Holiday Homes with Florida Architectural style

Holiday Homes with Florida Architectural style

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming city offers a delightful blend of serene living and vibrant community life, making it an ideal destination for those seeking a slice of paradise. With its warm climate and friendly atmosphere, Holiday is perfect for families, retirees, and anyone looking to escape the hustle and bustle of urban life.

One of the standout features of Holiday is its picturesque neighborhoods, where homes embody the quintessential Florida architectural style. You'll find a variety of residences that showcase the state's unique charm, from cozy bungalows adorned with colorful shutters to spacious Mediterranean-inspired villas. These homes often feature open floor plans, expansive outdoor spaces, and lush landscaping that invites you to enjoy the sun-drenched Florida lifestyle.

Living in Holiday means you’re never far from adventure. Enjoy leisurely strolls along the scenic waterfront, explore the nearby nature parks, or indulge in the local dining scene, which offers everything from fresh seafood to international cuisine. For those who love the outdoors, the nearby Gulf of Mexico beckons with its pristine beaches and recreational activities.

With its welcoming community, beautiful homes, and convenient access to nearby attractions, Holiday, FL, is more than just a place to live; it’s a lifestyle. Whether you’re searching for your first home or your forever retreat, let the enchanting Florida architectural style of homes in Holiday inspire your next chapter. Discover the joy of living in this charming city, where every day feels like a vacation!

Newest Holiday Homes with Florida Architectural style

$124,900
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code
Welcome to Holiday Lake Villas, a 55+ community in Holiday! This affordable, move-in-ready, one level end unit villa offers 2 bedrooms, 2 full baths, and approximately 1,316 square feet of comfortable living space. The spacious kitchen features abundant cabinet space and overlooks the bright living room, where vaulted ceilings and plenty of natural light create an open and inviting atmosphere. The spacious primary suite includes a walk-in closet and a private bathroom with dual vanities. The home also features a generously sized second bedroom and an enclosed Florida room that provides flexible bonus space. Additional highlights include a new A/C system installed in 2026, a newer water heater, and a washer and dryer. Community amenities include a pool, clubhouse, shuffleboard courts, and gathering areas. Conveniently located near shopping, restaurants, historic Tarpon Springs, the Sponge Docks, parks, and Gulf Coast beaches. Enjoy easy Florida living in this welcoming community! Property is being sold as-is for the seller's convinience and has been priced accordingly.

3960 Sailmaker Lane, Holiday
$229,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code
Exceptionally maintained, truly move-in ready home — a rare opportunity to own a pristine residence with modern finishes and recent upgrades. This lovingly cared-for property is Not an investor flip; it reflects thoughtful renovations, quality materials, and meticulous upkeep throughout. Enjoy a private, fully fenced backyard with newer white vinyl fencing and an included vinyl shed. Major updates include a newer roof and front gutters, newer AC, updated kitchen with stone countertops and newer appliances (new refrigerator included), updated main bathroom, washer and dryer included, window treatments, and ceiling fans. Exterior was recently painted. The home is elevated and does not flood; flood insurance is minimal. No HOA fees and no CDD on the property taxes. Clean, comfortable and ready for you to move in — don’t miss this turnkey gem.

