Holiday Homes For Sale & Real Estate - 297 homes

Remarks: One or more photo(s) has been virtually staged. WELCOME TO THIS UPDATED PROPERTY, THIS 2 BEDROOM, 2 BATH, 1 CAR CARPORT, WITH INSIDE UTILITIES IS WAITING FOR YOU! WHETHER LOOKING AS YOUR PRIMARY RESIDENT, VACATION/SECOND HOME, INVESTMENT PROPERTY THIS IS FOR YOU, MOST OF THE WORK HAS BEEN DONE FOR YOU WITH NEW FLOORING THROUGHOUT, UPDATED KITCHEN CABINETS AND COUNTERS, KITCHEN HAS SPACE FOR BREAKFAST TABLE, AND EVEN TO ADD MORE CABINET, BATHROOMS HAVE BEEN MOSTLY UPDATED, 3 NEW MINI SPLITS.NO FLOOD ZONE. THIS HOME IS JUST WAITING FOR YOU TO PUT YOUR FINAL TOUCHES TO MAKE THIS YOUR OWN. YARD IS FENCED IN, HAS A SHED FOR STORAGE, PROPERTY IS CENTRALLY LOCATED TO SHOPS, RESTRAUNTS, ANCLOTE PARK, WORLD FAMOUS TARPON SPRINGS SPONGE DOCKS AND BEACHES.

Listing is courtesy of: SIRROM REALTY LLC (727-243-0523)

Listing Agent: Cristina Taylor (727-992-4172)

Remarks: Under contract-accepting backup offers. Step inside and take it all in—this is more than a house, it’s your next chapter. Picture yourself coming home after a long day, opening your refrigerator dropping a perfectly shaped bourbon ice ball into a glass, mixing your favorite cocktail, and unwinding on your bar stool in a space that feels entirely yours. Every detail of this home has been thoughtfully updated, offering both style and peace of mind. From the moment you walk in, you’ll notice the stunning custom epoxy metallic floors, crafted through a meticulous 6-day process with a custom blend finish. The heart of the home—the kitchen—features all 2022 appliances, including a refrigerator with bourbon ice ball feature, stove, microwave, dishwasher, and garbage disposal. Beautiful granite countertops, a modern backsplash, and a new kitchen window complete the space. Throughout the home, you’ll find upgrades at every turn: new baseboards, doors, light fixtures, switches, outlets, interior paint and texture, and ceiling finishes—all completed in 2022. Bedrooms offer comfort with vinyl flooring, updated lighting (some with built-in Bluetooth speakers), and refreshed closet doors. Both bathrooms have been fully renovated. The back bathroom showcases a custom shower with new hardy board, glass tile, shower pan, flooring, fixtures, and even a Bluetooth speaker light. The main bathroom features a new vanity, mirror, and modern accessories. Major systems have been taken care of as well, including a new electrical panel, hot water heater and a roof from 2020. The AC system (2014) has been recently serviced and performs excellently. Step outside to enjoy the fresh exterior upgrades: new paint, lighting, epoxy finishes, a white PVC fence, updated landscaping, and a 2022 storage shed for added convenience. This home is truly move-in ready—where every detail has been handled so you can simply move in, relax, and enjoy. Welcome home. Flood zone X this home is on a high and dry spot ! Owner is licensed Real Estate Broker

Listing is courtesy of: GREENLEE REALTY GROUP (727-859-4373)

Listing Agent: Brande Greenlee (727-505-6517)

Remarks: Welcome to this inviting home in Holiday, located in desirable Pasco County! Nestled in a quiet residential neighborhood, this property offers a great opportunity for comfortable Florida living or investment potential. Step inside to find a functional layout with bright living spaces, generously sized bedrooms, and plenty of room to make it your own. The home features a private yard perfect for outdoor enjoyment, entertaining, or relaxing in the Florida sunshine. Conveniently located near shopping, dining, parks, and Gulf Coast beaches, with easy access to major roadways for commuting. Don’t miss your chance to own a piece of Florida living—schedule your showing today!

Listing is courtesy of: HOUWZER INC (267-765-2080)

Listing Agent: Ileana Perez (904-859-9603)

Remarks: Beautiful 2-bedroom, 1.5-bathroom home in the heart of Holiday, featuring new windows, a large fenced yard, a screened patio, and fresh remodeling throughout, all in a fantastic location close to beaches, restaurants, and shopping. You must see this one before it’s gone! For full transparency, the home had a settlement investigation in 2007. Still, there have been no issues since, and it will be fully remediated before closing, making it FHA/VA mortgageable and fully insurable. The property has no flooding history and is not in a flood zone, offering peace of mind and easy Florida living.

