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Homes for Sale with a Pool in Fort Myers Beach, FL

Welcome to your dedicated resource for homes for sale with a pool in Fort Myers Beach, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Fort Myers Beach, FL agent, Broker Brothers specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Fort Myers Beach, FL

168 Chapel St, Fort Myers Beach
$4,499,000
5 Beds ⋅ 6.5 Baths ⋅ 226004709 MLS ⋅ Seagrape BLDG.
Exceptional new construction offering panoramic canal views and positioned on a weekly rental street with strong income potential. This elevated three-level residence features 5 bedrooms and 7 bathrooms and is thoughtfully designed to accommodate up to 20 guests, making it one of the few homes of its kind on the island. The home offers a short walk to the beach, canal access, and an oversized lot, blending luxury coastal living with flexibility for use as a primary residence, second home, or short-term rental. Outdoor living is maximized with a private pool and spa, an expansive rear deck capturing canal breezes, a garage-level tiki bar, and a rooftop deck with sweeping sunrise-to-sunset views. Inside, the open-concept layout features custom furnishings, designer coastal finishes, and a spacious great room ideal for entertaining. The gourmet kitchen includes ample bar seating and flows seamlessly into a large dining area. The main living level offers a built-in bunk room with en-suite bath, while the upper level features four king bedrooms, each with its own private bathroom, providing comfort and privacy for guests. For buyers under contract early, there is potential flexibility to create a main-floor primary suite. Offered fully furnished and rental ready, including furnishings, games, golf cart, ice machine, and more. With strong rental performance in comparable markets, and potential 1031 exchange. This property represents a rare opportunity to own a high-performing island home with exceptional lifestyle appeal.

168 Chapel St, Fort Myers Beach

165 Connecticut St, Fort Myers Beach
$1,489,000
4 Beds ⋅ 2.5 Baths ⋅ 226002758 MLS ⋅ Mid Island Unrecorded Subdivision BLDG.
Experience the ultimate in Fort Myers Beach living with this beautifully designed elevated coastal home, just steps from the Gulf with direct beach access. This fully furnished 4-bedroom, 2.5-bath residence is perfect for personal enjoyment or as a high-performing investment, with weekly rentals allowed and a proven rental income of up to $116,856 annually. The main living area features a bright, open floor plan with soaring ceilings, durable tile flooring, and elegant coastal finishes. The well-appointed kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a large island ideal for gatherings. Fully stocked and move-in ready, the home is set up for both owners and guests. The owner’s suite offers a private retreat with a king bedroom, generous closet space, and an en-suite bath complete with a soaking tub and separate tiled walk-in shower. Three additional guest bedrooms provide comfortable accommodations with flexible sleeping arrangements. The ground level provides approximately 1,500 sq. ft. of versatile space for recreation, storage, along with a two-car garage. Outdoor living shines with a heated zero-entry pool, paver deck, and grilling area, creating a private oasis for entertaining or relaxing. Conveniently located within walking distance to beach access, dining, shopping, and the historic Mound House, and just 1.8 miles from Times Square, this property is professionally managed and enjoys consistent occupancy. A rare opportunity to own a coastal home that delivers both lifestyle and strong investment potential.

165 Connecticut St, Fort Myers Beach

5921 Estero Blvd, Fort Myers Beach
$4,495,000
4 Beds ⋅ 4.5 Baths ⋅ 2026003671 MLS ⋅ Mcphie Park BLDG.
Overlooking the pristine sands of Fort Myers Beach, this BRAND NEW custom-built 3 story home by Imperial Homes offers the perfect blend of contemporary architecture and classic coastal charm. Designed as the ultimate luxury retreat, this 4,392 sq. ft. residence features 4 bedrooms and 4.5 bathrooms, with every detail thoughtfully curated to maximize panoramic Island/Gulf views, comfort, and elegance. Offered FULLY FURNISHED with design by Clive Daniel Home’s Sherie Weidner, the interiors reflect a modern take on “coastal vacation,” incorporating light natural woods, glass, and stone to create a truly unique and sophisticated atmosphere. From the moment you step inside, the open-concept layout captivates with high-end finishes, vaulted ceilings, and seamless indoor-outdoor integration. Floor-to-ceiling windows and multiple balconies frame breathtaking Gulf vistas, while the state-of-the-art chef’s kitchen, complete with top-tier appliances, a spacious island, and custom cabinetry, is ideal for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, featuring a spa-like bathroom, walk-in closets, and a serene balcony. A separate game room, a striking rock wall fireplace, and a stylish martini lounge add to the home’s standout design. Outdoor living is elevated with a covered lanai, resort-style pool with spa, and beach access across the street, creating the ultimate setting for relaxation. Smart home technology allows for effortless control of lighting, climate, and security, ensuring modern convenience. Hurricane-resistant construction, impact-resistant windows, reinforced structural elements, and elevated foundations, this home is designed to withstand Florida’s weather. Energy-efficient features, including high-efficiency HVAC systems and smart irrigation, enhance sustainability without compromising luxury. This stunning home is a rare opportunity to own a piece of paradise on Fort Myers Beach in one of the best residential locations on the island!