3533 Wilson Drive, Holiday
$314,900
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
**Waterfront Living • Fully Furnished • Proven 5-Star Short-Term Rental** Whether you're searching for your own waterfront retreat or a turnkey investment opportunity, this beautifully maintained **2-bedroom, 2-bath** home offers the best of both worlds. Being offered **fully furnished (with the exception of artwork and some pieces, list attached) this waterfront gem has operated as a **successful 5-star short-term rental** with a proven rental history, making it an exceptional opportunity for investors while also serving as the perfect full-time residence, seasonal getaway, or vacation home. Buyer should verify local short-term rental regulations and future rental requirements. Inside, you'll find a bright, welcoming interior filled with vibrant coastal colors that perfectly complement the Florida lifestyle. The spacious **waterfront sunroom** provides panoramic canal views and is the perfect place to enjoy your morning coffee, curl up with a good book, or unwind while taking in the shimmering sunset reflections across the water. Step outside into your own tropical waterfront oasis where mature landscaping creates a peaceful, private setting ideal for entertaining family and friends or simply relaxing in the beauty of Florida's waterfront lifestyle. **Looking to maximize the waterfront lifestyle?** Nearby homeowners have enhanced their properties with private fishing docks, offering future owners the opportunity to explore adding their own private dock for fishing, kayaking, paddleboarding, or boating enjoyment (subject to buyer verification, permitting, and local regulations). Major improvements provide added value and peace of mind, including: New Roof(2019), Electrical Updated (2015), New Windows (2022), New A/C System (2023) Move right in or begin generating rental income from day one with this beautifully furnished waterfront property. Whether your dream is peaceful waterfront living or owning a proven income-producing investment, this exceptional home delivers comfort, charm, and endless possibilities. **Come experience the tranquility, beauty, and lifestyle that make waterfront living so special.

4114 Sunray Drive, Holiday
$248,900
2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code
This charming 2-bedroom, 1.5 bath home offers comfort, style and practical updates throughout. The spacious floor plan features durable ceramic tile flooring in every room, complemented by beautiful wood cabinetry in the kitchen. A one-car garage provides convenient parking and additional storage. Enjoy Florida living year-round in the screened porch overlooking the fully fenced backyard-perfect for pets, entertaining or relaxing outdoors. Major updates include a newer roof, HVAC system and water heater giving you additional peace of mind. Whether you are a first time homebuyer, downsizing, or looking for an investment property, this well maintained home is move in ready and waiting for you.

3908 Baden Drive, Holiday
$525,000
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
$264,900
2 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv. ⋅ 34690 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Holiday Gardens subdivision of Holiday, Florida. Thoughtfully renovated with quality finishes throughout, this move-in-ready home offers peace of mind with a new water heater (2020), brand-new roof (2025), new A/C system (2026), and fresh interior and exterior paint. Best of all, the property is not located in a flood zone, offering added value and potential savings on insurance. The stunning kitchen has been completely remodeled with custom shaker-style cabinetry featuring new plywood construction, dovetailed drawers, soft-close doors and drawers, elegant quartz countertops, and a full suite of stainless steel GE appliances. Throughout the home, you'll find high-quality commercial-grade luxury flooring with a durable 30-mil wear layer, providing both style and long-lasting performance. The spacious floor plan includes two comfortable bedrooms and two full bathrooms, with the second bathroom conveniently located inside the home—not in the garage. A bright Florida room provides additional living space and could easily be converted into a third bedroom, home office, hobby room, or flex space to fit your needs. Step outside to enjoy Florida living from the screened rear porch or relax on the inviting covered front porch. The oversized one-car garage offers plenty of room for parking, storage, or a workshop. The beautifully maintained yard is a gardener's paradise, featuring a mature fig tree, fragrant rosemary, lemongrass, roses, bird of paradise, and an array of colorful flowering plants that create a peaceful outdoor retreat. Conveniently located close to shopping, restaurants, parks, and public bus service, this home offers easy access to everything you need while nestled in an established neighborhood. Whether you're looking for a year-round residence, seasonal getaway, or investment opportunity, this beautifully updated Holiday Gardens home is truly move-in ready. Schedule your private showing today!

2109 Shannon Drive, Holiday
$122,500
2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
Welcome to easy Florida living in this charming 2-bedroom, 1-bath condo in the gated 55+ community of Tahitian Gardens. This private end-corner unit features a bright living area with wood laminate flooring, an inviting kitchen with ample storage and breakfast bar, comfortable bedrooms, and a laundry area with stackable washer and dryer that can be converted back to a half bath. Enjoy low HOA fees, maintenance-free living, and community amenities including a heated pool, clubhouse, and shuffleboard courts—Tahitian Gardens is a well-maintained gated community offering various activities, such as arts and crafts, a bicycling club, bingo, dominoes, card groups, and more. There is easy access to shopping and public transportation. CVS, Walgreens, Publix and Aldi are very close by with Tampa and Clearwater airports less than an hour away by car. The property is also minutes from Tarpon Springs, the Sponge Docks, and Howard Park beach. Easy to see, shown by appointment only.

