Holiday Homes For Sale & Real Estate - 310 homes

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: RE/MAX CHAMPIONS (727-807-7887)

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

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. 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 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 will give a fencing credit in the amount of 1000 at closing. Seller is motivated!

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

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

Remarks: Located within the 55+ area of the beautiful Key Vista gated community, this move-in-ready villa radiates pride of ownership through extensive upgrades and a cheerful, sun-drenched layout. The open floor plan features high ceilings, architectural niches, and brand-new luxury vinyl plank flooring complemented by fresh paint and elegant plantation shutters throughout. At the heart of the home, the kitchen boasts wood cabinetry, granite countertops, and newer stainless steel appliances, including a breakfast bar and a delightful dinette area. This space opens to a large, screened-in lanai with upgraded "no-see-um" screens and a pavered floor, offering a tranquil view of a serene pond and lush landscaping with no rear neighbors for ultimate privacy. The thoughtful design includes a split-bedroom layout for maximum comfort, along with a versatile den that can easily serve as a third bedroom or home office. For added convenience, the villa includes an indoor laundry room and a two-car garage. Living here means enjoying a maintenance-free lifestyle where the HOA covers exterior painting, cable, internet, and access to resort-style amenities. Residents can take advantage of two clubhouses, heated pools and spas, a fitness center, tennis and volleyball courts, and a playground, all within a beautifully manicured environment that even offers on-site storage for boats and RVs. The location is a true standout for outdoor enthusiasts, situated within a short walking distance of the Gulf of Mexico and the Key Vista Nature Park. You are just moments away from the Key Vista Waterfront Gulf Park, which offers a swimming area, kayak access, a 24-hour fishing pier, and miles of walking and bike trails. With the historic Tarpon Springs Sponge Docks, local marinas, and boat ramps at Anclote River Beach Park nearby, this home provides the perfect gateway to Florida's coastal lifestyle. NO FLOOD INSURANCE REQUIRED, NO CCD FEE, roof 2022, THE SOLAR PANELS WILL GIVE YOU AN IMMEDIATE SAVINGS AT ABOUT $100 A MONTH.

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

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

Remarks: Auction Property. Short Sale. * * FANTASTIC OPPORTUNITY * * Welcome to this 3-bedroom, 2-bath POOL HOME located in the heart of Holiday, FL. This home offers the perfect blend of comfort, style, and indoor-outdoor living. Step inside to find a bright, open floor plan with abundant natural light, spacious living and dining areas, and a thoughtfully designed layout ideal for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the main living area. The primary suite provides a relaxing retreat with large sliding doors that open to the screened patio. Two additional bedrooms offer flexibility for family, guests, or a home office. The fully fenced backyard offers privacy and space to unwind, entertain, or simply soak up the sunshine. Enjoy the warm Florida sun in the sparkling pool! Whether you're looking for a vacation home or a year-round residence, this home provides the perfect balance of comfort, convenience, and tranquility. * * PREMIUM LOCATION * * Easy access to multiple stores and restaurants. Just 4 miles away from Holiday's pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Where else can you find a like-new home in a gated community just a short walk from the Gulf at this price? Welcome to Key Vista’s highly sought-after 55+ seaside community, where this beautifully renovated home was completely updated in 2025 from top to bottom. Inside, you’ll find a fresh, modern feel with no popcorn ceilings, hurricane-rated PGT windows and sliding doors, and stylish kitchen and bathroom cabinetry topped with elegant quartz countertops. Plantation shutters and a charming kitchen window treatment in the breakfast nook add warmth and character, while a new tankless water heater and garage door opener provide everyday convenience. The roof and HVAC system have both been recently replaced, offering peace of mind for years to come. Step outside to a newly tiled screened lanai and patio that overlook lush tropical gardens and two large palms, creating a private and relaxing retreat. Tucked away on a quiet cul-de-sac, this home offers both tranquility and access to an active lifestyle. Residents enjoy a heated pool within the 55+ section as well as a second resort-style pool, along with a wide range of activities hosted in both the 55+ clubhouse and the main clubhouse, where you can play tennis or pickleball or stay active in the fitness center. Just beyond the gates, the nearby Ben Harrill Community Center and sports complex provide even more recreational options, while the scenic Anclote Coastal Trail across the street invites you to bike or walk to several waterfront parks featuring nature trails, fishing piers, swimming areas, and a boat launch. With easy access to the vibrant areas of Tarpon Springs and New Port Richey for dining, culture, sports, and entertainment, this home truly offers the best of Florida living—plus the added benefit of no flood insurance required.

