Holiday Homes For Sale & Real Estate - 322 homes

Remarks: Under contract-accepting backup offers. Completely renovated and move-in ready, this 3-bedroom, 1-bath charmer in Holiday checks all the boxes. Solid block construction paired with a brand-new roof offers peace of mind, while the stylish interior delivers today’s most sought-after finishes. The all-new kitchen features white shaker cabinetry with soft-close drawers, a pantry, lazy Susan, farm sink, microwave hood, range, and side-by-side refrigerator with ice maker. Luxury vinyl flooring runs throughout the home, complemented by solid wood interior doors, custom window trim, and ceiling fans. Major updates include new impact-rated windows and doors, a new AC system, and a new water heater. The beautifully renovated bathroom showcases oversized 24x48 porcelain tile, granite countertops, and a white shaker vanity. Step outside to a fully fenced yard with brand-new vinyl fencing, offering plenty of space to add a pool or create your dream outdoor retreat. Enjoy two rear patio decks—perfect for relaxing or entertaining. A one-car garage includes washer and dryer hookups for added convenience. With its open floor plan, this home lives larger than expected and is ideal for a first-time buyer, downsizer, or anyone looking for a turnkey property.

Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)

Listing Agent: Beth Raulerson (813-422-4846)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated 3-bedroom, 2-bath single-family home in Holiday! This move-in-ready property features a bright open floor plan with stylish vinyl laminate flooring throughout, creating a modern and inviting living space. The fully updated kitchen is a true highlight, showcasing elegant quartz countertops, brand-new appliances, and plenty of space for cooking and entertaining. Major upgrades provide peace of mind, including a full roof replacement completed in March 2026 and a newer A/C system installed in 2023. Step outside to enjoy a spacious backyard with plenty of room for outdoor living, gardening, or future enhancements. The garage offers a unique opportunity to convert into a mother-in-law suite or additional living space, adding flexibility and value. Don’t miss this turnkey home combining comfort, style, and potential!

Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)

Listing Agent: Miguel Davila, Pa (813-842-1061)

Remarks: Under contract-accepting backup offers. Serene Pinewood Villas neighborhood is close to shopping and dining for convenience. This two bedroom two full bath home has tile flooring throughout. Extra living area makes this one of the larger units in the community with an extra large side lot for gathering with friends. Main living area has high ceilings with windows allowing for extra light. Community has sparkling pool, clubhouse and shuffleboard with picnic tables for grabbing lunch by the pool. Low HOA fee makes this a affordable place to live. Hot water heater replaced 2020. Newer kitchen faucet and garbage disposal. Washer just one month new. Thermostat fully programable and newer. Call to make an appointment today.

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

Listing Agent: Jennifer Hallett (727-686-6969)

Remarks: Under contract-accepting backup offers. Virtually Staged. Under Construction. Welcome to this brand-new construction home in Holiday, FL — perfect for first-time buyers or savvy investors looking to add a turnkey property to their portfolio. This thoughtfully designed 3-bedroom, 2-bathroom home offers 1,232 sq ft of living space with an open-concept layout featuring a combined kitchen, dining, and living area that flows naturally for everyday living and entertaining. The spacious Master Suite is privately positioned, while Bedrooms 2 and 3 share a well-appointed full bath. Enjoy the convenience of an attached garage, a rear patio, and a welcoming entry lanai. Built to Florida's 2023 FBC standards with CMU block construction, fiberglass shingles, cementitious finish exterior, and energy-efficient windows — this home is built to last and built to code. Best of all, this property sits in No Flood Zone with No HOA and No CDD — meaning no flood insurance required and no extra monthly fees eating into your budget or your returns. Convenient to US-19, shopping, dining, and a short drive to Gulf beaches. Whether you're planting roots or building your rental portfolio, this one checks all the boxes.

