Holiday Homes For Sale & Real Estate - 323 homes

Remarks: INVESTOR SPECIAL – OWNER FINANCING AVAILABLE! Opportunity knocks at 1846 Hoyle Drive in Holiday. This 2/1-bedroom, 1-bath mobile home with land included offers significant upside potential for investors, rehabbers, landlords, and creative buyers. Property requires repairs, updating, and cleanup and is being sold AS-IS. Seller will consider owner financing for qualified investor buyers. Flexible financing structures may be available depending upon buyer qualifications, down payment, and proposed use of the property. Property is intended for investment purposes and may be suitable for buy-and-hold investors, rehab projects, rental portfolios, or future resale strategies. No lot rent. Convenient location near shopping, restaurants, parks, beaches, and major transportation routes. Affordable entry into the Holiday market with substantial value-add potential. Buyer responsible for all due diligence regarding financing, title, insurance, occupancy requirements, and future transferability of financing arrangements. Terms subject to seller approval. Room dimentions are estimate and not guaranteed. Property is as is and MLS data is not guaranteed.

Listing is courtesy of: ADVANCED REALTY TEAM INC (727-734-8286)

Listing Agent: George Beardsley (727-251-5323)

Remarks: Absolutely adorable in Beacon Square! Light, bright, and exceptionally well maintained, this 3-bedroom, 2-bath home offers a comfortable split-bedroom floor plan and inviting living spaces throughout. The spacious living and dining areas flow seamlessly into the kitchen, breakfast nook, and family room, creating an open and welcoming layout perfect for everyday living and entertaining. The beautifully remodeled primary bath features a walk-in tiled shower with floor-to-ceiling tile work and updated finishes. The guest bath is equally attractive and offers a tub/shower combination for family and guests. Warm wood-look flooring, neutral finishes, and abundant natural light enhance the home's appeal. The kitchen overlooks the family room and dining area, while large sliding glass doors provide views of the backyard and bring the outdoors in. Additional updates include a newer roof and updated flooring. A standout feature is the oversized 432-square-foot garage, providing ample room for parking, storage, hobbies, or a workshop area. NO HOA, NO FLOOD INSURANCE REQUIRED, NO CDD.... only a few minutes of Anclote River park, and the Gulf of Mexico, ideal for walks, fishing and enjoying the sunset - conveniently located in Beacon Square with easy access to shopping, dining, medical facilities, parks, and Gulf beaches. Move-in ready and waiting for its next owner - call me today to schedule a showing!

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

Listing Agent: Joanne Marinho (727-237-4909)

Remarks: Come check out this gorgeous updated waterfront pool home featuring an open, inviting floor plan and serene views of a natural water setting. Designed for both everyday living and entertaining, the spacious layout seamlessly connects the main living areas while showcasing beautiful waterfront vistas throughout the home. Recent updates include: New fencing for added privacy New flat roof Custom island and pantry upgrades New gutters Step outside to your private backyard oasis, where the sparkling pool and tranquil water views create the perfect setting for relaxing or hosting family and friends. Don't miss this opportunity to own a beautifully updated waterfront retreat that combines comfort, style, and exceptional outdoor living.

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

Listing Agent: Andrew Polce (727-560-2772)

Remarks: Located in a fantastic area of Holiday with its close proximity to Pinellas County, this three-bedroom, two-bathroom home is nicely updated and completely turn-key! New laminate flooring was just installed throughout the home ready for the new owners. The fully updated galley kitchen features level 2 granite, a full array of modern stainless-steel appliances and a breakfast nook area overlooking the backyard. The bonus room opens up even more possibilities for the indoor space and leads into the screened-in lanai and the fully fenced back yard complete with newly resealed pavers and a built-in firepit. The nicely updated bathrooms feature newer vanities and exquisite tile work. Part of the garage was converted into the 3rd bedroom but can easily be put back if a buyer so chooses. The roof and AC are newer as well, and the windows have been updated with modern double-pane impact windows. There is plenty of space for parking on the driveway, plus a storage bay garage. The laundry room is within the home and unlike other listings, the washer and dryer are INCLUDED. This home is clean, inviting and situated in an area close to parks, beaches, shopping, medical facilities and all the best that Florida has to offer. Make your appointment today!

