Holiday Homes For Sale & Real Estate - 302 homes

Remarks: Rare opportunity to own a beautifully updated 4-bedroom, 2-bath home with income potential and no HOA in one of Holiday’s most convenient locations! Offering 1,550 sq ft of move-in ready living space, this versatile property is ideal for first-time buyers, investors, or anyone seeking Airbnb potential. The remodeled interior features new windows, a tankless water heater installed in 2020, and major system updates, including the AC and roof replaced in 2019 for added peace of mind. A standout feature is the converted garage which is the 4th bedroom, thoughtfully constructed as a mother-in-law suite with kitchenette or the potential to be an income-producing apartment with its own separate entrance—perfect for extended family, guests, or rental income. Outdoor living is equally impressive with an enclosed patio area, backyard gazebo, outdoor shower, covered storage space, and plenty of room to entertain or enjoy Florida living year-round on the .15-acre lot. Solar panels provide excellent energy efficiency and the new owner can (but not required to) assume the low monthly payments of $171 plus approximately $30 to Duke Energy for grid usage. Conveniently located near Gulf beaches, shopping, dining, parks, major airports, and surrounding Tampa Bay cities, this home offers outstanding flexibility, value, and long-term potential. Schedule your showing today—homes with this level of versatility and value do not last long.

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

Listing Agent: Jb Brown (727-710-1526)

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: Spacious 2-bedroom home offering 1,507 sq ft of living space, featuring a converted 2-car garage ideal for a potential 3rd bedroom, office, den, or family room. This versatile space includes exterior door access and large windows, delivering great natural light and flexibility. Updated windows and doors (2016) enhance energy efficiency and overall appeal. Roof replaced in 2019. Located in Zone X – no flood insurance required. Packed with potential, this home is the perfect canvas to create your own Florida retreat. With just cosmetic updates, you can unlock serious value and customize the space to fit your lifestyle or investment goals. Opportunities like this—offering size, flexibility, and upside—don’t come around often.

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

Listing Agent: Denise Bram (813-323-1949)

Remarks: Under contract-accepting backup offers. Welcome home! This beautifully renovated 3 bedroom, 1.5 bathroom home with a 1-car garage is located in one of Holiday’s most desirable neighborhoods. Step inside to find new LVP flooring which is both stylish and easy to maintain. The kitchen is a true highlight, featuring brand new stainless steel appliances and granite countertops. Enjoy Florida living in your spacious backyard, complete with a large screened-in patio perfect for relaxing or entertaining. Just minutes away, you can explore the famous Tarpon Springs Sponge Docks, or take a short drive to the Dunedin Causeway, Honeymoon Island, and world-renowned Clearwater Beach. Conveniently close to shopping, dining, and more. This move-in ready home also comes with a recent survey and a clean 4-point inspection for peace of mind.

Listing is courtesy of: GREAT WESTERN REALTY (813-833-8394)

Listing Agent: Stephanie Schwartz (727-479-4979)

Remarks: Under contract-accepting backup offers. This beautifully remodeled and meticulously maintained home is move-in ready and waiting for its new owner! Offering 3 bedrooms and 2 full bathrooms, this home combines comfort, functionality, and modern updates throughout. Enjoy the convenience of a 2-car garage with an interior laundry area complete with a utility sink. Step outside to a fully fenced backyard featuring a storage shed, screened-in porch, and open patio — perfect for relaxing evenings or weekend BBQs. Major updates provide peace of mind, including a new AC (2021), water heater (2024), updated windows, new washer and dryer, new insulation, and new ductwork. An alarm system is already installed for added security. Located in a quiet neighborhood, this home is just minutes from the Tarpon Springs Sponge Docks, shopping, restaurants, community parks, and beautiful Gulf beaches.

