Holiday Homes For Sale & Real Estate - 319 homes

Remarks: Delightful Mobile Home located in a quiet community, 2 bedroom, 1 bath plus storage room (or extra bedroom) Updated Kitchen, bath, fans Washer does not convey. Please note, Financing is CASH or POSSIBLY Conventional.

Listing is courtesy of: SUN COVE REALTY INC (813-264-8000)

Listing Agent: Sharon Wyatt-Norman (813-264-8000)

Remarks: WELCOME HOME to this charming property situated on an OVERSIZED fenced lot with BOAT PARKING and a large side gate — perfect for all your outdoor toys and extra storage needs! This versatile 2-bedroom home also features a BONUS ROOM ideal for a home office, guest room, or potential third bedroom. Inside, you’ll find a refreshed kitchen complete with newer appliances and a spacious pantry for added convenience. The home offers durable LVP flooring throughout with NO carpet, creating a clean, modern feel. The bathroom has been tastefully updated with stylish finishes and a brand-new vanity. Fresh interior and exterior paint give the entire home a bright, move-in-ready appeal. Enjoy Florida living year-round from the screened-in lanai — the perfect space for entertaining, relaxing, or additional storage. A 1-car garage provides even more functionality and storage space. Located in Flood Zone X with NO HOA, this property offers flexibility, convenience, and peace of mind!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Heather Sandlin (859-391-8485)

Remarks: Short Sale. Opportunity awaits with this well-located property full of potential! Conveniently situated near shopping centers, banks, restaurants, gas stations, this home offers an excellent location with easy access to everyday conveniences. The property features a finished back porch area that can be utilized as a spacious third bedroom or private primary suite, complete with its own bathroom, closets, and separate entrance. This flexible layout also creates a great opportunity for rental income, guest accommodations, or a private in-law space. This home does require repairs and utilities are currently not active, making it an ideal option for buyers looking to customize, renovate, or add value. With the right vision, this property can become an excellent primary residence, rental property, or investment asset. Property is being sold as a short sale and is subject to lender approval, which has not yet been obtained. Investors and cash buyers may especially appreciate the upside potential and desirable location this property has.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Freddy Alvarado (407-455-4711)

Remarks: Move-In Ready Gem in Beacon Square – Holiday, FL Welcome to your dream home in the beautiful Beacon Square subdivision! This charming 2-bedroom, 1.5-bathroom residence offers modern upgrades, thoughtful design, and a peaceful lifestyle just minutes from Florida’s stunning Gulf Coast. Interior Highlights: • Porcelain tile flooring throughout for a sleek, durable finish • Quartz kitchen countertops with stylish modern cabinetry • Stainless steel appliances including a slim over-the-range microwave and dishwasher • Unique juice bar area with extra cabinets and counter space, also perfect for homework or casual dining • Floating cabinet in the master bedroom for added elegance • State-of-the-art bathroom accessories with subway tile backsplashes • Spacious living room filled with natural light and a convenient coat closet at the entry • Primary bedroom features his-and-hers closets and an en-suite half bath • Hall bath includes a full-size tub and premium upgrades. • Brand-new roof for long-term peace of mind • Exterior was completely pressure-washed. Interior and exterior freshly painted with modern neutral colors • Garage floor treated with fresh epoxy for a clean, polished look Outdoor Living: • All windows equipped with protective awnings—just drop them down during hurricane season • Sliding doors lead to a cozy Florida room, ideal for morning coffee or evening relaxation • Expansive backyard with room for a pool or your own custom outdoor oasis This home blends comfort, style, and practicality in one perfect package. Whether you're starting out, downsizing, or investing, this property is ready to welcome you home. Call for your private tour.

Listing is courtesy of: MYREALTY 2 LLC (813-546-2941)

Listing Agent: Stephanie Ottar-Gieder (813-546-2941)

Remarks: This Holiday area home has 3 bedrooms and 2 baths all under 1368 sq feet of living space. The bedrooms are good sized and have decent closet space. The living room is nicely sized and the dining room is separate but just off the kitchen. The seller updated both bathrooms, the AC is 2015 and has a maintenance contract on it, the hot water heater is new as of a year or two, the appliances are within two years new as well. This floor plan is fuctionable yet comfortable for any sized family. There is a enclosed patio off the back and the yard is fully fenced. You are close to the beaches and all ammenities such as shopping, Hospitals, Restaurants and more. New Port Richey has been a fast growing area it always has a nice breeze from coastal waters near by. Come and check out this property today!

