Holiday Homes For Sale & Real Estate - 326 homes

Remarks: Welcome to this Stunning Townhouse, Built in 2023, Offering 1,634 square feet of Heated Living Space. This Beautiful Home Features Three Bedrooms and Two and a Half Baths, along with a One-Car Garage. Downstairs, you'll find an Open-Concept layout with a Bright Living Room, Dining area,and Kitchen, all adorned with elegant Ceramic Tile and High Ceilings. The Kitchen Boasts Stainless Steel Appliances, Granite Countertops, a Ton of Cabinets for Storage and Plenty of Counter Space for Preparation of Meals. At the Back of the Home a Sliding Glass Door provides access to a Large Covered Porch and a Fenced Backyard ( A unique feature not always allowed in Townhouse Communities)—Perfect for Privacy and Relaxation. A Convenient Half Bath and Garage access round out the First Floor. Upstairs, the Home Continues to Impress with Three Spacious Bedrooms and a Abundance of Natural Light. Two Bedrooms sit on one side and share a Full Bath, along with a versatile Loft Area ideal for a Reading Nook, Home Office, or Play Area. The Owner’s Retreat is on the Opposite Side, Offering a Spacious Layout, a Large Walk-In Closet, and a Ensuite with Dual sinks and a Walk-in Shower. Plus, this Community is out of the Flood Zone, with easy access to U.S. Highway 19 to travel North/South and Highways 54/56 to head East making commutes to Tampa a breeze. Conveniently close to shopping and all amenities, This home also boasts a LOW HOA fee of $249 a month, with no CDD fees. The HOA covers grounds maintenance, the park, and the exterior of the townhouse. This home truly has it all!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Christina Vallianos (813-785-4741)

Remarks: Stunning Move-In Ready 5BR/3BA Home with Private In-Law Suite and Solar Panel System! This incredible home boasts a separate entrance private in-law suite (1BR/1BA with living room and kitchen!), making it perfect for rental income, guests, or multi-generational living. With fully paid-off solar panels, you can enjoy energy savings from day one. Plus, hurricane-rated doors and garage door provide peace of mind during storm season. Located just minutes from shopping, restaurants, and local attractions like Anclote River Park and Key Vista Nature Park, this home offers endless outdoor activities for you to enjoy. The recently completed Coastal Anclote Trail provides a safe and scenic route for walking, cycling, and skating, connecting you to the beautiful Pinellas Trail. Don't miss out on this exceptional opportunity to own a home with NO HOA fees, NO CDD fees, and a newer aluminum roof. Schedule a showing today and make this dream home yours!

Listing is courtesy of: VANDERLEELIE & ASSOC.RE ESTATE (813-245-2068)

Listing Agent: Jocelyn Carbonelli (724-923-0956)

Remarks: Priced to sell fast. 2-bed, 2-bath home in Holiday with all major systems updated. New AC system and full ductwork replacement in July 2025. Roof and water heater replaced in 2018. Epoxy flooring installed June 2025. Home needs light cosmetic improvements. One-car garage. Two exterior sheds for storage. No HOA. Close to Tarpon Springs, Gulf beaches, shopping, and major roads.

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Andrew Pabst (407-225-3035)

Remarks: Welcome Home to this 3 bedroom/2 bath block home. Hard surface flooring and freshly painted throughout. NEW Septic System in 2026, Roof 2022, HVAC 2018, Water Heater 2018. Enjoy the Florida Room and spacious backyard. So close to the sun and fun on the Gulf, many restaurants, and shopping close by.

Listing is courtesy of: POWERS REAL ESTATE SOLUTIONS LLC (904-703-0905)

Listing Agent: Lynne Powers (904-703-0905)

Remarks: Move-in ready and packed with value! This charming 2-bedroom, 2-bath block home with a 1-car garage is an excellent choice for first-time buyers, snowbirds, or anyone seeking an affordable Florida retreat. Enjoy peace of mind knowing the major updates have already been completed, including a newer roof, air conditioning system, and tankless water heater. The functional floor plan offers comfortable living spaces with plenty of opportunity to personalize and make it your own. Conveniently located near shopping, dining, beaches, and just minutes from the famous Tarpon Springs Sponge Docks, this home combines location, affordability, and big-ticket improvements. Whether you're looking for a primary residence, second home, or investment opportunity, this property is a must-see!