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

Listing Agent: Joanie Parker (727-455-7639)

Remarks: Do not hesitate on this meticulously maintained, one-owner villa in the Gulfwinds community. This exceptional corner-lot property is situated on a beautifully landscaped open space overlooking a pond, offering both privacy and scenic views. As one of the larger units available, the home features three bedrooms, two full bathrooms, and a dedicated den or office space complete with French doors and a decorative transom window. The interior is highlighted by high ceilings and porcelain plank tile flooring throughout. The kitchen is equipped with stainless steel appliances and quartz countertops, opening directly into a spacious great room. The split-bedroom layout ensures privacy for the owner’s suite, which includes dual vanities with updated granite tops, a garden tub, and a walk-in closet. Additional features of the home include a covered rear lanai, a brick paver patio, a separate laundry room with a washer and dryer, a generator, and a garage ceiling storage rack. The Gulfwinds community is an all-ages, pet-friendly neighborhood located in a no-flood zone. The monthly HOA provides significant value by covering lawn care, exterior maintenance (including the roof), internet, cable. Residents also enjoy access to a resort-style pool and recreation area, as well as lighted sidewalks and a bike trail connected to the Pinellas Trail. The location is conveniently situated just ten minutes from the Sponge Docks, local marinas, parks, and top-rated schools. Whether you are looking for a primary residence, a seasonal retreat, or an investment opportunity, this villa offers an incredible combination of luxury and convenience.

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

Listing Agent: Jim Maiorano (727-580-5199)

Remarks: Wow—this stunning home truly has it all! Featuring 5 spacious bedrooms, 3 full baths, and an oversized 3-car garage, this beautifully maintained 3072 Sq. Ft. property is nestled on a cul-de-sac setting in the highly desirable Key Vista community. From the moment you step inside, you’re welcomed by bright, freshly painted interiors and soaring vaulted ceilings in the foyer. The open-concept layout flows effortlessly into the living room and kitchen, all overlooking your private pool—perfect for relaxing or entertaining. This home is truly turnkey and move-in ready. The outdoor living area is perfect for relaxing poolside; the expansive, fenced backyard and landscaping make this feel like your own private retreat. Whether your enjoying your morning coffee or a glass of wine at sunset, you'll love living the Florida lifestyle in this well-located home! Enjoy resort-style living with Key Vista’s exceptional amenities, including a beautiful clubhouse, large heated pool, fully equipped fitness center, pickleball courts, and a playground. Ideally located just minutes from the scenic Anclote River Beach, Park, where you can fish off the pier, enjoy a peaceful picnic, or take in breathtaking Gulf Coast sunsets. This home is located in a non-flood zone and has never had any damage from hurricanes. Homes like this don’t come around often—schedule your private showing today before it’s gone!

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

Listing Agent: Judi Pobst (727-808-0808)

Remarks: Under contract-accepting backup offers. Charm and curb appeal abound for this Holiday home! Step inside into the well-appointed living room, positioned at the front of the home. Through the dining room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. This split, ranch-style floorplan is rounded out by the primary suite and two secondary bedrooms. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

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: Welcome to this Beautifully maintained 2 bedroom, 2 bathroom Single Family Home. This home is Move-In Ready! The home offers comfort, style, and space. Located in a very nice neighborhood, this property is clean, fully furnished, and ready for you to move in! Key Features: Beautiful bamboo floors throughout, Spacious Finished Florida Room. Relax and unwind in this bright and inviting space that adds extra living area for your enjoyment. Large kitchen and newer appliances for the cook. The home features a 2 car attached garage, a pad to park your RV or boat, and a work shed with electricity. This one has too many features to list. Come and check it out! Move in with ease! All furnishings are included, making this a hassle-free transition. THIS IS NOT A FLOOD ZONE. No flood insurance required.

Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-771-8880)

Listing Agent: Tom Schirr (727-916-4294)

Remarks: Under contract-accepting backup offers. Welcome to your own private Florida retreat at 4612 Flora Avenue in Holiday! This beautifully maintained 2-bedroom, 1-bath home offers 1,036 square feet of thoughtfully designed living space — plus incredible bonus features that make this property truly stand out. Inside, you’ll find a bright living room, a spacious family room for added flexibility, a dedicated dining area, and a well-appointed kitchen complete with appliances. The additional family room creates the perfect space for a home office, playroom, or second entertainment area — a rare find in homes of this size. Step outside and the real magic begins. The backyard is designed for enjoying the Florida lifestyle year-round, featuring a sparkling 6-foot-deep in-ground pool with a cool deck and full screen enclosure (2023). Whether you’re hosting summer gatherings or relaxing after a long day, this private oasis delivers. The screened back patio with ceiling fan offers yet another comfortable outdoor living space overlooking the pool. The front and backyard are beautifully finished with low-maintenance artificial turf, creating a clean, polished look without the upkeep. The PVC vinyl fencing adds both privacy and durability. Major upgrades provide peace of mind, including a brand-new roof and new septic system. The driveway and sidewalk feature cool deck coating for a cohesive and updated exterior feel. And that’s not all — the property also includes a detached 1-bedroom, 1-bath dwelling in the backyard. Perfect for guests, extended family, rental income potential, a private office, or creative studio space. Opportunities like this don’t come around often. Complete with a one-car garage and move-in-ready condition, this home offers exceptional value with upgrades already done for you. Schedule your private showing today and experience everything this Florida gem has to provide!

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

Listing Agent: Laurie Rivera Robles (813-766-3941)

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: One or more photo(s) has been virtually staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Florida living at its finest! Tiki Village Mobile Home Park is a 55+ Gated Community where you OWN your LAND! Tiki Village is tucked back in off US 19 to enjoy the peace and quiet, yet convenient close to shopping, restaurants, medical, nature parks, beaches and so much more! The Home is move in ready, fully furnished and tastefully decorated. This 2 bedroom 2 bath is open and spacious Brand-NEW water heater!. Carport is large enough for 2 vehicles with plenty of storage with a back yard sitting area perfect for morning coffee, entertaining in the evenings or relaxing in the Florida sunshine. Schedule your private showing today!

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

Listing Agent: Jon Dant (727-504-6727)

Remarks: Your next chapter begins now! 3030 Shadow Oaks Drive is ready for you to make it uniquely yours. This 3-bedroom, 2.5-bath, two-story pool home sits on a corner lot with minimal traffic. You’ll enjoy 2,510 sq. ft. of living (3,799 sq. ft. total) with an oversized three-car garage, ideal for a workshop or extra storage. Inside, vaulted ceilings complement a living room with a fireplace and sliders leading to the screened-in pool and inground spa. The first-floor primary suite includes a walk-in closet and ensuite bath, while upstairs you’ll find two bedrooms, a full bath, and a large family room with newer carpeting (2025). Updates include HVAC (2025), tankless water heater (2025), kitchen appliances (2024), and fresh interior paint in the garage (2026), front tree trimmed (2026),). A clean 4-point inspection (April 2026) ensures peace of mind. With space, updates, and potential, this home is ready for your vision. See it for yourself!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)

Listing Agent: Erin Gwillim (727-409-1089)

Remarks: Holiday.. where the living is easy! This Community is positioned between Tarpon Springs and Trinity. This beautifully maintained 2-bedroom, 2.5-bath end-unit townhome offers privacy, space, and modern comforts coastal design. This townhome offers a open-concept layout featuring high ceilings and abundant natural light. The kitchen is thoughtfully designed with solid surface, stainless steel appliances, and generous cabinetry. Upstairs, the spacious primary suite includes a walk-in closet and a private ensuite bath. The other bedroom provides flexibility for guests, remote work, etc. The washer and dryer are conveniently located upstairs. This end unit offers enhanced privacy with a fenced in backyard, The private patio is perfect for morning coffee or winding down after a beach day. A spacious one-car garage with extra storage adds convenience. Located in a pet-friendly community with low HOA fees, this townhome also offers quick access to US-19, shopping, dining, and some of Florida’s most beautiful Gulf Coast beaches.