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

Listing Agent: Tonino Damiano (813-345-7487)

Remarks: Motivated Seller! Protected from prior storms!! HIGHLY Desirable & GATED, Tahitian Gardens 55+ Community, located right along US-19. Move-in ready, FIRST FLOOR CONDO!! Nobody above you or below you!! Competitive and LOW Monthly Fees!! 2 bed, 1 bath with 825 square feet of living space. Roof 2017. Water Heater 2023. Enjoy a seamless move-in experience—this CONDO can be offered with furnishings. The HOA takes care of exterior maintenance, allowing for a low-maintenance, carefree Florida lifestyle. Conveniently located just minutes from Gulf beaches, the Tarpon Springs Sponge Docks, shopping, dining, and public transit, this condo offers exceptional access to everything in this area. Nice front patio—perfect for enjoying your morning coffee or connecting with neighbors. Residents of Tahitian Gardens enjoy a welcoming, walkable environment with a variety of amenities, including a heated pool, shuffleboard courts, billiards, a clubhouse with kitchen and gathering spaces, and scenic walking paths around a tranquil lake with a fountain. A full calendar of activities—like bingo, card games, crafts, and biking—ensures there’s always something to enjoy.

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (352-686-0540)

Listing Agent: Jarid Weddle (540-613-0744)

Remarks: Price reduced! Motivated seller offering $6,000 toward buyer’s closing costs, prepaids, or rate buy-down with acceptable terms! Move-in ready 3-bedroom, 2-bath home offering 1,392 sq ft of comfortable living space in Holiday. This well-maintained property features tile flooring throughout, providing both durability and easy maintenance. The functional layout offers spacious living areas and a seamless flow, ideal for everyday living and entertaining. Enjoy the outdoors with a fully fenced yard, perfect for pets, gatherings, or added privacy, along with a large shed for extra storage. Located outside of a flood zone and with no HOA, this home provides added peace of mind and flexibility. Conveniently situated near US-19 with easy access to Fred Howard Park Beach, as well as shopping, dining, schools, and local parks. A great opportunity for homeowners or investors alike. Schedule your showing today.

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

Listing Agent: Arlethys Cordero Beltran (813-679-0566)

Remarks: Welcome to the established and friendly Holiday Lake Estates community, a quiet residential neighborhood just a stroll from the Anclote River and Gulf Coast beaches. This charming home features 3 bedrooms, 2 bathrooms, and a convenient 1-car garage. With some recent updates and 1558 sq. ft. of living space, the home offers a comfortable floor plan perfect for families or those seeking serene Florida living. Enjoy proximity to local parks, fishing, and boating, with easy access to shopping, dining in Tarpon Springs. The spacious backyard provides the perfect space for outdoor relaxation or entertaining. Don't miss this opportunity to own this beautiful property!

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

Listing Agent: Corey Auld (727-657-7977)

Remarks: Under contract-accepting backup offers. Short Sale. *Short Sale Opportunity!** Seize this remarkable chance to own your dream home. This stunning 2-bedroom, 2½-bathroom residence, featuring a one-car garage and constructed in 2023, is situated in a serene and well-maintained neighborhood. The upper level includes two bedrooms, each with its own private bathroom, while the downstairs boasts a spacious living area that offers picturesque views of the pond, all under a covered patio. Additionally, there is an outdoor storage room for added convenience. This home seamlessly combines comfort, style, and value.

Listing is courtesy of: MARTINEZ 2 & ASSOCIATES OF FLO (813-431-8785)

Listing Agent: Stephanie Bonefont (813-504-5758)

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: Welcome home to this lovely Four bedroom two bath home with a fantastic front porch and fenced backyard! This property boasts fresh paint and new appliances with ceramic tile throughout. New roof January 2025. Fantastic oversized one car garage and an oversized driveway make for fantastic parking. This property has the fenced backyard with an additional parking pad on the side of the home for that boat or RV. Come take a look at this home and make it your own today.

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

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

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: 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: 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: 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)