Holiday Homes For Sale & Real Estate - 328 homes

Remarks: This 3 bedroom, 1 and a half bathroom home is nestled on a spacious, oversized lot, offering room to roam, play, and entertain. The true highlight is its incredible location. You're just a short distance from everything you need and love: from trendy shops and delicious restaurants to exciting entertainment venues and, of course, the stunning nearby beaches.

Listing is courtesy of: PREMIER REALTY CONSULTANTS (727-939-7811)

Listing Agent: Asteropi Tsalickis (727-967-0633)

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: This beautifully maintained 3-bedroom, 2-bath home is perfect for first-time buyers looking for comfort, space, and affordability near Florida’s Gulf Coast. Located in the quiet Aloha Gardens neighborhood of Holiday, this home offers a great balance of convenience and relaxation — just minutes from beaches, shopping, and dining. Step inside to a bright, open floor plan with easy-to-maintain tile flooring throughout the main living areas. The spacious kitchen opens to the dining and living room, making it ideal for entertaining or family time. Each bedroom offers plenty of natural light and closet space, and the two full bathrooms provide functionality and privacy. Outside, you’ll enjoy a large fenced backyard, perfect for pets, weekend barbecues, or simply relaxing in your own space. The home also features a one-car garage and no HOA, giving you the flexibility and freedom many first-time homeowners are looking for.

Listing is courtesy of: BRIDGE HOMES (813-525-9014)

Listing Agent: Giancarlo Gonzalez (727-743-8541)

Remarks: Welcome to this charming Florida neighborhood three bedroom two bathroom mobile home in Holiday, 1,701 sq ft with NO HOA, where relaxed living and natural beauty come together to create the perfect place to call home. This inviting residence offers an ideal retreat to unwind after a long day, starting with the front wrap-around deck, a peaceful spot to enjoy your morning coffee while taking in the view of two mature oak trees gracing the front yard. Step inside and you’re welcomed by a spacious, light-filled kitchen featuring stainless steel appliances, large windows, a skylight, and an in-kitchen dining area—truly the heart of the home. The living room provides a cozy yet stylish atmosphere with a stone-faced fireplace. For dining, you’ll find both an intimate dining room accented with rustic wood paneling and a large window, as well as a family dining room designed for entertaining, complete with space for a large table, French doors, rustic wood paneling, and expansive windows that flood the room with natural light. The owner’s retreat is generously sized to accommodate a king-size bed and offers his-and-her closets, opening into a spacious bathroom highlighted by a skylight, wood-paneled ceiling, and dual-sink vanity. Two additional spacious bedrooms provide flexibility for a home office, guest room, or extra space. Outside, enjoy a fully fenced yard offering privacy and room to relax or entertain. Gather around the fire pit on warm Florida evenings to make s’mores and lasting memories. This property also includes a 12.5’ x 16’ air-conditioned and powered “Man Cave,” a 10’ x 24’ freestanding workshop, and an 8’ x 10’ utility shed, providing ample storage and workspace. Major updates include a new roof and water heater installed in 2017. The location is unbeatable—just 0.8 miles from the dog-friendly Anclote River Park, offering a boat launch, paved bike trails, playground, picnic shelters, hiking trails, swimming, kayaking, and fishing. Nearby are a bait and tackle shop, Anclote Village Marina, and Miss Vicki’s on the River restaurant, making this area a true outdoor enthusiast’s paradise. Plus, you’re only 7 minutes from the historic Tarpon Springs Sponge Docks.Whether you’re a fisherman, nature lover, or simply seeking a home with character and flexibility, this property offers something special. Schedule your private showing today and envision your future here.

