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$1,500,000
3 Beds ⋅ 2 Baths ⋅ Lone Palm Beach 5th Add Blk 29 Rep SubDv. ⋅ 33708 Zip Code
Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purchase this unique property in one of the fastest-growing cities. Madeira Beach. This pool home is on a dead-end street among Multi-Million Dollar homes. This home sits on 90 feet of Boca Ciega intercoastal waterway—Sailboat waters with a dock connected to water & electricity. Due to Helene visiting this home the owner is planning on renovating. If this is your planned area you can make this 3/2 home a mid-century modern potential the way YOU want and make this property a Multi-Million dollar home. Walking distance to shopping centre, beach, restaurants, and more. This home is perfect for the boat & fishing lover. Enter the KING OF THE BEACH tournament or watch the boats come in with the big ones while sitting at your pool with a margarita or walk over and see the weigh-in. Don't miss out on this gem. The owner is ready for the country. Are you ready for the Beach?

15318 Harbor Drive, Madeira Beach
$760,000
3 Beds ⋅ 2 Baths ⋅ Pinehurst Highlands SubDv. ⋅ 34698 Zip Code
PRICE IMPROVEMENT! Welcome to the perfect blend of style, comfort, and location in one of Dunedin's most sought-after neighborhoods—Pinehurst Highlands! This beautifully renovated 3-bedroom, 2-bathroom pool home offers an ideal layout for Modern Florida Living. The stunning remodeled kitchen features elegant marble countertops, shaker cabinetry, stainless steel appliances, abundant storage, and a built-in office workspace overlooking the screened Rear Patio and sparkling pool. Designed with both everyday living and entertaining in mind, the home also offers a spacious living room, separate family room with a cozy wood-burning fireplace, and a dedicated dining area. The split-bedroom floor plan provides added privacy, with a generous primary suite featuring a walk-in closet and beautifully updated ensuite bathroom. Additional highlights include impact windows (2021), a remodeled kitchen with new appliances (2021), new blown attic insulation and AC Ducts (2025), new water heater (2025), updated electrical panel and shell parking pad for a 3rd vehicle, Boat, RV, etc. Located in a non-flood zone and within Dunedin's golf cart district, you'll enjoy direct access to nearly 100-acre Hammock Park at the end of the street and be just minutes from top-rated schools, vibrant downtown Dunedin, the Recreation and Aquatic Centers, Splash Park, Dunedin Golf Club, Highlander Park, the Pinellas Trail, baseball fields, tennis and pickleball courts, the Public Library, and TD Ballpark, home of Blue Jays Spring Training. Move-in ready and perfectly located—it's easy to see why homes in Pinehurst Highlands don't stay on the market for long!

1070 Mccarty Street, Dunedin
$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
$435,000
33708 Zip Code
This lot is cleared and ready for your new home. Geotech Reports & Soil tests are already done. The owner is a contractor and is ready to build your dream home. The owner has Electric and water hooked up, ready for your RV while you arrange your new home plans. Steps from the Gulf with beautiful, pristine sand to relax on. Restaurants of all types, Johns Pass Village, with entertainment and unique stores for your pleasure. Tampa International Airport and Tampa are just 30 minutes away. Join us in our fishing community. Owner Motivated.

14049 Palm Street, Madeira Beach
$395,000
3 Beds ⋅ 2 Baths ⋅ Sun Ketch Condo SubDv. ⋅ 33706 Zip Code
This charming very rare Three (3)-bedroom, two-bath, condo-townhome-style end unit in Sun Ketch II community, in the Isle of Capri, one of the most desirable islets of Treasure Island, offers the perfect blend of comfort and convenience, just a short walk to Treasure Islands beautiful sandy beaches (lots of activities through the year), restaurants, supermarket, public transportation and bars along the cozy boardwalk for gathering and to enjoy the sunset. Unit has been updated throughout newer kitchen, granite counter, stainless steel appliances, tile in kitchen, laminate flooring throughout the rest of the unit, master bath beautifully renovated, super clean. 2021 Roof and skylights, AC and water heater approximately 2018, newer water purification system and new blacktop roads recently completed. Unit is ready for your personal touch. Soaring cathedral ceilings with two skylights enhance the home’s space and bring in natural light; inside utility room with washer & dryer and screened balcony. The oversize garage easily accommodates 3+ cars and still has lots of space for all your toys and storage. This is a great place for downsizing family, starting family, second home or investment property. A 30-day minimum lease (up to 6 times a year); it is pet friendly (1 small dog & 2 cats) are allowed; no age restriction; buyer and renter approval is required. The lower condo fee of $735 p/mo includes Cable TV, Internet, Maintenance of the Exterior, Water, Sewer, Garbage Collection, Maintenance of the Grounds, Pest Control, Insurance of the outside of the building, Flood Insurance, Pool and Escrow Reserve Fund. The community offers a variety of amenities along with large-heated pool, Roselli Park includes, Dog Park, tennis courts, playground, baseball field, pickleball courts, shuffleboard and ball field. The unit comes furnished, for convenience of the seller. Sale is "AS IS" condition, with right to inspect. Easy access to Tampa International Airport & Clearwater St. Pete Airport.

