Holiday Homes for Sale in Holiday - 57 homes

Remarks: Built in 2024, this beautifully designed 3 bedroom, 2 bathroom home in Holiday Lake Estates features an open floor plan with modern finishes and a relaxing back porch perfect for enjoying the Florida lifestyle plus no CDD or HOA fees! Conveniently located near Downtown New Port Richey, shopping, dining, parks, and entertainment, while also close to Key Vista Nature Park for scenic walking trails and outdoor activities. Schedule your showing today!

Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)

Listing Agent: Ali Kochno (813-766-7143)

Remarks: **Free 1% one-year interest rate buy down through use of seller's preferred lender** Welcome to this beautiful, well maintained, must-see home in Holiday Lake Estates! This open-concept layout features a split-bedroom floor plan, a formal living area, and a versatile bonus room perfect for a home office, playroom, or additional lounge space. Durable wood-grain ceramic plank tile flooring runs throughout the main living areas, providing a modern look that’s both stylish and easy to maintain. The beautifully updated kitchen (2020) features modern cabinetry, granite countertops, barstool seating — perfect for cooking and entertaining. Both the primary and guest bathrooms have been tastefully updated, while the spacious primary suite includes luxury vinyl plank flooring, walk in closet. Buyers will appreciate the peace of mind that comes with major updates already completed, including a Roof replaced (2017), AC system (2018), and hot water heater (2018), along with energy-efficient upgraded double pane windows throughout. Step outside to a fully fenced backyard with a large storage shed with electricity, ideal for a workshop, hobby space, or additional storage — a feature that’s hard to find at this price point. See the backyard Garden beds producing broccoli, lettuce, onion, zucchini, squash, green beans, peas, parsley, sage, peppermint, and basil convey with sale. NEW SOD WILL BE INSTALLED IN BACKYARD BEFORE CLOSING! With all the big-ticket items already taken care of, this home is truly turnkey and ready for its next owner to move right in. Homes in this area with these updates and features don’t last long — schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)

Listing Agent: Skyler Warden (813-777-5047)

Remarks: NO HOA...Welcome to 1853 Dartmouth Drive — a rare conservation-lot retreat in the heart of Holiday! This beautifully maintained 3-bedroom, 2-bath, 1-car garage + extra wide driveway, screened lanai, and fully fenced home offers 1,462 square feet of comfortable Florida living, perfectly positioned on a private conservation lot where you'll enjoy peaceful natural views and abundant wildlife right from your backyard. Step outside to your own private oasis featuring a sparkling pool enclosed by a screened lanai — ideal for year-round entertaining, weekend cookouts, or simply unwinding in the Florida sunshine without the bugs. The conservation backdrop means no rear neighbors and ultimate privacy, a true rarity at this price point. Inside, you'll find a bright, functional floor plan with a Living room, dining area, along with a family/flex room with three generously sized bedrooms and two full baths - perfect for families, snowbirds, or anyone looking to right-size into easy Florida living. Major-ticket items are already taken care of: roof and HVAC both 2016, plus a brand-new 2026 water heater - pool pump 2016 - garage door 2016 - move in with confidence and skip the costly upgrades. Best of all - NO HOA and NO CDD fees! Location, location, location! Just a short drive to Fred Howard Park, where you can enjoy white-sand beaches, the scenic causeway, kayaking, picnicking, and breathtaking Gulf sunsets. You're also minutes from historic Tarpon Springs Sponge Docks, fantastic Greek dining, shopping, golf, and all the charm the Nature Coast has to offer. Homes like this — with a pool, conservation lot, no HOA, and proximity to the Gulf — don't come along often. Schedule your private showing today before it's gone!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Vickie Mitchell (813-625-7525)

Remarks: 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

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Jhenny Cepeda (630-841-0386)

Remarks: Under contract-accepting backup offers. This is the deal you are looking for! This 2/2 second floor condo does have amazing views of the pond. Also includes a carport and storage closet. Located in an amazing well kept 55+ community with a community pool. Located in an X flood zone, high and dry. Enjoy the many community amenities, including the pool, shuffleboard, & clubhouse. Cash only, and the buyer is willing to accept the property with all the contents - truly buying as-is, where-is - no exceptions.