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

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

Remarks: FRESHLY PAINTED! NOT IN A FLOOD ZONE! Discover this bright and cheerful 1-bedroom condo in Tahitian Gardens, a well-kept GATED 55+ community. The expansive floor-to-ceiling windows in the living room create a luminous and open ambiance. This unit boasts modern flooring, an updated electrical panel, a new 50-gallon water heater (2022), ample storage with a large utility closet, and ceiling fans in both the living room and bedroom. From the patio, savor the view of a picturesque courtyard. Unwind in the large, heated swimming pool or stroll along the numerous pathways within the community and lake. Tahitian Gardens offers a host of activities such as shuffleboard, arts and crafts, a cycling club, bingo, dominoes, and card groups. Conveniently located near dining and shopping. CVS, Walgreens, Publix and Aldi's are a few minutes away. Just a short drive to Tarpon Springs, the Sponge Docks, and Howard Park Beach. Tampa and Clearwater airports are less than an hour’s drive. Open to all reasonable offers and easy to view. Consider making this your new residence or holiday retreat!

Listing is courtesy of: COASTAL FLORIDA REAL ESTATE (727-471-9115)

Listing Agent: Michael Mcauley (727-471-9115)

Remarks: Great starter, retirement, or income rental home. This comfortable home has 2 bedrooms, 2 bathrooms, kitchen, living room, dining room, Florida room and a huge flex room that is not included in the square footage. It has a large fenced in back yard and a front circular drive way. It is centrally located to shopping, schools, beaches and much more. No deed restrictions or flood insurance needed. The reason for the long days on the market was it was rented and the time did not stop so it shows a lot of days on the market. Price was increased due to installation of a BRAND NEW septic system placed outside of the house, instead of in the huge flex room.

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

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

Remarks: This 2 bedroom, 2 bath home with a 1-car garage offers a functional layout with multiple living areas, including a living room, dining room, family room, and enclosed porch. Roof is getting replaced. Located in a no flood zone and featuring a circular driveway, this property provides both comfort and convenience. Sold fully furnished, it allows you to move in while making updates at your own pace. Don’t miss this well-located home with great potential—see it in person today.

Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)

Listing Agent: Maria Demellis (727-271-1021)

Remarks: Under contract-accepting backup offers. 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: Waterfront Retreat with Gulf Access – Turn-Key, RV & Boat Ready! Discover the perfect Florida lifestyle in this stunningly remodeled waterfront home. Boasting direct Gulf access via a scenic 20-minute boat ride, this property is a rare find with dedicated space for both your RV and Boat. Highlights of this Move-In Ready Home: Total Peace of Mind: Brand NEW AC, new ductwork, upgraded electrical, and NEW impact-resistant windows & sliders. Designer Interiors: New porcelain tile flooring throughout, fresh interior/exterior paint, and modern epoxy finishes on the garage and porch. Chef’s Kitchen: Updated with stone countertops, a marble herringbone backsplash, and all-new stainless steel appliances. Ultimate Entertaining: Large bonus room with water views, plus a screened lanai for breathtaking sunsets. Bonus Features: Luxury LG front-load laundry, custom stone cladding curb appeal, and an included Home Warranty. Whether you're looking for a primary residence, a short-term rental investment, or a winter retreat, this home is minutes from the area’s best dining and shopping.

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

Listing Agent: Lela Pentsa (941-223-5586)

Remarks: Investor special in Holiday! This property offers a great opportunity for renovation or rental income potential. Situated in a convenient location near the Gulf, parks, and local amenities. Sold As-Is; Buyer to verify permits/square-footage.

Listing is courtesy of: NEW VISION REALTY INC (727-286-2356)

