Holiday Homes for Sale in Holiday - 55 homes

Remarks: Under contract-accepting backup offers. 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: Under contract-accepting backup offers. “Attention investors and discerning buyers! This luxury property in Holiday is a once-in-a-lifetime opportunity just 7 min left to the beach! Completely rebuilt in 2026, everything is brand new: windows, doors, roof, air conditioning with modern lineal ducts—all completed in 2026. This home boasts a brand-new 2026 water heater, luxury ceramic bathrooms, and stunning ceramic flooring throughout. The terrace, with its wood finish and gazebo overlooking the water, is a private oasis. With three spacious bedrooms and three bathrooms, including a perfect in-law suite, every detail exudes sophistication. Modern cabinetry with quartz countertops creates a luxurious ambiance in the kitchen and throughout the open living space. The home also features a sleek modern garden, a fully updated electrical system (2026), and a brand-new electrical panel. This home is a smart home, with integrated speakers and a premium sound system for the ultimate living experience. This is a turnkey masterpiece—perfect for those seeking elegance, cutting-edge technology, and modern design. Don’t wait—schedule your tour today and join the elite who will call this home their own!”

Listing is courtesy of: SELLING USA, LLC (813-723-0086)

Listing Agent: Zuleidys Ares (813-723-0086)

Remarks: REDUCED! Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,284 sq. ft. of comfort and updates throughout! Peace of mind comes easy with a new roof (2023), a 3-ton Lennox AC system (2018) with a 10-year warranty and digital thermostat, a 2-year-old water heater, newer electrical, and new hurricane-rated windows with hurricane shutters. The home is completely tiled for easy maintenance and features an updated kitchen, fresh paint, and spacious bedrooms. The owners are adding a new $3500 fence to the home for the buyers convenience. Enjoy Florida living with a front-screened porch, outdoor shower, and nicely landscaped yard. The property also includes solar panels (leased) for energy efficiency. The electric water heater can be switched out for solar. The solar hookup is there just not used. The garage is equipped with screen doors, and there’s ample parking with extra pads—perfect for guests or multiple vehicles. Best of all, this home is located in a non-flood zone (no flood insurance required) and is just minutes from the beaches, shopping, dining, and vibrant nightlife. Perfect for first-time buyers, retirement, or vacation living, this move-in ready home combines modern comfort with an unbeatable location! Seller addED a new fence for buyers convenience. Seller is motivated!

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

Listing Agent: Jeanine Affetto (727-967-4487)

Remarks: Owner financing! Welcome to 3215 Bright Dr. in Holiday, a solid home offering comfort, privacy, and endless potential in a convenient location close to everything the Gulf Coast has to offer. Nestled in a quiet neighborhood, this property features spacious living areas filled with natural light, a functional layout perfect for everyday living and entertaining, and a generously sized yard ideal for relaxing or creating your own outdoor oasis. Whether you’re a first-time homebuyer, seasonal resident, or investor, this home presents an incredible opportunity with easy access to beaches, shopping, dining, parks, and major roadways. Seller is offering owner financing with only 10% down, 5.5% interest, and affordable monthly payments of approximately $1,280, creating a rare opportunity for buyers seeking flexible financing options. Enjoy the perfect blend of Florida lifestyle, value, and convenience.

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Helen Spanos (727-798-2195)

Remarks: Welcome Home. Charming home in a peaceful, low-maintenance neighborhood — no HOA and no CDD! This beautifully remodeled block home features 3 bedrooms and 2 baths with a smart split-floor plan that provides privacy and flow. The one-car garage and fully fenced backyard add convenience and security, while the tile floors throughout make upkeep easy. Interior highlights include a bright, open kitchen with stainless steel appliances, granite countertops plus a raised bar-height counter for casual dining, and a convenient pot filler off the backsplash. Both bathrooms have been fully updated and feature luxury vanities. Additional updates include a newer roof, updated HVAC, and a newer water heater. Back covered patio faced west for sunsets and there is plenty of room to add a swimming pool. Perfect for first-time buyers or investors looking for a rental-ready property (NO HOA Or Rental Restrictions). Enjoy Florida mornings and backyard sunrises, with easy access to shopping, dining, top-rated beaches, and the Historic Tarpon Springs Sponge Docks. Commuting is simple to Tampa, Clearwater, and St. Petersburg. Tours Available

