Holiday Homes For Sale & Real Estate - 296 homes

Remarks: Move-in ready home for you in a quiet neighborhood, but very close to shopping and easy to commute. Nicely updated and very little lived in by the owner, who was coming only for a couple of months in winter time. Roof, windows and entry door were replaced in 2015. All floors are tiled, kitchen has nice wooden cabinets, like new appliances, and washer and dryer in the garage. Furniture is negotiable. A good size enclosed back porch gives you place to relax and a very large back yard with chain link fence all around. Nice curb appeal and all rooms of good size. Owner recently installed additional insulation, for energy efficiency. This is a great opportunity for a first time buyer to enjoy homeownership.

Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)

Listing Agent: Maria Kastritsos (727-460-6383)

Remarks: Under contract-accepting backup offers. Situated on an oversized lot, this well-maintained 2-bedroom, 2-bath home offers a functional layout, flexible outdoor space, and the Florida lifestyle buyers are looking for. The home features a desirable split floor plan, with two spacious bedrooms—each offering its own en-suite bathroom, providing privacy and convenience. Both bathrooms are well-sized and fully functional. A standout feature of this property is the exceptional parking and storage capability. In addition to a two-car garage, the oversized driveway and dual gated side access allow ample room for boats, trailers, or additional vehicles. One side includes a covered overhang, while the other offers wide access for larger equipment or watercraft. Enjoy your own private pool with a newer screen enclosure, along with storm shutters on the rear patio for added protection and peace of mind. The fully gravelled yard provides a low-maintenance outdoor space while maximizing usability. Inside, the home includes a spacious, climate-controlled laundry room, adding everyday convenience. Major updates include a roof replaced just 2 years ago and a brand new water heater. Per the seller, the home has not experienced flooding or hurricane damage and is a solid block construction. Conveniently located just minutes from the water, and a short drive to the Tarpon Springs Sponge Docks, local dining, shopping, and attractions—including the Tarpon Springs Aquarium—this property offers both comfort and accessibility. Schedule your showing today."

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Mark Berdelle (727-337-1880)

Remarks: This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 60.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

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

Listing Agent: Kimberly Lavin (800-921-1330)

Remarks: Under contract-accepting backup offers. Beautifully renovated 4-bed, 3-bath home with a bonus room downstairs for an office! Enjoy brand NEW Flooring throughout, fresh interior & exterior paint, high ceilings. The spacious master suite offers double sinks, a garden tub, walk-in shower, and a HUGE walk-in closet with organizers. Major upgrades include a NEW Kitchen Cabinets & Appliances, NEW 2025 roof, 2023 AC, and 2024 solar panels—bringing your electric bill down to $0! The kitchen and family room overlook a fully fenced backyard with plenty of room for parties, or dogs! Located in the popular gated Key Vista community with resort-style amenities: pool, spa, clubhouse, gym, courts, and more—just minutes from the Gulf and boat ramps!

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-230-3811)

Listing Agent: Anthony Terrell (330-812-4811)

Remarks: NO HOA. NO FLOOD ZONE. Stop scrolling because this is the one everyone is looking for at this price point! This move-in ready gem offers true Florida living with an open floor plan filled with natural light, featuring generously sized bedrooms and a spacious primary suite complete with a walk-in closet and beautifully updated en-suite bathroom. The home showcases brand new paint, new doors, new flooring, and a fully remodeled kitchen and bathrooms with modern, custom upgrades that give it a clean, elevated feel throughout. Enjoy a cozy wood-burning fireplace in the family room and a bright Florida room with vinyl windows, perfect for a stylish flex space, lounge, or entertaining area. Step outside to a fully fenced backyard for privacy and relaxation. Located just minutes from top shopping, dining, the Gulf beaches, and the charm of Tarpon Springs, this home blends comfort, style, and location in a way that truly stands out.

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

Listing Agent: Nichole Para (727-480-1661)

Remarks: Your next chapter begins now! 3030 Shadow Oaks Drive is ready for you to make it uniquely yours. This 3-bedroom, 2.5-bath, two-story pool home sits on a corner lot with minimal traffic. You’ll enjoy 2,510 sq. ft. of living (3,799 sq. ft. total) with an oversized three-car garage, ideal for a workshop or extra storage. Inside, vaulted ceilings complement a living room with a fireplace and sliders leading to the screened-in pool and inground spa. The first-floor primary suite includes a walk-in closet and ensuite bath, while upstairs you’ll find two bedrooms, a full bath, and a large family room with newer carpeting (2025). Updates include HVAC (2025), tankless water heater (2025), kitchen appliances (2024), and fresh interior paint in the garage (2026), front tree trimmed (2026), pool deck patio painted (2026). A clean 4-point inspection (April 2026) ensures peace of mind. With space, updates, and potential, this home is ready for your vision. See it for yourself!

