Holiday Homes For Sale & Real Estate - 324 homes

Remarks: Stunning Pool Home with Breathtaking Lake Views in Beacon Square! This beautifully remodeled, expansive residence is one of the largest in the neighborhood, boasting over 1,500 sq. ft. of fully updated living space. Featuring a perfect split-bedroom floor plan, the layout offers a separate living room, dining room, family room, and versatile space with excellent potential for a third bedroom. Step inside to find a gorgeous new kitchen, two completely updated bathrooms, new flooring throughout, and a freshly painted interior and exterior. The spacious kitchen features a convenient pass-through window to the screened-in lanai, creating an effortless indoor/outdoor flow for entertaining. Unwind in your private, "bug-free" caged pool yard, where you can swim in the newly resurfaced inground pool while enjoying spectacular sunsets and cool evening breezes off the spring-fed lake. Complete Peace of Mind: This home has an updated electrical panel, and a history of never flooding! Located on the highly desirable water-side of US-19, you are just a short trip away from Gulf Harbors Beach Club, Green Key Beach, and Robert K. Rees Memorial Park, with endless dining and shopping options nearby. Move-in ready and perfect as a primary residence or a vacation getaway—schedule your tour 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 remodeled Oasis! This pool home has been tastefully remodeled with quartz countertops, new kitchen island, Luxury Vinyl flooring throughout the house, fully remodeled master bedroom and master bath with quartz countertops and a walk-in shower, ceiling fans throughout the house, new laundry room and a florida sunroom/dining room with plenty of natural light and a view to the pool/backyard. As you step outside, you will be delighted by all the entertaining you will be able to enjoy and provide to your friends and family! In-ground pool, wooden tiki bar, covered patio area with a wooden gazebo and plenty of potential for more to add. Storage is located in the backyard. Roof (2020), A/C unit and ductwork (2020), tankless water heater (2020), water softener, reverse osmosis system, upgraded modernized plumbing-pex piping (2020). No Flood insurance required.

Listing is courtesy of: REALTY BLU (813-221-4890)

Listing Agent: Paulo Garcia Dyer (813-403-1093)

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: Priced to sell fast. 2-bed, 2-bath home in Holiday with all major systems updated. New AC system and full ductwork replacement in July 2025. Roof and water heater replaced in 2018. Epoxy flooring installed June 2025. Home needs light cosmetic improvements. One-car garage. Two exterior sheds for storage. No HOA. Close to Tarpon Springs, Gulf beaches, shopping, and major roads.

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Andrew Pabst (407-225-3035)

Remarks: Very nice two bedroom two bath home with a one garage available immediately. When entering the property you find yourself in one of two large family living spaces. Property sits on a large corner lot with a fenced backyard. The kitchen has new appliances and is ready to cook your dream meal. Lots of storage with a pantry closet built in to the kitchen. The garage is equipped with washer and dryer hook ups. Freshly painted interior with oversized one car garage. The backyard is completely fenced in and ready for a BBQ. Their is a nice back porch area to enjoy the Florida weather. Close to area beaches and airports this house is ideal for a first time home buyer or an investor looking to add to their portfolio.

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

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

Remarks: Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining. The home includes a fireplace, ceiling fans, and central electric heat/air. Connected to public water with a private septic system, this gem is truly move-in ready!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Virtually Staged. Zero-down programs may be available; for qualified buyers. Welcome to your remodeled coastal retreat in Holiday, Florida, just moments from the Gulf of America's stunning beaches. This home is not in a flood zone. This immaculate property boasts a spacious open concept, perfect for modern living and entertaining. Step into an astonishing family room complete with a cozy fireplace, ideal for moments of relaxation and gathering with loved ones. The kitchen is a chef's dream, featuring a beautiful island with quartz countertops and stainless-steel appliances. Don't miss out on this opportunity to own a piece of paradise. Whether you are looking for a vacation gateway or a permanent residence. This home offers unparalleled peace and tranquility in a prime coastal location. Embrace the ultimate in Florida living. Buy your home today and start enjoying this coastal gem today. Down payment assistance might be available for qualified buyers. This property is not in a flood zone.

Listing is courtesy of: SUNSET LAKES REALTY, LLC. (786-234-7349)

Listing Agent: Lazaro Borrego (786-234-7349)

Remarks: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

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

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Ashley Quaife (910-381-3111)

Remarks: 3 bedroom 2 bath home in Buena Vista Manor. Parking for 2-3 cars. 2 additional storage units in back yard. All fenced. Very nice trex decking patio off kitchen and dining area in back yard great for BBQ'ing and more!. Very spacious unit ready for its next owner.

Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)

Listing Agent: Mike Delgrande (727-967-9779)

Remarks: Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

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

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

Remarks: Welcome to your own piece of Florida paradise! Enjoy peaceful water views from your screened-in lanai with this spacious 2-bedroom, 2-bathroom waterfront home with no HOA! Inside you will find ceramic tile throughout, with updates including stainless steel appliances in kitchen, and hurricane proof windows/sliding glass doors. Features also include one car garage and newer Roof / AC. Home is ready for your personal touches – fantastic opportunity in a convenient location near the Coast!

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

Listing Agent: Sherry Merriman (724-494-7727)

Remarks: Discover the charm of 1240 Chelsea Ln, located in the heart of Holiday, FL. This inviting house provides a wonderful opportunity for those seeking a residence in this vibrant area. The exterior features a well-maintained facade that exudes a welcoming atmosphere. Set in a desirable location, convenient access to local amenities. While the specific interior details and amenities are not provided, the potential of this home allows for versatile living arrangements. Whether you're looking to personalize a space or enjoy a move-in ready home, this property presents an opportunity to explore the possibilities of life in Holiday, FL. With its accessible location, this house is a great option for anyone looking to enjoy what the area has to accord.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or potential rental income. The interior showcases an open layout with tile flooring, solid wood cabinetry, and a beautifully updated kitchen featuring granite countertops, stainless steel applicances, and a custom backsplash. An eat-in kitchen area provides additional dining space and is ideal for everyday living. Major updates include updated electricial system, tankless water heater, and newer central AC, providing peace of mind for years to come. Situated on a fenced lot with a 1-car attached garage, this property offers both privacy and functionality. With no HOA restrictions, homeowners have added flexibility for personal use or investment. Conveniently located near schools, parks, shopping, dining, and Gulf beaches, this property combines comfort, value, and versatility. Whether you're looking for a primary residence, multi-generational home, or income-producing opportunity, this property checks all the boxes. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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

Listing Agent: Ron Astorga (407-595-2272)

Remarks: Property situated on Oversized corner lot, the roof is 2016, NO sinkhole, No HOA, NO CDD, this two bedroom, one bathroom home, has been freshly painted with vinyl floors perfect for its new owner. Step into the front door and enter the family room and continue straight ahead into the update kitchen contains, fresh back-splash , . To the right notice the extra space , florida room which can be used as a den or perfect for office space. To the left of the family room , 2 bedroom and a bathroom . Conveniently located off of Hwy 19 ,lots of shopping, grocery stores, hospitals, doctor offices, restaurants, and 2 major airport . 30 minutes from famous clearwater beach , honeymoon island and Tarpon Springs Sponge Docks , make this location perfect for you new home .

Listing is courtesy of: 1ST INVESTMENT REALTY GROUP LLC (813-841-3613)

Listing Agent: Mayla Benitez (786-970-1917)

Remarks: Welcome to this beautifully built 2-story townhome offering modern comfort and effortless living. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this home showcases a bright, open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas, plus a convenient half bath. Upstairs, enjoy a thoughtfully designed split-bedroom layout for added privacy. The spacious primary suite includes dual sinks, a walk-in closet, and a well-appointed ensuite bath, while two additional bedrooms share a full bath. Smart home features include a WiFi-enabled garage opener and NEST thermostat. Low HOA fees cover exterior maintenance, cable, and high-speed internet—and NO CDD fees. Ideally located near US-19 and Highway 54, just minutes from the charm of Tarpon Springs, shopping, dining, and Gulf beaches.

Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)

Listing Agent: David Kerr (727-804-2116)

Remarks: Welcome to 3816 Beacon Square Drive—a charming 3-bedroom, 2-bath single-family home nestled on a generous sized lot, offering serene nature views in the heart of Holiday. This move in ready home is surrounded by abundant outdoor space and palm trees, this home offers a perfect Florida retreat with classic style, that has been impeccably maintained. Inside, luxury vinyl flooring flows throughout, enhancing the home’s timeless appeal. Filled with natural light, the interior is bright, inviting, and truly move-in ready. Thoughtful upgrades blend vintage character with modern comfort. Enjoy the spacious, fully fenced backyard—perfect for pets, gardening, or outdoor gatherings—along with the convenience of a single-car garage for parking or additional storage. Rediscover the essence of a simpler lifestyle in this well-appointed home. In 2019, the home received a new roof, new ductwork and insulation, along with a complete main-house renovation that included a new kitchen, flooring, baseboards, ceiling fans, main bathroom, lighting, doors, and appliances. Since then, additional major updates include new windows and a new garage door in 2023, as well as a new dishwasher and a new AC unit and handler in 2025. The property has also been refreshed with updates to the in-law suite (including new flooring and vanity), main bathroom floor tile, patio improvements, fresh interior and exterior paint, and new toilets throughout. Conveniently located near Gulf beaches, dining, and shopping, and the Beacon Square Civic Association. This property also remained unaffected during the 2024 hurricanes. With solid block construction and a prime location, this home offers exceptional potential—schedule your private showing today!

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

Listing Agent: Michael Owens (727-204-7204)

Remarks: Under contract-accepting backup offers. HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this home. Beautiful updated second bath with step-in shower & French doors that open to your MASSIVE fenced backyard. This is a true outdoor oasis with endless possibilities for gatherings, gardening, or simply soaking up the Florida sunshine. Located in a prime location close to all major shopping, dining, airports, and world-famous beaches, this home offers the best of convenience and coastal living. Whether you're looking for your first home, a winter retreat, or an investment, this Holiday gem checks all the boxes. Schedule your private showing today before this one’s gone!

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

Remarks: Welcome to the highly sought-after Lake Conley (Lake Colony), a premier gated 55+ community where you own your land! This beautifully updated 2-bedroom, 2-bathroom manufactured home offers approximately 1,100 square feet of modern living space designed for comfort and the active Florida lifestyle. Step inside to find a spacious, open floor plan featuring fresh interior paint and brand-new laminate flooring throughout. The kitchen is chef-ready with new countertops and a full suite of appliances, including a dishwasher, microwave, range, and refrigerator. The master suite serves as a private retreat with an en-suite bathroom and a generous walk-in closet, while the second bathroom has been tastefully updated with a brand-new shower. For added versatility, the fully enclosed Florida room provides excellent extra living space, and the home is thoughtfully designed to be wheelchair accessible. Major systems offer peace of mind, including a 2017 AC system featuring a brand-new compressor and condenser installed just one year ago. The exterior is equally low-maintenance with durable vinyl siding and a private carport. Life in Lake Conley is as active or relaxing as you choose. With a low monthly HOA, residents enjoy a heated swimming pool, clubhouse, shuffleboard, horseshoe courts, and unique activities like beanbag baseball. Water enthusiasts will love the private boat ramp, fishing pier, and lakefront dock—perfect for catching breathtaking Florida sunsets. This pet-friendly, golf-cart-friendly community is perfectly situated in Pasco County, just minutes from the historic Tarpon Springs Sponge Docks, pristine local beaches, top-tier hospitals, and premier shopping. Don't miss your chance to join this vibrant community!

Listing is courtesy of: SUNBELT REAL ESTATE FLORIDA (727-741-9007)

Listing Agent: Christopher Dufala (727-741-9007)

Remarks: Gulf Coast beaches and the iconic Tarpon Springs Sponge Docks just minutes away. This is the kind of Florida lifestyle first-time buyers dream about, and this home puts it within reach. This 3-bedroom, 2-bathroom home with a 1-car garage sits in a non-flood zone community and offers a comfortable, functional layout with genuine upgrades already in place. The kitchen is already the kind most people renovate toward: soft-close cabinetry, designer granite countertops, and Samsung stainless steel appliances ready to go. The primary suite offers a genuine escape with porcelain tile floors and a stunning designer tile shower. A sprawling 17×10 family room flows off the kitchen, and vinyl and tile flooring ties the whole home together beautifully. The major systems are in good shape — 2016 architectural shingle roof, 2016 AC, and a 2021 water heater. Priced to reflect its current condition, meaning you get a well-located, upgraded home with genuine upside. Affordable, move-in friendly, and steps from everything the Florida lifestyle has to offer. If you’ve been waiting for the right moment to stop renting and start owning, or looking for a second home in the Gulf Coast, this is it. Florida lifestyle. Real value. This is the one.

Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)

Listing Agent: Michele Strong (727-688-0221)