Listing Agent: Yasmina Jacaj (727-400-2352)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Motivated seller: Price Improvement! Welcome to Lake Conley Mobile Home Park, where this delightful 2-bedroom, 2-bath home invites you to embrace the very best of Florida living. Passing 4-Point inspection 1/26/2025. New Dishwasher, New hot water heater. 2024 HVAC Step inside to a bright and welcoming layout featuring a beautifully appointed kitchen with beautiful countertops and stainless-steel appliances, perfectly complemented by a dedicated living room and dining area ideal for everyday comfort or entertaining. Laminate wood flooring flows throughout the living spaces, adding warmth and continuity to the home. Each bedroom is generously sized and includes a walk-in closet, offering plenty of storage, while one of the bathrooms has been recently renovated with fresh, modern updates. Underlayment was updated 1 year ago. The Florida room is a true bonus—an inviting retreat for unwinding, enjoying a good book, or savoring peaceful moments throughout the day. Covered parking keeps your vehicle protected from the Florida sun, and the fully screened, covered lanai creates an exceptional space for entertaining guests or simply enjoying the gentle outdoor breeze. An exterior shed doubles as a laundry room and provides even more storage space. This beautifully maintained, gated 55+ community offers an active and engaging lifestyle with a vibrant clubhouse, regular potluck dinners, and countless opportunities to connect with neighbors and make lasting friendships. Enjoy easy access to lake life, including fishing and boating, along with community amenities such as the pool and shuffleboard courts. Ideally located, Fred Howard Park is just 9.3 miles away, the world-famous Sponge Docks are only 6.8 miles away, and Tampa International Airport is a convenient 17 miles from home—bringing beaches, culture, and travel all within easy reach..

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)

Listing Agent: Brenda Rubio, Llc (201-280-1928)

Remarks: One or more photo(s) has been virtually staged. Welcome home to this beautiful 3-bedroom, 2-bathroom home with a two-car garage situated on the serene shores of Lake Conley. As you step inside, you will immediately appreciate the bright, open feel of the home, enhanced by a neutral color palette that creates a warm and inviting atmosphere. The spacious living room provides plenty of room for relaxing or entertaining guests, while the adjacent dining area, conveniently located between the living room and kitchen, offers the perfect setting for everyday meals or gatherings. The well-appointed kitchen features stainless steel appliances, granite countertops, and a convenient breakfast bar, making it both functional and stylish. In addition to the living room, the home offers a large family room, providing even more space for entertaining, relaxing, or creating a flexible living area to suit your needs. Just off the family room, you will find an enclosed back porch, the perfect place to unwind while enjoying peaceful views of the lake. Step outside to the open dock, where you can park your boat and enjoy easy access to the water, making lakefront living a reality. The primary bedroom is generously sized and features an en-suite bathroom complete with a large vanity offering plenty of storage and a walk-in shower. Conveniently located near US 19, this home provides easy access to shopping, dining, entertainment, and medical facilities, offering both comfort and convenience. Don’t miss this opportunity to enjoy lakefront living—schedule your private showing today!

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

Listing Agent: Dawn Walls

Remarks: Welcome to 2028 Hilo Drive, a beautifully maintained home located in the sought-after 55+ Lake Conley community of Holiday. This inviting residence offers a perfect blend of comfort, pride of ownership, and classic Florida living, making it ideal for full-time residents, seasonal buyers, or those seeking a relaxed Gulf Coast lifestyle. From the moment you arrive, you’ll appreciate the home’s curb appeal and well-kept appearance. Inside, the layout is bright, open, and functional, with comfortable living spaces that flow easily for both everyday living and entertaining. The home has been thoughtfully cared for and is ready for its next owner. Situated in an established neighborhood, this property is conveniently close to shopping, dining, parks, and major roadways. Gulf beaches, boating, fishing, and other popular Florida attractions. The Lake Conley community offers a wide range of amenities, including a heated pool for year-round enjoyment, clubhouse, shuffleboard court, horseshoe court, boat ramp, lakefront dock, and fishing pier. Boat and RV parking is available for an additional fee subject to availability Whether you are searching for a primary residence, or a second home, this home offers excellent value in a convenient Holiday location. Schedule your private showing and see all that this wonderful community has today.

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

Listing Agent: Sigrid Whitehead (877-366-2213)

Remarks: Newly updated mobile home in the heart of Holiday, FL. Located in the Buena Vista Mobile Home Park, a family community where you OWN THE LAND, PETS ARE WELCOME, and you enjoy LOW HOA FEES of $109.00 a quarter which includes your trash pickup twice a week and street lights! This stylish home features 2 bedrooms and 1 full bath with an open floor plan showcasing a large kitchen and living room. It includes new LPV flooring 2025, new energy-efficient windows throughout 2025, a new AC unit (2025), new privacy fencing added in 2025, and a large enclosed front porch area with new screen and light fixtures installed. The floral landscaping really completes this home. Situated on almost 5,000 square feet of land that you will own, this property offers plenty of yard space for entertainment and recreational activities. Come Now as this one will not last long!