12223 Sun Vista Court E, Treasure Island
$329,900
2 Beds ⋅ 1 Baths ⋅ Boulevard Park SubDv. ⋅ 33781 Zip Code
Move in ready 2/1 centrally located in Pinellas Park. Updated Kitchen and bath with granite counter tops and new ss appliances. Luxury vinyl floors throughout. new central air. New silicone roof coating. Screened lanai. Large backyard with alley access. Listing agent is owner.

4660 71st Avenue N, Pinellas Park
$218,000
1 Beds ⋅ 2 Baths ⋅ Shore Towers Building Town Apts SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living in the highly desirable 55+ community of Shore Towers in South Pasadena. This beautifully updated ground-floor 1-bedroom, 1.5-bathroom condo offers a light and bright interior with modern finishes throughout. Recently remodeled from floor to ceiling following storm impact, the unit features a brand-new galley kitchen complete with shaker cabinetry, granite countertops, stainless steel appliances, and recessed can lighting. Luxury vinyl flooring in kitchen and Tile throughout the remaining living areas. The spacious Florida Room at the rear showcases ceramic tile flooring, large windows, and tranquil water views, perfect for entertaining or relaxing. A convenient utility/storage room is also located off the Florida Room. The primary suite includes walk in closet and a fully updated ensuite bathroom. Half bathroom is off the living room for guests. Enjoy resort-style amenities with direct access to the Intracoastal waterfront grounds, including a pool, dock/pier for fishing or lounging, and a recreation center with fitness area. Additional features include one assigned parking space, ample guest parking nearby, shared laundry facilities on the same floor, and multiple elevators within the building. Ideally positioned just minutes from St. Pete Beach, as well as local dining, shopping, and entertainment options. Move-in ready and perfect for enjoying the Florida lifestyle.

1868 Shore Drive S Unit 102, South Pasadena
$3,500
2 Beds ⋅ 2 Baths ⋅ Gulf Mariner The Condo SubDv. ⋅ 33708 Zip Code
BEACHFRONT ANNUAL RENTAL - Experience coastal living at its finest in this stunning, fully furnished 2-bedroom, 2-bath Gulf-front condominium at Gulf Mariner Condominiums in Redington Shores. This beautiful residence offers breathtaking views of the Gulf. Wake up each morning to the soothing sound of waves from your private primary suite and enjoy your coffee on the balcony while taking in Gulf views. Natural light fills the spacious living and dining areas, creating a bright and inviting atmosphere perfect for relaxing or entertaining. The Updated Kitchen has a spacious Islans, perfect for entertaining. The Community Pool is located on the Beach! One assigned parking space. Rent includes cable TV, water, sewer and trash. Top Floor Unit. Sorry, No Smoking, No Pets.

17580 Gulf Boulevard Unit 403, Redington Shores
$2,900
3 Beds ⋅ 2 Baths ⋅ North East Park Shores SubDv. ⋅ 33703 Zip Code
Annual Rental – Northeast St. Petersburg. This beautifully updated, move-in-ready home offers modern comfort and timeless style in an exceptional location within one of St. Petersburg’s most desirable neighborhoods. The open-concept floor plan features rich wood flooring, a spacious living area, and an adjacent dining room ideal for entertaining. The updated kitchen showcases cherry wood cabinetry, sleek quartz countertops, and stainless steel appliances. A large, light-filled family room opens to a Brand New screened-in patio with a Jacuzzi-style tub, creating the perfect space to relax and unwind. The private primary suite includes an ensuite bathroom with a walk-in shower, while two additional bedrooms share a beautifully remodeled full bathroom. Additional features include an attached garage. Conveniently located just minutes from downtown St. Petersburg, parks, and the waterfront, this home offers an ideal combination of comfort, style, and location. Pets are welcome with owner approval and a non-refundable pet fee. A $180 cleaning fee is required. Room sizes are approximate.