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

Listing Agent: Anita Mccracken (727-776-4638)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 2-bath salt water pool home offering the perfect blend of comfort, functionality, and true Florida living--without the burden of Deed Restrictions, HOA or CDD fees. Nestled on a fully fenced lot with lush, mature tropical landscaping, this property provides exceptional privacy and curb appeal, highlighted by a circular driveway and a charming courtyard-style entry. Significant recent upgrades provide peace of mind, including a brand-new roof (February 2026), brand-new A/C system (February 2026), fresh exterior paint (2026), and a newer hot water heater (2020). Inside, you'll find an inviting open floor plan with a desirable split-bedroom layout. The main living area is enhanced with elegant chair rail detailing, while the well-appointed kitchen features stainless steel appliances, a stylish tiled backsplash, a beautiful granite island, and a reverse osmosis system--perfect for both everyday living and entertaining. There is a large family room that provides a versitle space perfect for relaxing with your family. The spacious primary suite offers a large walk-in closet and a private bath with a tub/shower combination. The guest bedroom is generously sized and also includes a walk-in closet. The guest bathroom has been tastefully updated with a step-in shower, newer vanity with granite countertop, and a newer toilet. Step outside to your own private tropical retreat. The screened-in saltwater pool is finished with Diamond Brite (2017) and complemented by a newer ''cool'' deck coating (2021) and a new pool pump (2022). Multiple outdoor living spaces provide flexibility and charm, including a large rear screened porch overlooking the pool, an open side patio, and a dedicated firepit area--ideal for relaxing or entertaining year-round. Additional features include a detached shed and an oversized garage complete with extensive cabinetry and a workbench, offering ample storage and workspace. This move-in ready home showcases thoughtful updates, versatile indoor and outdoor living spaces, and a serene backyard oasis--perfect for enjoying the very best of the Florida lifestyle.

Listing is courtesy of: KW REALTY ELITE PARTNERS (352-688-6500)

Listing Agent: Jackie King (352-650-8920)

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: CASH ONLY/INVESTORS! Here is an incredible opportunity to acquire a 3-bedroom, 2-bathroom, 1-car garage residence located within a sought-after community in a non-flood zone. This property represents a prime addition to any portfolio, with significant upside potential. The heart of the home features a modern kitchen equipped with soft-close cabinetry, designer granite, and a full suite of Samsung stainless steel appliances. A private master suite is tucked away from the main living areas, boasting an upgraded bathroom with porcelain flooring and a designer tile shower. The layout flows into a bright 17x10 additional family room off the kitchen, while the entire interior is finished with durable, carpet-free vinyl and tile. Key updates include the 2016 architectural shingle main roof, (flat roof in rear of home needs replaced) a 2016 AC system, and a 2021 water heater. This property offers a compelling choice for those ready for a fast cash closing to take advantage of its proximity to the Tarpon Springs Sponge Docks and world-renowned Gulf Coast beaches. Capitalize on this fantastic investment opportunity with a few finishing touches this home is ready to go!

Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)

Listing Agent: Michele Strong (727-688-0221)

Remarks: Water view with access to the Gulf and room for your boat and RV in this beautifully updated home with charming curb appeal featuring stone cladding on front exterior. MOVE IN READY with outstanding finishes NEW AC, new ductwork, upgraded electrical panel, NEW WINDOWS and SLIDERS will provide additional peace of mind. Enjoy breathtaking sunsets on the open patio or screened lanai. This home has new porcelain tile flooring throughout the entire home, and an updated kitchen that features stunning stone counters, a herringbone marble backsplash and all new stainless-steel appliances. The kitchen is set off the dining area and has an eating space inside the kitchen that looks onto the bonus room and water. The oversized bonus room is a perfect space for entertaining guests who want to enjoy the water views. The bathroom near the master and guest bedroom has been tastefully updated with shower niche and ombre styles octagon tile floors in the shower and has been tastefully updated with modern finishes. Besides the updates, the home has been painted inside and out and has new shades for added privacy. The garage floor, as well as, the front porch has an epoxy finish that is attractive and durable. The laundry features include NEW LG front load washer and dryer. The stone cladding on the front exterior sets this beauty apart. With approximately a 20-minute boat ride to the Gulf, a short distance to restaurants, shopping and entertainment, this home is an excellent first-time home, investment for short term rentals or a highly desirable winter retreat. This home comes with a HOME WARRANTY for added piece of mind.