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

Listing Agent: Erin Gwillim (727-409-1089)

Remarks: Move-In Ready Gem in Beacon Square – Holiday, FL Welcome to your dream home in the beautiful Beacon Square subdivision! This charming 2-bedroom, 1.5-bathroom residence offers modern upgrades, thoughtful design, and a peaceful lifestyle just minutes from Florida’s stunning Gulf Coast. Interior Highlights: • Porcelain tile flooring throughout for a sleek, durable finish • Quartz kitchen countertops with stylish modern cabinetry • Stainless steel appliances including a slim over-the-range microwave and dishwasher • Unique juice bar area with extra cabinets and counter space, also perfect for homework or casual dining • Floating cabinet in the master bedroom for added elegance • State-of-the-art bathroom accessories with subway tile backsplashes • Spacious living room filled with natural light and a convenient coat closet at the entry • Primary bedroom features his-and-hers closets and an en-suite half bath • Hall bath includes a full-size tub and premium upgrades. • Brand-new roof for long-term peace of mind • Exterior was completely pressure-washed. Interior and exterior freshly painted with modern neutral colors • Garage floor treated with fresh epoxy for a clean, polished look Outdoor Living: • All windows equipped with protective awnings—just drop them down during hurricane season • Sliding doors lead to a cozy Florida room, ideal for morning coffee or evening relaxation • Expansive backyard with room for a pool or your own custom outdoor oasis This home blends comfort, style, and practicality in one perfect package. Whether you're starting out, downsizing, or investing, this property is ready to welcome you home. Call for your private tour.

Listing is courtesy of: MYREALTY 2 LLC (813-546-2941)

Listing Agent: Stephanie Ottar-Gieder (813-546-2941)

Remarks: Welcome to this fully renovated, move-in-ready home in the Tahitian Homes community! Virtually every inch of this property has been completely updated, featuring a bright and open floor plan with all-new tile flooring and brand-new windows throughout. The centerpiece of the home is the brand-new kitchen, which boasts all-new cabinetry, sleek stone countertops, and a full suite of stainless steel appliances. Both bedrooms have been refreshed with modern finishes, and the bathrooms feature new vanities, fixtures, and contemporary tile work. Additional updates include new interior doors, trim, and modern lighting fixtures. The exterior offers a spacious backyard with a chain-link fenced area. With no HOA fees and a location minutes from Gulf beaches, dining, and shopping, this home offers a true turnkey experience in an established neighborhood.

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

Listing Agent: Stefan Nikic (727-643-1310)

Remarks: Discover this move in ready home located on a spacious corner lot with a fenced in yard. Neutral colors and ceiling fans throughout make it comfortable and ready for your personal touch. Easy to show.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Tiki Village. NON-FLOOD ZONE. Only $400 a year. Gated. 55 and Older. You OWN THE LAND. Massive front porch 9 feet by 19 feet. This spacious home stands out as one of the community’s largest units at 1344 Sq Feet. Home has an oversized living room, expansive dining area and generously sized kitchen, also features a screened-in side porch and a carport. The hall bathroom features a high-end walk-in jetted bathtub, offering comfort, accessibility, and a spa-like experience. The primary suite includes a beautifully updated shower with a brand-new surround. Utility room with full sized washer and dryer. While the kitchen offers abundant space and storage, it is dated and presents a great opportunity for a buyer to update and personalize to their taste. Low Maintenance lot, Home is on a dead end, so there is less traffic. Tiki Village is owner/member managed and has made significant improvements, including reducing the annual fee from $520 to $400 a year. Propane tank is leased.

Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)

Listing Agent: Randal Jenkins (727-409-4663)

Remarks: One-story block home located in the Beacon Square neighborhood of Holiday, FL—perfect for first-time buyers or investors alike. This recently updated property offers peace of mind with a brand new roof (2026), new AC panel (2026), HVAC (2020), and a new water heater (2025). Inside, you’ll find updated flooring throughout, fresh interior and exterior paint, and a refreshed kitchen featuring upgrades and newer appliances, including a stainless steel refrigerator. The functional layout provides comfortable living with plenty of natural light. Conveniently located just minutes from Eagle Point Park and Anclote Gulf Park Fishing Pier, offering easy access to outdoor recreation, kayaking, and fishing. Whether you’re looking for a primary residence or a solid investment opportunity, this move-in ready home is one you don’t want to miss. Schedule your showing today!

Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)

Listing Agent: Josh Taylor (813-382-4767)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover this updated charming and spacious 2-bedroom, 2 full-bathroom villa in a truly tranquil, amenity-rich, ALL-AGES community. With a remarkably LOW HOA fee of $50 per month, this property is ideal whether you’re seeking a permanent residence or a seasonal retreat, and is the perfect STARTER HOME for those just starting their homeowner journey. Step inside to a bright, open floor plan with soaring vaulted ceilings and clerestory windows that bathe the home with natural light. This villa boasts consistent porcelain tile throughout, making it both stylish and easy to maintain. The recently updated CUSTOM KITCHEN features white shaker-style cabinetry, stainless steel appliances, beautiful new butcher block countertops and a breakfast bar. The inside laundry room also serves as a storage room or pantry. Enjoy outdoor living in the expansive updated screened-in lanai—one of the largest in the neighborhood—which offers the perfect space to relax or entertain year-round. Situated on one of the largest lots in the neighborhood, this home also includes a BRAND-NEW 2025 ROOF and a newer HVAC system 2023 for peace of mind. The super low HOA fee of only $50 covers enjoyment of the sparkling community pool, shuffleboard, horseshoes, grilling area, shaded picnic tables complete with gated entry and restroom facilities all just steps away. Don’t miss your chance to own this move-in ready villa—convenient to all kinds shopping and restaurants and ~10 minutes from the world-famous sponge docks in Tarpon Springs, several coastal parks, fishing piers and beaches.

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Conor Oneill (727-967-0928)

Remarks: price adjustment and a very motived seller,,,Move-in ready and full of potential! This 2-bedroom, 2-bath home features an open floorplan with vaulted and cathedral ceilings, creating a bright, spacious feel throughout. The living room/dining room combo is perfect for everyday living and entertaining, while solid wood cabinets and solid surface counters add lasting quality to the kitchenEnjoy a split bedroom layout for privacy, walk-in closets, and ceiling fans for year-round comfort. Conveniently located near shopping, dining, and major roadways, this Holiday home delivers space, function, and value in one smart package.

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

Listing Agent: Donna Kroll (813-444-5777)

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

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

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

Remarks: Step into this stunning brand-new 2025-built home, where every detail has been thoughtfully designed for modern living. Boasting 3 spacious bedrooms and 2 luxurious full bathrooms, this home features an open-concept layout that seamlessly blends style and functionality. Every inch shines with all-new, high-end finishes, designer touches, and top-of-the-line appliances, making this residence completely move-in ready. Enjoy the perfectly situated location, offering the ideal balance of peaceful, residential living with easy access to shopping, dining, entertainment, and outdoor activities. Whether you’re relaxing at home or heading out, this home’s prime spot in Holiday, FL ensures convenience and lifestyle flexibility. Don’t miss your chance to call this exquisite, brand-new home your own—schedule your private tour today!

Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)

Listing Agent: Ali Kochno (813-766-7143)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated home in Holiday, Florida—where modern upgrades meet peace of mind. This home is NOT Located in a flood zone and has no history of storm damage. This property offers both comfort and confidence for years to come. Many consider this to be one of the nicest neighborhoods in the area, come see for yourself. Step inside to find a fully renovated interior featuring high-end luxury vinyl plank flooring throughout, new baseboards, and fresh paint that creates a bright, cohesive feel. The home offers two spacious bedrooms , big closets and two fully updated bathrooms. Each bathroom is finished with elegant quartz countertops, new vanities, and contemporary fixtures. The heart of the home is the stunning, brand-new kitchen—complete with custom solid birchwood cabinetry, sleek quartz countertops, stainless steel appliances, and a convenient butler’s pantry for extra storage and prep space. New custom lighting and ceiling fans throughout the home add a stylish, modern touch. Outside, enjoy a large fenced yard—perfect for entertaining, pets, or simply relaxing in your own private space. A newer roof and gutters provide added value and peace of mind. This move-in-ready home combines quality craftsmanship with thoughtful upgrades—don’t miss your chance to make it yours!