1048 40th Avenue Ne, St Petersburg
$2,800
3 Beds ⋅ 2 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Annual Rental – Remodeled home in Madeira Beach with new kitchen appliances - Ideally situated on a corner lot in a desirable residential neighborhood - 3-bedroom, 2-bathroom home. Enjoy a prime location Blocks to the Gulf beaches and just minutes from John's Pass Village & Boardwalk, along with nearby shops and restaurants. The property offers added privacy as it is connected to another unit only by roof, with no shared walls. A circular driveway in the front of the house offers ample parking. The home features a functional layout, including a rear bedroom that is perfect for use as a home office or private workspace, as well as a bright Florida room at the front of the house. The shared washer and dryer are conveniently located with exterior access in the covered utility room. The tenant is responsible for all utilities (electrical/Wi-Fi) and water/sewer/trash billed at a fixed monthly rate of $100 each person. Landscaping consists of a coral rock hardscape with no grass to mow but tenants are required to maintain weeds on their portion of the Property. The Garage at the rear of the property is for not for Tenant Use. The Shed in the Rear of the house is for Tenant Use. $200 Cleaning Fee required. Smoking is not permitted on property. No Pets or Fishtanks allowed. Tenant Insurance Required.

500 140th Avenue E, Madeira Beach
$2,500
3 Beds ⋅ 1 Baths ⋅ Gulf Shores 4th Add SubDv. ⋅ 33708 Zip Code
STAYCATION on the Beach! Enjoy coastal living in this beautifully furnished, beachy Soho-style 3-bedroom, 1-bath bungalow in Madeira Beach. This home has Brand New Kitchen, Bath & Flooring! This furnished home is available for a minimum rental term of 6 months and 1 day, with availability between September 1, 2026, and March 31, 2027. Located Walking Distance of the beach and close to historic John’s Pass Village, you’ll be just minutes from shops, restaurants, and waterfront attractions. The home features a comfortable living room with a dedicated workspace for those working from home, a private screened porch in the rear, an outdoor shower, and a full outdoor laundry area. Water, sewer, trash, electric, Wi-Fi, and lawn care are included. Smart TVs are Wi-Fi ready; cable is not included. Pets are welcome with owner approval and breed restrictions. No smoking is permitted. All room sizes are approximate. First month’s rent, last month’s rent, security deposit, and a $200 cleaning fee are required.

421 Virginia Avenue, Madeira Beach
$2,200
1 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code
Annual Rental - First-Floor Waterfront Condo with Boat Slip #28 – Live the Florida Lifestyle! ALL UPDATED FLOOR TO CEILING, including appliance, HVAC and Ducts! Enjoy beautiful water views from your private patio in this charming first-floor, one-bedroom condo, complete with Boat Slip #28. Perfectly situated in the heart of Madeira Beach, this condo offers the ultimate blend of convenience and coastal living. Walk across the street to the beach, grocery, library, and park—everything you need is just steps away. While a car isn't necessary, the gated community offers plenty of parking for residents and guests. Residents of Madeira Beach Yacht Club enjoy exceptional amenities, including two swimming pools,and multiple waterfront piers where you can relax, watch the boats, or spend the day fishing. The Fitness Center & Spa will be available once the imnprovements have been completed. Additional features include an in-unit washer and dryer, making everyday living even more convenient. Sorry, no smoking and no pets.

201 Medallion Boulevard Unit D, Madeira Beach
$2,150
1 Beds ⋅ 1 Baths ⋅ Treasure Island City Of SubDv. ⋅ 33706 Zip Code
Annual Rental in Treasure Island. Spacious 1-bedroom, 1-bathroom Rental located on the 3rd floor of the desirable Jolly Roger building, offering stunning views of the Intracoastal Waterway. Corner Unit. This waterfront property features just 15 units and includes premium amenities such as a swimming pool, dock, and elevator. A private balcony with water views, and the convenience of an in-unit washer and dryer. The unit also comes with designated parking. Up to 2 dogs or cats are welcome with Non-refundable pet fee. This is a non-smoking, unfurnished rental. Don’t miss this rare opportunity to live in one of Treasure Island’s most charming waterfront communities.

145 116th Avenue Unit 301, Treasure Island
$2,000
2 Beds ⋅ 1 Baths ⋅ Gulf Shores Sub SubDv. ⋅ 33708 Zip Code
Annual Rental Across from the Beach. Enjoy year-round coastal living in this 2-bedroom, 1st floor corner unit just steps from the beach. This residence features an updated kitchen and bathroom, assigned parking, and access to common grounds. A convenient coin-operated laundry facility is available on-site. Perfectly located across from the Beach in Madeira Beach, you’ll be walking distance to the shoreline, local restaurants, and just minutes from John’s Pass Village & Boardwalk with waterfront dining, shopping, and entertainment. Pets allowed upon approval ($300 non-refundable pet fee).No smoking permitted. Tenant pays all utilities. Room sizes approximate

14120 Palm Street Unit 104, Madeira Beach
$1,800
2 Beds ⋅ 2 Baths ⋅ Labelle Condo SubDv. ⋅ 33774 Zip Code
FURNISHED ANNUAL RENTAL - Beautifully renovated 2-bedroom, 2-bath condo in a desirable Largo location just minutes from Gulf beaches, shopping, dining, parks, and golf. This move-in-ready unit features an open floor plan, updated flooring, a remodeled kitchen with granite countertops and stainless steel appliances, and a fully enclosed air-conditioned sunroom that works well as an office or bonus room. The primary bedroom includes an updated ensuite bath, and the unit also offers a spacious guest bedroom, second full bath, and in-unit laundry with full-size washer and dryer. The community offers tropical landscaping, a swimming pool, and assigned parking. The Southwest Recreation Complex is just a half block away with fitness facilities, walking trails, tennis, pickleball, and swimming. No Smoking. $180 Non-Refundable cleaning fee required.

