Madeira Beach, FL Homes for Rent with Pool

AVAILABLE OCTOBER 2025 - APRIL 2026 - 30 DAY MINIMUM RENTAL. Experience coastal living at its finest in this exquisite, fully furnished 2-bedroom, 2-bathroom condominium, ideally situated on the fourth floor of Boca Vista., this unit offers breathtaking, sparkling views of the Gulf of Mexico, placing you in the heart of the desirable Gulf Beaches. Step onto your private, covered balcony to

Linda Wilson WILSON REALTY LLC

Live in Paradise! Luxury and convenience in this townhome just steps from the inviting sands of Madeira Beach and the lively energy of John’s Pass Village. This spacious Home offers premium finishes, modern amenities, and multiple private balconies to enjoy the fresh coastal breeze and stunning views of the Intracoastal. Located on the Main Floor is the Kitchen, Living Area, Balcony and Den/3rd

Fatima Rapuano TOTAL REALTY SERVICES INC

Super over 55 community with ammenities galore. Gated complex with large clubhouse. Unit features 2 good size bedrooms and 2 full baths. Nice view from this 9th floor unit. Free laundry on each floor. Close to shopping beaches etc.

William Welch COASTAL PROPERTIES GROUP

AVAILABLE SEPTBER 15, 2025 for Annual (12 month) or short term (minimum 30 day rental). Annual rate: $3600/month Peak-Season (Jan-April 2026) $7000/month plus tax. Stunning Direct Gulf Front Condo! Enjoy the best of beach living in this newly updated 2 bedroom/2 bath condominium home directly on the beach. Completely renovated kitchen features new custom cabinetry with soft close doors and

Linda Wilson WILSON REALTY LLC

This luxury 3-bedroom, 2-bathroom condo in Madeira Beach has been beautifully remodeled and is now available for rent. Located just half a mile from the beach, restaurants, and shops, this condo features a convenient split-bedroom layout with a primary bedroom and ensuite separate from the other two bedrooms and guest bathroom. The upgraded kitchen boasts stone countertops and opens to the dining

Tyler Gilley SMITH & ASSOCIATES REAL ESTATE

Luxury waterfront living reimagined, this newly built five-bedroom, five-bath coastal contemporary home offers a rare rental opportunity for those seeking elevated design, function, and location. Designed with clean architectural lines, expansive glass, and seamless indoor-outdoor flow, the residence delivers uncompromising sophistication on every level. The main floor features a chef’s kitchen

Aimee Smith BEACH & BAY REALTY LLC

Live the ultimate coastal lifestyle just one block from the Gulf of Mexico in this beautifully unique 3-bedroom, 3-bathroom beachside home in the heart of Madeira Beach. Offering 1,772 square feet of bright (unfurnished), open living space, this multi-level property is designed for comfort, flexibility, and beachside enjoyment. On the ground level, a versatile bonus room makes the perfect home

Anthony Pallazola RE/MAX METRO

Available for immediate move-in! Beautiful 2 bedroom/2 bath furnished DIRECT GULF FRONT condo. Enjoy the best of beach living residing in this spacious condominium home. Large, breezy living room with floor to ceiling sliding doors that open to the Gulf front balcony with stunning views of the beach. The Master bedroom also features large sliding glass doors that open to the balcony so you can

Linda Wilson WILSON REALTY LLC

ESCAPE TO THIS CHARMING BEACH HOUSE WITH A PRIVATE POOL!! >>> perfectly nestled along the Intracoastal Waterway and just a short stroll to the white sandy beaches. This FULLY FURNISHED 3-bedroom, 2-bath home offers a cozy yet spacious layout—thoughtfully designed rooms that provide comfort and privacy. Enjoy modern finishes throughout, including a beautifully upgraded kitchen and stylish

Kendra Fountain COASTAL PROPERTIES GROUP INTERNATIONAL

Annual rental only. Gated community in Madeira Beach . 2 bed updated townhome beautiful furnishings. Will consider unfurnishing if needed,.