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

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

Remarks: Welcome home! This charming and affordable starter home is a perfect opportunity for buyers looking to get into homeownership without breaking the bank. Featuring a clean, well-maintained interior and brand-new appliances, this home is truly move-in ready and ideal for first-time buyers, downsizers, or anyone looking for a great value. Enjoy a bright open living space, easy-care flooring, and plenty of natural light throughout. The home offers a cozy layout with comfortable bedrooms and a functional kitchen that’s been refreshed and updated for everyday living. Step outside to a spacious yard with room to relax, garden, entertain, or store your toys and best of all, NO HOA! If you’ve been waiting for a solid home at an affordable price point, this one checks the boxes: clean, updated, and ready for its new owner. Schedule your private showing today!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)

Listing Agent: Zach Senter (727-735-4021)

Remarks: Enjoy affordable waterfront living just beyond the Pinellas County line in the charming city of Holiday. This 2-bedroom, 2-bath home features a 1-car garage along with an additional carport, ideal for parking a boat or RV. Situated on Lake Nash, the property includes a private dock and pool, offering a great opportunity to enjoy Florida’s outdoor lifestyle. The home offers a functional layout with a bright, inviting interior and pleasant water views from the main living areas. A fully fenced backyard provides privacy and ample space for relaxing or entertaining by the pool and lake. The primary bedroom includes an adjoining office or sitting area with views of the water, adding flexibility to the space. Additional features include hurricane shutters, and a tankless hot water heater. Conveniently located near the Tarpon Springs Sponge Docks, as well as nearby parks, beaches, shopping, and dining, this property presents a great opportunity to enjoy waterfront living at an accessible price point.

Listing is courtesy of: HIGHLIGHT REALTY CORP/LW (561-641-6787)

Listing Agent: Nisim Korkus (786-883-7778)

Remarks: Under contract-accepting backup offers. Stunningly updated POOL home in the desirable Holiday FL! Featuring a brand NEW ROOF, all new interior and exterior paint, an open floor plan concept and many upgrades throughout. Your chef's kitchen awaits you with white soft-close cabinets, quartz countertops, and the best backyard views. Additionally, there are two spacious bedrooms and a newly updated bathroom. With 980 square feet of perfectly utilized space, this home feels larger than its listed size suggests and offers an open and spacious living area that flows seamlessly into the kitchen. Nestled in a quiet, established neighborhood with no HOA or CDD fees, this gem is just minutes from the Florida Gulf Beaches. Move-in ready and waiting for you, schedule your showing today!

Listing is courtesy of: URBAN CORE REALTY (813-418-0207)

Listing Agent: Monica Dudas (813-418-0207)

Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the established community of Holiday Lakes West. Built in 1988, this well-maintained residence offers approximately 1,200 square feet of living space with a desirable split-bedroom floor plan and open-concept layout. Step inside to find vaulted ceilings and abundant natural light, creating a bright and spacious feel throughout the main living areas. The kitchen features ample cabinetry, a breakfast bar, and a pass-through to the dining area. Situated near US-19, offering quick access to Tampa, Clearwater, and St. Petersburg for work, dining, and entertainment. Just a short drive to Gulf beaches and waterfront parks, including Anclote River Park with boat ramps, fishing, and picnic areas.

Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)

Listing Agent: Terry Connors, Ii (727-452-6054)

Remarks: Welcome to 1715 Kenilworth Street in Holiday, Florida, a beautifully renovated home offering modern updates, functional living spaces, and the added benefit of no HOA restrictions. This move-in-ready property features refreshed interiors, contemporary finishes, and a layout designed for both everyday comfort and easy entertaining. The spacious backyard includes a private pool, creating the perfect setting to enjoy the Florida lifestyle year-round. The property is currently rented on a month-to-month basis. This is an excellent opportunity to own a renovated pool home with no HOA in a desirable Holiday location.

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

Listing Agent: Alejandro Conti (321-424-8903)

Remarks: Welcome to the established and friendly Holiday Lake Estates community, a quiet residential neighborhood just a stroll from the Anclote River and Gulf Coast beaches. This charming ranch-style home features 3 bedrooms, 2 bathrooms, and a convenient 1-car garage. With some recent updates and 1558 sq. ft. of living space, the home offers a comfortable floor plan perfect for families or those seeking serene Florida living. Enjoy proximity to local parks, fishing, and boating, with easy access to shopping, dining in Tarpon Springs. The spacious backyard provides the perfect space for outdoor relaxation or entertaining. Don't miss this opportunity to own this beautiful property!