12900 Vonn Road Unit A204, Largo
$1,800
1 Beds ⋅ 1 Baths ⋅ Gulf Shores 5th Add SubDv. ⋅ 33708 Zip Code
Annual Rental – Remodeled home in Madeira Beach - desirable residential neighborhood - 1 bedroom, 1 bathroom with new kitchen appliances. The property offers added privacy as it is connected to another unit only by roof, with no shared walls. This unit has its own driveway and open shed storage. The shared washer and dryer are conveniently located with exterior access in the covered utility room. Enjoy a prime location Blocks to the Gulf beaches and just minutes from John's Pass Village & Boardwalk, along with nearby shops and restaurants. The tenant is responsible for all utilities (electrical/Wi-Fi) and water/sewer/trash billed at a fixed monthly rate of $100 each person. Landscaping consists of a coral rock hardscape with no grass to mow but tenants are required to maintain weeds on their portion of the Property. The Garage at the rear of the property is for not for Tenant Use. The Shed to the left of the House is for tenant use. Smoking is not permitted on property. $160 Cleaning Fee Required. No Pets or Fishtanks allowed. Tenant Insurance Required.

14017 W Parsley Drive, Madeira Beach
$1,750
1 Beds ⋅ 1 Baths ⋅ Sunset Beach SubDv. ⋅ 33706 Zip Code
Annual Rental. Unfurnished 1-Bedroom Apartment Near the Gulf in Sunset Beach, Tteasure Island.Enjoy living just a few houses from the Gulf in beautiful Sunset Beach! This charming 1-bedroom apartment features hardwood floors and open kitchen. At the entry, you’ll find a sunroom/bonus room with French doors that open into the living room. Leave the doors open to create extra living space, or close them for a separate room—perfect for an office, reading area, or guest space. Residents can relax on the community patio surrounded by manicured grounds. Coin-operated laundry on site for convenience. The Sunset Beach Pavilion is located at the end of the street, giving you quick access to the beach and stunning Gulf. Live Experience coastal living and feel like you’re on vacation every day! $180 Cleaning Fee Required. Tenant pays all utilities. No Smoking

61 81st Avenue Unit 3, Treasure Island
$1,700
1 Beds ⋅ 1 Baths ⋅ Madeira Shores Sub SubDv. ⋅ 33708 Zip Code
Cute and cozy furnished 1-bedroom apartment located walkable to the Beach in beautiful Madeira Beach. This charming unit is part of a duplex situated on a corner lot and features a private yard with an outdoor shower, perfect for rinsing off after a day at the beach. A washer and dryer are conveniently located in the back of the unit. The apartment is also close to a variety of restaurants, shops, and other local amenities. Available for a yearly rental. No smoking and no pets. Unit size is approximate.

14402 N Bayshore Drive Unit 2, Madeira Beach
$1,500
1 Baths ⋅ Sunset Beach SubDv. ⋅ 33706 Zip Code
Annual Rental. 1st Floor Studio with enclosed private patio located in the sought-after Sunset Beach neighborhood of Treasure Island. Featuring , all new appliances and Cabinets and granite countertops. Just a short walk to the beach, this home is perfect for relaxed coastal living. There is a Coin Operated Laundry on in the Building. 1 Cat only is allowed with non-refundable Pet Fee. $180 Cleaning Fee required. Utilities not inclided. No Smoking. Property is located in Flood Zone.

61 81st Avenue Unit 2, Treasure Island
$1,500
1 Beds ⋅ 1 Baths ⋅ Coney Island SubDv. ⋅ 33706 Zip Code
LOCATION! LOCATION! LOCATION! Annual rental available just across the street from the beach! This spacious 1-bedroom apartment offers the perfect opportunity to enjoy the beach lifestyle year-round. Experience the tropical charm of Treasure Island, where every day feels like a vacation. Conveniently located within walking distance to the beach, local shops, and restaurants, making it easy to enjoy everything the area has to offer. WATER, SEWER & TRASH INCLUDED! Cats allowed with non-refundable pet fee. No smoking. Room sizes approximate.

12127 Gulf Boulevard Unit 1, Treasure Island