Holiday Homes with Beach View Water Frontage

Holiday Homes with Beach View Water Frontage

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming community is perfectly positioned along the stunning Gulf Coast, offering residents a delightful blend of serene living and vibrant coastal charm. With its lush landscapes, warm climate, and friendly atmosphere, Holiday is an ideal destination for those seeking a peaceful retreat while still enjoying the perks of Florida's beautiful beaches.

One of the most alluring aspects of Holiday is its remarkable homes with beach view waterfrontage. Imagine waking up each morning to the gentle sound of waves lapping against the shore and the vibrant colors of a Florida sunrise spilling into your living room. These exquisite properties not only provide breathtaking views but also grant you direct access to the pristine waters of the Gulf, perfect for swimming, fishing, and soaking up the sun.

The real estate market in Holiday offers a diverse range of options, from cozy bungalows to spacious family homes, all designed to enhance your coastal lifestyle. Many of these waterfront properties come equipped with modern amenities, expansive decks for entertaining, and lush gardens that create a perfect oasis for relaxation.

In addition to its picturesque homes, Holiday boasts a variety of parks, recreational activities, and shopping venues, ensuring that you have everything you need right at your fingertips. Whether you’re a retiree looking for tranquility, a family seeking adventure, or a young professional craving a vibrant community, Holiday, FL, offers the perfect backdrop for your next chapter. Come discover the beauty and charm of waterfront living in Holiday!

Newest Holiday Homes with Beach View Water Frontage

Bluff Boulevard, Holiday
$635,000
Bailey's Bluff Estates Unit 1 SubDv. ⋅ 34691 Zip Code
GULF-FRONT OPPORTUNITY IN BEAUTIFUL BAILEY'S BLUFF! Rare opportunity to build your dream waterfront estate directly on the Gulf in the desirable Bailey's Bluff subdivision of Holiday, Florida. This 85x293 Gulf-front lot offers breathtaking, long-range views of Anclote Island and the open waters of the Gulf. Featuring an impressive 80 feet of seawall, this exceptional homesite is surrounded by distinguished gulf front properties ranging from approximately $760,000 to $2.8 million. Imagine designing a custom coastal residence that captures spectacular sunsets, panoramic water views, and the beauty of Florida's Gulf Coast. An outstanding opportunity to secure a premier waterfront location and create a truly extraordinary home in an established luxury neighborhood. Bring your vision and make the Florida waterfront lifestyle yours!

Bluff Boulevard, Holiday
Bluff Boulevard, Holiday
$133,500
Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
Rare opportunity in Bailey’s Bluff! Build your dream Florida home on this vacant lot surrounded by mature trees and established homes. Enjoy the added benefit of private boat ramp access from the road behind the property, making it easy to take advantage of the beautiful waterways and coastal lifestyle. A peaceful setting with a great sense of privacy, yet close to everything Holiday and the Gulf Coast have to offer. Bring your plans and make this special property your own! **Located between 3028 and 3038 Bluff Blvd**

Bluff Boulevard, Holiday
1117 Rushmore Drive, Holiday
$399,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features a two-car garage and a wealth of exceptional upgrades. Step inside to find new tile flooring throughout the entryway, kitchen, bonus room, and recent remodeled guest bath. Enjoy the elegance of crown molding and ample closet space, including his and her walk-in closets in the Primary suite. The remodeled baths boast luxurious finishes, with a heated whirlpool tub in the master bath for your relaxation. Safety and convenience are paramount, with hurricane-proof replacement windows and a new garage door. Outdoor living is at its finest with a boat lift, floating dock, and davits, perfect for boating enthusiasts. Dive into your large in-ground pool while enjoying breathtaking views of the Anclote River and the vibrant local wildlife, all set against the backdrop of a wide canal and a high seawall. This home is a true gem for anyone seeking a waterfront lifestyle. Don't miss your chance to make it yours! CALL TODAY FOR YOUR PRIVATE TOUR...

