Holiday Homes For Sale & Real Estate - 328 homes

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this adorable, move-in ready gem in Holiday, Florida. This beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and value, making it ideal for a primary residence, seasonal home, or investment property. Step inside to find a spacious layout featuring both a living room and a separate family room, giving you flexible space for entertaining, relaxing, or even a home office setup. The home has been thoughtfully maintained and upgraded, including a newer roof (2024) and newer HVAC system (2023), providing peace of mind for years to come. Enjoy Florida living at its best with screened-in front and back porches, perfect for morning coffee or unwinding in the evenings. The fully fenced backyard offers privacy and room for pets, play, or future outdoor enhancements. Additional highlights include a 1-car garage, washer and dryer included, low property taxes, and no HOA or CDD, giving you freedom and affordability. Located in a no flood zone for added peace of mind. Conveniently located near shopping, dining, parks, and Gulf Coast beaches, this home checks all the boxes. Opportunities like this don’t last, schedule your showing today before it’s gone.

Listing is courtesy of: POWER REAL ESTATE GROUP LLC (813-454-8041)

Listing Agent: Celina Weathersby (813-454-8041)

Remarks: Price Reduced for Seller Convenience and Your Benefit! Bring all offers. Take advantage and make spoiling yourself an option by stepping inside your freshly painted, open-concept home offering a light, airy feel and optimal value. Designed for both comfort and functionality, this no age restrictions condo community welcomes everyone. The slab, block concrete floor to ceiling construction and hurricane-impact windows and doors provides all-encompassing privacy and security for all seasons. You are further offered that tranquil outdoor retreat when you step outside of your sliding glass door into your newly screened back porch that overlooks peaceful grassy grounds centered around a beautiful oak tree where you can play with your young ones or fur babies, enjoy a picnic or race your electric bikes. Once you get done frolicking outdoors, you can enjoy thoughtful interior upgrades to include washing up at the new bathroom vanity and then casually lounging in either oversized bedroom, each equipped with new remote-operated ceiling fans. Located in a quiet neighborhood less than 5-miles from a wide variety of restaurants, grocery stores, state parks, malls, shopping plazas, and the famous Tarpon Springs Sponge Docks. With low taxes, the home is ideal as a primary residence, a seasonal vacation home, or investment as the home is rent ready. Seller never occupied. Don’t miss your chance to own a move-in-ready home that offers both lifestyle and value!

Listing is courtesy of: SCOTT & FAULK INTERVEST REALTY (727-219-1604)

Listing Agent: Myonitra Faulk (813-474-7033)

Remarks: Spacious single-family home in the Beacon Square Subdivision in the heart of Holiday. Home features 3 large bedrooms, 2 Full bathrooms with ceramic tile floors throughout home. The open floor plan creates a bright and spacious living area connecting the living room, dining room, kitchen, and enclosed Florida Room. And there's a 1 car garage and fenced backyard. Beacon Square is minutes away from the Gulf of Mexico with lots of activities such as shopping, dining out and beach activities.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Michael Eddings (813-480-6026)

Remarks: This absolutely charming home is nestled in the sought-after Tanglewood Mobile Village Condominium. Unlike many similar subdivisions, the land is owned, not leased. A 55+ community, residents will enjoy a multi-amenity lifestyle that includes a safe, pet-friendly park along with shuffleboard and horseshoe courts, a heated community pool and a clubhouse. Additional huge advantages include a very reasonable HOA fee ($143/month) which includes trash removal, lawn maintenance, the amenities, and their care. An ideally quiet enclave close to US Highway 19’s restaurants and retail but far enough away to ensure serenity, you’ll enjoy proximity to the local beaches but still reside in a no flood zone. Because no leasing is permitted, you’ll appreciate the stability of a neighborhood in which everyone is invested. Inside this happy home, pride of ownership shines. Fabulous upgrades are evident throughout including a NEW heat pump (2019), NEW vanities in both baths (2019), NEW laminate flooring almost everywhere (2020), NEW kitchen appliances and sink (2020), and a NEW water softener (2024). Light and bright, the spacious living room is welcoming with its open concept plan. A total of (4) ceiling fans complete with light kits adorn the ceilings in both bedrooms, living room, and dining room; classic Levolor blinds dress the windows. The large, windowed dining room boasts stunning cabinetry with mirrored backing to beautifully showcase mementos. You’ll love the sleekly designed kitchen that offers a modern vibe and stainless-steel appliances. Combined with the adjacent family room, this space is the heart of the home for entertaining and supporting your treasured relaxation. Both baths are wonderfully appointed with linoleum flooring in the guest shower/toilet room; laminate flooring in the master bath. A set of sliders introduces the enclosed, temperature-controlled Florida room, surrounded by windows and rich with sunshine. The screened porch off the driveway reveals an expansive storage room that includes a washer and dryer. Lanark Drive is not just a place to live. It’s a place to love.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)