Listing is courtesy of: SNAP REALTY LLC (727-457-5453)

Listing Agent: Dean Glicos (727-509-9296)

Remarks: Under contract-accepting backup offers. Take advantage of a unique opportunity to own an expansive duplex that includes both units of the property. Each side features 3 bedrooms and 2 bathrooms with nearly 1,700 square feet of living space, totaling 3,384 heated square feet and 7,062 square feet overall, with one unit being sold furnished for added convenience. Both units offer oversized two-car garage doors, ideal for car enthusiasts, contractors, or anyone needing ample storage or workspace. Well-suited for personal use or as a vacation rental or investment property, this duplex is ideally located along the New Anclote Bike Trail and directly across from Anclote River Park, which offers a public boat ramp, sandy beach, picnic areas, and a playground. This setting provides the perfect balance of outdoor recreation and relaxation, all just minutes from the shops, dining, and waterfront attractions of historic Tarpon Springs, making this versatile property a standout opportunity.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Erin Floyd (863-412-2286)

Remarks: Seller is offering $10,000 in concessions and is highly motivated to get this home under contract this month! Welcome to 1715 Kenilworth Street in Holiday, Florida — a beautifully renovated NO HOA home that's move-in ready and packed with value. Featuring updated interiors, modern finishes, and a functional layout, this home is perfect for comfortable living and entertaining. Step outside to enjoy your private pool and spacious backyard, ideal for relaxing and enjoying the Florida lifestyle year-round. This home is ready for its next owner. Schedule a Private Showing today!

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

Listing Agent: Alejandro Conti (321-424-8903)

Remarks: **WOW! BEST DEAL in HOLIDAY with NO HOA!** This contemporary one-story home is sure to steal your heart. Homes like this don’t come available very often, and this one has everything you’ve been dreaming of with a BRAND NEW ROOF! Get ready to fall in love… this home offers wide-open living spaces with tons of natural light and elegant waterproof luxury plank flooring throughout the living areas. As you walk in, you will love the welcoming formal living room with cozy dining space leading you to the kitchen. The kitchen is a chef's dream with tons of countertop space, ALL-WOOD white shaker-style cabinets, gorgeous QUARTZ COUNTERTOPS, and STAINLESS STEEL APPLIANCES, creating a true centerpiece for the gatherings. The master bedroom is a perfect retreat at the end of a long day. Featuring a large closet space, and a luxurious en-suite bathroom, the master bedroom offers serenity and comfort. Thanks to a great floor plan, the two additional bedrooms and a family-sized hall bathroom give everyone plenty of space to stretch out. The backyard is the perfect oasis for enjoying the year-round Florida lifestyle in your FENCED YARD. Other great features include an indoor laundry area, fresh paint, and fresh carpet throughout. All that's left to do is move right in. Run, don’t walk to see this incredible home!

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

Listing Agent: Stephen Scott Pa (813-688-0068)

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 (about 5 years old) 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: Virtually Staged. Welcome home to this beautiful 3-bedroom, 2-bathroom home with a two-car garage situated on the serene shores of Lake Conley. As you step inside, you will immediately appreciate the bright, open feel of the home, enhanced by a neutral color palette that creates a warm and inviting atmosphere. The spacious living room provides plenty of room for relaxing or entertaining guests, while the adjacent dining area, conveniently located between the living room and kitchen, offers the perfect setting for everyday meals or gatherings. The well-appointed kitchen features stainless steel appliances, granite countertops, and a convenient breakfast bar, making it both functional and stylish. In addition to the living room, the home offers a large family room, providing even more space for entertaining, relaxing, or creating a flexible living area to suit your needs. Just off the family room, you will find an enclosed back porch, the perfect place to unwind while enjoying peaceful views of the lake. Step outside to the open dock, where you can park your boat and enjoy easy access to the water, making lakefront living a reality. The primary bedroom is generously sized and features an en-suite bathroom complete with a large vanity offering plenty of storage and a walk-in shower. Conveniently located near US 19, this home provides easy access to shopping, dining, entertainment, and medical facilities, offering both comfort and convenience. Don’t miss this opportunity to enjoy lakefront living—schedule your private showing today!

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

Listing Agent: Dawn Walls

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: Back on Market! Buyer’s financing fell through just before closing—your opportunity is back. This fully renovated home offers updated finishes, a spacious fenced yard, and move-in-ready convenience. Welcome to this fully renovated 3-bedroom home in the heart of Holiday — where everything has already been done for you. Step inside and you’ll immediately notice the difference: brand-new flooring throughout, fresh interior and exterior paint, and a bright, open feel that today’s buyers are looking for. The kitchen is a true standout, featuring granite countertops, stainless steel appliances, and clean, modern finishes that elevate the entire home. Major upgrades mean no projects, no surprises, and no extra expenses after closing — just move in and enjoy. Out back, a fully fenced yard offers the perfect private space for pets, entertaining, or relaxing evenings. The one-car garage with automatic opener adds everyday convenience and extra storage. Located in an established neighborhood with NO HOA, you’re just minutes from Tarpon Springs, US-19 shopping and dining, and a short drive to the Gulf beaches. * Homes in this condition at this price point are getting harder to find — especially fully renovated and move-in ready. * If you’ve been waiting for a clean, updated home without the renovation headache, this is the one. Request your showing today before it’s gone.

