Holiday Homes For Sale & Real Estate - 319 homes

Remarks: Under contract-accepting backup offers. 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)

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: 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. 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: Virtually Staged. Welcome to this beautiful waterfront home in the highly desirable Gulf Trace community. Situated on a spacious lot, this 1,715 sq ft residence offers stunning lake views and the relaxed Florida lifestyle you’ve been searching for. The layout features 2 bedrooms, 2 baths, and a flexible office space that can easily be converted into a third bedroom for additional living space. Beautifully updated, this Rutenberg-built quality construction home boasts all new appliances still in the wrapper, new luxury laminate flooring throughout, and premium granite countertops. Step outside to enjoy the beautiful waterfront views and an outdoor kitchen equipped with a Jenn-Air grill. Residents will appreciate a low mandatory HOA of only $40/month. Conveniently located near shopping, dining, golf, parks, fishing, and top-rated schools. Best of all, you’re just a short 30-minute drive from the pristine beaches and natural beauty of Honeymoon Island, one of Florida’s most treasured coastal destinations. Don’t miss this opportunity to own a beautifully updated waterfront home at an incredible value.

Listing is courtesy of: LISTED SIMPLY (800-995-5879)

Listing Agent: Sinan Zakaria (800-995-5879)

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: Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)

Listing Agent: Johnny Loewy (813-743-4663)

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: Under contract-accepting backup offers. Welcome home to 1623 Plum Tree Rd, a beautifully updated and truly move in ready located in a no flood insurance required area. This charming 2 bedroom, 1 bathroom home with a 1 car garage has been thoughtfully renovated from top to bottom. Roof 2022, AC 2023, Water heater 2021, Garage door 2022, Electrical panel 2017,brand new flooring throughout installed in 2026 along with fresh interior paint completed in 2026, creating a clean modern feel the moment you walk in. The bathroom has been completely remodeled with tasteful finishes that elevate the space and add a touch of modern comfort. Step outside to a screened lanai, perfect for relaxing, entertaining, or enjoying Florida evenings in comfort. This home will not last long, Schedule your showing today!

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

Listing Agent: Zayna Malasi (727-248-0091)

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)