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Gina Bothwell (727-645-1161)

Remarks: Welcome to 3150 Victoria Inlet — a beautifully maintained end-unit townhome offering the perfect blend of modern comfort, effortless living, and an unbeatable Florida lifestyle. Built just four years ago, this move-in-ready residence features 3 bedrooms, 2.5 bathrooms, and a 1-car garage, all nestled within a desirable community designed for convenience and low-maintenance living. Step inside to a bright and welcoming living room filled with natural light. The thoughtfully designed first floor offers a functional layout, beginning with a convenient guest half bath and access to the second floor. The heart of the home is the beautifully appointed kitchen and dining area, showcasing abundant cabinetry, a spacious center island with additional storage, and a breakfast bar perfect for casual meals, entertaining, or gathering with loved ones. Sliding glass doors extend the living area outdoors to a private covered patio — the ideal place to enjoy your morning coffee, relax after a long day, or take in the peaceful surroundings. A convenient laundry room is located just off the kitchen for added functionality. Tucked away on the first floor, the primary suite offers a private retreat complete with an en suite bathroom featuring a step-in shower, dual-sink vanity, and an oversized walk-in closet. Upstairs, two additional bedrooms provide plenty of flexibility for guests, a home office, or personal hobbies, along with a full guest bathroom featuring a tub/shower combination. Enjoy added peace of mind with an HOA that includes lawn maintenance, cable TV, and reserve funding for the roof and community upkeep. The location is truly exceptional — just minutes from historic Tarpon Springs, where you’ll find charming shops, waterfront dining, entertainment, and endless outdoor adventures. Nearby Anclote River Park offers boat launches, scenic trails, and opportunities to enjoy the natural beauty of Florida’s Gulf Coast. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, 3150 Victoria Inlet delivers the ideal combination of style, comfort, convenience, and Florida charm. Schedule your private showing today and discover the lifestyle waiting for you!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: Step into a piece of Florida charm at 1617 Derrick Street, Holiday, FL. This lovingly maintained 3-bedroom, 2-bath home with a 1-car carport sits on an expansive corner lot and offers a rare opportunity to own a home that has been beautifully preserved while showcasing the character and craftsmanship of its original 1967 construction. From the moment you enter, you'll appreciate the stunning terrazzo floors that flow throughout much of the home, providing timeless style and durability. The original kitchen and bathrooms have been exceptionally cared for and remain in excellent condition, offering the kind of authentic mid-century character that is becoming increasingly difficult to find. For buyers who appreciate nostalgic details and vintage charm, this home is a true gem. Outside, classic metal awnings provide both character and practical storm protection, while the generous corner lot offers plenty of space for gardening, entertaining, or simply enjoying the Florida sunshine. Located in the heart of Holiday, this home combines a peaceful residential setting with convenient access to shopping, dining, parks, and the beautiful Gulf Coast. Enjoy nearby beaches, waterfront parks, boating, fishing, and some of Florida's most spectacular sunsets, all just a short drive away. If you've been searching for a home with authentic character, exceptional upkeep, and a location that embraces the laid-back Florida lifestyle, 1617 Derrick Street is ready to welcome you home.

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Michael Nolan (813-766-8520)

Remarks: Very nice two bedroom two bath home with a one garage available immediately. When entering the property you find yourself in one of two large family living spaces. Property sits on a large corner lot with a fenced backyard. The kitchen has new appliances and is ready to cook your dream meal. Lots of storage with a pantry closet built in to the kitchen. The garage is equipped with washer and dryer hook ups. Freshly painted interior with oversized one car garage. The backyard is completely fenced in and ready for a BBQ. Their is a nice back porch area to enjoy the Florida weather. Close to area beaches and airports this house is ideal for a first time home buyer or an investor looking to add to their portfolio.