Listing Agent: Lori Crawford (727-234-8002)

Remarks: Dreaming of being on Holiday, EVERYDAY? Well your search is over and welcome to your new home at 3103 Bright Drive in Holiday Lake Estates! You are going to be in awe of this 2 bedroom 2 bathroom 1 car garage POOL home. Enjoy landscaping completed for you with white beautiful rock and Florida friendly plants and trees as you walk up to the front patio, you'll be pleased to see turf and tile, creating a relaxing front porch to enjoy all year round. Step inside to the wide open floorplan or your private backyard oasis. The whole house is tiled, and if you've dreamed of designer flooring, you'll be excited to see a Versace- look alike tile pattern that is sophisticated and easy to match with any decor! The kitchen is the heart of the home and has been updated with white cabinets and beveled edge countertops. It includes a stainless steel appliances. There's lots of room for entertaining and plenty of storage space. You'll love all of the natural lighting that pours in through the windows and sliders that grace you with the pool view from multiple angles. Both bedrooms are spacious with tile planked flooring and the master, features a walk in closet with adjoining bathroom and a jack and jill feature to the second bedroom. The back yard is your tropical paradise with arecas, palm trees, and lots of lush landscaping You're going to love being in the sunshine in your very own slice of private paradise with custom built bar by the pool and its even equipped with a metal shed for additional storage. The home is equipped with solar panels keeping monthly expenses under $180 on avg for power, which is huge savings with a pool! This lake front community offers all of the convenience you could ever dream of! Centrally located, and only 38 mins from Tampa International you can get anywhere in no time! You'll love being minutes from the famous Tarpon Springs Spongedocks, Fred Howard Beach, the Pinellas bike trail, Anclote boat ramp, and Key Vista Nature park which is perfect for the outdoor enthusiast that wants to experience all that Florida has to offer! Close to schools and lots of restaurants and stores, what really else could you need? Schedule your tour today!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jakea Cates (813-802-9689)

Remarks: Welcome to 2211 Barracuda Ct, Holiday, FL 34691 — a beautifully maintained turn-key home offering 1,876 sq ft of living space in the desirable Gulf winds community. This home features 3 bedrooms, 2 full bathrooms, plus a bonus room that can be used as a home office, playroom, media room, or flex space. The home is also pre-wired for a home theater system, making it perfect for movie nights and entertaining. the bright, open floor plan is filled with natural light and flows into the open kitchen featuring wood cabinetry, stainless steel appliances, pantry storage, and a breakfast bar, ideal for everyday living and gatherings. A separate dining area provides additional space for family meals. The primary suite offers a relaxing retreat with a walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. Two additional bedrooms are generously sized and conveniently located near the second full bathroom. Enjoy Florida living from the screened lanai, overlooking a peaceful, low-maintenance outdoor space. Additional highlights include a 2-car garage, indoor laundry room, water softener system, and key updates such as AC (2018), water heater (2011), and a new garage door (2025) providing comfort and peace of mind. It is conveniently located near shopping, dining, parks, and major roadways. This move-in-ready home is a must-see — schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Mayra Roland (727-742-8588)