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

Remarks: Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities, where comfort meets the best of the Florida lifestyle. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also includes a dedicated office that can easily function as a third bedroom. Perfectly situated on a private conservation lot with no rear neighbors, this home offers peaceful nature views and is located on the final lot developed in the community. Inside, you’ll find soaring ceilings, an open floor plan, and an abundance of natural light throughout. The main living areas feature tile flooring, while Berber carpet adds warmth and comfort in the living room, office, and bedrooms. The spacious living area is ideal for both relaxing and entertaining. The eat-in kitchen features solid-surface countertops, 42-inch wood cabinetry, a cozy breakfast nook, and brand-new stainless steel appliances installed in November 2024. The primary suite offers high ceilings, a large walk-in closet, and a private ensuite bath with solid-surface countertops, wood cabinetry, and a glass-enclosed shower. The guest bedroom and bath are equally welcoming, while the office located just off the foyer provides flexible space for working from home or accommodating guests. Additional highlights include an interior laundry room with washer, dryer, and utility sink, a two-car garage with epoxy flooring, a 2019 water heater, and a regularly serviced A/C system. Step outside to the screened lanai overlooking tranquil, tree-lined conservation views—perfect for enjoying your morning coffee or unwinding in the evening. Residents enjoy low HOA fees, no CDD, and access to two clubhouses: one exclusively for 55+ residents with its own private pool, plus the master clubhouse featuring a resort-style pool, spa, fitness center, tennis and pickleball courts, sand volleyball, playground, and more. RV and boat storage is also available for a small monthly fee. Ideally located near Key Vista Nature Park, you can take a short walk to the water to enjoy Florida’s spectacular sunsets or explore scenic nature trails. Conveniently close to parks, shopping, dining, and Gulf beaches. Schedule your private showing today and experience everything this beautiful Key Vista home has to offer.

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

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

Remarks: Beautiful property featuring stunning lake views and breathtaking sunsets. The spacious and pleasant backyard is perfect for enjoying time with family and friends, ideal for outdoor gatherings and barbecues. This home is move-in ready and offers bright, open living spaces, including a living room and dining area. It also features a cozy family room with lake views, custom built-in wooden cabinetry, and an elegant electric fireplace—perfect for enjoying during the cooler months. A unique opportunity to live in a peaceful setting that combines comfort, functionality, and an exceptional view.

Listing is courtesy of: LCA REALTY, LLC (813-451-2197)

Listing Agent: Druselis Escalona (305-924-7629)

Remarks: Under contract-accepting backup offers. Pool Home Under $400K The One Buyers Have Been Waiting For ?? Stop scrolling… seriously. This is where your search ends. If you have been hunting for a move in ready pool home under $400,000, congratulations… you just found “the one.” And unlike your last situationship, this one actually checks all the boxes. Step inside to an inviting open concept layout where the kitchen steals the show with gorgeous quartz countertops, a large center island, and plenty of space to host everything from dinner parties to “we were only going to stay an hour” gatherings. The home features 3 spacious bedrooms, a 2 car garage, and a HUGE bonus room that can be whatever you need it to be. Home office, game room, gym, or that one room everyone says they will use but never does. You get the flexibility either way. Now let’s talk about where this home really shines. Out back, you have your own private screened in pool oasis that is perfect for cooling off, entertaining, or pretending you are on vacation without the airport hassle. Up front, there is a second screened courtyard porch, which means morning coffee in peace and quiet or an evening escape when you need a break from… well, everyone. The upgrades are already handled so you do not have to lift a finger New AC Whole house water filtration system ADT security system with cameras Full irrigation system to keep your lawn looking like you actually enjoy yard work And the location is hard to beat. You are just minutes from the Tarpon Springs Sponge Docks, Anclote River Park, Anclote Gulf Park, Key Vista Nature Park, and the Anclote River Bike Trail. Boating, beaches, nature, dining, and sunsets are all right at your fingertips. Homes like this updated pool homes under $400K in this location do not last. The only real question is how fast you can get here before someone else claims it. Schedule your private showing today… before you are asking your agent “do you think they would have taken my offer?”

