Holiday Real Estate

Holiday Real Estate

Welcome to Holiday, Florida – a hidden gem nestled on the beautiful Gulf Coast! Known for its picturesque landscapes, friendly community, and a laid-back lifestyle, Holiday offers a perfect blend of relaxation and recreation. With its warm, sunny climate and stunning waterfront views, it’s no wonder that this charming city has become a sought-after destination for both families and retirees alike.

Located just north of Tarpon Springs and a short drive from the bustling city of Tampa, Holiday boasts convenient access to major highways, making it easy to explore the wonders of Florida. The area is dotted with beautiful parks, including the scenic Anclote River Park, where you can enjoy picnicking, fishing, or simply soaking in the sun. For those who love the outdoors, the nearby beaches of Caladesi Island and Honeymoon Island State Park are perfect for a day of sun, sand, and surf.

Holiday is not just about its natural beauty; it also offers a vibrant community spirit. Local shops, restaurants, and markets provide a delightful taste of Florida living. Whether you’re indulging in fresh seafood or exploring quaint boutiques, there’s always something new to discover.

Families will appreciate the excellent schools and recreational programs available, while retirees can take advantage of the numerous clubs and activities tailored to an active lifestyle. With its affordable housing options and a welcoming atmosphere, Holiday, Florida, is truly a place where you can find your dream home and create lasting memories. Come and experience the charm of Holiday – your perfect Florida getaway awaits!

Newest Listings in Holiday

$449,000
3 Beds 3 Baths Forest Hills SubDv. 34690 Zip Code
Welcome to your tropical oasis and the waterfront lifestyle most people only dream about! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a bonus room is situated on a large lot along the Anclote River, featuring approximately 70 feet of seawall with direct Gulf access. Powered by solar, this stunning home offers a desirable split-bedroom floor plan and new wood-plank tile flooring throughout. As you enter, you'll immediately appreciate the spacious living area, which flows seamlessly into the dining room. Sliding glass doors open to an expansive screened-in patio, creating the perfect indoor-outdoor living experience. To the left, a hallway leads to two generously sized guest bedrooms. One features its own private bathroom with access to the pool area, while the second guest bedroom offers a large walk-in closet and is conveniently serviced by the additional guest bath. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just off the primary suite, a large bonus room provides flexible space for a home office, den, nursery, or additional living area. Step outside and discover your own private Florida retreat. The expansive screened-in patio overlooks a beautiful swimming pool surrounded by stamped concrete, while the large, fenced backyard provides plenty of room to relax and entertain. A composite deck with pergola creates an inviting space for outdoor dining, lounging, and enjoying the Florida sunshine year-round. For the boating enthusiast, this property truly shines. Just steps from the deck is a composite boat dock with a 10,000-lb boat lift, offering direct access to the Gulf. Whether you're heading out for a day on the water, exploring nearby tropical islands, or enjoying the area's beautiful sandy beaches, this waterfront home makes it easy to embrace the Florida lifestyle. Bring your boat, your family, and your love of the water—this is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday

$350,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in the Gulf Winds community of Holiday, Florida. Designed for comfortable, low-maintenance living, the home features porcelain tile flooring throughout, a freshly painted interior and a bright, open layout that makes everyday living and entertaining easy. The kitchen includes a new LG stove, oven and microwave, a new dishwasher and an included refrigerator. Additional upgrades include an air-conditioning system replaced approximately three years ago, custom cabinetry in the primary walk-in closet, overhead garage storage and custom Bahama shutters in the living room. Step outside and enjoy the spacious 20-by-15-foot paver patio—perfect for outdoor dining, grilling or relaxing in the Florida sunshine. The exterior was painted by the HOA in 2025, and the seller reports that the roof is scheduled for replacement by the HOA in 2027. Conveniently located near Anclote Boulevard, Alternate US-19 and US-19, the home provides easy access to shopping, dining, medical facilities, parks and the Gulf Coast. Enjoy being close to Tarpon Springs, the historic Sponge Docks, local beaches and waterfront recreation while still having a peaceful place to call home. Whether you are looking for a primary residence, seasonal Florida retreat or a home offering a simpler maintenance lifestyle, this property combines thoughtful upgrades, outdoor living and a convenient Gulf Coast location.

2235 Parrot Fish Drive, Holiday

$259,900
3 Beds 3 Baths Preserve/Gulf Trace SubDv. 34691 Zip Code
Virtually Staged. Model perfect with sunset views! Beautifully maintained townhome in the Preserve Community of sought after GULF TRACE is move-in ready. No CDD, maintenance free and low HOA. Fabulous! The home features 3 bedrooms, 2.5 baths and 1 car garage and is situated on a premium homesite with picturesque views of a serene pond surrounded by manicured landscaping and natural wild-life, all just a short walk to the community park and recreation center! The downstairs has an open floorplan with the kitchen overlooking the dining and great room. The kitchen has 42"cabinets with crown molding, a pantry and breakfast nook and newer stainless appliances including a brand-new range. Downstairs also includes a convenient half-bath. The dining and great rooms combine for spacious entertaining and family living and the pond views are sweeping. Sliding doors lead to a screened lanai perfect for morning coffee or afternoon cocktails at sunset… private and tranquil, with no back neighbors. The second-floor staircase leads to the bedrooms and a perfectly situated laundry closet. The owner's suite is a large retreat space with gorgeous pond views. It features a walk in closet and lovely ensuite bath with a dual sink vanity and walk-in shower. The two secondary bedrooms and a full bath complete with shower/tub combo are across the hall. The 1 car garage has an oversized driveway. The well-maintained community offers plenty of guest parking, a playground and dog park. HOA includes cable, internet and all exterior building maintenance. Location, location! Just minutes to local beaches, trails, restaurants, hospitals and shopping centers. MOVE IN READY!

2919 Jacob Crossing Lane, Holiday

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