beaches, lively atmosphere, and a wide range of recreational activities. With its stunning coastline along the Gulf of Mexico, Madeira Beach offers residents and visitors alike the perfect setting for relaxation and outdoor fun.

One of the sought-after features in homes in Madeira Beach is the presence of a pool. Whether you're looking for a luxurious property or a cozy beachside retreat, there are plenty of options available for those who desire a home with a pool. Imagine waking up in the morning and taking a refreshing dip in your private pool, or hosting poolside gatherings with friends and family during the warm Florida evenings.

Having a pool at your home in Madeira Beach not only provides a great source of entertainment and relaxation but also adds value to your property. It offers a convenient way to cool off during the hot summer months and creates a resort-like atmosphere right in your backyard.

Whether you're looking for a single-family home, a condo, or a beachfront property, Madeira Beach has a diverse selection of homes with pools to suit various preferences and budgets. So, if you're in the market for a home in Madeira Beach, make sure to explore the options available with a pool to enhance your Florida lifestyle to the fullest.

Newest Madeira Beach Homes with Pool

3 Beds ⋅ 3 Baths ⋅ Lone Palm Beach 5th Add SubDv. ⋅ 33708 Zip Code

This Key West-style 3BR/3BA pool home is just 2 blocks from the powdery sands of Madeira Beach and doubles as a proven income opportunity, producing over $130K in bookings per year in 2022-23. Whether you want an investment property or a beachside getaway, this home delivers. The location is hard to beat: an easy walk to the beach, ROC Park, and numerous restaurants and bars, right at the center of Madeira Beach's revitalization. Just steps away, The Beachmaker, a Marriott Autograph Collection resort, is under construction, complete with a public shopping plaza, dining, and marina. One-bedroom condos there are already selling around $800K, which makes this 3-bedroom pool home an exceptional value. You're also steps from the growing Madeira Beach Town Center, with its luxury condos, marina, dining, and retail, and 2.5 miles from the newly approved $115M Marriott hotel at John's Pass Village. Additionally it is a small walk to Aldi, CVS, the liquor store and mini golf. A wide staircase leads to the 2nd level, with a private living area, laundry room, and full bath accessible from both the living area and the pool. The second floor is ready to be expanded to double the size of the home. The 3rd level holds all 3 bedrooms, the kitchen, and the main living area. The living room and every bedroom open through French doors onto expansive screened-in decks, and the guest bedroom decks offer views of the Intracoastal in the distance. The ground floor offers plenty of parking, a large storage area, and lounging space around the heated pool new artificial turf, plus a grill, an outdoor shower, and room to expand the outdoor living space. The metal roof was replaced in 2008 with plenty of life left, and the HVAC was updated in 2019. Low-maintenance tropical landscaping and crushed shell with minimum mowing needed in the front. Owners will leave the furniture. Easy to show