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

Listing Agent: Joanne O'Brien (813-453-8711)

Remarks: One or more photo(s) has been virtually staged. LAKEFRONT LIVING REDEFINED. Discover your private sanctuary on the shores of Lake Conley. This isn't just a 3-bedroom home; it’s a front-row seat to Florida’s famous sunsets. Freshly reimagined in 2026, this residence blends mid-century charm with contemporary sophistication. The sprawling 0.28-acre lot boasts 90 feet of direct water frontage, perfect for morning coffee on the lawn or evening relaxation by the water. Inside, the open-concept layout flows effortlessly toward the lake views, featuring high-end finishes and a master suite designed for tranquility. Don't just buy a home—buy the lake life you’ve been dreaming of. new bath, feb 2026 new appliances 2026, garbage disposal 2026, water heater 2023

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Angelique Blake (248-808-9399)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your turnkey Florida lifestyle home in a charming coastal setting, located in a small, laid-back community where homes are rarely for sale, just minutes from Tarpon Springs. Here, comfort, convenience, and coastal living come together seamlessly. Situated in an X flood zone (no flood insurance typically required) and offering nearly 2,500 sq ft of living space, this move-in ready home delivers the space, upgrades, and location today’s buyers are searching for. Roof 2023, FULL SOLAR 2024, SALT POOL SYSTEM 2024, ELECTRICAL UPGRADED 2025, WATER HEATER 2025, AC 2020, CLEAR 4PT AND SO MANY MORE REASONS THIS HOME IS READY TO GO! Enjoy a true connected lifestyle with convenient access to local schools (short walk to all), while being just minutes from the historic Tarpon Springs downtown district and the world-famous Sponge Docks along the Anclote River. Spend your weekends exploring local restaurants, boating along the Gulf, relaxing at nearby award-winning beaches, or cruising the area in your golf cart or bicycle! The scenic Coastal Anclote Trail connects you safely to parks north and beyond as well as south to Tarpon Springs! This is Florida living at its best! Laid-back, accessible, and family-focused. Schedule your showing today!

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

Listing Agent: Michelle Dinsmore (727-365-1480)

Remarks: Wait… a house that can help pay your mortgage?! Yes, THIS is it! Welcome to Holiday, FL — the kind of property that makes you say, “Why didn’t I find this sooner?” This isn’t just a home… it’s a smart move. You get a 4-bedroom, 3-bath setup with a twist: -Live in the 3-bedroom, 2-bath main home -Rent out the separate 1-bedroom, 1-bath unit Let someone else help cover your payment (not a bad deal, right?) And yes — it even has TWO separate driveways, so everyone gets their own space. No awkward parking negotiations. Now let’s talk upgrades (because we know that’s what you really care about): -All new appliances — shiny and ready -Fresh paint inside & out — smells like a new beginning -Move-in ready — no “weekend projects” waiting for you Whether you want extra income, space for extended family, or just like the idea of owning a flexible property — this one delivers. Located in Holiday, you’re close to parks, shopping, dining, and just a quick drive to the Gulf beaches. Translation: your weekends are officially upgraded. Perfect for smart buyers, house hackers, or anyone who likes the idea of living for less (or maybe even free) Bottom line: It’s a home AND an opportunity — and it won’t sit around waiting. Come see it before someone else is already collecting rent!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Bao Tran (713-294-1723)

Remarks: Under contract-accepting backup offers. Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gated 55+ Key Vista Villas community, is perfectly situated between two preservation areas teeming with awe-inspiring Florida wildlife. Inside, the home shows like a model with soaring ceilings, crown molding, wide-plank luxury vinyl flooring, and an abundance of natural light throughout. The open layout creates an airy, tranquil feel that seamlessly blends indoor and outdoor living. The kitchen is both functional and stylish, featuring granite countertops, rich wood cabinetry, stainless steel appliances, a large single-basin stainless sink, updated lighting, and a generous island perfect for gathering. The adjacent living and dining areas flow effortlessly toward the expansive sliding glass doors, drawing your eye to the private screened lanai and sparkling heated pool: the true centerpiece of the property. With a gas pool heater added in 2025, the pool can reach temps as high as 105º, transforming it into your very own year-round spa-oasis! The covered outdoor seating area overlooks peaceful water views, creating a serene backdrop for entertaining or quiet mornings. The spacious primary suite offers a true retreat with high ceilings, ample natural light, and direct access to the lanai. The en-suite bath is upgraded and well-appointed, and the walk-in closet includes custom built-ins for organized storage. Secondary bedrooms are bright and welcoming, ideal for guests or a home office. Hurricane-resistant windows and an 8-foot sliding glass door provide added peace of mind, while plantation shutters add timeless character. Additional features include a central vacuum system, whole-house stereo system, and newer appliances, including a washer and dryer. The home sits in Flood Zone X, approximately 20 feet above sea level, with no flood insurance required and no impact from recent storms. HOA fees are collectively under $350/month and include lawn care, exterior house painting, cable, internet, and waste collection, offering a low-maintenance lifestyle. Residents enjoy access to two clubhouses, including a master clubhouse with tennis and pickleball courts, a fitness center, a pool, a hot tub, and social spaces. A private boat and RV storage lot is available, subject to availability. Just a short walk away is Key Vista Nature Park with sandy walking trails and Gulf access, and the Pinellas Trail runs just beyond the back gate, providing miles of paved paths. Nearby Anclote Gulf Park, Anclote River Park, and the Ben Harrill Recreation Complex offer even more recreational options. This home combines thoughtful upgrades, peaceful water views, and resort-style amenities in one of the area’s most desirable active adult communities. Book your showing today!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Christina Probeyahn (727-744-7211)

