Holiday Heights Homes for Sale

Holiday Heights Homes for Sale

Welcome to Holiday Heights, a charming subdivision nestled in the heart of Florida, where sunshine and community spirit come together to create the perfect place to call home. This delightful neighborhood is renowned for its welcoming atmosphere, picturesque landscapes, and a variety of amenities that cater to families, retirees, and everyone in between.

Holiday Heights features an array of homes for sale, each designed to meet diverse lifestyles and preferences. From cozy single-family residences to spacious modern designs, there's something for everyone in this vibrant community. Many of the homes boast inviting outdoor spaces, ideal for enjoying Florida's beautiful weather, while some offer stunning views of lush greenery and tranquil ponds.

One of the standout features of Holiday Heights is its commitment to fostering a close-knit community. Residents enjoy access to well-maintained parks, walking trails, and recreational facilities, perfect for family outings or leisurely strolls with neighbors. The subdivision is conveniently located near shopping centers, dining options, and top-rated schools, making it an ideal choice for those seeking both convenience and comfort.

With homes for sale in Holiday Heights, you’re not just purchasing property; you’re investing in a lifestyle filled with warmth, camaraderie, and endless opportunities for relaxation and fun. Whether you’re looking to downsize, upsize, or find your very first home, Holiday Heights offers a unique blend of charm and modern living. Don’t miss the chance to be part of this enchanting community – your dream home awaits!

Newest Holiday Heights Homes for Sale

$845,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
Newer construction built in 2023! Potential Income Producer. This Elevated Florida-Style Fully Furnished Turnkey Beach Home offers the rare combination of luxury living for a lifetime of Cherished Memories and provides potential Income in Weekly Zone that you need. Exceptional Rental History, highly rated on popular 3rd party rental sites. Close to the beach, Shopping and Dining. Absentee Ownership Made Easy. Room pool or Swim spa. Whether you want a personal Island Escape, a Second Home, or an Income Producing Investment Property, this home delivers lifestyle and revenue.

431 Lazy Way, Fort Myers Beach
$460,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
Rare opportunity to own a private, tree-lined retreat on nearly half an acre in the heart of Manatee County, where space, flexibility, and location come together in a way that's hard to find at this price point. This charming 3-bedroom, 2-bathroom home sits on an expansive .48-acre lot and has been lovingly maintained with meaningful updates throughout, including a brand new roof (2025), fresh interior paint (2026), a new vinyl privacy fence (2026), updated bathrooms, exterior security features, recently serviced mechanical systems, and a full PVC plumbing repipe throughout the entire home and all the way to the street. Located in an X flood zone, no flood insurance is required, a significant cost saving that sets this property apart from much of the surrounding area. With a 7-night minimum rental allowance, the income potential here is real, whether you're looking for a short-term rental investment, a seasonal Florida escape, or a full-time residence with the freedom to generate revenue when you're not using it. The oversized lot leaves room to dream big, think pool, outdoor entertainment space, guest house, or accessory dwelling unit. Positioned directly adjacent to commercial use to the west and established residential to the east, this property sits in a transitional corridor that forward-thinking buyers and investors will recognize as having strong long-term potential, including the possibility of future commercial rezoning, subject to Manatee County review and approval. Minutes to I-75, US-41, world-class Gulf Coast beaches, top-rated dining, shopping, and everything the Sarasota-Bradenton corridor has to offer, all tucked away on a quiet, private parcel that feels like your own little sanctuary. Properties like this don't last.

2503 53rd Avenue W, West Bradenton
$2,500,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
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 ⋅ 5 Baths ⋅ Holiday Heights SubDv.
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 Drive, Fort Myers Beach
$325,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
Virtually Staged. Welcome home to this bright and functional 3-bedroom, 2-bath residence situated on a generously sized, fully fenced 0.24-acre lot. With a 2019 roof, 2022 A/C, and recently pumped septic (late 2025), major systems are already taken care of. Tile flooring flows through the main living areas, making everyday living easy and low maintenance. The kitchen is equipped with stainless steel appliances and a window, overlooking the backyard. Natural light pours in through large windows and the sliding glass door, creating a warm and inviting atmosphere. Step outside to enjoy a large entertaining space in the large, fully fenced backyard, ideal for gatherings, grilling, or future outdoor projects. A 1-car garage, ample driveway parking, with room on the side of the home for a boat or trailer. Situated in a prime location less than 2.5 miles from I-4, 5 minutes from RDV Sportsplex and Costco, 15 minutes from Downtown Orlando and Advent health Altamonte, this home offers the complete package. Call and schedule your private showing today!

3008 Calumet Drive, Orlando
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