Holiday Homes For Sale & Real Estate - 303 homes

Remarks: PRICED TO SELL! Lowest price in the community! Welcome to this beautifully maintained 2/2 end-unit villa, just minutes from the beach and offering quick access to US-19. The inviting open floor plan, featuring a spacious living and dining area perfect for relaxing or entertaining. The kitchen boasts an open window that overlooks the living space, creating a bright, airy atmosphere. You'll love the oversized Florida room, ideal for hosting gatherings, which leads to a private, fenced backyard—a perfect spot for outdoor enjoyment. The community offers fantastic amenities, including a refreshing pool, a clubhouse, a serene pond, shuffleboard courts, horseshoe pits, and a grilling area. Enjoy a quiet evening at home or take advantage of the community's activities. Don't miss out Schedule your showing today.

Listing is courtesy of: ELEVATE REALTY LLC (561-427-3923)

Listing Agent: Laura Auten (561-427-3923)

Remarks: TURNKEY - LIKE A NEW BUILD MODERN VILLA with 2 BEDROOMS AND 2 FULL BATHROOMS with COVERED CARPORT. LARGE COMMUNITY POOL/CABANA TO ENJOY FLORIDA AT ITS BEST! Would you like an END UNIT VILLA that has been completely remodeled to today's modern vibes? Well, you found it!! Schedule your showing today! Here is the long list of the $80,000 IN UPGRADES AND NEW FEATURES:...[ALL Windows Brand New] [Newer AC w/TechPure Cleaning System installed JAN 2017 w/10 Year Transferrable Warranty] [All Electric and GFCIs Upgraded to Code] [Complete Reverse Osmosis System and connected to Water & Ice in Refrigerator] [Hot Water Heater Plumbed and Moved to Exterior Porch instead of in Master Bathroom] [Kitchen Completely Redone with Custom Tall Solid Wood Cabinets with Crown Moldings, Pantry and Extra Counter Space Added, and Upgraded Corian Countertops] [Electric & Plumbing installed for future Dishwasher] [3-Way Recessed and Night Mood Lighting Added for Ambiance] [Stainless Steel Appliances, Refrigerator with Non-Fingerprint Door, and Self Cleaning Oven] [Porcelain Tile evenly flows throughout condo] [New Wider Baseboards throughout] [Every Door Frame Rebuilt New, and New Doors throughout] [Entire Ceiling and Walls Completely Re-Textured to Match and Flows throughout condo, and properly Primed and Painted with Sherwin Williams Satin Paint] [All new AC Vents and Bathroom Fan Vents] [All Electrical Outlets and Switches Upgraded with Proper GFCIs to Code] [Ethan Allen Fixtures, and huge modern Ceiling Fan in Great Room] [Exterior Porch and Closet Tiled] [Custom Master Bathroom including Wood Cabinets and 5 Foot Vanity with Granite Countertop] [Double Racking in the Walk-in Closet] [2 Extra side closets on each of the Vanities, and a beautiful Chandelier for Ambiance] [Safety Bars in Both Bathrooms added, and a Shower Bench in the Master Shower] [Automatic Sensor Lighting in En Suite Bathroom] Community amenities include a Large HEATED Swimming Pool, Cabana, and shuffleboard! LOCATION LOCATION!! JUST 1 Mile to Tarpon Springs Pinellas/Pasco County Line. Walk to Grocery Shopping, Restaurants, Local Amvets Club, Bus Line, and more! Schedule your in-person showing or Video Walk-Through today! TAKE NOTE: Must be 55+, no rentals, no motorcycles/rvs, no pets, one carport/one vehicle permitted.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Linda Axiotis (727-514-9006)

