Siesta Isles Real Estate

Siesta Isles Real Estate

Welcome to Siesta Isles, a hidden gem nestled in the heart of Fort Myers Beach, Florida. This enchanting waterfront community offers a unique blend of serene coastal living and vibrant local culture, making it the perfect destination for those seeking a tranquil retreat or an active lifestyle.

Siesta Isles boasts beautifully designed homes that reflect the quintessential Floridian charm, with many properties featuring stunning views of the Gulf of Mexico. With a variety of architectural styles, from modern coastal designs to classic Florida ranch homes, there is something to suit every taste. Each residence is thoughtfully crafted to maximize natural light and outdoor living, allowing residents to fully embrace the beauty of their surroundings.

The community is conveniently located just minutes away from the pristine sandy beaches that Fort Myers Beach is renowned for. Spend your days soaking up the sun, swimming in the crystal-clear waters, or indulging in a variety of water sports. For those who enjoy a vibrant social scene, the nearby Times Square area is brimming with shops, restaurants, and entertainment options, ensuring that there’s never a dull moment.

Nature enthusiasts will appreciate the proximity to Lovers Key State Park, where you can explore scenic trails, spot local wildlife, and enjoy kayaking in a serene environment. Siesta Isles is not just a place to live; it’s a lifestyle that embraces the beauty of Florida’s coastal environment.

Whether you’re looking for a permanent residence, a vacation home, or an investment opportunity, Siesta Isles in Fort Myers Beach offers an idyllic setting that captures the essence of paradise. Come and discover the charm of Siesta Isles – your dream home awaits!

Newest Listings in Siesta Isles

12110/12112 Siesta Drive, Fort Myers Beach
$649,000
2026037478 MLS
Looking for that unique boating community, with deep water direct access out to the the Gulf of America and minutes to the beaches, well you just found it. The seller put in a new seawall, new dock, new electricity with two 50 amp and 30 amp services. Metered city water. There is currently one new pier, with boat slips on either side and you have the option of adding another pier to create two more boat slips for a total of 4 boat slips. (with Lee County Approval). An added bonus, directly across the street is a large vacant multi family lot ready to build on. There was a structure on this lot at one time which was scraped many years ago. You can build your multi family structure, rent out the other half or rent out the entire building and have your four boat slips right out your front door. The multi family lot and boats slips are sold as one property, one strap number. Can you imagine renting out the entire building and renting out all four boat slips, that could potentially be 6 income streams at one property. This is a unique property with the perfect set up for the avid boater, minutes out to the Gulf of America, beaches and barrier islands..

12110/12112 Siesta Drive, Fort Myers Beach
18291 Cutlass Drive, Fort Myers Beach
$700,000
2026035277 MLS
Rare opportunity to own a premier waterfront lot on a wide, deep-water canal with quick, unobstructed access to Fort Myers Beach and the sparkling Gulf of Mexico. This is boating at its finest—wide enough for effortless navigation, deep enough for serious vessels, and positioned for some of the best boating Southwest Florida has to offer. Whether you're chasing snook and tarpon, cruising to sunset dinners on the water, or paddling a kayak through quiet mangrove backwaters, this location delivers it all right from your own backyard. The lot is cleared, giving you a clean slate to design and construct the custom home you've always envisioned. The previous home has been removed, saving you time and expense, so you can move straight into planning your new build without delay. Set in a highly desirable neighborhood undergoing a wave of exciting redevelopment, this street is lined with spectacular new construction homes alongside classic properties being torn down and rebuilt to modern luxury standards. Buying here means joining a community on the rise, where property values are climbing alongside the caliber of homes being built around you. Location is everything, and this lot delivers a lifestyle few can match: minutes to Fort Myers Beach's sugar-sand shores, Direct Gulf access for world-class offshore and inshore fishing, nearby championship golf courses and a growing number of pickleball courts, Kayaking, paddleboarding, and every water sport right off your dock! Year-round sunshine and that unmistakable Florida waterfront way of life. This is more than a lot—it's a launching point for the waterfront home and lifestyle you've been searching for. Bring your builder, bring your vision, and start living the boating dream you deserve.

18291 Cutlass Drive, Fort Myers Beach
12070 Siesta Drive, Fort Myers Beach
$689,000
2025026328 MLS
Rare opportunity to own a duplex-zoned waterfront lot in the highly desirable Siesta Isles boating community, which allows non-restricted vacation rentals. There is no HOA, allowing you the freedom to enjoy your property to the fullest without restrictive rules or fees. Enjoy quick access to Fort Myers Beach by land or reach the Gulf of Mexico by boat in minutes. Siesta Isles offers deep-water, unrestricted boating with no bridges, making it ideal for serious boaters. The property features a newly constructed 80’ finger pier dock with nearly 200’ of total dockage. Dock amenities include two power pedestals with 50/30/20 amp service and water. Bonus the dock is currently income producing, there are three vessels that are currently leasing the dock. A pre-approved building permit for a duplex is in place, with building plans and pro forma included in the sale and available upon request. This is an exceptional opportunity for development, short-term rental income, or a waterfront investment in one of the area’s most sought-after neighborhoods.

12070 Siesta Drive, Fort Myers Beach
18164 Cutlass Drive, Fort Myers Beach
$799,000
2026000479 MLS
Located in the sought-after boating community of Siesta Isles, this cleared waterfront lot offers direct Gulf access with no bridges and quick, easy access to open water. Ideally positioned just before the bridge to Fort Myers Beach, the location allows you to enjoy boating and beach life while avoiding heavy island traffic. The property features new floating docks and a new bulkhead, providing a solid foundation for your future home. The seller has already invested in professional home renderings and is willing to include them with the sale—a valuable bonus for a buyer ready to build. Enjoy a short bike ride to Fort Myers Beach, along with nearby restaurants, bars, and live music. Seller financing is available, making this an excellent opportunity to build in one of the area’s most desirable waterfront neighborhoods.

18164 Cutlass Drive, Fort Myers Beach
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