Holiday Heights Homes for Sale

Holiday Heights Homes for Sale

Welcome to Holiday Heights, a delightful subdivision nestled in the heart of sunny Florida, where every day feels like a vacation! This charming community offers an idyllic blend of comfort, convenience, and a vibrant lifestyle, making it the perfect place to call home.

Holiday Heights boasts a variety of homes for sale, catering to diverse tastes and budgets. From cozy single-family residences to spacious modern designs, each property is thoughtfully crafted to meet the needs of today’s discerning buyers. Many homes feature open-concept layouts, updated kitchens, and serene outdoor spaces, ideal for entertaining guests or enjoying quiet evenings with family. With a strong emphasis on community and connection, residents here enjoy friendly neighbors and a welcoming atmosphere that truly feels like home.

Beyond the beautiful homes, Holiday Heights is surrounded by a wealth of amenities that enhance the living experience. Residents can take advantage of nearby parks, recreational facilities, and shopping centers, ensuring that everything you need is just a stone's throw away. The community is also conveniently located near major highways, making it easy to explore all that Florida has to offer, from stunning beaches to vibrant city life.

Whether you’re a first-time buyer, a growing family, or looking to downsize, Holiday Heights has something for everyone. Discover your dream home in this enchanting subdivision and embrace a lifestyle filled with sunshine, warmth, and endless possibilities. Your perfect home awaits in Holiday Heights!

Newest Holiday Heights Homes for Sale

5102 21st Street W, West Bradenton
$422,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
Something Special in the Heart of Bradenton! Welcome to 5102 21st St W, a charming Florida home offering comfort, versatility, and an excellent location. Situated on a 0.22-acre lot with no HOA, this property provides the freedom and space that are increasingly difficult to find. The home features a functional layout complemented by inviting outdoor living areas, including a spacious screened enclosure that extends the living space and creates the perfect setting for morning coffee, casual gatherings, or simply enjoying Florida’s year-round lifestyle. The generous lot offers plenty of outdoor space and possibilities, while the property’s convenient Bradenton location places you close to shopping, dining, schools, everyday services, and major roadways, with easy access to the beautiful Gulf Coast beaches and everything the Sarasota–Bradenton area has to offer. Whether you are looking for a primary residence, seasonal Florida home, or investment opportunity, this property combines location, flexibility, and potential in one attractive package. No HOA and no known lease restrictions. A wonderful opportunity to make this Bradenton home your own.

5102 21st Street W, West Bradenton
5575 Avenida Pescadora, Fort Myers Beach
$2,825,000
3 Beds ⋅ 3 Baths ⋅ Holiday Heights SubDv.
WATERFRONT PARADISE! Magnificent luxury custom-built home situated on a wide Gulf-access canal with direct access to picturesque Estero Bay. Built by Gary Lau, this exceptional residence offers approximately 2,600 sq. ft. under air, featuring 3 bedrooms plus a den, 3 luxurious bathrooms, and an abundance of ground-level open space ideal for storage, recreation, entertaining, and more. An elevator provides effortless access to every level, blending convenience with sophisticated coastal living. The expansive great room features soaring ceilings and opens seamlessly to your private outdoor oasis. A spectacular two-story screened pool enclosure surrounds the inviting saltwater pool and spa, creating the perfect setting for relaxing, entertaining, and enjoying the year-round Florida lifestyle. BOATER'S DREAM LOCATION! Step outside to your impressive 16,000-lb. boat lift and dock, where endless aquatic adventures await. With direct Gulf access, you can enjoy boating, fishing, sunset cruises, and easy access to the beautiful waters of Estero Bay and beyond. Wake up to tranquil waterfront views and spend your days exploring Southwest Florida by boat. For the car enthusiast, boater, or outdoor lifestyle enthusiast, this property delivers with an oversized four-car garage, additional storage, and an RV electrical hookup. Every detail of this custom residence reflects quality craftsmanship, thoughtful design, and a commitment to luxury waterfront living. Ideally located within walking distance to the marina, restaurants, bars, shops, and more, this home offers the perfect combination of privacy and convenience. Enjoy easy access to the south end of Fort Myers Beach via Lovers Key, with convenient boating and driving access toward Bonita Springs, Naples, and Southwest Florida's renowned dining and entertainment destinations. From the lush surroundings and breathtaking water views to the resort-style pool, exceptional dockage, elevator, and generous garage space, this magnificent custom home offers an unparalleled waterfront lifestyle. Experience the ultimate blend of luxury, comfort, boating, and waterfront bliss. Welcome home.

5575 Avenida Pescadora, Fort Myers Beach
431 Lazy Way, Fort Myers Beach
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv.
Newer construction built in 2023! Potential Income Producer. Rent includes land, no HOA, no land lease. 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
2503 53rd Avenue W, West Bradenton
$440,000
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
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