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

Listing Agent: Carl Gresen (727-424-6330)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained two-bedroom, two-bathroom home tucked away on a quiet cul-de-sac in Holiday. With a wide driveway, inviting front porch, and thoughtful updates throughout, this home offers both comfort and convenience. Major improvements include a 2022 roof and a 2021 A/C and water heater, providing peace of mind for years to come. Inside, you’ll find classic terrazzo flooring, an open floor plan, and ceiling fans throughout, creating a light and comfortable living space. The front living room flows seamlessly into the kitchen and dining area, making it ideal for everyday living and entertaining. The kitchen features a center island perfect for meal prep or casual dining, matching appliances, and a dining area just off the kitchen. Toward the back of the home, a heated and cooled sunroom offers additional living space - perfect for relaxing year-round. The primary bedroom includes an impressive wall-length closet, providing plenty of storage. The second bathroom is conveniently located in the garage, and the home also includes a new washer and dryer. Step outside to enjoy a Partially fenced-in backyard with a patio area for grilling and outdoor gatherings. A shed with power adds even more functionality, ideal for storage, hobbies, or a workshop space. Conveniently located near shopping centers, dining options, and everyday amenities, this home is a fantastic opportunity whether you’re looking for a primary residence, seasonal getaway, or investment property. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

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: Lake Conley Mobile Home Park welcomes you into this gated home in Desirable 55+ community. This tastefully meticulously well kept home is ready for you with all furnishings provided. You enter through a coded secure gate while enjoying the private lake view, wild bird life and tranquil community. There is so much to enjoy!! You have fishing, boating, golf cart riding, club house with great social life gatherings, serene heated pool area, shuffleboard, community dock and boat ramp, and optional boat/RV storage (subject to availability for a fee)—all for a super low monthly fee. As you enter, you will appreciate this cheerful light and bright new kitchen with all new stainless steel appliances and all new soft close kitchen cabinetry along with new flooring throughout the home. You have a separate dining area and large comforting living room with a closed in front porch attached where you can enjoy morning coffee or evening cocktails surrounded by windows throughout. The primary bedroom has its own full bathroom and walk-in closet. The 2nd bedroom has a walk in closet as well with the guest bathroom nearby. The laundry is in the attached shed with plenty of room for storage. 2025 vapor barrier replaced. 2025 roof was recoated for preventative maintenance only. 2018 AC 3 ton heat pump replaced by previous owner with 10 year parts warranty. There is plenty of covered parking space for your vehicle and golf cart. You Own the Land, with no lot rent, low taxes, as well as HOA Fees approx. $63.41 a month. Pet-friendly park will allow with one dog or one cat no more than 25lbs. Conveniently located near the famous Tarpon Springs Sponge Docks and Fabulous Downtown New Port Richey that is full of entertainment, just 45 minutes to Tampa International Airport/St Pete/Clearwater airport and 45 minutes to world famous Clearwater Beach! Easy show, come see this Florida lifestyle.

Listing is courtesy of: PARADISE WEST REALTY, INC (727-863-4567)

Listing Agent: Linda Saunders (727-967-1204)

Remarks: 2% towards closing cost/ rate buy down with preferred lender! Also available for Rent! Welcome to your bright, modern, and practically new corner unit townhome. Step inside to a large open-plan living/kitchen/dining area with sleek granite countertops and stainless appliances.   Spacious two bedrooms both with walk-in closets.   A half-bath downstairs & full baths upstairs + loft and laundry space (washer/dryer included).   Attached one-car garage, covered back porch, and a practical, comfortable layout perfect for everyday living.   Just minutes away from beaches, parks, outdoor attractions, and waterfront escapes; including Anclote River Park, Key Vista Nature Park, and Anclote Gulf Park. Easy access to local shopping, dining, and the relaxed coastal-community vibe of the area.   A welcoming, laid-back community, ideal for anyone looking to enjoy Florida living without the hustle of a high-cost metro.   Schedule a tour and see if this is your next home sweet home!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Melisa Herrera Pa (813-993-9437)

Remarks: Need a handicap accessible home for winter or year-around living, then stop and look at this neat and clean 1 bedroom, 1 bath updated home in a 5-star 55+ very Active Community with low monthly fee of $143.00 includes, lawn maintenance, garbage service, maintenance of year-around heated pool clubhouse, and common areas taxes. Home comes nicely furnished and enclosed front porch, nice outside patio for your outside entertaining, lift to side door put on in 2019. All information is deemed to be accurate and for the buyer to verify. Sold As Is. Measurements are approx.

Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)

Listing Agent: Stella Wooster (727-247-2790)

Remarks: Under contract-accepting backup offers. Fully Renovated Beauty in the Heart of Holiday! Welcome to this stunning, move-in-ready home, where modern upgrades meet comfort and style. This beautifully renovated residence has been thoughtfully updated from top to bottom, offering peace of mind and effortless living for its next owner. New roof, water heater, AC unit, and almost new electric panel. Step inside to discover a bright, open floor plan featuring contemporary finishes, fresh interior and exterior paint, updated flooring throughout, and abundant natural light that creates a warm, inviting atmosphere. The fully remodeled kitchen showcases modern cabinetry, sleek countertops, and updated fixtures — perfect for both everyday living and entertaining guests. The home features upgraded bathrooms with stylish finishes that create a spa-like feel, while the spacious living areas provide flexibility for relaxing, working from home, or hosting gatherings. Every detail has been carefully selected to combine functionality with modern elegance. Enjoy Florida living at its best with a generous backyard ideal for outdoor entertaining, gardening, or simply unwinding in your private outdoor space. Conveniently located near shopping, dining, parks, schools, and just a short drive to beautiful Gulf Coast beaches, this property offers both tranquility and accessibility. Whether you are a first-time buyer, downsizing, or looking for a turnkey investment opportunity, this fully renovated home is a must-see. Schedule your private showing today — this one won’t last!

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Enid Izquierdo (813-965-2120)

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)

Remarks: Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom complements the home's contemporary feel. Enjoy outdoor living with a covered front patio and an extended back patio, perfect for entertaining or simply unwinding in the serene surroundings. The sprawling backyard, nearly half an acre, extends to the pond behind the home, providing a peaceful waterfront setting. Additional highlights include a security system for peace of mind and solar panels for energy efficiency. Located just minutes from Anclote Park & Boat Ramp, Anclote Gulf Park, and Key Vista Nature Park, this home offers convenient access to outdoor recreation, boating and nature trails. Don't miss out on this unique property - Schedule your showing today!

Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)

Listing Agent: Kate Glassell (727-424-4525)

Remarks: The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy beaches, you’ll feel like you’re on vacation all year long. Surrounded by charming small towns with unique shops, restaurants, breweries, and vibrant nightlife, this home puts you in the heart of it all. Inside, everything is completely updated—move-in ready with no work required. Enjoy your home without the hassle of renovations. The fenced backyard offers plenty of space for a large pool, outdoor entertaining, and creating your own private retreat. The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental opportunity.

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Joneisy Diaz Ramirez (305-878-0210)

Remarks: Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!

Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)

Listing Agent: Nick Horton (407-733-7197)

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: One or more photo(s) has been virtually staged. Discover unparalleled Gulf Front living in this stunning custom-built home with breathtaking OPEN 75’ Gulf front views and sunsets from multiple vantage points! This home features a BRAND NEW DOCK AND SEAWALL and with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this newly constructed home offers the perfect blend of luxury and modern convenience!! This home is a rare find offering the best waterfront living with high end finishes and thoughtful design including a fully equipped gourmet kitchen with new, elegant quartz countertops and backsplash, center island with pendulum lighting and farmer’s sink, new induction cooktop, new stainless steel double oven, sleek stainless steel hood vent and walk in pantry with custom shelving, family room with coffered ceilings and recess lighting perfect for entertaining, formal dining with coffered ceiling, new Luxury Vinyl floors and quad sliders leading you the oversized, raised, paved new patio and to the elongated NEW dock with a newer 7500lb boat lift! Wondrous master suite with astounding water views and walk in closets, exquisite master bath with Quartz countertops, pearl nickel fixtures and vast walk in shower with rainmaker shower head, modern lighting and mirror, immense guest quarters offer the 1st guest room with a walk in closet and impeccable views with a jack-n-jill bath boasting Quartz countertops, tiled floors and walk in shower with pebble flooring accents and rainmaker shower head, third guest room with double closets and beautiful view, NEW Luxury high end flooring throughout and electrical shades for added convenience and comfort and more! Don’t miss your chance to own this piece of paradise!

Listing is courtesy of: M3 REAL ESTATE PROFESSIONALS LLC (813-601-4752)

Listing Agent: Marsha Paul (813-601-4752)