Remarks: Rare opportunity to own a fully updated home at this price point! NO HOA, NO CDD! This charming 2-bedroom, 1.5-bath home in Colonial Hills has been fully updated for modern comfort. NEW hurricane-rated tilting windows offer safety & energy efficiency. Fresh 2024 interior overhaul, spacious layout, & a location near Anclote Gulf Park, Key Vista Nature Park, Tarpon Sponge Docs & local nature trails.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Angelique Blake (248-808-9399)

Remarks: Under contract-accepting backup offers. Auction Property. Short Sale. * * FANTASTIC OPPORTUNITY * * Welcome to this 3-bedroom, 2-bath POOL HOME located in the heart of Holiday, FL. This home offers the perfect blend of comfort, style, and indoor-outdoor living. Step inside to find a bright, open floor plan with abundant natural light, spacious living and dining areas, and a thoughtfully designed layout ideal for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the main living area. The primary suite provides a relaxing retreat with large sliding doors that open to the screened patio. Two additional bedrooms offer flexibility for family, guests, or a home office. The fully fenced backyard offers privacy and space to unwind, entertain, or simply soak up the sunshine. Enjoy the warm Florida sun in the sparkling pool! Whether you're looking for a vacation home or a year-round residence, this home provides the perfect balance of comfort, convenience, and tranquility. * * PREMIUM LOCATION * * Easy access to multiple stores and restaurants. Just 4 miles away from Holiday's pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Under contract-accepting backup offers. Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office! Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings. The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar panels—bringing your electric bill down to $0! The kitchen and family room overlook a fully fenced backyard with plenty of room for parties, or dogs! Located in the popular gated Key Vista community with resort-style amenities: pool, spa, clubhouse, gym, courts, and more—just minutes from the Gulf and boat ramps!

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-230-3811)

Listing Agent: Anthony Terrell (330-812-4811)

Remarks: One or more photo(s) has been virtually staged. Affordable, updated, and ready for you! This move-in ready 3-bedroom, 2-bath home in Holiday, FL is a great opportunity for first-time homebuyers or investors. The home has been remediated following previous flood damage and renovated with numerous upgrades, including a new roof, new appliances, upgraded electrical panel, updated plumbing fixtures, new insulation, fresh drywall, and interior paint. Mold remediation was completed prior to renovation. Inside, the open-concept layout and ceramic tile flooring throughout create a clean, low-maintenance living space. Additional features include a one-car garage and a fully fenced backyard, perfect for relaxing, entertaining, or pets. Located just minutes from shopping, dining, parks, and beautiful Gulf Coast beaches, this home offers both convenience and value. Don’t miss this opportunity, make your appointment today!

Listing is courtesy of: ELLIOTT COASTAL REALTY LLC (727-576-4663)

Listing Agent: Linda Elliott (727-455-6743)