1117 Rushmore Drive, Holiday
1324 Chancellor Drive, Holiday
$448,900
3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your own tropical oasis and the waterfront lifestyle you’ve been dreaming of! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a spacious bonus room is situated on a large lot along the Anclote River, offering approximately 70 feet of seawall and direct access to the Gulf. The sellers will have the solar panels removed and the roof replaced prior to closing, providing added peace of mind for the new owners. Inside, a desirable split-bedroom floor plan and new wood-plank tile flooring create a stylish and functional living space. The spacious living room flows seamlessly into the dining area, while sliding glass doors open to an expansive screened-in patio, bringing the best of Florida’s indoor-outdoor lifestyle home. A hallway off the main living area leads to two generously sized guest bedrooms. One features a private bathroom with convenient access to the pool area, while the second offers a large walk-in closet and easy access to the additional guest bathroom. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook—perfect for casual meals or morning coffee. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just beyond the primary suite, a large bonus room provides versatile space for a home office, den, nursery, gym, or additional living area. Step outside and discover your private Florida retreat. The expansive screened-in patio overlooks a sparkling swimming pool surrounded by stamped-concrete decking, while the large, fenced backyard provides plenty of space to relax, entertain, and enjoy the outdoors. A composite deck with pergola creates an inviting setting for outdoor dining, lounging, and soaking up the Florida sunshine year-round. And for boating enthusiasts, this property truly stands apart. Just steps from the deck, a composite boat dock with a 10,000-pound boat lift provides convenient access to the Anclote River and the Gulf. Spend the day boating, exploring nearby tropical islands, or enjoying the area’s beautiful sandy beaches—all from your own waterfront backyard. Bring your boat, your family, and your love of the water. This is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday
2030 Gulfview Drive, Holiday
$774,900
2 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
"Gulf Access Waterfront Home in Historic Baileys Bluff Estates" A rare opportunity to own a true waterfront gem with your own private boat ramp! Enjoy a quick 2-minute boat ride to the open Gulf and just 10 minutes more to Anclote Island—perfect for boating, fishing, and island adventures. This beautifully maintained 2-bedroom, 2-bath split floor plan home offers an open and inviting layout ideal for entertaining. The updated kitchen features granite countertops, solid maple wood cabinetry, and a spacious pantry. Rich dark wood flooring flows throughout the home, adding warmth and elegance. Wake up to Gulf views from the expansive primary suite, complete with a large walk-in closet and a luxurious en-suite bathroom featuring dual sinks and granite countertops. Relax in the Florida room overlooking a generous backyard and serene open water views of Anglers Cove, or unwind in the screened-in back porch while enjoying local wildlife. The ground level includes an oversized 2-car garage and an additional 1,360 sq ft of valuable storage space—perfect for all your recreational and boating needs. Recent updates provide added value and peace of mind, including a new roof (August 2022), new A/C system, and a brand-new paver driveway (July 2026). Baileys Bluff Estates is a vibrant, active community offering social gatherings at the Gulf-front clubhouse just across the street, where you can take in breathtaking sunsets. The Pinellas Trail is conveniently located at the community entrance, and Key Vista Nature Park is just a 15-minute walk away, offering scenic trails and shoreline exploration. The famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, are a short car drive away. Experience waterfront living at its best—schedule your private showing today!

2030 Gulfview Drive, Holiday
3318 Pineview Drive, Holiday
$509,000
2 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
NEVER FLOODED DURING HURRICANE HELENE! This is a rare opportunity to own a Gulf-access waterfront home that offers both an exceptional boating lifestyle and added peace of mind. According to the seller, the home has never experienced flooding or water intrusion, making it an outstanding choice for buyers seeking waterfront living with confidence. Nestled in the highly desirable Baileys Bluff Estates, this move-in-ready waterfront home sits on an oversized 0.31-acre lot with approximately 55 feet of saltwater canal frontage, offering direct Gulf access in about one minute. Bring your boat, kayaks, paddleboards, and fishing gear—your waterfront adventures begin right in your own backyard. Boaters will appreciate the private boat ramp, 10,000-pound boat lift, with, stationary dock, and concrete seawall, making launching and storing your boat effortless. Spend your days fishing, scalloping, island hopping to Anclote Key, or watching spectacular Gulf sunsets just minutes from home. Inside, you'll find an inviting floor plan featuring 2 bedrooms, 1.5 baths, an updated kitchen with solid wood cabinetry, updated bathrooms, comfortable living spaces, and a bright Florida room overlooking the tranquil canal. The home has been well maintained and is ready for its next owner. Major recent improvements provide outstanding value, including a brand-new roof (2025) and a brand-new air conditioning system, helping reduce future maintenance costs while increasing buyer confidence. The spacious backyard provides plenty of room to entertain, garden, or simply relax while enjoying peaceful waterfront views and abundant Florida wildlife. Located just minutes from Anclote River, the Gulf of Mexico, Key Vista Nature Park, the famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, and medical facilities, this home offers the perfect balance of recreation and convenience. Whether you're looking for a year-round residence, seasonal retreat, or waterfront investment, opportunities like this are becoming increasingly difficult to find. No HOA, Move-in ready. Schedule your private showing today and discover why this exceptional Gulf-access waterfront property is one of Holiday's best boating values.