4315 Tahitian Gardens Circle Unit H, Holiday
$265,000
2 Beds ⋅ 1 Baths ⋅ Crest Ridge Gardens SubDv. ⋅ 34690 Zip Code
Property situated on Oversized corner lot, the roof is 2016, NO sinkhole, No HOA, NO CDD, this two bedroom, one bathroom home, has been freshly painted with vinyl floors perfect for its new owner. Step into the front door and enter the family room and continue straight ahead into the update kitchen contains, fresh back-splash , . To the right notice the extra space , florida room which can be used as a den or perfect for office space. To the left of the family room , 2 bedroom and a bathroom . Conveniently located off of Hwy 19 ,lots of shopping, grocery stores, hospitals, doctor offices, restaurants, and 2 major airport . 30 minutes from famous clearwater beach , honeymoon island and Tarpon Springs Sponge Docks , make this location perfect for you new home .

4731 Phoenix Avenue, Holiday
$239,999
3 Beds ⋅ 3 Baths ⋅ Anclote Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Short Sale. Forget the endless weekend honey-do lists and the hidden costs of an older home. Built in 2023, this 3-bedroom townhome gives you that clean, brand-new feel without the builder’s waitlist. The main floor is wide open, flowing from the living room right into a kitchen that actually has room to move. The owners upgraded the kitchen past the builder-grade standard by adding a custom tile backsplash that pairs with the neutral white quartz counters and breakfast bar. Just past the living area, you can step out onto your enclosed patio space—perfect for morning coffee or unwinding in the evening with the rare perk of having zero backyard neighbors directly behind you. Upstairs keeps life practical: the primary suite features its own private bath, while the other two bedrooms work perfectly for guests, roommates, or a dedicated home office. Plus, the laundry closet is upstairs right where the clothes actually are. Your monthly overhead is incredibly lean here. There is NO CDD fee, and the low HOA covers your exterior maintenance, high-speed internet, and cable TV package right out of the gate. Metal storm shutters and a 1-car garage are already checked off the list for you. Location-wise, you are right in the sweet spot for everyday convenience and weekend fun. For daily needs, you’re just minutes from major grocery chains, retail shopping, medical facilities, and US-19 for an easy commute. When you want to head out, you're a stone's throw from the Pinellas County line, putting the historic Tarpon Springs Sponge Docks, Anclote River Park boat launches, coastal trails, and local waterfront dining practically in your backyard. Clean, modern, private, and zero yard work to eat up your weekends.

3048 Victoria Inlet Drive, Holiday
$219,900
2 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Virtually Staged. Welcome to Holiday Lake Estates subdivision! Come and see your move in ready 2 bedroom, 1 bath home w-1 car garage . This home has modern updates. The interior has been painted a neutral color throughout with luxury vinyl flooring throughout. The bathroom is modern with a tiled shower and wood cabinet vanity. The kitchen offers granite counter tops, shaker style cabinets with soft close doors, glass tiled back splash and stainless-steel appliances. The living spaces include a living room, dining area adjacent to the kitchen, and a large Florida Room that could be used as Flex space as a den or office. The roof and AC were both replaced in 2021 along with an updated electrical panel. Other updates include 5 ¼ inch baseboards, newer light switches and receptacles, updated lighting and ceiling fans. Enjoy the spacious pet friendly fenced backyard perfect for entertaining family and friends. This home is located close to shopping, restaurants, and beaches and is NOT in a flood zone. All Offers Considered

1435 Whitehall Lane, Holiday
$325,000
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 60.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

2529 San Luis Road, Holiday
$447,400
3 Beds ⋅ 3 Baths ⋅ Park Place SubDv. ⋅ 34690 Zip Code
Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

5311 Boardwalk Street, Holiday
Start Your Search