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Roger Fruits (727-534-1432)

Remarks: Quintessential Florida Living in Holiday! Welcome to this charming 2-bedroom, 1-bath, 1-car garage Florida home offering 1,200 sq ft of bright and inviting living space in the heart of Holiday, FL. From the moment you step inside, you’ll appreciate the beautiful white terrazzo floors and the abundance of natural light streaming through the many windows. The original kitchen and bathroom have been impeccably maintained, showcasing timeless character and pride of ownership. The eat-in kitchen opens to the living room and features a convenient breakfast bar, making it perfect for casual meals and entertaining. A formal dining area open to the family room provides flexible space for gatherings and everyday living. Step outside to enjoy a private, fully fenced backyard with a covered patio—ideal for relaxing, hosting barbecues, or soaking up the Florida lifestyle. Major updates include a newer roof and A/C, offering peace of mind for years to come. Best of all, this home is located in a non-flood zone, with no HOA or CDD fees. Easy access to beaches, shopping, and dining, this property is perfectly situated for both convenience and coastal enjoyment. Whether you’re a first-time buyer, downsizing, or looking for a beach-close retreat, this home is a must-see!

Listing is courtesy of: JLS INVESTMENT REALTY (813-506-8212)

Listing Agent: Jennifer Stepanek (813-713-5180)

Remarks: Welcome to this beautifully maintained concrete block stucco home offering 3 bedrooms, 2 bathrooms, and an inviting open floor plan designed for comfortable everyday living and entertaining! From the moment you step inside, you’ll appreciate the spacious layout and durable 18” ceramic tile flooring flowing throughout the entire home for easy maintenance and a clean modern feel. The kitchen features real wood white shaker cabinets, white appliances, a double stainless steel sink, and a custom tiled backsplash that adds the perfect touch of style and character. Ceiling fans throughout the home help keep things comfortable year-round. One of the standout features of this property is the incredible energy-saving package that comes fully included in the purchase price! The home is equipped with a fully paid 5-year-old solar system along with two Tesla Powerwall backup battery packs, providing efficiency, energy savings, and peace of mind for the new owner. The electrical panel was also updated just 5 years ago to support the system. Step outside and enjoy the large screened rear patio complete with its own dedicated A/C unit, creating the perfect space to relax or entertain regardless of the season. The fenced backyard offers privacy and functionality while the two separate tool sheds provide plenty of additional storage space for tools, hobbies, or outdoor equipment. Additional updates include a 4-year-old HVAC system, 8-year-old roof, and 8-year-old hot water heater. The property also features a 1-car garage and an additional covered 1-car carport for extra parking convenience. Conveniently located close to fantastic restaurants, shopping, and everyday amenities, this move-in ready home combines comfort, efficiency, and value all in one incredible package. Schedule your private showing today before this one is gone!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Dean Shafer (727-410-4040)

Remarks: Come join this 55+ community and all the amenities it has to offer including clubhouse, pool area and shuffleboard courts. This ground level unit comes with parking out front of unit and an outside storage. Kitchen has been updated and comes with washer and dryer. The large step down sun room has plenty of light for reading or shut the blinds for privacy. This unit offers split bedrooms and 2 full baths. Community is close to shopping, restaurants and the many beaches along the coast.

Listing is courtesy of: BEST BEACH RENTALS & SALES PA (727-744-7447)

Listing Agent: Garth Marsh (727-744-7447)

Remarks: Welcome to the low maintenance Florida style living! This inviting first floor, 2-bedroom, 2-bath villa in Holiday, FL, offering comfort, convenience, and a gorgeous pond view right from your backyard. This home features an open floor plan that fills the living area with natural light and creates a spacious, welcoming feel—perfect for relaxing or entertaining. Enjoy tranquil mornings on your private patio overlooking the water, and appreciate the ease of covered parking right at your doorstep. Both bedrooms are generously sized, and the split layout offers privacy for guests or family members. Located close to shopping, dining, beautiful Gulf beaches, and scenic county parks, this villa puts you near everything you need while still offering a peaceful, low-maintenance lifestyle. Was just recently painted outside front and back! Whether you're looking for a seasonal escape or a full-time Florida home, this charming villa is a must-see. X flood zone NO FLOOD insurance.

Listing is courtesy of: REALNET BROKERAGE (727-753-8555)

Listing Agent: Marcus Howard (727-421-0055)

Remarks: Charming 2-bedroom, 1-bath home with additional living space! This lovely property features a spacious living room, a cozy lanai, and modern upgrades including a water heater, electrical panel, and windows all replaced in 2025. The kitchen and main bathroom have been recently remodeled, offering a fresh and updated feel. The property also includes a separate studio-style annex with its own bathroom, providing great flexibility for guests, extended family, or rental income potential. The backyard is fully fenced for privacy and security, and includes a convenient storage shed. Don’t miss this unique opportunity, schedule your showing today!PRICE IMPROVED ON 05/23/26 Incredible value for this move-in ready property in .