Listing is courtesy of: SUNCOAST SIGNATURE PROPERTIES (727-537-0797)

Listing Agent: Mike Nakelski (727-537-0797)

Remarks: Lovely setting on a spring-fed lake. Enjoy the spectacular sunsets and cool evening breezes off the lake as you sit in the bug-free zone of your caged pool yard. This unique home is one of the largest in the neighborhood, at over 1500+ square feet. Excellent floorplan with split bedrooms and lots of living space laid out with a separate living room, dining room, and family room. A very possibilities for a third bedroom, This is a rare pool home that's also got a beautiful water view just beyond and also boasts a two-car garage. House has been completely remodeled, kitchen, 2 bathrooms ,new flooring throughout and updating as well as resurfacing of the pool, the roof was just replaced as well as the electrical panel newer This is on the water-side of 19 and just a short trip up the road to Gulf Harbors beach Club, Green key beach. or Robert K Rees Memorial Park. Many restaurants and stores on 19 within a short distance. Wonderful primary or secondary home in a quiet neighborhood. Just Painted inside and out!! New flooring !! MOVE IN READY!! CALL TODAY!!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Octavia Cheveresan (727-403-8948)

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

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

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

Remarks: Welcome to this Stunning Townhouse, Built in 2023, Offering 1,634 square feet of Heated Living Space. This Beautiful Home Features Three Bedrooms and Two and a Half Baths, along with a One-Car Garage. Downstairs, you'll find an Open-Concept layout with a Bright Living Room, Dining area,and Kitchen, all adorned with elegant Ceramic Tile and High Ceilings. The Kitchen Boasts Stainless Steel Appliances, Granite Countertops, a Ton of Cabinets for Storage and Plenty of Counter Space for Preparation of Meals. At the Back of the Home a Sliding Glass Door provides access to a Large Covered Porch and a Fenced Backyard ( A unique feature not always allowed in Townhouse Communities)—Perfect for Privacy and Relaxation. A Convenient Half Bath and Garage access round out the First Floor. Upstairs, the Home Continues to Impress with Three Spacious Bedrooms and a Abundance of Natural Light. Two Bedrooms sit on one side and share a Full Bath, along with a versatile Loft Area ideal for a Reading Nook, Home Office, or Play Area. The Owner’s Retreat is on the Opposite Side, Offering a Spacious Layout, a Large Walk-In Closet, and a Ensuite with Dual sinks and a Walk-in Shower. Plus, this Community is out of the Flood Zone, with easy access to U.S. Highway 19 to travel North/South and Highways 54/56 to head East making commutes to Tampa a breeze. Conveniently close to shopping and all amenities, This home also boasts a LOW HOA fee of $249 a month, with no CDD fees. The HOA covers grounds maintenance, the park, and the exterior of the townhouse. This home truly has it all!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Christina Vallianos (813-785-4741)

Remarks: **NO HOA**NO FLOOD ZONE** This beautifully updated 2-bedroom, 1.5-bath home in Holiday, Florida offers modern comfort with thoughtful upgrades throughout. Step inside to find a bright, refreshed interior featuring updated finishes, a clean, contemporary feel, and a layout that makes the most of every square foot. The home includes two well-sized bedrooms and a full bathroom inside, plus the added convenience of a half bath located in the one-car garage—perfect for guests, outdoor projects, or keeping the main living space tidy. A standout feature of the home is the large sunroom in the back, offering the perfect space to relax, entertain, or enjoy Florida living year-round with plenty of natural light. Out back, you’ll find a spacious, fully usable backyard with plenty of room for entertaining, pets, gardening, or even adding a pool. Whether you're hosting gatherings or enjoying a quiet evening outdoors, the large yard adds even more appeal. With its move-in-ready condition, practical layout, and generous indoor and outdoor living spaces, this home is a great opportunity for comfortable Florida living. All furniture is negotiable.

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

Listing Agent: Elise Weber (727-418-9776)