Holiday Heights Homes with Boat Dock Private Exterior Features

Welcome to Holiday Heights, a hidden gem nestled in the heart of Fort Myers Beach, Florida! This charming subdivision is the perfect blend of coastal living and modern convenience, making it an ideal destination for families, retirees, and anyone seeking a serene escape in sunny Southwest Florida.

Holiday Heights is renowned for its stunning homes, many of which feature private boat docks, offering residents the ultimate waterfront lifestyle. Imagine stepping out of your backyard and onto your boat, ready to explore the beautiful waters of the Gulf of Mexico or enjoy a leisurely day of fishing. With direct access to the water, your weekends can be filled with adventure, whether it's cruising along the coastline or soaking up the sun on one of the nearby pristine beaches.

Each home in Holiday Heights boasts unique exterior features designed to enhance your outdoor living experience. Lush landscaping, spacious patios, and inviting outdoor spaces create the perfect atmosphere for entertaining friends and family or simply unwinding after a long day. The community is designed with tranquility in mind, providing a peaceful retreat while still being conveniently located near shopping, dining, and entertainment options.

With its friendly atmosphere and vibrant community spirit, Holiday Heights is more than just a place to live; it’s a lifestyle. Experience the joys of waterfront living and create lasting memories in this idyllic Fort Myers Beach neighborhood. Come discover the charm of Holiday Heights, where every day feels like a vacation!

Newest Holiday Heights Homes with Boat Dock Private Exterior Features

$1,674,500

226025588 MLS

PREMIER BAYFRONT HOMESITE — BUILD YOUR DREAM HOME ON ESTERO BAY Paradise awaits on this rare, oversized Bayfront homesite offering direct Gulf access along the protected and prestigious Estero Bay Aquatic Preserve. Spanning 11,230 square feet with an impressive 95 feet of Bay frontage and 155 feet of depth, this exceptional property provides the ideal canvas to construct a new elevated two- or three-story Bayfront residence designed to capture sweeping water views and unforgettable sunsets. Enjoy front-row seating to nature’s daily show—dolphins and manatees gliding through the bay—right from your future private dock. Positioned on a quiet cul-de-sac and among the highest elevations on the island, this property is located within the highly desirable Holiday Heights neighborhood, offering both privacy and prestige. The existing structure is considered a teardown, and the property is being sold at lot value, allowing full creative freedom to design a custom home perfectly tailored to your lifestyle. Multiple builder introductions are available to assist in bringing your vision to life. Just a short stroll to deeded beach access, a nearby marina, and a grocery store, this one-of-a-kind bayfront parcel delivers the ultimate blend of boating, beach, and luxury island living. This is a rare opportunity to create a true coastal residence and be part of the ongoing Fort Myers Beach Renaissance.

5630 Williams DR, Fort Myers Beach

$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

Start Your Search

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.