Remarks: Discover the charm of Florida’s Gulf Coast in this beautifully crafted waterfront home, set along Rocky Creek within the private and sought-after Bailey’s Bluff neighborhood. Tucked away on a peaceful street, the property showcases wide-open water views, stunning sunsets, and easy access to the Gulf, making it an excellent choice for boating enthusiasts and those seeking a relaxed coastal lifestyle. A private dock equipped with a 12,000-pound boat lift allows for convenient days out on the water, while the home’s history of no flooding from past storms or hurricanes provides added reassurance. Designed with both comfort and entertaining in mind, the residence seamlessly blends indoor and outdoor spaces, featuring large screened-in area with a heated private in-ground saltwater pool and a fully fenced-in backyard—ideal for gatherings or unwinding in the coastal air. The primary suite serves as a serene escape, complete with dual walk-in closets, access to both front and back balconies, and a well-appointed bathroom featuring double vanities and a spacious walk-in shower. On the lower level, an air-conditioned space adds versatility and is currently utilized as a recreation and game area, along with laundry facilities, a pool bath, and extra storage, all connected to a split two-car garage. Recent updates include a new roof installed in April 2025. Residents also have the option to join the community HOA for $100 a year, granting access to a private beach, clubhouse, and boat ramp. Conveniently located near Key Vista Nature Park and the waterfront attractions of Tarpon Springs, this property presents a unique opportunity to enjoy upscale coastal living in a tranquil setting.

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

Listing Agent: Michael Morton (727-580-0073)

Remarks: Under contract-accepting backup offers. “Attention investors and discerning buyers! This luxury property in Holiday is a once-in-a-lifetime opportunity just 7 min left to the beach! Completely rebuilt in 2026, everything is brand new: windows, doors, roof, air conditioning with modern lineal ducts—all completed in 2026. This home boasts a brand-new 2026 water heater, luxury ceramic bathrooms, and stunning ceramic flooring throughout. The terrace, with its wood finish and gazebo overlooking the water, is a private oasis. With three spacious bedrooms and three bathrooms, including a perfect in-law suite, every detail exudes sophistication. Modern cabinetry with quartz countertops creates a luxurious ambiance in the kitchen and throughout the open living space. The home also features a sleek modern garden, a fully updated electrical system (2026), and a brand-new electrical panel. This home is a smart home, with integrated speakers and a premium sound system for the ultimate living experience. This is a turnkey masterpiece—perfect for those seeking elegance, cutting-edge technology, and modern design. Don’t wait—schedule your tour today and join the elite who will call this home their own!”

Listing is courtesy of: SELLING USA, LLC (813-723-0086)

Listing Agent: Zuleidys Ares (813-723-0086)

Remarks: Price improvement! New roof installed in 2025 with 30 year transferable warranty! Newer mini split A/C installed in primary bedroom! This home is move-in ready! Charming Home with New Upgrades – Perfect for Various Lifestyles! *Privacy Fence Installed! 2024* This delightful property is perfect as a starter home, rental, retirement retreat, or vacation getaway! You’ll own the land, enjoy low property taxes, a low quarterly HOA fee, and there’s no need for flood insurance! The property is a spacious lot-and-a-half with plenty of beautiful features to admire. Key updates include a water heater and an A/C wall unit. The home boasts several newer windows, filling the space with natural light and soothing tones. With no carpet, maintenance is easy, and the solid cemented floors make a strong foundation. This home is a single-wide with a block addition, creating a well-designed and open kitchen layout. The main bathroom features a convenient step-in shower, while a second bathroom is located in the shed, complete with a newer toilet and a step-in shower. There’s also ample additional storage space behind the home, and the property comes with existing furnishings, making it move-in ready! Don’t miss out on this fantastic opportunity to own a home in a community that offers quick access to beaches, nature trails, restaurants, shopping centers, and entertainment venues. Just a quick 40 min commute to the airport!

Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)

Listing Agent: Catherine Rubio (571-212-3533)

Remarks: Welcome to one of Holiday’s most sought after 55+ gated communities, where privacy, comfort, and an active Florida lifestyle come together seamlessly. This beautifully maintained 2 bedroom, 2 bath home in Key Vista offers 1,555 square feet of well designed living space, along with a versatile office/flex room that can easily serve as a third bedroom, hobby room, or dedicated workspace. Situated on a rare homesite with no neighbor to the right or behind, this property provides exceptional privacy and tranquility. Inside, you’ll find an inviting open floor plan filled with natural light and thoughtfully designed for everyday living and effortless entertaining. The spacious kitchen is a highlight, featuring a large island, breakfast bar, pantry, and plenty of cabinetry ideal for meal prep, gatherings, and morning coffee. The oversized living and dining areas provide flexible layout options and a warm, welcoming feel. A screened-in lanai extends your living space outdoors, perfect for relaxing, dining al fresco, or unwinding while enjoying Florida’s calming breezes. The primary suite offers comfort and functionality with ample closet space and an ensuite bath. The guest bedroom and bath are equally inviting, offering privacy for visitors. Additional features include an attached two-car garage and dedicated laundry area. Residents enjoy low HOA fees, no CDD, and access to two clubhouses. One exclusively for 55+ residents with a private pool, plus a master clubhouse with a pool, spa, gym, tennis and pickleball courts, sand volleyball, playground, and more. On site RV and boat storage is also available for a small monthly fee. If you're looking to venture outside of the community there is nearby Key Vista Nature Park. Enjoy incredible sunsets or walk through one of the many nature trails to enjoy everything Gulf Coast living. This home is also close to parks, shopping, dining, and Gulf beaches. Everyday conveniences are also close at hand. This Holiday gem blends privacy, space, and resort-style amenities in an unbeatable location. Schedule your private tour today!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Ryan Retaleato (954-618-8116)