Listing is courtesy of: GREAT WESTERN REALTY (813-833-8394)

Listing Agent: Steven Weber (727-262-0322)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover the charm of the Forest Hills neighborhood in Holiday! Bring all your outdoor toys to 1313 Chancellor Drive! Plenty of RV and boat/other parking available here! NO HOA! Perfect home for retirement, downsize, first home. 2-bedroom, 1 1/2-bath home in a prime location just minutes from Gulf beaches, parks, and shopping. This home features a spacious open floor plan, a bright kitchen with modern finishes, and a comfortable primary suite with private bath. The Florida room is perfect for entertaining and has it's own AC unit for efficiency. The additional bedrooms are versatile, perfect for guests, a home office, or hobbies. ROOF 2019; HVAC 2021; Newer water heater. So close to shopping, water/beaches and highways! Step outside to enjoy a fenced backyard ideal for entertaining or simply relaxing in the Florida sunshine. With an attached garage and excellent curb appeal, this home is move-in ready. Located near Anclote Gulf Park, Key Vista Nature Park, Tarpon Springs Sponge Docks, and Fred Howard Park & Beach, you’ll enjoy endless options for outdoor fun, dining, and entertainment. Convenient access to US-19 makes commuting to Tampa, Clearwater, or St. Petersburg a breeze. Don’t miss out—schedule your private showing today and make this Holiday home yours!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Christine Ans (813-368-2699)

Remarks: Welcome home to this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and convenience! Freshly painted interior and exterior. Step inside to discover luxury vinyl flooring and ceramic tile throughout—no carpet for easy maintenance and a clean, modern feel. The spacious layout provides comfortable living areas and well-sized bedrooms. Outside, enjoy a large fully fenced backyard, ideal for pets, play, entertaining, or creating your own private outdoor retreat. Conveniently located near Anclote Elementary School, and quick access to both state road 54 & US highway 19 for shopping, dining, and more! A move-in-ready gem in a fantastic location—this is one you won’t want to miss!

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

Listing Agent: Cori Mcnichols (727-359-7642)

Remarks: Welcome home to the CUTEST and most METICULOUSLY KEPT townhome in Holiday. From the moment you arrive at the front door, you know you’re somewhere SPECIAL. Built in 2023, this 3-BEDROOM, 2.5-BATH home offers 1,634 SQ FT of bright, open living space designed for today’s lifestyle. You will love the OPEN-CONCEPT LAYOUT, HIGH CEILINGS, ABUNDANT NATURAL LIGHT, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and NEW REFRIGERATOR. Upstairs features a convenient LAUNDRY AREA, spacious PRIMARY SUITE with ENSUITE BATH, and a FLEXIBLE LOFT SPACE perfect for a HOME OFFICE, SECOND LIVING AREA, or WORKOUT ZONE. Recent UPDATES include FRESH INTERIOR PAINT, NEW LANDSCAPING, PAINTED FRONT AND BACK PATIO, NEW FAUCETS, NEW SHOWER GLASS DOORS in the primary bath, NEW SHOWER HEADS, and a NEW CEILING FAN. Enjoy your own PRIVATE PATIO that opens to a BACKYARD with a NEW VINYL PRIVACY FENCE, offering a great space for relaxing, morning coffee, or pets. Plus, there’s a SPACIOUS 1-CAR GARAGE with ADDED CEILING STORAGE. Located in a PET-FRIENDLY community with LOW HOA FEES and easy access to US-19, SHOPPING, DINING, and the GULF BEACHES, this newer-build townhome is perfect for a FIRST-TIME BUYER, SEASONAL RESIDENT, or INVESTOR.

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

Listing Agent: Kendra Fountain (727-420-6791)

Remarks: Great buy on this 3 bedroom one & 1/2 bath home in Holiday. Garage has been converted into an additional room for added living space. Over 1,600 square feet, block construction. Located on a quiet cul-de-sac with a spacious back yard. Enclosed rear patio. No flood insurance required. Being sold "as is".

Listing is courtesy of: GULF TO BAY REAL ESTATE (727-586-1500)

Listing Agent: Ann Mcintosh (727-686-3147)