Holiday Single Family Homes For Sale - 204 homes

Remarks: Located within the 55+ area of the beautiful Key Vista gated community, this move-in-ready villa radiates pride of ownership through extensive upgrades and a cheerful, sun-drenched layout. The open floor plan features high ceilings, architectural niches, and brand-new luxury vinyl plank flooring complemented by fresh paint and elegant plantation shutters throughout. At the heart of the home, the kitchen boasts wood cabinetry, granite countertops, and newer stainless steel appliances, including a breakfast bar and a delightful dinette area. This space opens to a large, screened-in lanai with upgraded "no-see-um" screens and a pavered floor, offering a tranquil view of a serene pond and lush landscaping with no rear neighbors for ultimate privacy. The thoughtful design includes a split-bedroom layout for maximum comfort, along with a versatile den that can easily serve as a third bedroom or home office. For added convenience, the villa includes an indoor laundry room and a two-car garage. Living here means enjoying a maintenance-free lifestyle where the HOA covers exterior painting, cable, internet, and access to resort-style amenities. Residents can take advantage of two clubhouses, heated pools and spas, a fitness center, tennis and volleyball courts, and a playground, all within a beautifully manicured environment that even offers on-site storage for boats and RVs. The location is a true standout for outdoor enthusiasts, situated within a short walking distance of the Gulf of Mexico and the Key Vista Nature Park. You are just moments away from the Key Vista Waterfront Gulf Park, which offers a swimming area, kayak access, a 24-hour fishing pier, and miles of walking and bike trails. With the historic Tarpon Springs Sponge Docks, local marinas, and boat ramps at Anclote River Beach Park nearby, this home provides the perfect gateway to Florida's coastal lifestyle. NO FLOOD INSURANCE REQUIRED, NO CCD FEE, roof 2022, THE SOLAR PANELS WILL GIVE YOU AN IMMEDIATE SAVINGS AT ABOUT $100 A MONTH.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)

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

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

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

Remarks: Where else can you find a like-new home in a gated community just a short walk from the Gulf at this price? Welcome to Key Vista’s highly sought-after 55+ seaside community, where this beautifully renovated home was completely updated in 2025 from top to bottom. Inside, you’ll find a fresh, modern feel with no popcorn ceilings, hurricane-rated PGT windows and sliding doors, and stylish kitchen and bathroom cabinetry topped with elegant quartz countertops. Plantation shutters and a charming kitchen window treatment in the breakfast nook add warmth and character, while a new tankless water heater and garage door opener provide everyday convenience. The roof and HVAC system have both been recently replaced, offering peace of mind for years to come. Step outside to a newly tiled screened lanai and patio that overlook lush tropical gardens and two large palms, creating a private and relaxing retreat. Tucked away on a quiet cul-de-sac, this home offers both tranquility and access to an active lifestyle. Residents enjoy a heated pool within the 55+ section as well as a second resort-style pool, along with a wide range of activities hosted in both the 55+ clubhouse and the main clubhouse, where you can play tennis or pickleball or stay active in the fitness center. Just beyond the gates, the nearby Ben Harrill Community Center and sports complex provide even more recreational options, while the scenic Anclote Coastal Trail across the street invites you to bike or walk to several waterfront parks featuring nature trails, fishing piers, swimming areas, and a boat launch. With easy access to the vibrant areas of Tarpon Springs and New Port Richey for dining, culture, sports, and entertainment, this home truly offers the best of Florida living—plus the added benefit of no flood insurance required.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)

Remarks: Great starter, retirement, or income rental home. This comfortable home has 2 bedrooms, 2 bathrooms, kitchen, living room, dining room, Florida room and a huge flex room that is not included in the square footage. It has a large fenced in back yard and a front circular drive way. It is centrally located to shopping, schools, beaches and much more. No deed restrictions or flood insurance needed. The reason for the long days on the market was it was rented and the time did not stop so it shows a lot of days on the market. Price was increased due to installation of a BRAND NEW septic system placed outside of the house, instead of in the huge flex room.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)

Remarks: This 2 bedroom, 2 bath home with a 1-car garage offers a functional layout with multiple living areas, including a living room, dining room, family room, and enclosed porch. Roof is getting replaced. Located in a no flood zone and featuring a circular driveway, this property provides both comfort and convenience. Sold fully furnished, it allows you to move in while making updates at your own pace. Don’t miss this well-located home with great potential—see it in person today.

Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)

Listing Agent: Maria Demellis (727-271-1021)

Remarks: Under contract-accepting backup offers. MOVE-IN-READY FLORIDA LIFESTYLE!. Welcome to 3407 Honeymoon Lane in Holiday, Florida—a charming and well-maintained home offering comfort, convenience, and Florida living at its best. This property features a spacious layout a functional floor plan, and inviting living and dining areas perfect for both relaxing and entertaining. The kitchen offers ample cabinet and counter space, making meal preparation easy, while the adjoining Florida room area provides a cozy setting for everyday living. Bedrooms are generously sized, and the home provides flexible space to suit a variety of needs, whether for guests, a home office, or hobbies. Step outside to enjoy the screened porch with plenty of room for outdoor gatherings, gardening, or simply soaking up the Florida sunshine. this home is just minutes from local parks, shopping, dining, and Gulf Coast beaches. Whether you’re a first-time buyer, seasonal resident, or looking to invest, this property is a fantastic opportunity in a convenient location. Schedule your private showing today and discover all that this home has to give, brand new carpet, 7 years old roof, Water Heater 2020 & AC 2023

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

Listing Agent: Pamela Gomez (813-766-3745)

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

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

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

Remarks: 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: Waterfront Retreat with Gulf Access – Turn-Key, RV & Boat Ready! Discover the perfect Florida lifestyle in this stunningly remodeled waterfront home. Boasting direct Gulf access via a scenic 20-minute boat ride, this property is a rare find with dedicated space for both your RV and Boat. Highlights of this Move-In Ready Home: Total Peace of Mind: Brand NEW AC, new ductwork, upgraded electrical, and NEW impact-resistant windows & sliders. Designer Interiors: New porcelain tile flooring throughout, fresh interior/exterior paint, and modern epoxy finishes on the garage and porch. Chef’s Kitchen: Updated with stone countertops, a marble herringbone backsplash, and all-new stainless steel appliances. Ultimate Entertaining: Large bonus room with water views, plus a screened lanai for breathtaking sunsets. Bonus Features: Luxury LG front-load laundry, custom stone cladding curb appeal, and an included Home Warranty. Whether you're looking for a primary residence, a short-term rental investment, or a winter retreat, this home is minutes from the area’s best dining and shopping.

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

Listing Agent: Lela Pentsa (941-223-5586)

Remarks: Investor special in Holiday! This property offers a great opportunity for renovation or rental income potential. Situated in a convenient location near the Gulf, parks, and local amenities. Sold As-Is; Buyer to verify permits/square-footage.

Listing is courtesy of: NEW VISION REALTY INC (727-286-2356)

Listing Agent: Yasmina Jacaj (727-400-2352)

Remarks: One or more photo(s) has been 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: Under contract-accepting backup offers. Welcome to this beautifully maintained and spacious 2-bedroom, 3-bathroom home offering exceptional curb appeal with lush landscaping and a charming front porch that creates a warm first impression. Step inside to an inviting open floor plan featuring a front living area that seamlessly flows into the dining space, kitchen, and an expansive family room, perfect for both everyday living and entertaining. The well-appointed kitchen boasts an abundance of wood cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast bar overlooking the main living areas. The impressive family room is truly the heart of the home, showcasing soaring ceilings and a stunning fireplace that adds both character and comfort. Step outside to a spacious backyard designed for outdoor living, complete with a covered patio, ideal for relaxing, hosting gatherings, or enjoying Florida’s beautiful weather year-round. Thoughtfully updated, this home features hurricane-impact windows, UV filtration on the AC (2019), a brand-new roof installed in 2024, emergency generator interlock for power outages and fully paid-off solar panels for energy efficiency and long-term savings. Ideally located in Holiday, you’ll enjoy easy access to shopping, dining, top-rated Gulf beaches, and vibrant nearby downtown areas. This home offers the perfect blend of comfort, style, and location!

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

Listing Agent: Amie Lenhart (727-515-1626)

Remarks: Spacious single-family home in the Beacon Square Subdivision in the heart of Holiday. Home features 3 large bedrooms, 2 Full bathrooms with ceramic tile floors throughout home. The open floor plan creates a bright and spacious living area connecting the living room, dining room, kitchen, and enclosed Florida Room. And there's a 1 car garage and fenced backyard. Beacon Square is minutes away from the Gulf of Mexico with lots of activities such as shopping, dining out and beach activities.

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

Listing Agent: Michael Eddings (813-480-6026)

Remarks: Under contract-accepting backup offers. Beautiful property in Holiday

Listing is courtesy of: APPLE HOMES CORP (813-733-1540)

Listing Agent: Miguel Salinas (813-733-1540)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back Up Offers Only !!Step into easy coastal living in this bright and beautifully updated block home in Tahitian Homes. Fresh tile flooring flows throughout the 2 bedrooms and 2 baths, complementing an upgraded kitchen with a subway-tile backsplash, stainless steel appliances, and a refreshed primary suite. The enclosed screened patio expands your living space and creates the perfect indoor-outdoor vibe for morning coffee, weekend lounging, or evening gatherings. A 1-car garage, central AC, newer roof, newer windows, and a fully vinyl-fenced yard add comfort, privacy, and plenty of room for the outdoor gardener—delivering both convenience and peace of mind. With no HOA or CDD fees and a location just minutes from beaches, parks, marinas, and daily essentials, this home offers the ideal blend of value, lifestyle, and low-maintenance living. Move right in and start enjoying the Florida lifestyle. Why rent when owning feels this good!Motivated sellers !