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: Experience the best of coastal living in this spacious, maintenance-free villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfully designed space, this 3-bedroom, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a single-family residence—without the upkeep. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing at home. The kitchen stands out with 42" maple cabinetry, gleaming granite countertops, and ample workspace and storage to meet all your needs. Retreat to the expansive primary suite, complete with a spa-like ensuite bath featuring dual vanities, a soaking tub, walk-in shower, and a generously sized walk-in closet. Additional highlights include a full-size laundry room with utility sink and shelving, a 2-car garage ideal for vehicles, beach gear, and recreational equipment, and a screened porch—perfect for enjoying morning coffee or evening breezes year-round. Located in a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash ...freeing you to fully enjoy the Florida lifestyle. Spend sunny days at the community pool and recreation area, or head just minutes away to the Gulf and Anclote River Park, known for its 300-foot beach, convenient boat launch, designated fishing areas, and scenic picnic pavilion. This home offers endless opportunities for outdoor enjoyment. Situated in a no flood zone and close to top-rated schools, it combines peace of mind with a prime location. Live where comfort meets convenience and every day feels like a vacation.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)

Listing Agent: Celeste Hunter (727-710-2573)

Remarks: Built in 2023, this townhome offers modern construction without the typical new-build growing pains. The open main level features ceramic tile flooring, recessed lighting, a functional open-living layout that includes a breakfast bar flowing directly into the living room—ideal for everyday living and casual entertaining. The kitchen is equipped with quartz countertops (matched throughout the home), a deep farmhouse sink with a touchless faucet, black shaker cabinetry, stainless GE appliances, spacious closet pantry plus an island that anchors the space and provides extra cabinetry. Upstairs, all bedrooms are thoughtfully positioned, with the primary suite privately separated from the secondary bedrooms. The primary bedroom includes a walk-in closet and an en-suite bath with dual vanities and a glass-enclosed shower—an owner upgrade not included with standard new construction. The laundry closet with stackable washer/dryer combo is also located upstairs for everyday convenience. The screened lanai, another owner-added improvement, provides a comfortable outdoor living space with ceiling fan and peaceful greenery views. Unlike many association communities, grilling is permitted. Additional features include Ecobee smart thermostat with app-based temperature control, pre-installed TV mounts, aluminum storm shutters for doors and windows providing potential insurance savings. Parking is well-covered with a one-car garage, driveway parking, and nearby guest spaces along with the community mailbox located close to the home. The community has no CDD fees and no land lease, and the association handles ground maintenance with irrigation and exterior maintenance to include the roof. Quarterly association dues are $571.80, which amounts to $190.60 per month, covering cable, internet, common area upkeep and property manager. Located in Holiday, FL—Pasco County’s closest northern community to Pinellas County—this area offers a lower cost of living while remaining approximately 30 minutes from the Gulf beaches and the Tarpon Springs Sponge Docks. Outdoor and lifestyle amenities nearby include Anclote River Park, Key Vista Nature Park, and the Jay B. Starkey Wilderness Preserve, offering miles of hiking and biking trails. For boaters and water lovers, the Anclote sandbar is a popular weekend destination, with local sandbar groups often gathering for fun in the sun. Easy access to US-19 provides convenient connections to both Pasco and Pinellas County destinations.

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

Listing Agent: Julie Sartain (727-420-6107)

Remarks: No lot rent here—you own the land! Nestled within a gated 55+ community with a low HOA fee of just $400 per year, this completely remodeled 2-bedroom, 2-bath home with a versatile bonus room offers the perfect blend of comfort, style, and affordability. Extensively updated from top to bottom, the home features all-new PVC plumbing, updated electrical outlets, new flooring, fresh drywall, and interior paint throughout. The beautifully redesigned kitchen serves as the heart of the home, showcasing custom cabinetry with soft-close, dovetail drawers, granite countertops, a tiled backsplash, and a charming farmhouse sink. Both bathrooms have been thoughtfully renovated with modern finishes, creating a fresh and move-in-ready living space. Outside, you'll find a long-covered driveway providing ample parking, along with a large storage shed for tools, hobbies, or extra belongings. Residents also have the option to join the nearby TAT Civic Association, offering an impressive array of amenities including RV and boat storage, fitness classes, social activities, a food pantry, and rentable community spaces. Whether you're looking for an active social calendar or a more relaxed lifestyle, the choice is yours. Ideally located just minutes from the Gulf Coast, you'll enjoy easy access to fishing, boating, and breathtaking Florida sunsets. Explore the historic Tarpon Springs Sponge Docks with their waterfront dining, unique shops, and rich Greek heritage, or spend the day at nearby Anclote River Park and Key Vista Nature Park, where beaches, nature trails, and scenic views await. The popular Pinellas Trail is also just a short drive away, offering miles of biking and walking paths under the Florida sunshine. This is Gulf Coast living at its best—offering exceptional value, modern updates, and a welcoming community atmosphere without the premium price tag. Schedule your showing today and see everything this beautifully renovated home has to offer.