3318 Pineview Drive, Holiday
3020 Sheppards Crook Court, Holiday
$559,000
3 Beds ⋅ 4 Baths ⋅ Ibis Sub SubDv. ⋅ 34691 Zip Code
"Luxury Living in an Exclusive Gated Community" Experience coastal elegance in this custom-built executive residence, privately situated on a quiet cul-de-sac within an exclusive gated community. Offering 2,367 square feet of thoughtfully designed living space, this exceptional three-story home combines luxury, comfort, and functionality with partial Gulf views from multiple balconies. From the moment you arrive, the impressive stamped concrete driveway and striking architectural design create unforgettable curb appeal. Inside, you'll find soaring ceilings, custom 8-foot doors, elegant crown molding, engineered hardwood flooring, marble and travertine finishes, and an open-concept floor plan designed for both entertaining and everyday living. The gourmet kitchen is truly the heart of the home, featuring granite countertops, abundant custom cabinetry, a walk-in pantry, breakfast bar, and newer stainless-steel appliances—perfect for preparing meals while staying connected with family and guests. Escape to the luxurious owner's retreat occupying the entire upper level. This private sanctuary offers partial Gulf views, a spacious walk-in closet, and a spa-inspired ensuite featuring dual vanities, an oversized walk-in shower, and a relaxing whirlpool tub. Step outside and enjoy Florida living at its finest. Four travertine balconies provide multiple places to relax and enjoy the coastal breeze, while the beautiful in-ground pool and expansive paver patio create the perfect setting for entertaining family and friends. The oversized garage offers room for multiple vehicles, a workshop, abundant storage, and even includes a convenient full pool bath.Recent upgrades provide peace of mind and modern convenience, including: New roof (2021), Newer-zone HVAC system, Updated stainless-steel kitchen appliances Central vacuum system Premium flooring throughout. Ideally located enjoy indoor pickleball, weekly gymnasium schedule, summer camp, soccer fields, baseball, tennis and more at J. Ben Harrill Recreation Center is a short walk from your front gate. Just minutes from Anclote Gulf Park, public boat ramps, Gulf beaches, the Pinellas Trail, and the world-famous Tarpon Springs Sponge Docks, you'll also enjoy convenient access to shopping, dining, and endless waterfront recreation. Luxury, location, and lifestyle come together in one extraordinary home. Schedule your private showing today and discover why this exceptional property is one you won't want to miss.

3020 Sheppards Crook Court, Holiday
3046 Sheppards Crook Ct, Holiday
$115,000
Ibis Sub SubDv. ⋅ 34691 Zip Code
One of the last opportunities to build a custom coastal estate in the exclusive gated community of Ibis. With only 13 homesites originally offered and just 8 custom residences currently built, this private enclave delivers a rare combination of luxury, privacy, and oversized estate-style living. Situated on over half an acre at the end of a quiet cul-de-sac on a dead-end street, this homesite offers the ideal setting to design and build your dream retreat surrounded by nature and upscale custom homes. Community guidelines require a minimum 2,500 sq ft residence, preserving the architectural integrity and luxury character of the neighborhood. Enjoy the best of Florida living just minutes from Key Vista Nature Park, the Anclote Coastal Trail, waterfront parks, public boat ramps, Gulf beaches, and vibrant local dining. Conveniently located approximately 15 minutes from Downtown New Port Richey and the historic Tarpon Springs Sponge Docks, with Clearwater and Tampa International Airport within an easy commute. Whether you envision a modern coastal masterpiece, private pool retreat, or forever home tucked away in a peaceful gated setting, this is a rare chance to secure one of the few remaining homesites. AI-enhanced conceptual renderings shown for inspirational purposes only. No home currently exists on the property.

3046 Sheppards Crook Ct, Holiday
1125 Fernwood Drive, Holiday
$474,900
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday
000 Bluff Boulevard, Holiday
$799,000
Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
"BUILD YOUR DREAM HOME" on this exceptional Gulf-front property featuring 80 feet of direct water frontage and an impressive 206-foot depth. Perfectly positioned in the highly sought-after community of Baileys Bluff, this rare homesite is nestled within a true nature sanctuary, offering privacy, tranquility, and breathtaking coastal beauty. From your newly constructed home, you’ll enjoy spectacular, unobstructed views of the Gulf of Mexico—the perfect backdrop for everyday living. The property is completely fenced and comes with a Geotechnical Engineering soil report for a proposed residence. A proposed septic tank location is already identified, and no mound system is required for the drain field—making your building process even more seamless. Imagine spending your days island hopping, shelling, fishing, or enjoying peaceful sunset cruises right from your backyard. Take a short stroll to waterfront Key Vista Park for nature trails and scenic views, or enjoy a quick drive to Tarpon Springs for fine dining, boutique shopping, and the charm of this historic coastal town. This is more than a homesite—it’s a lifestyle. Don’t miss the opportunity to create your own waterfront retreat in one of the area’s most serene and desirable communities.

000 Bluff Boulevard, Holiday
Flotilla, Holiday
$250,000
Forest Hills SubDv. ⋅ 34690 Zip Code
Build your dream home on this beautiful and rare .21-acre waterfront lot, ideally located on a peaceful cul-de-sac with 70 feet of water frontage, 128 feet of depth, and a seawall already in place. This build-ready property comes with a completed survey and soil test and does not require stilt construction. It’s located in an AE flood zone, but remained high and dry during recent hurricanes—offering peace of mind in your future investment. No HOA or CDD fees, and utilities are ready to go with public water and sewer available, and electric at the street. Enjoy a scenic 45-minute boat ride to the open Gulf or cruise just 25 minutes to Captain Jack’s and the famous Sponge Docks. You’ll love the natural Florida beauty in your own backyard, with dolphins, manatees, and seabirds passing by regularly. An adjacent 35-foot-wide lot to the north is likely unbuildable, giving you added space and privacy. You can even install a dock, boat, and lift without needing to build a home right away—making this perfect for immediate waterfront access while you plan your future build. This is a unique chance to own prime waterfront—reach out today and let’s make it yours.

Flotilla, Holiday
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