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: Under contract-accepting backup offers. Short Sale. BEAUTIFULLY REMODELED 3 BEDROOM HOME WITH LARGE FLORIDA ROOM AND ABOVE GROUND POOL! Welcome to this charming 3-bedroom, 1.5-bathroom block home with an oversized 2-car garage, offering 1,383 sq. ft. of living space, thoughtfully updated for comfort and style. As you arrive, you’re greeted by a screened front porch, the perfect spot for morning coffee or relaxing evenings. Step inside and you’ll immediately notice the wide-open floor plan, where the living room, dining area, and kitchen flow seamlessly together—all highlighted by modern luxury vinyl flooring. The remodeled kitchen is a true centerpiece, featuring crisp white shaker cabinetry, granite countertops paired with a stylish butcher-block accent, stainless steel appliances, built-in pantry storage, and even a matching cabinet extension in the dining space for extra functionality. From the main living area, double sliding doors open large, light-filled Florida room with heating and cooling—ideal for a home office, gym, playroom, or even conversion into an additional bedroom if desired. The second space off the main living space is a 3rd bedroom. Through walls of windows, both the Florida room and 3rd bedroom overlook the fully fenced backyard, complete with an above-ground pool with deck and a storage shed, creating your own private retreat. The bedroom wing to the left of the main living space, includes two generously sized bedrooms with cedar-lined closets and a beautifully renovated full bathroom featuring a modern tile shower, updated flooring, and a shaker-style vanity. The oversized two-car garage is another highlight, offering a laundry area, convenient updated half bath with shower and toilet, a side entry door, and optional garage screens—perfect for added versatility. With its thoughtful upgrades, flexible layout, 2019 roof and hvac system, hurricane shutters, and inviting outdoor spaces, this home blends style, comfort, and everyday convenience.

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

Listing Agent: Danielle Nielson (727-946-6428)

Remarks: Public facing remarks - Beautifully renovated clean home that features a brand new white kitchen with quartz countertops, stainless steel appliances, new LVP flooring throughout as well as 2 renovated bathrooms. The new AC condenser and hot water heater adds peace of mind and makes this a great value at this price. Easy to show, bring all offers.

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: Rob Jones (844-448-0749)

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)

Remarks: Under contract-accepting backup offers. Move-in ready charming 2-bedroom home featuring 1 full bathroom inside plus an additional bathroom conveniently located in the garage. This well-maintained property with a beautifully remodeled kitchen with modern finishes. Situated on a desirable corner lot, no flood zone. Conveniently located near shopping, dining, parks, and just short drive to the Gulf beaches. Perfect opportunity for first time homebuyers or investors seeking a move in ready property. Schedule your private showing today!

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

Listing Agent: Yoicy Milian (813-570-5183)

Remarks: PRICE REDUCTION!!!!Immaculate Move-In Ready Home in Sought-After Key Vista Community! Nestled on a peaceful cul-de-sac in the gated Key Vista community, this beautifully maintained 3-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and thoughtful upgrades. From the moment you enter, you'll appreciate the open-concept layout, ideal for both entertaining and everyday living. Inside, you’ll find a custom-built wet bar, a spacious and versatile loft, and an abundance of natural light throughout. The main living area flows seamlessly into the kitchen and dining spaces, creating an inviting environment for gatherings. Major updates include a new roof (2023), new A/C, and new refrigerator, washer, and dryer, providing peace of mind and move-in ease. Step outside to your private fully fenced backyard oasis—perfect for kids, pets, or relaxing evenings under the stars. One of the home’s standout features is its unbeatable location. You're just 7 miles from the world-famous Sponge Docks of Tarpon Springs and minutes from local boat ramps, offering quick access to the serene waters of Anclote Key. Despite being close to the coast, this home remained high and dry through recent storms—giving you added confidence and peace of mind. Key Vista also offers resort-style amenities including a clubhouse, pool, fitness center, and nature trails. Combine that with proximity to parks, top-rated schools, and shopping, and you have a home that truly checks every box. Don't miss your chance to own a turn-key home in one of the Gulf Coast’s most desirable communities—schedule your private showing today!

Listing is courtesy of: PREMIER REALTY (727-687-2324)

Listing Agent: Shawn Miller (727-687-2324)

Remarks: Updated 3/2 • No HOA • Big Driveway • Near Gulf Access • Move-in Ready • NEW AC Fall in love with this updated 3/2 in Holiday—no HOA, no CDD, large driveway for multiple cars/boat, and a fenced yard for pets. Brand New AC unit (2025). New windows with lifetime warranty argon triple pane vinyl (2023), for comfort and efficiency year-round. Leased Solar panels(2024)[They can be removed or transferred]. Located close to a canal with access to the Gulf of Mexico, this home offers the ideal blend of modern upgrades and relaxed Florida charm. Step inside to find renovated bathrooms and new flooring that add a fresh, contemporary touch throughout. Enjoy peace of mind with major updates already done for you: The kitchen has been updated with custom cabinets, sparkling quartz counter tops, stainless steel appliances, and tile back splash(2022). The back yard has a covered porch and offers a wonderful place to sit back, relax and unwind. A new roof (2022). Frontier Fiber ready with line access in 3rd bedroom/bonus room. The gorgeous arches and pebbled front add such a charming touch in the entrance to your new home. The beautiful backyard view creates a serene setting, perfect for morning coffee, sunset relaxation, or entertaining family and friends. Walking distance (.2mi) to Beacon Square Park on Moog Rd. With its prime location near the water, this home captures the essence of the Florida lifestyle — boating, fishing, and breathtaking Gulf sunsets are just minutes away. Move-in ready and full of upgrades, this property is a must-see for anyone looking to enjoy building family memories in a true FL home! NO HOA!! NO CDD!!