Remarks: Welcome to this fully renovated, move-in-ready home in the Tahitian Homes community! Virtually every inch of this property has been completely updated, featuring a bright and open floor plan with all-new tile flooring and brand-new windows throughout. The centerpiece of the home is the brand-new kitchen, which boasts all-new cabinetry, sleek stone countertops, and a full suite of stainless steel appliances. Both bedrooms have been refreshed with modern finishes, and the bathrooms feature new vanities, fixtures, and contemporary tile work. Additional updates include new interior doors, trim, and modern lighting fixtures. The exterior offers a spacious backyard with a chain-link fenced area. With no HOA fees and a location minutes from Gulf beaches, dining, and shopping, this home offers a true turnkey experience in an established neighborhood.

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

Listing Agent: Stefan Nikic (727-643-1310)

Remarks: Under contract-accepting backup offers. Welcome home to this terrific coastal retreat in the highly desirable Beacon Square community of Holiday, FL. This beautifully renovated home sits on a uniquely elevated corner lot—offering the rare peace of mind of staying dry and avoiding flooding—with the added convenience of driveway access on both sides of the property. Inside, you’re greeted by a charming, open-concept floor plan that flows seamlessly from the entrance into a spacious kitchen boasting granite countertops, a mosaic backsplash, and updated cabinetry. Enjoy the cozy wood-burning fireplace adjacent to the oversized, climate-controlled Florida room that provides the perfect versatile space. Every detail has been meticulously updated for a move-in-ready experience, including a newer Goodman AC (2019), Pella Impact-resistant windows (2022), updated wiring, a two-year-old water heater, and a recently remodeled bathroom. Beyond the interior, you’ll find a private fenced backyard, a handy three-quarter bath in the garage, and an included generator for total preparedness. With no HOA or CDD fees to worry about, you are perfectly positioned to enjoy nearby gems like Key Vista Park, the Pinellas Trail, and local fishing piers, beaches, and golf courses.

Listing is courtesy of: REDFIN CORPORATION (617-458-2883)

Listing Agent: Sylvia Haddad (727-678-6984)

Remarks: This absolutely charming home is nestled in the sought-after Tanglewood Mobile Village Condominium. Unlike many similar subdivisions, the land is owned, not leased. A 55+ community, residents will enjoy a multi-amenity lifestyle that includes a safe, pet-friendly park along with shuffleboard and horseshoe courts, a heated community pool and a clubhouse. Additional huge advantages include a very reasonable HOA fee ($143/month) which includes trash removal, lawn maintenance, the amenities, and their care. An ideally quiet enclave close to US Highway 19’s restaurants and retail but far enough away to ensure serenity, you’ll enjoy proximity to the local beaches but still reside in a no flood zone. Because no leasing is permitted, you’ll appreciate the stability of a neighborhood in which everyone is invested. Inside this happy home, pride of ownership shines. Fabulous upgrades are evident throughout including a NEW heat pump (2019), NEW vanities in both baths (2019), NEW laminate flooring almost everywhere (2020), NEW kitchen appliances and sink (2020), and a NEW water softener (2024). Light and bright, the spacious living room is welcoming with its open concept plan. A total of (4) ceiling fans complete with light kits adorn the ceilings in both bedrooms, living room, and dining room; classic Levolor blinds dress the windows. The large, windowed dining room boasts stunning cabinetry with mirrored backing to beautifully showcase mementos. You’ll love the sleekly designed kitchen that offers a modern vibe and stainless-steel appliances. Combined with the adjacent family room, this space is the heart of the home for entertaining and supporting your treasured relaxation. Both baths are wonderfully appointed with linoleum flooring in the guest shower/toilet room; laminate flooring in the master bath. A set of sliders introduces the enclosed, temperature-controlled Florida room, surrounded by windows and rich with sunshine. The screened porch off the driveway reveals an expansive storage room that includes a washer and dryer. Lanark Drive is not just a place to live. It’s a place to love.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)

Listing Agent: Lori Crawford (727-234-8002)