Listing is courtesy of: GULF PROPERTY MANAGEMENT LLC (727-639-1949)

Listing Agent: Joel Rodgers (727-639-1949)

Remarks: PROPERTY HIGHLIGHTS • Situated at approximately 14 feet elevation — home and street have NEVER FLOODED, including during the major hurricanes of 2024 • LARGE CORNER LOT WITH NO HOA • Fully fenced backyard featuring double gate access, allowing convenient boat or trailer storage/access • Ideally positioned near waterfront parks, Gulf Coast recreation, local restaurants, and outdoor activities • Approximately 10 minutes to both Downtown Tarpon Springs and Downtown New Port Richey • Less than 10 minutes from Key Vista Nature Park, offering scenic Gulf views, walking and biking trails, hiking paths, and kayak launch access • Approximately 20 minutes from Downtown Dunedin • Convenient access to shopping, dining, entertainment, nightlife, and locally owned coffee shops INTERIOR & EXTERIOR UPDATES • New front entry door • Fresh interior and exterior paint • Updated modern fixtures throughout the home • Brand new kitchen appliances installed December 2025 • New washing machine installed in 2026 • Solid surface countertops installed November 2021 • Bathroom remodeled in 2021 MAJOR SYSTEM IMPROVEMENTS • Complete HVAC system replacement completed October 2021, including condenser, air handler, ductwork, vents, and associated components • Water heater replaced in 2025 • Roof equipped with hurricane clips, providing additional structural reinforcement between the roof system and exterior masonry walls • Full set of hurricane shutters included for all windows ADDITIONAL FEATURES • Monitored ADT security system • Keyless front door entry EXCLUSIONS • Dining room chandelier and kitchen island does not convey and will be removed prior to closing unless otherwise negotiated.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Claudia Balch (813-362-5122)

Remarks: Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining. The home includes a fireplace, ceiling fans, and central electric heat/air. Connected to public water with a private septic system, this gem is truly move-in ready!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Virtually Staged. Zero-down programs may be available; for qualified buyers. Welcome to your remodeled coastal retreat in Holiday, Florida, just moments from the Gulf of America's stunning beaches. This home is not in a flood zone. This immaculate property boasts a spacious open concept, perfect for modern living and entertaining. Step into an astonishing family room complete with a cozy fireplace, ideal for moments of relaxation and gathering with loved ones. The kitchen is a chef's dream, featuring a beautiful island with quartz countertops and stainless-steel appliances. Don't miss out on this opportunity to own a piece of paradise. Whether you are looking for a vacation gateway or a permanent residence. This home offers unparalleled peace and tranquility in a prime coastal location. Embrace the ultimate in Florida living. Buy your home today and start enjoying this coastal gem today. Down payment assistance might be available for qualified buyers. This property is not in a flood zone.

Listing is courtesy of: SUNSET LAKES REALTY, LLC. (786-234-7349)

Listing Agent: Lazaro Borrego (786-234-7349)

Remarks: Virtually Staged. Your search for your perfect piece of paradise is over! This SPACIOUS 2 bedroom, 2 bathroom villa offers a prime LOCATION and many UNIQUE FEATURES that are hard to find. Just minutes from some of Florida’s top beaches and dining, this ONE LEVEL condo features quick and easy access from your own covered parking spot. END UNIT has an abundance of windows letting in that gorgeous Florida sunshine. Enjoy WATERFRONT views from your enclosed patio, which is the perfect spot to savor your morning coffee while watching sandhill cranes begin their day. Step inside your new home to find a freshly painted, inviting interior featuring VAULTED CEILINGS and a spacious open living room and dining room, giving you plenty of space to relax or entertain. Just off the dining room is a breakfast nook and well-appointed kitchen designed for both functionality and style. Featuring ample cabinetry, abundant counter space, and a breakfast bar that opens to the dining room. Just off the kitchen, you’ll find your own WASHER AND DRYER which is another rare find in most villas. When it’s time to retire, the SPLIT FLOOOR PLAN provides privacy for everyone. The primary suite offers a peaceful retreat overlooking the backyard pond and features a large en-suite bathroom. Before entering the bathroom, you’ll find a separate vanity area adjacent to a spacious walk-in closet. The bathroom features a walk-in shower, double vanity and linen closet. The guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a full bath with tub/shower combo. You will find tons of STORAGE inside and outside the villa giving you even more square footage for your stuff. This vibrant 55+ community has a beautifully maintained pool, clubhouse, shuffleboard, and landscaping for your year-round enjoyment. Also included in the low HOA fee is cable, Wi-Fi, water, trash/sewer, exterior maintenance, including lawn and pest control, allowing you to spend more time enjoying the Florida lifestyle. Additional features include, A/C (2024), Roof (2017), Water Heater (2017), Hurricane Shutters. This condo was high and dry in the last hurricane and is not located in a flood zone. Schedule your private showing today and start living the Florida dream! * Some photos have been digitally enhanced/staged to help you bring your true Florida living vision to life.

Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)

Listing Agent: Lisa Dundas (727-515-3900)

Remarks: Under contract-accepting backup offers. Virtually Staged. Introducing 4808 Bonton Drive, a move-in-ready 2-bedroom, 1-bathroom home offering affordability, flexibility, and peace of mind. All with no HOA fees and no flood insurance required. As you pull into the driveway, you’ll immediately appreciate the inviting curb appeal, spacious front yard, and welcoming covered entry. Inside, the home features a bright and functional layout with tile flooring throughout, generous living spaces, and an enclosed Florida room that provides valuable additional square footage. Whether you need a home office, family room, fitness area, or playroom, this versatile space adapts to your lifestyle. The kitchen offers ample cabinet and countertop space, a large farmhouse-style sink, and views of the backyard, while both bedrooms are comfortably sized with built-in closets and abundant natural light. The updated bathroom features modern finishes and a clean, contemporary feel. Step outside to enjoy the covered and screened patio overlooking a fully fenced backyard that's perfect for pets, entertaining, gardening, or simply enjoying Florida’s beautiful weather. With plenty of room to add a fire pit, outdoor dining area, or play space, the backyard offers endless possibilities. The attached one-car garage provides additional storage and includes a laundry area with utility sink. Conveniently located near shopping, dining, medical facilities, parks, schools, and Gulf beaches, this home offers easy access to everything the area has to offer. Whether you’re a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, 4808 Bonton Drive delivers exceptional value, a functional floor plan, and a backyard you’ll love to enjoy year-round.

Listing is courtesy of: ABBAS REALTY GROUP LLC (727-479-8560)

Listing Agent: Despoina Marangidou (475-312-7344)

Remarks: Virtually Staged. Beautifully updated 2 bedroom, 2 bathroom home offering a clean, modern feel with thoughtful upgrades throughout. Wood grain gray ceramic tile flooring runs throughout, creating a cohesive and low maintenance living space. The open kitchen features beautiful cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the main living area, ideal for everyday living and entertaining, while natural light fills the space and enhances the home’s bright and inviting atmosphere. The primary bathroom has been fully renovated with modern finishes, including an updated vanity and contemporary fixtures. A second bathroom is located within the garage space, providing added convenience and flexibility. An oversized one car garage includes a wall mounted mini split system, and an additional mini split unit is installed in the primary bedroom, offering enhanced comfort and efficiency. Enjoy a covered front porch with a unique curved architectural design, adding character and curb appeal. Move in ready with a fresh, modern aesthetic throughout, conveniently located close to the coast, and includes a transferable American Home Shield home warranty for added peace of mind. American flag and flagpole shown in photos are no longer on the property.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Shelby Baker (727-916-2299)

Remarks: Welcome to this spacious 2-bedroom, 2-bath home with a 2-car garage offering over 1,700 square feet of living space, surrounded by lush tropical landscaping. An inviting arched doorway welcomes you into the open floor plan featuring a vaulted ceiling in the entryway and a warm living room with a fireplace. The separate dining area includes sliding glass doors leading out to the screened lanai and pool area, creating a great indoor-outdoor flow. The galley-style kitchen features a breakfast nook with an abundance of windows overlooking the backyard, along with French doors opening to the covered lanai. The spacious primary suite offers an ensuite bath with dual sinks, a walk-in closet, and plenty of storage space. The secondary bedroom is generously sized and conveniently located near the guest bathroom, providing comfort and privacy for family or visitors. An additional office/flex room provides versatility for working from home, hobbies, or guest space. Enjoy Florida living with the screened-in pool, covered lanai, and fenced backyard. Conveniently located near shopping, restaurants, hospitals, and beaches, with low monthly HOA fees. This home offers great potential and is ready for your personal updates and finishing touches to truly make it shine again. AC is currently not working. Schedule your private showing today.