Deborah Campbell SUN BEACH PROPERTIES

Need a winter escape? Welcome to Paradise Retreat: a stunning 2-bedroom, 2.5 bath condo with Breath taking full 180 degree Gulf Views in Desirable Madeira Beach! Discover your dream beachfront residence, perfectly situated to capture the essence of coastal living. This Exceptional 2 bedroom, 2.5 bath condo boasts a prime location that grants awe-inspiring panoramic views of the Gulf Mexico

Jason Caldwell DALTON WADE INC

This rental is available monthly for September - December 2025 and March 2026 - December 2026. (State and county tax will be added for any rentals shorten than 6 months). Additional dates available upon request. No smoking, no pets.Welcome to your Penthouse Madeira Beach paradise! The showstopper? A massive, PRIVATE rooftop terrace (almost 1,000sf) with panoramic Gulf and Inlet water views.

Holly Gordon FUTURE HOME REALTY INC

Available for 30+ day rentals only – no annual rentals. Please see listing for availability.Experience luxurious coastal living in this brand-new 2024 3-bedroom, 3-bathroom corner condo, perfectly located in the heart of Madeira Beach! This stunning residence offers panoramic water views of the intracoastal and pool from multiple rooms, with an expansive 30x10 foot balcony to enjoy the Florida

Kristin Lemmerman COASTAL HOME ADVISORS RE

Property Overview-Stunning beautifully UPDATED, furnished (Ethan Allen Restoration Hardware, Pottery Barn) GULF FRONT condo. Security elevator, views of the water from the entry. New Vinyl Floors inside. New Bedroom on the left with a queen bed and single daybed. Bedroom on the right with a full size Murphy Bed and twin bed. Hall bath, complete with new all wood, Shaker cabinet, quartz

David Revord GOOD LIFE REALTY LLC

Live the Ultimate Beach Life - Fully Furnished Luxury Waterfront Condo in Madeira Beach available for rent November 2024 - February 2025! Rent it monthly or for the entire duration. This brand new 3 bedroom, 3 bath condo with a den/office offers the ideal setting for those looking to indulge in a high-end, relaxing beach lifestyle. The condo features breathtaking views of the Intracoastal

Ina Daoud CENTURY 21 BEGGINS

This monthly rental has Direct, amazing panoramic views of the Gulf of Mexico from this 3rd floor NW corner unit at Madeira Sands Condos. This well maintained 3 bedroom, 2 bathroom furnished unit is rented monthly or for a minimum fifteen days at a time once per month. Featuring tile floors throughout, you will enjoy this vacation home instantly. Only the corner units in this building have the

Lori Hopkins PINELLAS WATERFRONT HOMES

SUNRISE AND SUNSET. Coffee in the morning with sunrise, drinks in the evening with sunsets are standard with this spacious 3 BR 2 BA Gulf front end unit. Rare to get both views from your PRIVATE wrap around balcony with 16 ft. facing the west/sunsets/Gulf, 11 ft. facing the east/Intercoastal/sunrise, and 56 ft. wrapping around in between. Access balcony from sliding doors in the breakfast nook,

Maryann Spearman BHHS FLORIDA PROPERTIES GROUP

Remarkable 2 bed/2 bath home on 6th floor of popular Heritage with unusually splendid waterfront view over the Intracoastal, west toward the Gulf. Convenient to the beach as well as inland shopping and destinations, this well managed over-55 community offers numerous special amenities and recreation including community boat ramp, fishing, fitness center, pool, tennis courts, pickle ball,

Joan Walker SUNSHINE PROFESSIONAL REALTY

Step into your freshly painted, beautifully updated 1-BR, 2-bath condo with brand-new flooring throughout—ready for you to move right in! Nestled along the sparkling Intracoastal waters of Boca Ciega Bay, this home offers breathtaking water views and a relaxed coastal lifestyle.Enjoy resort-style amenities including a heated pool, tennis courts, and more—all just steps from shopping,

Brenda Bianchi BIANCHI REALTY & PROPERTY MANAGEMENT INC.