Listing is courtesy of: FRANK ALBERT REALTY (813-546-2503)

Listing Agent: Sean Bowes (239-470-0236)

Remarks: This charming 2 bedroom, 1 bath home with Florida room(easy 3rd bedroom/office) offers newer flooring, fresh interior paint, and a 2024 roof for peace of mind. Beautiful paver patio in the back yard, great for grilling and chilling with family and friends. Large back porch is great for all 4 season! Ideally located near everyday conveniences and just a short drive to area beaches. Schedule your private showing today! A/C-2008, ROOF-2024.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)

Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)

Remarks: Under contract-accepting backup offers. Welcome to your Florida Oasis featuring an oversized fenced-in backyard, fire-pit and large patio sporting your own Tiki Hut! Located in Holiday Lake Estates, (no HOA fees or flood insurance needed) on the Pasco/Pinellas line, this home is within close proximity to the re-known area of Tarpon Springs, beaches, restaurants, parks, airports and major roadways. Completely updated in 2022, this charming 2 bedroom-1.5 bathroom home features luxury laminate flooring in the main living areas with carpet in the bedrooms. Distinctive design elements are carried through to the kitchen with neutral, soft-closed cabinets, stainless steel appliances and granite countertops. With a Great Room off the Dining Room and an enclosed Florida Room with luxury tile flooring, the opportunities to make these spaces what you envision are endless. Whether you envision an office space, a game room, a media room or another room for guests, the possibilities are yours since there is an elegant folding door already in place for privacy if needed. Hurricane Impacted Windows 2022, New Garage Door 2022, New Flat Roof 2022.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Robin Fish (727-389-2410)

Remarks: Great location with beautiful pond view from most windows, friendly surroundings, nature and tranquility. The open model perfect home with Vaulted ceilings is perfect for you, just move right in. Amazing updates include Quartz and Granite Countertops, recessed lighting, luxury vinyl floors along with newer ceramic tile and lace ceilings and newer Stainless Steel appliances. Sliders from both the Master Bedroom and Living room lead to Florida Room to relax and enjoy the views. The Master Bedroom has 2 large closets and Master Bath with dual sinks. Separate storage room and Reserved parking with plenty of guest spaces. Clubhouse with heated pool, shuffleboard and activities. The affordable HOA covers exterior maintenance, roof, lawn care, insurance, trash, cable TV, and internet, water/sewer and more, allowing you to truly enjoy worry-free living. Perfectly situated near some of the area’s best attractions, you’re just minutes from the white sandy beaches of the Gulf Coast, Anclote River Park, and the historic Tarpon Springs Sponge Docks, known for its Greek restaurants, local shops, and waterfront charm. Downtown Tarpon Springs offers year-round festivals, farmers markets, and cultural events, while nearby shopping centers, medical facilities, and golf courses ensure everything you need is within easy reach. No Flood Zone, Furniture Negotiable. PRESENT ALL OFFERS!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Erin Humphrey (727-422-7120)

Remarks: UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND NEW HVAC! Saltwater HEATED pool has had an entire makeover with swim up bar/seats, built in sun chaises, and pitted area for additional seating. The heart of the home is the kitchen, just off the pool area and is large in size with plenty of seating and island. Beautiful quartz countertops! Large windows lets in natural light! Bedrooms are thoughtfully spaced apart allowing maximum privacy for all to enjoy. SELLER IS GIVING 10K IN CONCESSIONS, and will paint every room the color of your choice prior to closing. LISTED 10K UNDER APPRAISAL AMOUNT. Recent appraisal attached. IDEAL LOCATION with a quick commute to Pasco, Pinellas or Hillsborough.