Listing is courtesy of: LPT REALTY LLC (813-359-8990)

Listing Agent: Andrew Duncan (813-359-8990)

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 to this beautifully updated 3 bedroom, 2 bathroom home offering the perfect blend of privacy, functionality, and modern Florida living. Located on a quiet street with no direct front neighbors and added privacy from a neighboring water department-owned lot, this move in ready property is conveniently close to shopping, dining, parks, schools, medical facilities, and Gulf beaches. Inside, you’ll find a bright open-concept layout with abundant natural light, spacious living areas, and durable tile flooring throughout most of the home. The updated kitchen features newer countertops, newer refrigerator, extensive cabinetry, built-in pantry storage, and oversized bar seating ideal for entertaining. The split-bedroom floor plan provides added privacy, while the spacious primary suite offers excellent closet space. Outside, enjoy the oversized fenced backyard with covered outdoor living space, patio area, and plenty of room for pets, gardening, or a future pool. Additional highlights include fresh exterior paint, updated windows, oversized 2-car garage, covered front porch, and rear covered porch. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this well-maintained Holiday home offers exceptional value and convenience. (ROOF-2013)(FLAT ROOF-2023)(A/C-2015)

Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)

Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)

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: Very nicely updated 3 bed/2 bath doublewide with large indoor air-conditioned storage room (3rd bedroom option), shed, carport, and screened porch in Tiki Village, a gated 55+ community where you own the land. NON-FLOOD ZONE with low $520/year HOA. Updates include new roof and A/C (Sept 2024), spacious new kitchen with granite countertops and new appliances, remodeled bathrooms including a master bathroom with jetted tub, utility room, new vinyl flooring, new interior/exterior paint. Home shows very well. PRIDE. Tiki Village is owner/member managed and has made significant improvements, including reducing the annual fee from $520 to $400 a year.

Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)

Listing Agent: Randal Jenkins (727-409-4663)

Remarks: Welcome to waterfront living in Holiday! This beautifully maintained 2-bedroom, 2-bath home offers 1,334 square feet of comfortable living space with no HOA and peaceful pond views. Enjoy your own private dock, perfect for fishing, sunset watching, stargazing, or launching a canoe or kayak. The waterway also allows small boating with a trolling motor, making it ideal for quiet, scenic cruising right from your backyard. Inside, the home features a bright and spacious layout with abundant natural light, tile flooring throughout the main living areas, waterproof laminate flooring, and an updated kitchen with a new refrigerator, range, and dishwasher installed in 2025. Major updates provide peace of mind, including new interior and exterior doors in 2025, updated windows in 2011, a new roof in 2020, and A/C and furnace replacements in 2020. Relax and enjoy tranquil water views right from your backyard or venture out to nearby Gulf Coast attractions. Conveniently located near Fred Howard Park, Howard Park Beach, Key Vista Nature Park, Anclote River Park, and the historic Sponge Docks in nearby Tarpon Springs, known for its waterfront dining, shopping, and entertainment. Ferry access to Anclote Key Island is also just minutes away, offering pristine beaches and outdoor adventures. Home sold "as-is" for seller's convenience. NOTE: THIS PROPERTY IS NOT LISTED AS A RENTAL

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

Listing Agent: Nicole Dufala (727-656-8145)

Remarks: Virtually Staged. This 3-bed, 2-bath, 1-car garage home offers a brand-new roof, AC, windows, garage door, and fencing. The entire interior is fully renovated from top to bottom including a sparkling kitchen with quartz countertops, stainless steel appliances, tile backsplash, and recessed lighting. Modern, bright, with a private large yard overlooking a creek.

Listing is courtesy of: JM REAL ESTATE SOLUTIONS (727-692-3704)

Listing Agent: Jane Mak Makhlouf (727-692-3704)