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maibel Hernandez (727-267-9244)

Remarks: Available to homeowners as well as investors! New to the market is an adorable and well maintained 2 bedroom, 1 bath home with an attached garage in Holiday Lakes West. Seller will have a new roof installed with an acceptable offer. And A/C system is from 2021. Sunroom has been drywalled in and adds additional living square footage. Recent upgrades include a new SS refrigerator, new laminate flooring, new carpet, and fresh interior and exterior paint with interior doors replaced as well. Spacious back yard to host family and friend gatherings, enjoy your hobbies, gardening, or let your furbabies enjoy the outdoors. This home would make an ideal cozy and comfortable year round residence for the next chapter of your life, but it could also serve as a wonderful seasonal getaway. And investors, yes, you can utilize this as an immediate investment property with no HOA restrictions. Nor are there any CDD fees! Property is in "X500" flood zone and seller has never experienced any flooding issues. Utility companies are Duke for electric and PCU for water. There is no shortage of shopping, dining, cultural events, outdoor activities, golf venues, amusement parks, sports arenas, beaches and scenic parks, boating options, the Pinellas Trail and more! Proximity to two international airports, Tampa, Clearwater and St. Pete, as well as Lake Tarpon and the famous Tarpon Springs Sponge Docks. Allow yourself to fall in love with the coastal, laidback lifestyle of Florida living. Call to schedule your private showing today! All information contained herein is deemed accurate, including leasing restrictions and approximate room measurements, but should be verified by buyer and buyer's agent. NO SIGHT UNSEEN OFFERS WILL BE CONSIDERED.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Virginia Werneken Pa (727-207-5738)

Remarks: Welcome to your own private oasis overlooking a beautiful lake. This completely remodeled five-bedroom, three-bathroom, one-car garage home offers exceptional space, versatility, and modern updates throughout. The property features a huge, detached workshop with electric, along with an attached storage building-perfect for hobbies, projects, or extra storage. Enjoy outdoor living at its best with a large open patio, ideal for relaxing or entertaining while taking in the serene water views. Inside, the spacious kitchen is a true centerpiece, showcasing new cabinetry, solid stone countertops, and stainless-steel appliances, all overlooking a comfortable living room with a cozy wood-burning fireplace. The first floor includes three bedrooms, two bathrooms, a dining room, and a separate family room, providing plenty of room for everyday living and gatherings. Upstairs, you'll find two additional bedrooms and a full bathroom-ideal for guests, extended family, office, or a private retreat. Major updates provide peace of mind, including a new roof in 2025, updated AC system and mini splits in 2026, interior/exterior paint 2026, flooring 2026, along with updated windows and electrical. The home remained high and dry during past storms, including Helene and Milton. Move-in ready a truly a must see-dont miss your opportunity to own this unique waterfront property.

Listing is courtesy of: RICHEY REALTY (727-849-1000)

Listing Agent: Allan Safranek, Iii (727-849-1000)

Remarks: Welcome to 3104 Salisbury Drive, a beautifully renovated home in the heart of Holiday offering comfort, style, and an easy Florida lifestyle. This move-in ready 2-bedroom, 1-bath home has been thoughtfully updated and features a bright, open feel from the moment you walk inside. Recent renovations include new vinyl plank flooring throughout, a fully updated kitchen with brand-new appliances, and a refreshed bathroom with clean, modern finishes. Natural light fills the living spaces, while the enclosed sunroom adds extra flexibility for a home office, reading room, workout space, or second living area. Just beyond, the screened-in patio creates the perfect spot to enjoy morning coffee or unwind in the evenings without worrying about bugs or rain. Outside, the fully fenced backyard offers privacy and plenty of room for pets, gardening, entertaining, or simply enjoying the outdoors. A storage shed provides additional space for tools, bikes, or seasonal items. Major updates include a 2018 roof and a brand-new hot water heater, helping provide peace of mind for years to come. Conveniently located near parks, shopping, dining, Gulf beaches, and everyday conveniences, this updated Holiday home is a great opportunity for a primary residence, seasonal home, or investment property.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Donald Hathaway, Iii (813-391-6303)

Remarks: Welcome to this well-maintained 2 bedroom, 2 bath condominium in the coastal community of Holiday, offering comfort, convenience, and peaceful living along Florida’s Gulf Coast. Flood insurance is not required because located in zone X500. This single-level home features a functional kitchen with appliances and ample counter space, flowing into comfortable living areas designed for easy everyday living. Major updates include a 2020 HVAC system, 2021 hot water heater, and hurricane-impact windows for added peace of mind and efficiency. Two standout features of this unit is its prime setting overlooking a tranquil lake, offering relaxing water views and added privacy. Unlike other units in the community that back to a busy road or have upstairs neighbors, this single-story layout provides a quieter, more desirable living experience with no one above you. Second, there are guest spots easily accessible along with a carport for the owner to park just outside the front door! This Condo is 1,318 SqFT, but if you add in the Florida Room’s SqFT you have 1,542 SqFT of Entertainment Space making the price point of this unit a RARITY! The home is being sold fully furnished, making it truly move-in ready and ideal as a primary residence, seasonal retreat, or investment property. Residents enjoy nearby access to beautiful outdoor destinations such as Anclote River Park and the stunning beaches of Anclote Key Preserve State Park, as well as the charming waterfront dining and cultural experiences in Tarpon Springs. With its combination of updates, furnishings, lake views, and desirable layout, this condo offers an exceptional opportunity to enjoy relaxed Florida living at its best.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: David Ferrara (813-739-9927)