5921 Estero Blvd, Fort Myers Beach

240 Driftwood Ln, Fort Myers Beach
$889,777
2 Beds ⋅ 2 Baths ⋅ 2025025469 MLS ⋅ Not Applicable BLDG.
Located on a canal in Fort Myers Beach, this elevated two-bedroom, two-bath residence offers approximately 1,651 square feet of thoughtfully arranged living space and is partially furnished for convenience. The interior layout features a welcoming entry that separates the private bedroom areas from the main living spaces. The kitchen includes white cabinetry, stainless steel appliances, a gas cooktop with pot filler, ventilation hood, and built-in oven and microwave, complemented by a center island, breakfast bar, and light-toned flooring. Open living and dining areas provide a comfortable setting with recessed lighting, ceiling fans, and a built-in audio system, along with a wet bar featuring a refrigerator, dual beverage coolers, and display shelving. The primary bedroom includes a walk-through closet and ensuite bath, while the guest bedroom is situated near a full second bathroom with a walk-in shower and updated vanity. Additional features include a laundry area with cabinetry and stacked washer and dryer. Outdoor living includes a screened lanai with canal views, a lower-level screened patio surrounding a fiberglass pool, and a composite dock with a covered boat lift and floating platforms for personal watercraft. The ground level offers covered parking for multiple vehicles and a large enclosed storage area, providing a well-rounded canal-front property with direct water access.

240 Driftwood Ln, Fort Myers Beach

11481 Rebecca Cir, Fort Myers Beach
$724,900
2 Beds ⋅ 2 Baths ⋅ 2025021095 MLS ⋅ Tip Top Terrace BLDG.
FORT MYERS BEACH DIRECT GULF ACCESS • NO BRIDGES • PRIVATE DOCK • POOL • INCOME PRODUCING-NO HOA! Experience the best of Southwest Florida waterfront living at this exceptional canal-front home in the desirable Tip Top Terrace community. Offering direct, no-bridge access to the Gulf of Mexico, this is a true boater’s paradise where you can leave your private dock and be on open water within minutes. Inside, you’ll find nearly 1,900 square feet of inviting living space featuring an open-concept design that’s perfect for entertaining. The custom kitchen showcases beautiful granite countertops, quality cabinetry, a built-in bar area, and generous workspace for family gatherings. The spacious first-floor primary suite offers a walk-in closet and an oversized ensuite bath, while the upper level provides flexible accommodations with room for multiple beds—ideal for guests or extended family. Step outside to your own private tropical retreat featuring a screened pool, TWO lanais, and a private dock ready for your boat, kayaks, paddleboards, or an evening of fishing. Whether you’re relaxing poolside or watching breathtaking Florida sunsets over the canal, every day feels like a vacation. With NO HOA fees and NO rental restrictions, this property offers outstanding flexibility as a primary residence, seasonal getaway, luxury vacation rental, or Airbnb investment opportunity. Located just minutes from Fort Myers Beach’s sugar-white sand beaches, waterfront restaurants, marinas, shopping, and entertainment, this home combines the ultimate boating lifestyle with unbeatable convenience. Don’t miss this rare opportunity to own a direct Gulf-access waterfront home in one of Fort Myers Beach’s most sought-after boating communities. Schedule your private showing today!

11481 Rebecca Cir, Fort Myers Beach

793 San Carlos Dr, Fort Myers Beach
$5,485,000
6 Beds ⋅ 6.5 Baths ⋅ 225082699 MLS ⋅ San Carlos On The Gulf BLDG.
This is 793 San Carlos Drive—less a house and more a waypoint on the map of a life well-lived. A modern coastal refuge tucked into the salty heartbeat of Fort Myers Beach, where the air smells of sunburnt afternoons and the tide keeps its own kind of time. Built the right way—block and steel from the ground all the way up to the roof. Perfectly positioned for those grand, cinematic sunsets that spill across Matanzas Bay, the kind you watch in silence because words just get in the way. Built for poolside barbeques that run late, for Florida winter nights when conversation drifts like smoke, for slow bike rides to seafood joints where the fish are still telling stories from the Gulf. Inside, two primary suites and four guest rooms, all en-suite, make it the sort of place where family converges, friends linger, and nobody feels like they drew the short straw. It’s a home that doesn’t just host memories; it cooks them slowly, like something that gets better the longer you let it simmer. The kitchen is the soul of it all. Mid-century esque meets modern, a space begging for simple ingredients, good knives, and better company. From here, you can watch the world wander by on the water while you stir, chop, taste, and exist—exactly as you are. From the terrace, the view opens in soft, deliberate layers—first across untouched Grayson Island and its protected bird sanctuary, then out toward the distant shimmer of Fort Myers Beach’s skyline, with the Sanibel Causeway stretching quietly along the eastern edge of the horizon. Up top, the dual primary suites hide away like little sanctuaries, each with wide-open views that remind you why people chase the horizon in the first place. Everything inside has been curated with a sharp, contemporary eye—furnishings that feel effortless, textures that feel intentional. It’s the kind of place you can step into and immediately exhale. Turn the key, and you’re already living the life. With Control4 automation, hidden surround sound, a Tesla charger, Generac generator and a build engineered to shrug off coastal moods, this home blends luxury with durability. A place made for people who appreciate beauty—but also know that the world is imperfect, unpredictable, and worth experiencing anyway. The water keeps its rhythm. The sunsets write their own script. All that’s missing is someone to call it home. Perhaps that’s you. Schedule a showing today.

793 San Carlos Dr, Fort Myers Beach

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