Listing is courtesy of: GIONTA REALTY GROUP LLC (727-271-6187)

Listing Agent: Ann Gionta (727-271-6187)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Holiday, offering a fresh, move-in-ready interior with thoughtful upgrades throughout. The home features a bright and inviting layout with newly refreshed walls and ceilings, along with a full interior repaint in a modern, neutral color palette. Brand-new flooring has been installed throughout, including new carpet and updated vinyl in the kitchen, creating a clean and cohesive feel. The kitchen has been tastefully updated with freshly painted cabinetry and a full suite of new white appliances, including a refrigerator, range, hood vent, and dishwasher. Additional interior improvements include updated lighting with LED fixtures, new blinds throughout, and modernized switches and outlet covers. Exterior enhancements add to the home’s curb appeal, including fresh pressure washing, landscaping cleanup, and general exterior maintenance to ensure the property is well-presented and ready for its next owner. Additional features include a new garage door opener and updated entry hardware. Conveniently located near shopping, dining, and Florida’s beautiful Gulf Coast beaches, this home offers a great opportunity for both homeowners and investors alike. Schedule your private showing today!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-908-8788)

Listing Agent: Meagan Varson (813-345-6795)

Remarks: Welcome Home! This beautifully reimagined 3-bedroom, 2-bathroom residence offers the perfect blend of modern luxury and Florida charm. Situated on a sprawling corner lot, this property provides the space and privacy you’ve been searching for. Step inside to discover a bright, open interior featuring brand-new flooring throughout for quick and easy maintenance. The remodeled kitchen has been completely transformed with sleek, new custom cabinetry, granite countertops, new refrigerator. The former garage has been expertly converted - with all permits - into a spacious master bedroom, creating a private sanctuary. The ensuite bathroom is fully remodeled design with modern finishes and walk-in shower, and his-and-hers vanity. The second full bathroom has also been tastefully updated, featuring a classic tub—perfect for relaxing after a long day. Enjoy the versatility of a bonus living area, complete with a cozy fireplace that serves as a beautiful focal point for gatherings. Beyond the interior, the living space extends outdoors. Spend your mornings on the large screened lanai, or head out to the expansive, fully fenced backyard. With so much room on this oversized lot, there is endless potential for a pool, garden, or playground. House is located near Alternate Hwy 19, close to all grocery stores, and amenities. A very short drive to many Florida beaches and Tampa international airport. Don't miss your chance to own this turnkey gem in the heart of Holiday. Some photos are virtually staged. Schedule your showing today!

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

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

Remarks: Welcome to 1715 Kenilworth Street in Holiday, Florida, a beautifully renovated home offering modern updates, functional living spaces, and the added benefit of no HOA restrictions. This move-in-ready property features refreshed interiors, contemporary finishes, and a layout designed for both everyday comfort and easy entertaining. The spacious backyard includes a private pool, creating the perfect setting to enjoy the Florida lifestyle year-round. The property is currently rented on a month-to-month basis. This is an excellent opportunity to own a renovated pool home with no HOA in a desirable Holiday location.

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

Listing Agent: Alejandro Conti (321-424-8903)

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 ranch-style 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: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!

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

Listing Agent: Jessica Macmichael (727-871-2638)

Remarks: Discover your Florida retreat in the heart of Holiday Lake Estates! This beautifully refreshed 4-bedroom, 1.5-bath home with NO HOA invites you to experience laid-back living, walking distance to Tarpon Springs’ quaint shops, waterfront dining, and sandy shores. Step inside to all-new vinyl flooring (2025) throughout. The kitchen dazzles with fresh 2025 cabinetry, sleek granite counters, and stainless appliances—perfect for hosting friends or whipping up seaside snacks. The split-plan design includes a bedroom with direct access to a private backyard patio, creating flexibility for family, guests, or office space. Recent upgrades ensure peace of mind: roof, HVAC, and insulated windows (2017); updated electrical (2018); and a fully remodeled bathroom (2017). A fenced yard, double driveway, and attached garage + bonus half bath deliver both functionality and comfort. Just a short drive to beaches, marinas, and local hotspots—this home blends convenience with coastal charm. Whether you're looking for a primary residence, an investment opportunity, or a rental-ready gem, this move-in ready block home offers versatility and value.

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

Listing Agent: Nicole Alexiou (727-265-0324)