Remarks: NEW ROOF JUST PUT ON AUGUST 2025,NEW FANS, AND THE INSIDE PAINTED! NEWER ELECTRIC, WINDOWS, WATER HEATER, AND AN 11 YEAR OLD AC THAT HAS BEEN INSPECTED AND WORKS GREAT ! CHARMING 2-BEDROOM 2-BATH POOL HOME WITH STUNNING VIEWS OF LAKE BELCHER. IT DID NOT FLOOD DURING THE STORMS LAST YEAR AND HAS ENDLESS POTENTIAL! THIS IS A RARE OPPORTUNITY TO HAVE A DEEP WATERWAY RIGHT OUT OF YOUR BACK DOOR WITH NO FLOOD INSURANCE REQUIRED THAT GOES ALL THE WAY TO ANCLOTE FOR UNDER 350,000 DONT PASS THIS ONE UP! THIS SPACIOUS 2278 SQ FT HEATED HOME SITS ON A GENEROUS, FENCED, QUARTER ACRE LOT AND OFFERS THE PERFECT BLEND OF CONVENIENCE,COMFORT, AND OPPORTUNITY. FEATURING TWO MASTER SUITES AND A SPLIT - BEDROOM FLOOR PLAN, THIS PROPERTY BOASTS A LARGE PATIO WITH BEAUTIFUL VIEWS AND FRUIT TREES,CREATING A SERENE OUTDOOR RETREAT. WHILE THE HOME NEEDS SOME COSMETIC UPDATES INSIDE AND ON THE POOL, IT HAS GREAT BONES AND ENDLESS POTENTIAL TO ADD ANOTHER BEDROOM OR TWO AND MAKE IT YOUR OWN.THE PRIME LOCATION ENSURES AN EASY COMMUTE TO PINELLAS AND HILLSBOROUGH COUNTIES. JUST MINUTES FROM BEACHES, SHOPPING, AND ENTERTAINMENT,THIS HOME IS PERFECT FOR THOSE LOOKING TO ENJOY FLORIDA LIVING AT ITS FINEST. DONT MISS THIS INCREDIBLE OPPORTUNITY - SCHEDULE YOUR SHOWING TODAY!

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

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

Remarks: Under contract-accepting backup offers. Welcome home! This beautiful home is loaded with updates. 2 bed 2 bath with an additional cooled all seasons room. Newer vinyl siding, skirting and drainage lines for down spouts. Newer roof overlay, widened with extension posts in carport. Updated landscaping with new sod and palm trees. Double hung windows. Upgraded electrical panel, hot water heater and hvac unit. Newer floors and newer drywall. Updated electrical outlets and switches. Fully updated kitchen with countertops and cabinets. Master has a huge walk in closet!

Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)

Listing Agent: Wesley Weber (727-503-7865)

Remarks: Under contract-accepting backup offers. **Own Your Land! Updated 2-Bedroom Home in Gated Florida Community** Discover this charming, nicely updated 2-bedroom home where you **own the land**! Featuring fresh plank flooring, a newer A/C installed in 2020, a new screened-in porch, new vapor barrier, and numerous recent improvements throughout. Nestled in a peaceful, gated community with low HOA fees of just $64/month. Enjoy resident-exclusive amenities including a boat ramp, fishing pier, community pool (heated year-round), active clubhouse with year-round events, shuffleboard, and optional rentable boat/RV parking/storage area. Golf carts and motorcycles are welcome! Tucked privately off US 19 yet conveniently close to everything—easy access to some of Florida's most stunning beaches, parks, restaurants, shopping, and a quick commute to Tarpon Springs. Perfect for relaxed, low-maintenance living with plenty of recreation right at your doorstep. Don't miss this opportunity—call today to schedule your private showing!