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

Listing Agent: Marilyn Gioffre (347-802-5489)

Remarks: Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features low-maintenance vinyl fencing,  ensures a safe haven for pets and play while providing a serene retreat or quiet reflection. Whether you're seeking a permanent residence or an investment opportunity, this property provides excellent flexibility. It is centrally located in Holiday, just 0.7 miles from US 19 and less than 1.5 miles from supermarkets, dining, and entertainment. The home was not impacted by rising water during the last two storms. It has been meticulously maintained and is in move-in ready condition.

Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)

Listing Agent: Hector Mendez Garcia, Pa (786-683-9407)

Remarks: Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home located in the established community of Holiday Lakes West. Built in 1988, this well-maintained residence offers approximately 1,200 square feet of living space with a desirable split-bedroom floor plan and open-concept layout. Step inside to find vaulted ceilings and abundant natural light, creating a bright and spacious feel throughout the main living areas. The kitchen features ample cabinetry, a breakfast bar, and a pass-through to the dining area. Situated near US-19, offering quick access to Tampa, Clearwater, and St. Petersburg for work, dining, and entertainment. Just a short drive to Gulf beaches and waterfront parks, including Anclote River Park with boat ramps, fishing, and picnic areas.

Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)

Listing Agent: Terry Connors, Ii (727-452-6054)

Remarks: Step into your private Florida oasis featuring a nice size pool, open living concept , and minutes from Gulf beaches. No Hoa, no flood. Move in ready. Situated on an oversized lot, this unique property offers flexibility, space, and privacy rarely found in the area. The home features two dedicated office spaces, ideal for remote work, a home-based business, or creative studios. A standout 1,900-square-foot garage provides exceptional room for multiple vehicles, boats, Rv workshop space, or storage — perfect for hobbyists or professionals needing extra room. Newer AC upstairs, newer appliances, complete renovated bathroom, and many upgrades. Upstairs, the private primary suite is a true retreat, complete with its own additional living room, offering separation and comfort ideal for relaxation or a private lounge space. The layout is thoughtfully designed to support both everyday living and work-from-home needs. Roof one 2018 Roof two 2013, AC upstaris 2024 and downstairs 2018. With its quiet setting, oversized lot, and versatile floor plan, this property offers endless possibilities for customization and lifestyle flexibility — all while remaining conveniently located near shopping, dining and beaches.

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

Listing Agent: Nicole Volentine (813-399-6488)

Remarks: One or more photo(s) has been virtually staged. Welcome to 5313 Boardwalk Street — a beautifully updated 3 bedroom, 2.5 bath waterfront home offering incredible value in one of Holiday’s most desirable boating communities. This property experienced no flood damage from past hurricanes, providing peace of mind while enjoying true Florida waterfront living. Major systems have also been updated, including a 2021 HVAC system, adding comfort and efficiency for years to come. Out back, you’ll find a covered 10,000 lb boat lift plus a wet slip accommodating up to a 30’ vessel, making this home ideal for serious boaters. From your dock, enjoy easy navigation to the Gulf of Mexico, with multiple waterfront restaurants, marinas, and live music spots along the way. With world-class fishing and diving off Anclote, this truly is a boater’s paradise at an incredible price point. Inside, the home showcases tasteful updates and modern finishes throughout. The open layout features vaulted ceilings creating a bright, airy feel, stainless steel appliances, granite countertops, upgraded backsplash, modern fixtures and finishes, and an inside laundry room. The screened balcony overlooking the canal is a standout feature — the perfect place to enjoy sunrise coffee or unwind at sunset with a waterfront view. Downstairs, you’ll appreciate the huge garage with nearly 400 sq ft of additional storage space under the home, providing ample room for water toys, fishing gear, and all your boating essentials. If you’ve been searching for Gulf access, a private boat lift, updated interior finishes, and strong system updates — this home checks all the boxes. Schedule your private showing and start living the waterfront lifestyle. Flood Insurance only $826/year!!

Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)

Listing Agent: Jonathan Hernandez (727-417-1122)

Remarks: Beautiful 2-bedroom, 1.5-bathroom home in the heart of Holiday, featuring new windows, a large fenced yard, a screened patio, and fresh remodeling throughout, all in a fantastic location close to beaches, restaurants, and shopping. You must see this one before it’s gone. The property has no flooding history and is not in a flood zone, offering peace of mind and easy Florida living.

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Anita Mccracken (727-776-4638)