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Jennifer Tobey, Pa (727-871-1064)

Remarks: Under contract-accepting backup offers. Welcome to your serene lakeside retreat—a charming two bedroom, two bathroom home nestled right on the waterfront in the heart of Holiday, Florida. NO HOA, NO CDD, NEWER ROOF (2020)! This property boasts historic Florida charm, blending timeless architectural features with modern comforts for a truly unique living experience. Wake up to stunning lake views, relax on your private deck, and enjoy peaceful evenings surrounded by lush mature landscaping. Inside, you'll find thoughtfully preserved details such as classic fixtures and spacious sun-lit living areas that evoke the nostalgia of old Florida. The inviting floor plan ensures easy entertaining, while both bedrooms present tranquil vistas and ample space for unwinding. The UPDATED BATHROOMS provide a touch contemporary convenience. Step outside and embrace the laid-back Florida lifestyle—fish or kayak right from your backyard, host gatherings under the shade of swaying palms, or simply soak up the beauty of the lake. Located just moments from top-rated schools, dining, shopping, and recreation, this home offers both quiet living and exceptional accessibility. With quick access to employment corridors, expressways, and nearby destinations, you can enjoy all the best that Holiday and the surrounding area have to enjoy. Whether you're seeking a weekend getaway or a forever home, this lakefront gem invites you to experience the comfort, character, and convenience you've been waiting for. Discover classic Florida living in a picturesque setting—your dream home awaits!

Listing is courtesy of: PROPERTY HOLDINGS REALTY GROUP (941-704-8059)

Listing Agent: Lindsay Hernandez (813-453-6209)

Remarks: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Welcome to 3410 Darlington Rd,  the perfect move-in-ready opportunity for anyone looking for a beautifully updated home without the renovation headaches. This 3-bedroom home features a bright, modern interior with brand new luxury vinyl plank flooring throughout, fresh paint, new light fixtures and other stylish updates completed in 2026. The fully renovated kitchen shines with white shaker cabinetry, stone countertops, attractive tile backsplash, and all new stainless steel appliances, creating a clean and timeless space perfect for everyday living and entertaining. The bathrooms have also been tastefully updated with fresh modern finishes. Major improvements include a new roof in 2024 and HVAC in 2022 for added peace of mind. Enjoy a circular driveway and attached 1-car garage for plenty of parking. This turnkey home combines major updates and affordability all in one package.

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Angela Balthazar (727-421-0272)

Remarks: Cash or hard money preferred. Financing may be available with a substantial down payment. Serious inquiries only. Why rent when you can own, Newly updated 3/2 home on an oversized lot with no HOA and no land lease—you own the land with no restrictions! NO FLOOD ZONE! This unique income-producing property features a separate mother-in-law suite with its own entrance, making it ideal for long-term or short-term rental opportunities. Recent updates include a new kitchen, remodeled bathrooms, new doors and windows, updated flooring, fresh interior paint with knockdown texture, upgraded electrical system, newer appliances, water heater, private vinyl fencing, inspected drain field, and mini-split A/C system. The spacious lot offers ample parking and room for family gatherings. The property also includes a fully functional fifth-wheel RV with electric, water, and sewer connections already in place. The RV is set up as a comfortable living space comparable to a one-bedroom apartment, making it perfect for snowbirds, guests, or additional rental income. Live in one unit and rent the other two, or maximize income by renting all three living spaces. Potential rental income of approximately $3,000 monthly. Schedule your showing today and discover the income potential and flexibility this unique property has to offer!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Fanika Janko (727-437-6752)