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

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

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: 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: Under contract-accepting backup offers. Holiday.. where the living is easy! This Community is positioned between Tarpon Springs and Trinity. This beautifully maintained 2-bedroom, 2.5-bath end-unit townhome offers privacy, space, and modern comforts coastal design. This townhome offers a open-concept layout featuring high ceilings and abundant natural light. The kitchen is thoughtfully designed with solid surface, stainless steel appliances, and generous cabinetry. Upstairs, the spacious primary suite includes a walk-in closet and a private ensuite bath. The other bedroom provides flexibility for guests, remote work, etc. The washer and dryer are conveniently located upstairs. This end unit offers enhanced privacy with a fenced in backyard, The private patio is perfect for morning coffee or winding down after a beach day. A spacious one-car garage with extra storage adds convenience. Located in a pet-friendly community with low HOA fees, this townhome also offers quick access to US-19, shopping, dining, and some of Florida’s most beautiful Gulf Coast beaches.

Listing is courtesy of: SUNCOAST SIGNATURE PROPERTIES (727-537-0797)

Listing Agent: Mike Nakelski (727-537-0797)

Remarks: What an incredible move-in ready updated home for under $100,000! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities. All this and lawn maintenance and trash for a low $143/mo. You own the land! Golf cart and pet friendly, up tp 25lb. Carport covers utility shed with washer and dryer included. Another side screened porch for dining and barbecuing This is priced to sell!

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

Listing Agent: Karen Roeding (727-510-0930)

Remarks: This contemporary two-story townhome enjoys a free-flowing layout among the main-floor kitchen, Great Room and covered patio. The top floor features the spacious owner’s suite, two secondary bedrooms and a versatile loft space perfect as a home office or additional shared living area. This beautiful sought after community is completely sold out come see this home it will be gone fast!!!

Listing is courtesy of: VINTAGE REAL ESTATE SERVICES (813-684-0001)

Listing Agent: Lisa Ginaitt (813-263-9028)

Remarks: Coastal comfort, modern style, and everyday convenience come together in this move in ready Florida gem. Completely remodeled, this beautifully updated 2 bedroom, 1 1/2 bath home with an attached garage offers a fresh start with a bright open layout designed for both relaxed living and easy entertaining. Step inside to find new flooring throughout, a stylishly refreshed kitchen with modern finishes, updated bathrooms, and thoughtfully selected upgrades that make the home feel clean, current, and welcoming. Natural light fills the living spaces, creating an inviting atmosphere perfect for entertaining guests or simply enjoying quiet evenings at home. Every detail has been carefully updated, leaving nothing to do but move in and enjoy. Located in the heart of Holiday, this home places you close to some of the best parts of Florida’s laid back coastal lifestyle. Spend weekends exploring scenic waterfront trails and sunset views at Key Vista Nature Park, enjoy boating, kayaking, and waterfront relaxation at Anclote River Park, or take a short drive to the Gulf beaches whenever the mood strikes. Shopping, dining, and major roadways are all nearby, offering convenient access to Tampa and Clearwater for commuting or entertainment. Peace of mind comes easy with respected medical facilities including HCA Florida Trinity Hospital and AdventHealth North Pinellas just minutes away. Whether you are searching for your first home, a seasonal escape, or a low maintenance property to enjoy year round, this beautifully updated home delivers comfort, convenience, and value in one inviting package. With a motivated seller this is an opportunity you do not want to miss.

Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)

Listing Agent: Kevin Rivera (570-851-7255)

Remarks: TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)

Listing Agent: Joseph Buchi (813-289-4687)