Remarks: One or more photo(s) has been 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: HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this home. Beautiful updated second bath with step-in shower & French doors that open to your MASSIVE fenced backyard. This is a true outdoor oasis with endless possibilities for gatherings, gardening, or simply soaking up the Florida sunshine. Located in a prime location close to all major shopping, dining, airports, and world-famous beaches, this home offers the best of convenience and coastal living. Whether you're looking for your first home, a winter retreat, or an investment, this Holiday gem checks all the boxes. Schedule your private showing today before this one’s gone!

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

Remarks: WATERFRONT LIVING IN A BEAUTIFUL 55+ COMMUNITY! Welcome to easy Florida living in this spacious and well-maintained second-floor condo offering peaceful water views, natural light, and nearly 1,115 sq ft of comfortable living space. This 2-bedroom, 1-bath residence combines comfort, privacy, and convenience in one of Holiday’s desirable 55+ communities. Being on the second floor comes with some wonderful advantages — enjoy elevated lake views, added privacy, more natural light, and peace of mind with no foot traffic directly outside your windows or patio. One of the standout features is the oversized Florida room offering over 150 sq ft of additional living space — large enough to create a cozy sitting area, reading nook, home office, or even an extra entertaining space while enjoying the serene water and fountain views. Inside, you’ll find a spacious layout with a large living and dining area, an eat-in kitchen nook, updated flooring in the kitchen nook and patio area, and a beautifully updated shower enclosure in the bathroom. The condo also includes in-unit laundry with newer Samsung washer and dryer for everyday convenience. A BRAND NEW AC was installed in 2025, and the building roof was replaced in 2019. This unit also comes with its own private storage shed conveniently located downstairs beneath the unit — perfect for beach gear, tools, bicycles, or seasonal items. The community offers fantastic amenities including a heated pool, clubhouse, pickleball court, plenty of guest parking, and covered assigned parking. The HOA fee covers water, sewer, trash, cable, internet, exterior maintenance, and more — leaving you with very little to worry about besides your electric bill. Conveniently located near shopping, restaurants, beaches, golf courses, and the famous Tarpon Springs Sponge Docks. Move-in ready and full of charm — come enjoy the relaxed Florida lifestyle you’ve been waiting for!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Yulia Entina (781-913-3500)

Remarks: Under contract-accepting backup offers. Investor's Special. Price reflects Must Sell Quick. Not in a flood zone. 2 bedroom, 1 bath, 1 car garage. Bonus Room. Screened patio. High end Solar 32 Panel, full battery bank System only 3 years old. Do not know age of Roof or A/C. No HOA Fees. Fenced backyard.

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

Listing Agent: Irene Rue (727-410-1997)

Remarks: WOW! Move in ready and full of potential! This charming home features bright open living spaces and great outdoor area complete with brand new fence! Great open space for a bar-b-q's or put your own swimming pool! This 2 bederoom home has an extra room that could be made into a 3rd bedroom, office or guest space. The A/C is 2021, Roof 2022 and new Hurricane-rated Garage door and opener 2025. New Hurricane rated Windows in the Living room, 2nd bedroom and a new Hurricane rated Sliding Glass Doors in the Primary Bedroom! Whether you are looking to make this your full time or or Winter retreat or investment or a air B & B! Located near Shopping, Sponge Dockes and beaches! Schedule your showing today! This won't last!

Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)

Listing Agent: Tamie Hopp (813-277-4957)

Remarks: Under contract-accepting backup offers. Welcome home to this spacious 2-bedroom, 2-bathroom home in desirable Holiday Lake Estates! With great bones and plenty of potential, this property is ready for your personal touches to truly make it your own. Enjoy peace of mind knowing it’s not located in a flood zone, and take advantage of the convenience of a 2-car garage and a circular driveway for easy access and ample parking. Ideally situated close to beautiful area beaches, shopping, and a variety of dining options, this home offers both comfort and location. Don’t miss this opportunity to create your perfect Florida retreat!

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Anita Mccracken (727-776-4638)