15394 2nd Street E, Madeira Beach

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

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

5 Beds ⋅ 6 Baths ⋅ Williams Bill Madeira Harbor Sub 3rd Add SubDv. ⋅ 33708 Zip Code

Commanding a spectacular position overlooking Boca Ciega Bay, this incomparable coastal sanctuary was created for an exceptional waterfront lifestyle. Newly completed construction by Tulia Development and Construction, LLC represents stunning contemporary design and construction, superior attention to detail, refined finishes and statement lighting throughout. Panoramic water views deliver an ever-changing waterfront backdrop from nearly every room. Notable construction and design features include concrete block construction, impact windows and doors, custom cabinetry, floating staircase, whole-home technology and exterior surround sound, expansive waterfront terraces and a rooftop terrace, a residential elevator and 7-car gallery garage. The main living level is designed for both impressive gatherings and relaxed coastal living. Multiple conversation areas unfold around a striking wet bar and contemporary fireplace, all framed by sweeping water views and 4-panel sliding glass doors with automatic sliders in the family room and dining room, bringing the outdoors in. At the heart of the home, the custom chef’s kitchen is anchored by a dramatic quartz waterfall island and appointed with seamlessly integrated refrigeration, multiple built-in ovens, a microwave/convection oven, coffee system and exceptional storage including a butler’s pantry to support effortless entertaining, while the adjacent dining area and wine room elevate every occasion. Two generously proportioned ensuite bedrooms complete this level. Above, the primary retreat captures sweeping bay views through floor-to-ceiling glass and opens to a private waterfront terrace. Its spa-inspired bath features a sculptural soaking tub, dual vanities and a multi-head shower, complemented by a custom dressing room and convenient breakfast bar. Two additional bedrooms, a flexible bonus room, gym/flex space and a well-appointed laundry room provide elevated luxury and outstanding comfort. The rooftop level is a destination unto itself. A wet bar opens to a remarkable terrace with panoramic water views and a private putting green. Experience an unforgettable setting for sunset cocktails, intimate dinners or evenings beneath the stars. Outdoors, a pool, spa and sun deck create a private tropical escape at the water’s edge. Generous lounging and entertaining areas transition seamlessly to the waterfront, where the private composite deep-water dock provides exceptional access for days on the water. Just minutes to the gulf through the Johns Pass Draw Bridge which will accommodate large vessels. Just moments from John’s Pass Village, the beach and the attractions of Gulf Boulevard, this distinctive coastal location blends sophisticated design, exceptional entertaining spaces and immediate access to the water.

445 129th Avenue E, Madeira Beach

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

5 Beds ⋅ 5 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code

Under Construction. NEW CONSTRUCTION WATERFRONT ESTATE | 5BR | 4.5BA | 4,118 SF | 4-CAR GARAGE | ELEVATOR | POOL | DOCK | 12' DEEP WATER | INTRACOASTAL & GULF ACCESS Rare new-construction waterfront estate in Madeira Beach with 12' deep canal, direct Intracoastal & Gulf access, private dock, pool, elevator, 4-car garage, 10' ceilings and approximately 4,118 SF of sophisticated contemporary living. For the boating enthusiast, the waterfront setting is exceptional. The property sits on a 12-foot-deep canal with direct access to the Intracoastal Waterway and Gulf of Mexico, providing the kind of deep-water connectivity that makes this residence more than simply a waterfront home—it is a true coastal lifestyle property. Launch your boat from your private dock and head directly to the Intracoastal Gulf, beaches, restaurants and world-class fishing waters. Inside, contemporary architecture and refined finishes create an impressive sense of scale and sophistication. Ten-foot ceilings enhance the open living spaces, while expansive windows bring natural light and the waterfront environment into the home. The designer kitchen is equipped with a premium Thermador appliance package, creating a statement space for both everyday living and entertaining. The home's five-bedroom configuration provides exceptional flexibility for a primary residence, luxury second home or private coastal retreat. A private elevator adds convenience throughout the residence, while the 4-car garage provides an unusually generous level of secure parking and storage for a luxury waterfront property. Outside, the private pool and dock transform the property into an entertainer's waterfront paradise. Enjoy morning coffee overlooking the canal, spend the afternoon on the water, and return home to a private pool and sophisticated outdoor setting. The combination is difficult to replicate: new construction, contemporary architecture, 4,118 square feet, five bedrooms, elevator, Thermador kitchen, 4-car garage, private pool, private dock and 12-foot-deep water with direct Intracoastal and Gulf access. Located in Madeira Beach, this residence places you within easy reach of the area's renowned beaches, boating, restaurants and waterfront lifestyle while offering the privacy and scale of a true luxury estate. 506 Crystal Dr is not simply a waterfront home—it is a sophisticated new-construction boating estate designed for buyers who expect exceptional space, design, access and lifestyle.

506 Crystal Drive, Madeira Beach

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

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

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

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

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 29th-October 5th

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

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