Remarks: One or more photo(s) has been virtually staged. Open access to the Gulf!! Experience elevated waterfront living in this elegant 3 bed/2 bath residence with a versatile bonus room, thoughtfully designed to blend architectural charm, refined finishes, and seamless indoor–outdoor flow, all in the sought after Baileys Bluff Estates! The generously sized secondary bedrooms offer ample closet space and share a beautifully appointed full bath with a tub/shower combination. A hallway linen closet with built-in shelving provides additional storage. The primary suite is a true retreat, featuring sliding-door access to the lanai and a spa-inspired bath complete with a step-in shower with sliding glass doors—also opening to the exterior—dual-sink vanity, private water closet, and a dedicated dressing hallway with abundant closet space. A separate pool-access bath with sink and toilet can be closed off from the primary suite for added privacy. A nearby washer and dryer closet enhances everyday convenience. The main living areas impress with soaring volume ceilings, recessed lighting, and a striking corner stone fireplace anchoring the space. The chef’s kitchen is as functional as it is beautiful, showcasing wood soft-close cabinetry, granite countertops, stainless steel appliances, a breakfast bar, pantry closets with extensive shelving, a built-in corner desk, and a sun-filled breakfast nook. Architectural details add warmth and character, including a barn-style sliding door allowing the kitchen to be closed off when desired, and a decorative wicker-accent opening that enhances the home’s charm. A flexible dining area offers the option of formal dining and opens through sliding doors to a charming brick patio. The bonus room provides exceptional flexibility—ideal as a home office, media room, or optional fourth bedroom—complete with a utility sink closet, additional storage, and direct garage access. Outdoors, the expansive screened-in lanai and pool create a private oasis perfect for entertaining, complemented by an outdoor shower. The generous fenced backyard leads to your waterfront dock area, where tranquil water views can be enjoyed from the living room, breakfast nook, dining area, and kitchen. Additional highlights include light wood luxury vinyl flooring throughout; tile flooring in all bathrooms, oversized windows providing abundant natural light, ample storage throughout, and an oversized two-car garage. Located just two blocks from the Coastal Anclote Trail, which offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs. Enjoy easy water access via the bayou and creek with just a five-minute boat ride to the Gulf. The area is also ideal for kayaking. Pickleball courts with weekly league play are located within one mile. This exceptional waterfront property offers the perfect blend of lifestyle, comfort, and convenience. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: PRICE ADJUSTMENT !! Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Maria Gallace Gerelus (727-430-4617)

Remarks: Under contract-accepting backup offers. Completely renovated and move-in ready, this 3-bedroom, 1-bath charmer in Holiday checks all the boxes. Solid block construction paired with a brand-new roof offers peace of mind, while the stylish interior delivers today’s most sought-after finishes. The all-new kitchen features white shaker cabinetry with soft-close drawers, a pantry, lazy Susan, farm sink, microwave hood, range, and side-by-side refrigerator with ice maker. Luxury vinyl flooring runs throughout the home, complemented by solid wood interior doors, custom window trim, and ceiling fans. Major updates include new impact-rated windows and doors, a new AC system, and a new water heater. The beautifully renovated bathroom showcases oversized 24x48 porcelain tile, granite countertops, and a white shaker vanity. Step outside to a fully fenced yard with brand-new vinyl fencing, offering plenty of space to add a pool or create your dream outdoor retreat. Enjoy two rear patio decks—perfect for relaxing or entertaining. A one-car garage includes washer and dryer hookups for added convenience. With its open floor plan, this home lives larger than expected and is ideal for a first-time buyer, downsizer, or anyone looking for a turnkey property.

Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)

Listing Agent: Beth Raulerson (813-422-4846)

Remarks: SELLER TO CONTRIBUTE $5,000 TOWARD BUYER’S CLOSING COSTS! WELCOME HOME! SELLER MOTIVATED! This beautiful cozy home has 3 bedrooms and 3 bathrooms, with potential for a 4th bedroom. It is fully renovated: HVAC and ducts 2024, plumbing 2024, electric water heater 2024, electrical panel 2018, attic insulation 2024, new stucco, fresh paint inside and out, fresh texture, new baseboards, brand new laminate flooring, new impact windows, new sliding door, new interior doors, new fixtures, brand new smoke alarms, new ceiling fans, new solid wood cabinets in kitchen and bathrooms, quartz countertops in kitchen and bathrooms, new backsplash in kitchen, new disposal, brand new GE appliances, new mailbox, new doorbell, freshly painted driveway as well, great spacious backyard to enjoy time with friends and family. Property is close to gas stations, US-19, shopping centers and more. No flood zone, No CDD and No HOA.

Listing is courtesy of: BUILDING NEST REALTY LLC (813-682-9936)

Listing Agent: Daylin Vallejo Oliva (813-230-5959)