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

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

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained and spacious 2-bedroom, 3-bathroom home offering exceptional curb appeal with lush landscaping and a charming front porch that creates a warm first impression. Step inside to an inviting open floor plan featuring a front living area that seamlessly flows into the dining space, kitchen, and an expansive family room, perfect for both everyday living and entertaining. The well-appointed kitchen boasts an abundance of wood cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast bar overlooking the main living areas. The impressive family room is truly the heart of the home, showcasing soaring ceilings and a stunning fireplace that adds both character and comfort. Step outside to a spacious backyard designed for outdoor living, complete with a covered patio, ideal for relaxing, hosting gatherings, or enjoying Florida’s beautiful weather year-round. Thoughtfully updated, this home features hurricane-impact windows, UV filtration on the AC (2019), a brand-new roof installed in 2024, emergency generator interlock for power outages and fully paid-off solar panels for energy efficiency and long-term savings. Ideally located in Holiday, you’ll enjoy easy access to shopping, dining, top-rated Gulf beaches, and vibrant nearby downtown areas. This home offers the perfect blend of comfort, style, and location!

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

Listing Agent: Amie Lenhart (727-515-1626)

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: Price Improvement! Waterfront Perfection: Your Remodeled 55+ Paradise Awaits! Watch the serene view from your back patio with mature Palm Trees to make it a perfect Florida Day or evening. Welcome to the epitome of active 55+ living! This stunning, completely remodeled double-wide mobile home offers breathtaking waterfront views. This 2 Bedroom, 2 Full bathrooms is truly turn-key and the desirable feature of OWNING YOUR OWN LAND. Located in a highly sought-after "Active" community with Water views and Golfcarts allowed. The Clubhouse is wheelchair assessable. Turn-Key Luxury and Extensive Updates throughout. No detail has been overlooked in the extensive updates completed in the last few years, ensuring worry-free living: New Kitchen with Shaker Cabinets and all appliances replaced. Remodeled Bathrooms New Windows throughout and window treatment stays New AC system installed and there is warranty on the AC system. Freshly painted interior and exterior Beautiful Wainscoting in the Primary Bedroom Proven carport tie-downs (no hurricane damage or flooding issues reported!) New Bamboo flooring and new subflooring. Appliances 2-3 years old (Microwave, washer and dryer not warranted) Updated Electrical Panel New 50 gallon Hot water heater Relax and enjoy the magnificent water view from your screened-in patio, featuring a window AC unit for maximum comfort. The Ultimate Workshop and Low-Maintenance Living as ground maintenance is included in the HOA fee. Hobbyists, rejoice! The attached workshop is every enthusiast's dream, providing the perfect "Mancave" space for projects or storage. Enjoy incredibly low HOA fees which include fantastic amenities: Ground maintenance Trash pickup Heated year-round pool (soon to be replaced with a brand-new pool!) Shuffleboard, Clubhouse access, and On-site Manager. This exceptionally well-maintained home won't last long. Don't miss your chance to call this waterfront gem your new "HOME" under the sun. Restaurants, Shopping and Beaches within 5 -8 miles drive. Measurements are approx. Buyer to verify all information that is deemed accurate.

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

Listing Agent: Tamara Herz (813-394-4135)

Remarks: Under contract-accepting backup offers. Beautiful property in Holiday

Listing is courtesy of: APPLE HOMES CORP (813-733-1540)

Listing Agent: Miguel Salinas (813-733-1540)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back Up Offers Only !!Step into easy coastal living in this bright and beautifully updated block home in Tahitian Homes. Fresh tile flooring flows throughout the 2 bedrooms and 2 baths, complementing an upgraded kitchen with a subway-tile backsplash, stainless steel appliances, and a refreshed primary suite. The enclosed screened patio expands your living space and creates the perfect indoor-outdoor vibe for morning coffee, weekend lounging, or evening gatherings. A 1-car garage, central AC, newer roof, newer windows, and a fully vinyl-fenced yard add comfort, privacy, and plenty of room for the outdoor gardener—delivering both convenience and peace of mind. With no HOA or CDD fees and a location just minutes from beaches, parks, marinas, and daily essentials, this home offers the ideal blend of value, lifestyle, and low-maintenance living. Move right in and start enjoying the Florida lifestyle. Why rent when owning feels this good!Motivated sellers !

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Marilyn Gioffre (347-802-5489)