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

Listing Agent: Corey Auld (727-657-7977)

Remarks: Under contract-accepting backup offers. Located in a quiet Holiday neighborhood East of US-19, this classic 2Bed/2Bath/1-Car garage Florida bungalow offers practical coastal living with its functional layout, private backyard and close proximity to Gulf beaches, shopping and major roadways.  This property offers suburban comfort with easy access to waterfront recreation, combining a desirable mix of affordability with access to parks, marinas, fishing spots and easy commuting to Tarpon Springs and Clearwater.  The home is block construction and features newly replaced Roof, Windows and Slider and A/C as well as a 2-Year Old Water Heater.  This subdivision has No CDD, No HOA and No Deed Restrictions.  Live the Florida dream with access to Anclote River Park for beach and boating, Key Vista Nature Park for trails and Gulf views, Tarpon Springs Sponge Docks for its renowned dining and cultural events, and bike or walk the Suncoast Trails.  This home offers the Holiday advantage of affordable Florida living with strong coastal access and everyday conveniences, making it a practical choice for full-time or seasonal homeowners, first-time buyers or retirees.  2150 Maureen Drive is indeed a true Florida gem!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)

Listing Agent: Sharon Cole (813-907-8200)

Remarks: Welcome to this one-of-a-kind exclusive waterfront home pool home in Holiday, set on 1.18 acres at the end of a quiet cul-de-sac on the Anclote River, with water on three sides and approximately 630 feet of waterfront. Surrounded by beautiful moss-draped oak trees, the property offers a private and scenic setting with incredible potential. Featuring Spanish and Mediterranean-inspired architecture, the home showcases arched openings, beamed ceilings, and stone and wood accents throughout. The spacious floor plan includes a sunken formal living room, family room, dining room, office/den and an updated kitchen with a large island, waterfall countertop, range, double oven, and walk-in refrigerator. A flex space with a wet bar and fireplace adds versatility, while the ground floor bath includes dual sinks, sauna with Jacuzzi tub and walk in shower. Two private primary suites, each with separate staircase access, offers comfort and privacy, and both feature private balconies with beautiful water views. Outdoor highlights include a covered deck, gazebo, lanai, oversized 3-car garage, and an expansive yard with room for boat or RV parking and possible tennis court restoration. Buyers will appreciate the opportunity to add a dock and boat lift for easy access to the Gulf of America, perfect for boating, fishing, and enjoying the waterfront lifestyle. This exceptional property offers a rare setting and endless opportunity for updating and personalized touches to create a truly spectacular waterfront retreat. With no HOA and convenient access to Tarpon Springs, beaches, shopping, and dining, this is a rare chance to make it your own.

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

Listing Agent: Ruth Primeau, P.A (727-504-8000)

Remarks: Charming and thoughtfully upgraded 2-bedroom, 1.5-bath home offering 1,128 sq ft of comfortable living space in a convenient Holiday location. This move-in ready property showcases a beautifully updated kitchen and renovated bathrooms, complemented by new vinyl flooring throughout for a fresh, modern feel. Enjoy peace of mind with major system improvements including a new Rheem A/C with transferable warranty, a new hot water heater with transferable warranty, and electrical upgrades. The home also features hurricane-reinforced straps and a flat roof replaced adding durability and long-term value. At 39 feet above sea level, it’s not in a flooding zone. The inviting living space is enhanced by an electric fireplace with remote, creating a cozy focal point. Step outside to a private patio overlooking a fully fenced backyard perfect for entertaining, pets, or relaxation. Additional highlights include a newer garage with an oversized driveway, drop- down attic access with added flooring for storage, an outdoor shed, and exterior repaint completed in 2021. Ideally situated near local conveniences and attractions, this home offers easy access to shopping, dining, and major roadways including U.S. Route 19 for a smooth commute. Enjoy the Florida lifestyle just minutes from Anclote River Park, known for its scenic waterfront views, beach access, and boat launch. Explore nearby Key Vista Nature Park for walking trails and nature observation, or take a short drive to the historic Tarpon Springs Sponge Docks, famous for its waterfront dining, shops, and rich cultural heritage. Perfect for first-time buyers, downsizers, or investors, this home offers modern upgrades, solid infrastructure, and a prime location. This home is ready for its next owner to enjoy.

Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)

Listing Agent: Michele Herndon, Pa (813-856-9822)

Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Welcome to 5604 Cheyenne Drive, a cozy and inviting 2-bedroom, 1-bath residence ideally located in the heart of Holiday, Florida. This well-maintained home features a spacious sunroom that provides versatile living space—perfect for relaxing, entertaining, or creating a home office or hobby area. The interior offers a comfortable, functional layout filled with abundant natural light, creating a warm and welcoming atmosphere throughout. A standout opportunity, this property offers a 3.250% assumable FHA loan with Roam, making homeownership more accessible and affordable. Conveniently situated near shopping, dining, and major roadways, this home is well-suited for year-round living or a seasonal retreat. Don’t miss the opportunity to own a charming home with flexible space and an exceptional financing option in a prime location.

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

Listing Agent: Ingrid Santaliz (941-962-1238)

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

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

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

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

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

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