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)

Listing Agent: Deborah Roy, Pa (727-612-8757)

Remarks: Under contract-accepting backup offers. Short Sale. *Short Sale Opportunity!** Seize this remarkable chance to own your dream home. This stunning 2-bedroom, 2½-bathroom residence, featuring a one-car garage and constructed in 2023, is situated in a serene and well-maintained neighborhood. The upper level includes two bedrooms, each with its own private bathroom, while the downstairs boasts a spacious living area that offers picturesque views of the pond, all under a covered patio. Additionally, there is an outdoor storage room for added convenience. This home seamlessly combines comfort, style, and value.

Listing is courtesy of: MARTINEZ 2 & ASSOCIATES OF FLO (813-431-8785)

Listing Agent: Stephanie Bonefont (813-504-5758)

Remarks: NEW ROOF 2025. NEW DUCTWORK 2022. NEW ELECTRIC PANEL 2022. Do I have your attention? This home is for someone who wants life to feel simple and comfortable. Not flashy, not overdone, just a place that feels easy to live in from day one. It’s the kind of home where you can work during the day, shut the laptop at five, and actually enjoy being at home. The big stuff is already handled, which matters if this is your first home. The roof is about a year old, the ductwork and electric panel was replaced around four years ago, and the home was fully updated floor to ceiling in 2022, including the kitchen and the bathrooms. New flooring, fresh paint… You’re not walking into projects or surprise expenses. Inside, the layout just works. There’s enough space to set up a dedicated work-from-home area without giving up your living space. The kitchen and bath feel fresh and current, and the home flows naturally for everyday life, whether you’re on video calls, cooking dinner, or hosting a couple friends. This is a great option if you’re done with renting and want something move-in ready without the stress. It’s manageable, comfortable, and updated in a way that fits how people actually live and work now. The location makes day-to-day life easier. Holiday gives you quick access to shopping, dining, parks, and main roads, plus an easy drive to the beaches. You’re close to everything but still in a neighborhood that feels settled and quiet. This is the kind of first home that just makes sense. Solid updates, practical space, and a location that supports your lifestyle without stretching you thin.

Listing is courtesy of: REALTY EXPERTS (727-888-1000)

Listing Agent: Donna Hildebrand, Llc (607-435-3404)

Remarks: Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle. This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

Listing is courtesy of: PREMIER REALTY (727-687-2324)

Listing Agent: Shawn Miller (727-687-2324)

Remarks: Located in a quiet residential area of Holiday, this charming home offers comfort, functionality, and great potential for its next owner. The property features a well-designed layout with bright living spaces and an updated kitchen that blends beautifully with the main living area, creating a warm and inviting atmosphere for everyday living and entertaining. The home also includes a versatile bonus space that can be used as a home office or easily converted into a third bedroom, providing flexibility to fit your lifestyle. Natural light fills the interior, enhancing the welcoming feel throughout the home. Step outside and enjoy the outdoor space, perfect for relaxing, hosting gatherings, or simply enjoying the Florida sunshine. Conveniently located near shopping, dining, parks, and just a short drive from the beautiful Gulf Coast beaches. A wonderful opportunity for buyers looking for comfort, flexibility, and a great location.

Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)

Listing Agent: Arlety Mollineda Fernandez (813-321-9395)

Remarks: One or more photo(s) has been virtually staged. This charming 1 story home offers 3 bedrooms, 1 bathroom with stylish living with stainless steel appliances, crisp white cabinets, and granite countertops that make the kitchen both elegant and functional. Step outside to enjoy a spacious yard enclosed by a wood fence, perfect for outdoor activities, pets, or relaxing in privacy. The screened back porch provides a serene space to unwind and enjoy the outdoors year-round. Schedule a showing today!

