Holiday Heights Homes with Boat Lift Exterior Features

Welcome to Holiday Heights, a charming waterfront subdivision nestled in the heart of Fort Myers Beach, Florida. This idyllic community is the perfect blend of serene coastal living and vibrant local culture, making it an ideal destination for those seeking a slice of paradise.

Holiday Heights boasts an array of stunning homes, each designed to embrace the beauty of the surrounding landscape. One of the standout features of this community is the availability of homes equipped with boat lifts, allowing residents to seamlessly transition from their backyards to the sparkling waters of the Gulf of Mexico. Imagine stepping out of your back door, hopping onto your boat, and setting off for a day of fishing, island hopping, or simply enjoying the sun-drenched beaches.

The homes in Holiday Heights are not just about convenience; they also offer a range of exterior features that enhance the coastal lifestyle. Many properties come with spacious decks and patios, perfect for entertaining friends or enjoying quiet evenings under the stars. Lush landscaping and tropical foliage create a picturesque setting that will make you feel like you're on vacation every day.

Living in Holiday Heights means more than just enjoying beautiful homes and boat access; it’s about embracing a vibrant community. With nearby restaurants, shops, and recreational activities, residents can indulge in the best of Fort Myers Beach living. Whether you’re a boating enthusiast, a beach lover, or simply seeking a tranquil retreat, Holiday Heights is the perfect place to call home. Come experience the magic of coastal living today!

Newest Holiday Heights Homes with Boat Lift Exterior Features

$2,500,000

3 Beds ⋅ 2 Baths ⋅ 2026012584 MLS

Newly built elevated gulf access pool home located in the desirable Holiday Heights neighborhood on Fort Myers Beach. Completed in 2025 and gently used since, this 3 bedroom 2 bathroom home offers a coastal feel with quality design and beautiful finishes. You may ascend to the living area using 1 of 2 composite staircases or call for your private elevator to transport you up to the property. Once inside you will admire the great room, teeming with natural light through the impact windows, complete with formal dining for 10, a comfy yet sophisticated living room, and sensational kitchen outfitted with stainless steel appliances, marble island, wine fridge, and 4-person breakfast bar. The spacious primary bedroom, with pocket sliders leading out to the deck and ensuite bathroom, provides a quiet sanctuary for the owners. You will find 2 guest bedrooms separated by a beautifully appointed bathroom on the other side of the home, perfect for families or guests. Once back downstairs and outside you can enjoy a large heated saltwater pool with sun shelf overlooking the canal with views of the bay. When you are ready to hit the water, the newly constructed dock with electric boat lift is the perfect spot to store your vessel. This beach property is located just minutes from Publix , shopping and dining options of Santini Plaza, and the Margaritaville Resort.

5545 Avenida Pescadora, Fort Myers Beach

$4,900,000

5 Beds ⋅ 4.5 Baths ⋅ 226012044 MLS

Luxury Bayfront Estate | Expansive Bay Views & Resort-Style Living! Imagine waking up each morning to panoramic 180° Bay Views, where the sun rises gracefully over the bay and sets in a blaze of color on the horizon. 30,000 lb Synergy Boatlift, 5 ensuites, elevator, 3+ car garage. Nearly every room in this home captures breathtaking views, immersing you in the beauty of coastal living. After sunset, retreat to the dock, the lanai, or your private master deck to watch the stars emerge—on a clear night, hundreds sparkle above, and you may even glimpse rockets launching from Cape Canaveral. The soothing sound of the distant ocean waves completes the picture of tranquility. The newly remodeled heated saltwater pool and spa create your own private resort. Relax with music or a favorite show on the lanai’s large-screen TV, or gather for a cozy movie night under the stars. With five spacious en-suite bedrooms, the home provides ultimate privacy and comfort for family and guests alike. The open-concept kitchen and dining areas accommodate up to 14, making it perfect for entertaining on any scale. Every detail of this residence is designed for both luxury and function. A 3+ car garage with a newly finished multi-coat polyurea floor offers abundant storage, while numerous large closets ensure everything has its place. Beyond the home, the lush landscape is adorned with fragrant flowering plants and stately palms, creating a true tropical retreat. For the boating enthusiast, the private dock system is unparalleled. Outfitted with a 30,000 lb. Synergy boat lift and new boathouse roof, a double IMM Quality PWC lift and 50-amp shore power, it has been fully re-decked with premium AZEK materials for durability and style. Launch your kayak or paddleboard from the floating EZ Dock and explore mangrove islands teeming with dolphins, manatees, stingrays, & native birds—even the occasional bald eagle. Quick Gulf access means you can reach Big Carlos Pass in about 12 minutes, enjoy a trip to Naples or Marco Island in just over an hour, or head north for a scenic ride to Cabbage Key. At home, cast a line off the dock for snapper or sheepshead while enjoying the evening migration of ibis or the sight of dolphins gliding by. This smartly equipped residence ensures modern comfort with high-speed mesh Wi-Fi extending throughout the home, pool deck, and dock. Even while aboard your boat, you can stream video seamlessly. Smart Leviton lighting controls, newer appliances—including GE Profile washer/dryer, KitchenAid dishwasher, and microwave/convection combo—and thoughtfully included furnishings (7 TVs and more) make this property move-in ready. With deeded neighborhood beach access just a 15-minute stroll away, you’ll also enjoy daily sunset gatherings with neighbors on the white sands of the Gulf. This home is more than a residence—it’s an experience of refined coastal living, where every sunrise, sunset, and starry night is yours to savor.

5640 Williams DR, Fort Myers Beach

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.