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Raquel Littlejohn (470-279-6333)

Remarks: Welcome to this beautifully updated one-story villa located at 3849 Staysail in Holiday. This 2-bedroom, 2-bath residence has been completely remodeled and features elegant Italian-inspired accents throughout. The modern, spacious kitchen is thoughtfully designed with granite countertops, pull-out drawers and cabinetry, and stainless-steel appliances that create both style and functionality. Both bathrooms have been fully renovated and showcase custom tile work with sleek glass-enclosed showers. High-quality, easy-care flooring flows seamlessly throughout the home, enhancing the clean, contemporary feel. The enclosed rear patio provides additional living space that can be enjoyed most of the year, perfect for relaxing or entertaining. A newer washer and dryer convey with the home, along with a well-maintained A/C system that is only a few years old and a water heater installed in 2023. The unit includes a convenient carport space directly in front, with ample guest parking available nearby. Ideally situated just steps from the clubhouse and pool, this move-in-ready villa is ready for immediate enjoyment. Located only minutes from beaches, parks, boat launches, shopping, dining, and the world-famous Sponge Docks of Tarpon Springs, this property offers the perfect blend of comfort, convenience, and Florida lifestyle living.

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

Listing Agent: Melissa Jolis (727-455-8595)

Remarks: One or more photo(s) has been virtually staged. This well-maintained two-bedroom, one-and-a-half-bath mobile home is located in a community where you own the land and enjoy low HOA fees, offering a practical option for homeowners or investors. Recent updates include a new roof and an updated electrical panel, providing added peace of mind. Inside, the home features a functional layout with comfortable living space and the opportunity to personalize over time. The property is conveniently situated near the Anclote Boat Ramp, everyday shopping and dining, and the Gulf beaches in neighboring Pinellas County. This is a solid opportunity for a primary residence, seasonal use, or investment.

Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)

Listing Agent: Megan Pargov (727-459-8997)

Remarks: Stop and check out this well-maintained home in a very active 55+ community. Home is furnished with 2 bedrooms, 2 bathrooms, finished Florida room with separate a/c. Central heat and air-conditioning NEW in 2022, NEW Refrigerator, NEW dryer, enclosed and screen lanai. Windows have been replaced; seller is not sure of year of replacement. Low monthly maintenance fee of $143.00 includes lawn service, garbage removal, maintenance of year-around-heated pool, Clubhouse, Shuffleboard and the common areas. You OWN YOUR LAND. Measurements are approx. Buyer to verify all information that is deemed to be accurate.

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

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

Remarks: Charming 3-bedroom, 2-bath, 1-car garage home in Holiday offering approximately 1,600 sq ft of living space and a desirable Eldorado floorplan featuring a welcoming front courtyard—perfect for enjoying Florida’s beautiful weather. This well-maintained home is in great condition and move-in ready with a newer roof (4 yo) and numerous updates throughout. Interior features include all tile flooring, newer windows, a spacious living room filled with natural light, and a functional kitchen with solid wood cabinets and a convenient breakfast counter. The home offers a split comfort setup with a dedicated mini-split unit in the third bedroom. The primary suite features a walk-in closet and direct access to a Jack-and-Jill style bathroom with double sinks and a tub with shower. Step outside to a large fenced backyard with plenty of room to relax, garden, or entertain. Unique privacy surrounds this property with vacant lots on both sides of the home, creating extra space and openness. One of the neighboring lots is available for purchase from a separate owner, presenting a potential opportunity for expansion or added privacy. Located just minutes from a county waterfront park with public boat launches, this home offers easy access to boating, fishing, and outdoor recreation. Enjoy comfortable Florida living in a well-cared-for home that is ready for its next owner.

Listing is courtesy of: FUTURE HOME REALTY (800-921-1330)

Listing Agent: Vera Ziegler (800-921-1330)

Remarks: Price Improvement! Discover peaceful living in this charming 2-bedroom, 1.5-bath home nestled along the banks of Lake Conley. Perfect for nature lovers and weekend anglers, this property offers a rare blend of comfort, convenience, and outdoor beauty. Fire up the barbecue and enjoy the fresh landscaping. This home is perfect for those seeking a laid-back lifestyle with a touch of adventure at an affordable price. Whether you're casting a line off the dock or watching herons glide across the water, every day feels like a getaway. Book your showing today.

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

Listing Agent: Aaron Burke (813-789-8375)

Remarks: Under contract-accepting backup offers. Price Drop! No flood zone. No HOA. Leaseable. Major systems updated- NEW HVAC (2024), NEW water heater (2024), NEW septic tank (2021), and a new roof with a lifetime warranty. Double pane windows added and impact garage door only a couple years old.

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Mary Debaggis (704-819-5568)